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doc13701 acetogenins19991.pdf
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"text": "J. Nat. Prod. 1999, 62 504–540",
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"text": "Feras Q. Alali, Xiao-Xi Liu, and Jerry L. McLaughlin [p1.5.1]",
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"text": "Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, Indiana 47907"
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"text": "Received September 18, 1998"
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"text": "The Annonaceous acetogenins are promising new antitumor and pesticidal agents that are found only in the plant family Annonaceae. Chemically, they are derivatives of long-chain fatty acids. Biologically, they exhibit their potent bioactivities through depletion of ATP levels via inhibiting complex I of mitochondria and inhibiting the NADH oxidase of plasma membranes of tumor cells. Thus, they thwart ATP-driven resistance mechanisms. This review presents the progress made in the chemistry, biology, and development of these compounds since December 1995.",
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"text": "The Annonaceae (custard-apple family), considering its large size (130 genera and 2300 species), is chemically one of the least known of the tropical plant families.[p1.9.1] Phytochemical studies and, to a lesser extent, pharmacological studies on Annonaceous species have intensified in the last 15 years; this is largely due to the discovery of the Annonaceous acetogenins, a class of natural compounds with a wide variety of biological activities.[p1.9.2] Before 1982, most investigations centered upon the many isoquinoline alkaloids in this family. About 320 secondary natural products from 150 species belonging to 41 genera were summarized from 288 publications in 1982 by the group of Professor André Cavé in France.[p1.9.3] The discovery of uvaricin in 1982,[p1.9.4] the first of the Annonaceous acetogenins, as an in vivo active antileukemic (P-388) agent, invigorated wide interest in this family. The Annonaceous acetogenins are now one of the most rapidly growing classes of new natural products and offer exciting anthelmintic, in vivo and cytotoxic antitumor, antimalarial, antimicrobial, antiprotozoal, and pesticidal activities and special promise of becoming new chemotypes for antitumor and pesticidal agents.",
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"text": "Structurally, the Annonaceous acetogenins are a series of C-35/C-37 natural products derived from C-32/C-34 fatty acids that are combined with a 2-propanol unit. They are usually characterized by a long aliphatic chain bearing a terminal methyl-substituted [p1.10.1]-unsaturated [p1.10.2]-lactone ring (sometimes rearranged to a ketolactone), with one, two, or three tetrahydrofuran (THF) rings located along the hydrocarbon chain and a number of oxygenated moieties (hydroxyls, acetoxyls, ketones, epoxides) and/or double bonds being present. To a lesser extent, tetrahydropyran (THP) ring compounds and acyclic compounds are also found.[p1.10.3] The Annonaceous acetogenins are the most powerful of the known inhibitors of complex I (NADH: ubiquinone oxidoreductase) in mammalian and insect mitochondrial electron transport systems;[p1.10.4] in addition, they are potent inhibitors of NADH oxidase of the plasma membranes of cancer cells;[p1.10.5] these actions decrease oxidative, as well as, cytosolic ATP production. The consequence of such ATP deprivation is apoptosis (programmed cell death).[p1.10.6] Recently, we have shown that the acetogenins also inhibit cancer cells that are multidrug resistant (MDR),[p1.10.7] and in addition, they combat pesticide-resistant German cockroaches effectively.[p1.10.8] Thus, they thwart biological resistance.",
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"text": "Since publishing our last four reviews,[p1.12.1] which summarized research on the Annonaceous acetogenins through December 1995, 10 new species of Annonaceae have been reported to contain acetogenins; they are *Annona glabra*,[p1.12.2] A. jahnii,[p1.12.3] A. spinescens,[p1.12.4] A. nutans,[p1.12.5] A. crassiflora,[p1.12.6] Goniothalamus donnaiensis,[p1.12.7] G. gardneri,[p1.12.8] Uvaria microcarpa,[p1.12.9] U. pauci-ovulata,[p1.12.10] and *Disepalum anomalum*.⁶ In our last review, we reported the isolation of mucocin,[p1.12.11] the first acetogenin containing a tetrahyropyran (THP) ring nonadjacent to a THF ring. The isolations of four more THP-bearing acetogenins have now been reported; these are muconin,[p1.12.12] which contains a nonhydroxylated THP ring adjacent to another THF ring, pyranicin and pyragonicin,[p1.12.13] the first mono-THP ring acetogenins with no THF rings at all, and jimenezin,[p1.12.14] containing a hydroxylated THP ring adjacent to a THF ring. Also newly discovered are the first hydroxylated-THF ring compounds mucoxin,[p1.12.15] goniotriocin,[p1.12.16] and donnaienin. [p1.12.17]",
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"text": "A new compound, spinencin,[p1.14.1] is the first bis-adjacent THF acetogenin to have the relative stereochemistry (going from lower to higher numbered positions across the rings) of threo-trans-threo-cis-erythro. Jiang et al. have isolated several C-34 epimeric pairs of acetogenins from Goniothalamus donnainesis, adding a new subtype to the [p1.14.2]-lac-",
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"text": "* To whom correspondence should be addressed. Tel: (765) 494-1455. Fax: (765) 494-1414. E-mail: jac@pharmacy.purdue.edu.",
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1 · HEADER
2 · HEADER
3 · HEADER
4 · TEXT
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14 · HEADING
15 · TEXT
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23 · FIGURE
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27 · CAPTION
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37 · FOOTNOTE
38 · FOOTNOTE
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"text": "tone ring configuration.[p2.4.1] The method of countercurrent chromatography is now being used to separate known and new acetogenins. [p2.4.2]",
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"text": "The emergence of the Annonaceous acetogenins as potential agents to thwart biological resistance was first manifested in the work of Oberlies et al.[p2.5.1] in tumor cells and in the work of Alali et al.[p2.5.2] in insects; it was found that the acetogenins could effectively combat multidrug resistant cancer cells and pesticide-resistant cockroaches, respectively. The work of Shimada et al.[p2.5.3] on the placement of acetogenins, representing several structural classes, within liposomal membranes, now provides a new hypothesis as to how these compounds interact with lipid bilayers to exert their activity on membrane-bound enzymes. Additionally, in cooperation with a group in Japan, our recent work on the structure–activity relationships (SAR) in the isolated submitochondrial particles and work with computer models drastically challenge our understanding of the relevance of the relative stereochemistry across the THF rings. [p2.5.4]",
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"text": "In our first review in 1990, 28 Annonaceous acetogenins isolated from 11 species were described; in our second review in 1993, 61 acetogenins isolated from 16 species were summarized; in our third review in 1995, another 80 acetogenins from 20 species of Annonaceous acetogenins were reported; and in our fourth review in 1996, 76 new acetogenins from 26 species were tabulated.[p2.6.1] In this review, which covers scientific progress made in the biology, chemistry, and development of Annonaceous acetogenins from December 1995 to July 1998, data have been compiled on 137 new acetogenins from 24 species (Appendix 1). At the time of preparation (August 1998) of this current review, over 350 Annonaceous acetogenins have been isolated from 37 species. Our preliminary efforts show that about 50%, of over 80 Annonaceous species screened, are significantly bioactive and are worthy of fractionation; thus, this class of compounds can be expected to continue to grow, at an exponential rate in the future, provided that financial support for such research efforts can be found. With the demise of the world's tropical rain forests, such work is compelling before the great chemical diversity, contained within these endangered species, is lost.",
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"text": "In our last review,[p2.8.1] the Annonaceous acetogenins were classified according to their relative stereostructures across the THF rings; while that classification is more informative than any other method, it leads to a plethora of subclasses, and we will use herein our earlier system of classification with some additions and modifications. The Annonaceous acetogenins seem to be best classified into mono-THF, adjacent bis-THF, nonadjacent bis-THF, non-THF ring, tri-THF, and nonclassical acetogenins (THP and ring-hydroxylated THF compounds), followed by subclassification of the [p2.8.2]-lactone, substituted [p2.8.3]-lactone, or ketolactone variations (Figure 1).",
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"text": "The names, classifications, chemical and biological data, and references to the new compounds, reported December 1995–July 1998, are tabulated in Appendix 1."
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"text": "Biogenetically, the Annonaceous acetogenins seem to be derived from the polyketide pathway. The THF, THP, and epoxide rings are suggested to arise from isolated double bonds through epoxidation and cyclization.[p2.11.1] The discovery of earlier precursors (nonring compounds, epoxides, ketones, diols, and double bonds), the location of double bonds\nMono-THF acetogenins",
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"text": "in the appropriate positions, and the semisynthesis of additional THF rings from double bond-containing acetogenins strongly support this hypothesis. The discoveries of muridienins, proposed precursors of the mono-THF acetogenins, and chatenaytrienins, proposed precursors of the bis-THF acetogenins, add new evidence that acetogenins are more likely to be derived from laceroic (C-32) and ghedoic (C-34) fatty acids after enzymatic combination with a three-carbon unit.[p2.14.1] We could not find these free acids or their esterified products in the oily extracts of the paw paw, Asimina triloba; this might suggest that these free acids actually serve as short-lived intermediates in the biosynthetic process and are shuffled along complex enzyme subunits rather than being released as end products that can later be metabolized by [p2.14.2]-lactone formation, dehydrogenation, epoxidation, and cyclization. The sequence of these events is still unknown. The time is at hand to conduct feeding experiments with isotopically labeled precursors to verify the biogenetic pathways and the sequence of events leading to these compounds. Plant tissue culture methods have not yet produced sufficient cell growth to permit such studies.",
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"text": "One wonders why the plants in this family choose to biosynthesize more than 350 different acetogenins, with all of them being either C-32 or C-34 fatty acid derivatives, and not produce C-36 or C-38 or even C-30 or C-28 compounds. The dimensions of cell and mitochondrial membranes[p2.15.1] (the sites of the target enzymes) may dictate this; this particular chain length has likely evolved because it provides the optimum activity and protection of the plant against herbivores and pests. Shorter acetogenins lose activity, and it may be logical to assume that longer ones will also be less active.",
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"text": "The biogenetic story of goniocin is particularly interesting. This tri-THF ring acetogenin was first isolated in our laboratory by Gu et al. in 1994 from Goniothalamus giganteus.[p2.16.1] All previously isolated acetogenins from this plant, representing over 30 different compounds,[p2.16.2] had an R configuration at C-10 including cyclogoniodenin T,[p2.16.3] a semisynthetic tri-THF enantiomer of goniocin; however,",
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"text": "R=-(CH_{2})-, epoxide, ketone, -CH-OH",
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"text": "Sub-types of the terminal lactone ring",
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"text": "[p2.21.1] cis or trans ring hydroxylated\n[p2.21.2] ketolactone and reduced",
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"text": "R₁ = H, OH",
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"mathml": "<math aria-label=\"R sub 1 equals H, OH\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msub><mi>R</mi><mrow><mn>1</mn></mrow></msub><mo>=</mo><mi>H</mi><mo>,</mo><mi>O</mi><mi>H</mi></mrow></math>"
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"text": "\\begin{aligned} R_{1}&= \\text{H, OH} \\quad \\text{cis or } \\textit{trans} \\quad \\text{ring hydroxylated} \\\\ R_{2}&= \\text{H, OH} \\quad \\text{ketolactone} \\quad \\text{and reduced} \\end{aligned}",
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Page 3
42 item(s)
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"text": "using NMR-derived information, goniocin was assigned an S absolute stereocenter at C-10. This means that goniocin and cyclogoniodenin T have to be epimeric at each of the seven chiral centers across the tri-THF ring system. The absolute stereochemistry of all of these compounds had been determined using Mosher ester methodology.[p3.6.1] To help verify this remarkable coexistence of these naturally multicentered enantiomers, Sinha et al. at Scripps[p3.6.2] totally synthesized both compounds and confirmed that their absolute configurations were, indeed, correct as proposed. They relied upon the subtle differences of the chemical shifts of the methoxy group of the Mosher ester derivatives of both compounds and comparison with the original spectra of goniocin.[p3.6.3] They interpreted this unique coexistence to be a result of two alternative modes of tandem ring-closure routes, both starting with epimeric 1O-hydroxy intermediates (Figure 2). [p3.6.4]",
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"text": "The Annonaceous acetogenins are readily soluble in most organic solvents. Ethanol extraction of the dried plant material followed by solvent partitions, to concentrate the compounds, is still the method of choice in our laboratory.[p3.8.1] Two methods are in use to monitor the fractionation, which is mainly achieved by open column chromatography; these are bioactivity-guided fractionation using the brine shrimp lethality test (BST)[p3.8.2] and/or TLC spot visualization using Kedde’s reagent.[p3.8.3] Kedde’s reagent is not specific for the acetogenins; it detects the unsaturated conjugated lactones and does not detect the translactonized ketolactones; thus, the BST is superior in guiding fractionation and quickly leads to the most bioactive compounds. After open column chromatography, HPLC is then the most efficient method to purify individual compounds from the complex mixtures of the closely related acetogenins. Reversed-phase[p3.8.4] HPLC is superior to silica gel normal-phase HPLC in achieving separation of single-positional epimeric pairs, diastereomeric acetogenins, and/or closely related isomers.",
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"text": "Countercurrent chromatography (CCC) has now been used for the first time in isolating Annonaceous acetogenins; this was demonstrated by the independent work of Duret et al.[p3.9.1] and Hopp et al.[p3.9.2]. While Duret et al. were the first to use the technique, Hopp et al. were the first to isolate new compounds using CCC. Duret et al. have used a biphasic mixture of heptane/ethyl acetate/methanol/water to isolate four pairs of acetogenins, which were then purified with HPLC. Hopp et al. developed a biphasic system, hexane/dichloromethane and methanol/water (1O 5:7:3), because it yielded nearly identical bioactivity in the two phases. Using the BST, after a sample of the bioactive fraction FOO5 had been partitioned between the two phases, Hopp et al. were able to isolate quickly four known and three new acetogenins; the last purification step was achieved by HPLC. CCC could be utilized to provide adequate amounts for further testing the major compounds from the crude extracts, in relatively short time.",
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"text": "purified with HPLC. Hopp et al. developed a biphasic system, hexane/dichloromethane and methanol/water (1Q 5:7:3), because it yielded nearly identical bioactivity in the two phases. Using the BST, after a sample of the bioactive fraction FOO5 had been partitioned between the two phases, Hopp et al. were able to isolate quickly four known and three new acetogenins; the last purification step was achieved by HPLC. CCC could be utilized to provide adequate amounts for further testing the major compounds from the crude extracts, in relatively short time."
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"text": "By far, the major contribution to the detection, isolation, characterization, and dereplication of Annonaceous acetogenins in the last two years has come through the application of liquid chromatography–electrospray ionization mass spectrometry (LC/EIMS) techniques.[p3.11.1] Using the positive-ion mode and under conditions of atmospheric pressure in-source collision-induced dissociation (APICID), the acetogenins have provided reproducibly characteristic ion patterns and fragment ions.[p3.11.2] Analyzing the selected ion chromatograms (SIC), the presence of these acetogenins and other derivatives in crude plant extracts and chromatographic fractions can be readily detected. Utilizing the LC(+)ESI-APCID-MS technique, acetogenins produce characteristic ion patterns consisting of[p3.11.3] and[p3.11.4] molecular ions, as well as ions showing the consecutive losses of[p3.11.5] from the[p3.11.6] ion. LCMS screening of a 2μg aliquot of a bioactive crude methanol-soluble fraction of Rollinia mucosa detected the presence of some 40 known acetogenins in this plant species, in addition to four new acetogenins of diverse structure.[p3.11.7] As an example of the utility of this method, Gu et al. then applied the LC(+)-ESI-MS method to direct the isolation of two of the new compounds. [p3.11.8]",
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"text": "In another study which evaluated the monthly variations of acetogenin content in crude[p3.12.1] extracts of twigs collected from a single paw paw (A. triloba) tree, Gu et al. used the LCMSMS technique to quantify the contents of the three most biologically potent acetogenins.[p3.12.2] The quantified contents of these acetogenins showed good correlation with potencies as observed in the BST and demonstrated the highest activities in extracts from the May and June samples. These results clearly demonstrated seasonal variations in acetogenin content and suggest that May and June are the best time to collect paw paw twigs for maximizing bioactivities. Most recently, these methods have confirmed that the BST-active extracts of the zebra swallowtail (Eurytides marcellus) butterflies and larvae, which are obligate parasites on the paw paw leaves, contain the potent acetogenins bullatacin, bullatalicin, trilobacin, and/or asimicin.[p3.12.3] This well-defined LCMSMS method will undoubtedly be widely applied in the quantitative analysis of other desirable natural components in crude extracts in the future.",
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"text": "Synthetic models of known stereochemistry are used routinely to predict the relative stereochemistry of both the THF and the [p3.14.1]-lactone ring systems bearing the nearby 4-hydroxyl of the acetogenins.[p3.14.2] The locations of the THF ring and/or the free hydroxyls continue to be determined by careful analysis of mass spectral fragments.[p3.14.3] No significant changes have been introduced in the methods for structural elucidation of Annonaceous acetogenins in the last two years. Nevertheless, the following three contributions merit discussion.",
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Page 4 JSON
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"text": "epimerized upon treatment with weak base.[p4.4.1] The two resulting C-36C-34 epimers have identical MS, [p4.4.2]H and [p4.4.3]C NMR, IR, and UV spectra. However, determination of the specific rotation of the mixtures and enzymatic oxidation after chemical degradation, have allowed characterization of these epimers. To determine the absolute stereochemistry at the C-36 or C-34 centers of such Annonaceous acetogenins, comparison by circular dichroism is used;[p4.4.4] thus, basic conditions must be avoided in extraction, fractionation, and isolation to preserve the natural integrity of the [p4.4.5]-lactone. HPLC detection of NADH released from the enzymatic oxidation of L- or D-lactic acid, obtained by the cleavage of the terminal [p4.4.6]-unsaturated [p4.4.7]-methyl- [p4.4.8]-lactone, to pyruvic acid by lactate dehydrogenase was used to quantify the epimerization chemically.[p4.4.9] To date, with more than 350 acetogenins isolated, all of the natural Annonaceous acetogenins, except when so epimerized, possess the S absolute configuration at their C-36 or C-34 positions.",
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"text": "Shi et al. have successfully applied the Mosher ester method to determine the absolute stereochemistry at 1,2-vicinal diols.[p4.5.1] This method uses only small amounts of material that are sufficient to achieve the per-Mosher esters. They observed that the cancellation/enforcement effect of overlapping MPTA planes could still be analyzed and utilized to predict the absolute stereochemistry of the 1,2-vicinal diol compounds, assuming that MPTA groups could still freely rotate, in the long aliphatic chain, and preserve their ideal conformations.",
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"text": "Due to the waxy nature of the Annonaceous acetogenins, X-ray crystallography is difficult, and definite stereochemical assignments are not easily made. Since the discovery of the first acetogenin, uvaricin, in 1982, which was published without any stereochemical assignments of its seven stereocenters, it was obvious that synthetic models were urgently needed to aid the complete structural elucidations of these multi-stereocentered compounds.7 Several synthetic models, especially those that do not require derivatization, have been proven to be very helpful in predicting the relative stereochemistry of the THF ring systems, with their flanking hydroxyls, and of the 4-hydroxylated [p4.8.1]-lactone.58–60,62 Additional synthetic models are still needed to predict the relative stereochemistry of several of the expanding new types of acetogenins, e.g., the hydroxylated-THP compounds, tri-THF compounds, and the bis-THF compounds with one flanking hydroxyl, and these models could be logical targets for further syntheses.\nThe potent and diverse bioactivities of Annonaceous acetogenins have recently caught the eye of many groups of synthetic chemists.[p4.8.2] Convergent strategies are usually chosen to synthesize these compounds. These are based on the coupling of a THF ring core and a terminal [p4.8.3]-lactone synthon. To achieve the specific stereochemistry, either chiral starting materials ( [p4.8.4]-amino acids, sugars) or some asymmetric reactions using chiral catalysts (Sharpless epoxidation, Sharpless dihydroxylation) are employed.",
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"text": "The potent and diverse bioactivities of Annonaceous acetogenins have recently caught the eye of many groups of synthetic chemists.[p4.9.1] Convergent strategies are usually chosen to synthesize these compounds. These are based on the coupling of a THF ring core and a terminal [p4.9.2]-lactone synthase. To achieve the specific stereochemistry, either chiral starting materials ( [p4.9.3]-amino acids, sugars) or some asymmetric reactions using chiral catalysts (Sharpless epoxidation, Sharpless dihydroxylation) are employed.",
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"text": "Kienan et al. successfully synthesized goniocin[p4.10.1] and cyclogoniodenin T[p4.10.2] and its unique tri-THF stereoisomer, 17,18bis-epi-goniocin, using tandem cyclization with rhenium oxide.[p4.10.3] Inspired by Hoye's work, Kienan et al. also synthesized mucocin, the first THP-bearing acetogenin, using all-trans-1,5,9-cyclododecatriene, and they completed the synthesis in 20 steps.[p4.10.4] This work confirmed our proposed relative as well as absolute stereochemistry of mucocin and, also, added credibility both to Born's rule,[p4.10.5] in being able to predict the relative stereochemistry of the hydroxyl-flanked THP ring as well as the hydroxyl-flanked THF ring, and to the intramolecular formaldehyde closure reaction,[p4.10.6] in facilitating the absolute stereochemical assignments of closely located carbinol centers. As demonstrated by their total synthesis of trilobacin, Kienan et al. designed an efficient convergent synthetic strategy that provided a useful entry to a 32-membered chemical library of stereoisomeric bis-THF acetogenins.[p4.10.7] Thus, combinatorial chemistry has been applied in this field.",
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"text": "A noteworthy strategy is the efficient bidirectional synthetic approach to the C-2 symmetric stereoisomers of 2,2-bis-THF acetogenins as reported by Marshall et al. in the last two years. [p4.11.1]Utilizing[p4.11.2], [p4.11.3]-dioxygenated dialdehyde and a nonracemic [p4.11.4]- or [p4.11.5]-oxygenated allylic stannane, they were able to synthesize (+)-asimicin, asiminocin, and asiminecin. [p4.11.6]While it is not as efficient, they have now modified this method and extended it to the synthesis of the bis-THF acetogenins with asymmetrical cores. [p4.11.7]",
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"text": "Several elegant attempts have been directed toward the synthesis of core synthons that could be utilized to produce biologically active natural and nonnatural analogues of the acetogenins. This can be seen in the work of Sasaki et al.,[p4.12.1] Towne and McDonald,[p4.12.2] Figadère et al.,[p4.12.3] Ruan et al.,[p4.12.4] Li et al.,[p4.12.5] Gesson et al.,[p4.12.6] Koret et al.,[p4.12.7] Seepersaud et al.,[p4.12.8] Zhang et al.,[p4.12.9] and Zanardi et al.[p4.12.10] The semisynthetic work of Ye et al.[p4.12.11] has shown that certain chlorinated derivatives of the natural acetogenins lose activity; this suggests that the C-4 hydroxyl and the THF flanking hydroxyls may be involved in some electron-donating hydrogen-bonding interactions at the target site or in the membranes. We anticipate that nitrogen or sulfur derivatives might enhance or modify the activity, selectivity, and/or the potency of acetogenins. Sasaki et al. have synthesized several bullatacin analogues in order to test their metal-binding ability.[p4.12.12] The implications of their work will be discussed in the following section dealing with mechanism of action.",
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"text": "The following compounds have also been recently synthesized: longifolicin,[p4.13.1] 15-epi-annonin I,[p4.13.2] 4-deoxygigantecin (the first bis nonadjacent THF acetogenin to be synthesized),[p4.13.3] (+)-squamocin K, (+)-5S-hydroxyarviflorin, and (+)-parviflorin,[p4.13.4] (+)-squamostanal-A,[p4.13.5] and ( $ 8R $) and ( $ 8S $)-corossoline.[p4.13.6] The methods employed are diverse, and the reader is encouraged to consult the original papers.",
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Page 5
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"text": "(NADH): ubiquinone oxidoreductase in complex I, which is a membrane-bound protein of the mitochondrial electron transport system[p5.4.1] and the ubiquinone-linked NADH oxidase in the plasma membranes of cancerous cells.[p5.4.2] Annonaceous acetogenins are now considered as the most potent, effective in nanomolar concentrations, among the diverse inhibitors of mitochondrial complex I.[p5.4.3] While no work has been conducted on the molecular inhibitory mechanisms of these compounds, the work of Shimada et al.[p5.4.4] and Miyoshi et al.[p5.4.5] using liposomal membranes and the submitochondrial vesicle particles, respectively, may, on one hand, explain and verify our structure–activity relationship profiles and, on the other hand, drastically challenge our understanding of the significance of the relative and absolute stereochemistries of the THF or THP ring systems. Studying the conformations of the Annonaous acetogenins within liposomes made of dimyristoylphosphatidylcholine (DMPC) and on the basis of [p5.4.6]H NMR intermolecular nuclear Overhauser effects (NOEs), differential calorometric scanning data, and DMPC–Mn[p5.4.7] peak-broadening studies, Shimada et al. found that the Annonaceous acetogenins, containing either mono-, adjacent bis-, or nonadjacent bis-THF ring moieties, have their THF ring moieties residing at the interfacial regions of the lipid membranes.[p5.4.8] It was concluded that the THF group-(s) serve as a hydrophilic anchor in the lipid membranes. It was also found that the position of the THF ring anchor along the acetogenin chain determines the depths of penetration of the lactone functional group within the lipid bilayer. Thus, the lactone ring, tethered to spacer moieties of different lengths, penetrates the lipid membrane to different depths, acts directly with the protein receptor site-(s), and adapts to the geometry of specific cell types. This would seem to explain cell type selectivities as seen with several of these compounds. [p5.4.9]",
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"text": "On the basis of the recent work of Miyoshi et al.,[p5.10.1] Oberlies et al.,[p5.10.2] He et al.,[p5.10.3] Alali et al.,[p5.10.4] Landolt et al.,[p5.10.5] Gu et al.,[p5.10.6] Alfonso et al.,[p5.10.7] and Delgi Esposti et al.,[p5.10.8] the following generalizations can be stated concerning the SARs of the Annonaceous acetogenins: (1) The bis-adjacent-THF acetogenins are the most potent among this family; the nonadjacent bis-THF compounds are, in general but not always, superior to the mono-THF compounds, which, in turn, are more potent than the nonring THF acetogenins. (2) The [p5.10.9]-unsaturated [p5.10.10]-lactone at the end of the chain is crucial for activity. (3) If all other structural features are identical, the shorter C-35 acetogenins are more potent than the C-37 compounds. (4) The spacer, i.e., the distance between the OH-flanked THF and the [p5.10.11]-lactone, is critical to the potency and selectivity of the acetogenins; e.g., a 13-carbon space in the OH-flanked mono- and bis-THF compounds is optimum for activity. (5) Neither the 4-OH group nor the 10-OH group is essential for activity. (6) Three hydroxyl groups, two flanking the THF ring(s) and another somewhere in the long hydrocarbon chain, provide both the optimal position and polarity needed for the most potent activity, and beyond the tetra-hydroxylated acetogenins the activity drops drastically. (7) A ketone instead of a hydroxyl functional group decreases the activity. (8) Ketolactone acetogenins are still active but usually less active and more selective than their parent compounds; they may have different space group distances for optimal activity than their parent compounds, but this point needs further study. (9) The THP ring compounds are as active as the THF compounds and have the same mechanisms of action.",
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"text": "While extensive and comprehensive in vivo testing has yet to be conducted, the Annonaceous acetogenins have, indeed, already shown promising in vivo results. Uvaricin originally showed in vivo activity against 3PS (murine lymphocytic leukemia) (157% T/C at 1.4 mg/kg),[p6.8.1] and the rolinones (147% T/C at 1.4 mg/kg) and asimicin (124% T/C at 25 [p6.8.2]g/kg) were active in the same assay.[p6.8.3] It must be remembered that the murine leukemias are used as indicators of in vivo antitumor activity, in general, and are not just predictors for antileukemic agents. At the Upjohn Co., bullatacin and (2,4-cis and trans)-bullatacinones were tested against L121O (murine leukemia) in normal mice and in tumor xenografts of A278O (human ovarian carcinoma) in athymic mice.[p6.8.4] Bullatacin, effective at only 50 [p6.8.5]g/kg, was over 300 times more potent than paclitaxel against L121O and bullatacin, at 50 [p6.8.6]g/kg, and bullatalicin, at 1 mg/kg, were almost equivalent to cis-platinum; in addition, the acetogenins caused much less weight loss than the standards.[p6.8.7] Previously unpublished results, obtained by the late G. Grindey at the Eli Lilly Co., showed similar effectiveness of bullatacin (67% tumor inhibition at 50 [p6.8.8]g/kg) against X-5563 plasma cell myeloma grafts in normal mice. With water-soluble derivatives in hand and with better understanding of their SAR, development of the optimum compounds into clinically useful antitumor agents should be a top priority.",
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"text": "expression of P-glycoprotein, a 170 kDa transmembrane energy-dependent drug efflux pump. In our recent work,[p6.15.1] we showed that acetogenins, because of their potent ability to block ATP production, can selectively inhibit the growth of MDR tumors cells in vitro. A thorough examination of the acetogenins against in vivo models of multidrug resistance is now suggested. Using both wild-type and adriamycin-resistant human mammary adenocarcinoma cells in vitro (MCF-7/wt and MCF-7/Adr, respectively), Oberlies et al. observed that the MCF-7/Adr cells were more susceptible to acetogenin treatment and elicited a linear dose response curve. Alternatively, against the MCF-7/wt cells, a plateau near the IC[p6.15.2] value was observed (this is commonly seen with acetogenins). This observation led to the hypothesis that the acetogenins were cytotoxic to the MCF-7/Adr cells but more cytotoxic to the MCF-7/wt cells. For example, in contrast to adriamycin, vincristine, and vinblastine (Figures 3 and 4), bullatacin was effective at inhibiting the growth of the MDR MCF-7/Adr cells and exhibited a linear dose-response curve over a concentra-",
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"text": "Figure 7. Periodic analysis (every 24 h) of the effects of serial dilution of bullatacin against MCF-7/wt cells. Values are expressed as average absorbances (n = 6 for the vehicle treated control, n = 4 for the bullatacin treated wells), and the error bars represent the standard deviation about each average. The concentration values are log dose units in [p7.11.1]g/mL.",
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"text": "Figure 8. Periodic analysis (every 24 h) of the effects of 1.0μg/mL of bullatacin against MCF-7/Adr cells with refeeding of fresh media in half of the plates. Values are expressed as average absorbances (n = 6 for both control and drug treated wells), and the error bars represent the standard deviation about each average. The “R” indicates when refeeding was initiated.",
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"text": "7). Likewise, dose independent cell growth was confirmed in the MCF-7/wt cells both at the end of 6 days of bullatacin exposure (Figure 5) as well as over the 7 days of the assay (Figure 7). [p7.14.1]",
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"text": "Both cell lines were then analyzed to determine if they were still viable after bullatacin treatment (Figures 8 and 9). A 48-h exposure to bullatacin (1.0 [p7.15.1]g/mL) was cytotoxic to the MDR MCF-7/Adr cells since these cells would not regrow after being fed with fresh media (Figure 8). However, the MCF-7/wt cells were able to grow to a level near that of the vehicle-treated control upon being fed fresh media; thus, bullatacin was more cytotoxic than cytotoxic to these wild-type cells (Figure 9). A similar refeeding experiment, using 1.0 [p7.15.2]g/mL of adriamycin, showed the opposite results; the MCF-7/Adr cells were completely unaffected by the antineoplastic agent, whereas the MCF-7/wt cells were no longer viable after adriamycin treatment. [p7.15.3]",
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Page 8
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"text": "conducted with 14 structurally diverse acetogenins (seven bis-adjacent, two bis-nonadjacent, and five mono-THF ring compounds).[p8.9.1] All compounds were tested with adriamycin, vincristine, and vinblastine, as standard chemotherapeutic agents (Figure 1O). Thirteen of the 14 acetogenins were generally more potent than all three of the standard drugs. Bullatacin is 258 times more cytotoxic against MCF-7/Adr than adriamycin. Acetogenins with the stereochemistry threo-trans-threo-trans-erythro (from C-15 to C-24) were the most potent among the bis-adjacent acetogenins.[p8.9.2] The most potent compound, gigantetrocin A (a mono-THF ring acetogenin), was two times as potent as bullatacin.[p8.9.3] The optimal length of the alkyl chain between the THF ring and the [p8.9.4]-lactone was 15 carbons as recently corroborated by Miyoshi et al.[p8.9.5] with the purified mitochondrial enzyme. Shortening the length of the alkyl chain decreased the potency significantly in this particular cell line. While Oberlies et al.[p8.9.6] have observed slight differences in potency between stereoisomeric acetogenins, all previous studies, based on cellfree systems, i.e., electron-transport inhibition in rat liver mitochondrial suspensions[p8.9.7] and with the purified enzyme,[p8.9.8] did not. As previously mentioned, this might be attributed to such factors such as, but not restricted to, membrane transport, intracellular transport, or metabolic inactivation in the whole cell assay systems, which are better mimics of in vivo effects.",
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"text": "Annonaceous Acetogenins vs Resistant and Susceptible Insects and Pests. Six compounds, representing the mono-THF (gigantetrocin A, annomontacin), adjacent bis-THF (asimicin, parviflorin), and nonadjacent bis-THF (sylvaticin, bullatalicin) classes of Annonaceous acetogenins, were compared with technical grades of synthetic amidinohydrazone (hydramethylnon), carbamate (propoxur, bendiocarb), organophosphate (chlorpyrifos), and pyrethroid (cypermethrin) insecticides to determine their dietary toxicities to insecticide-resistant and insecticide-susceptible strains of the German cockroach, Blattella germanica.[p8.12.1] As a widespread urban insect, cockroaches are controlled primarily by the use of conventional synthetic insecticides that provide a relatively rapid and efficient means of reducing cockroach populations.[p8.12.2] Most of these insecticides interfere with the proper functioning of the cockroach nervous system or other physiological processes after entering the body following direct contact, exposure to vapor, or ingestion. Repeated applications of these insecticides have resulted in the development of resistance to the chlorinated hydrocarbon, organophosphate, carbamate, and pyrethroid classes of synthetic insecticides. The development of novel insecticide classes with new biochemical mechanisms as targets is needed to help to overcome this resistance problem.",
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"text": "On the basis of our preliminary testing (topical bioassays), acetogenins are more toxic by ingestion than by contact to cockroaches.[p8.14.1] Thus, tests were conducted at $ 1000 $ ppm of all test compounds in the diet (bait). Differential susceptibility occurred among[p8.14.2] nymphs of both strains to this variety of the acetogenins and to the five conventional synthetic insecticides. The speed of killing values ([p8.14.3]) against insecticide-susceptible (Jwax) and insecticide-resistant (Muncie), second and fifth instars, permitted ranking of all 11 compounds. The adjacent bis-THF acetogenins showed the highest potency among the three acetogenin classes (Tables 1 and 2). The acetogenins caused high percentages of mortality and delays in development of the fifth instars of both strains (Figure 11). In the Jwax-susceptible German cockroach strain, nymphal development was mainly affected by gigantetrocin A and annomontacin, whereas in Muncie, a resistant German cockroach strain, nymphal development was mainly affected by gigantetrocin A and bullatalicin.",
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"text": "Most of the acetogenins tested performed better than the conventional insecticides against both stages of both strains (Tables 1 and 2). No growth-regulation effects were caused by any of the compounds tested. Low resistance ratios (RRs) were obtained for most compounds (except chlorpyrifos) (Table 3). Low resistance ratio values for second instars ranged from Q9 to 22 with the natural acetogenins and from 1.0 to 38 with the synthetic compounds; the fifth instars ranged from Q2 to 3.9 with the natural acetogenins and from Q6 to 80 with the synthetic compounds (Table 3). Hydromethylnon, an electron-transport complex III inhibitor, not surprisingly, showed the lowest RR among the synthetic pesticides.[p9.8.1] The high mortality observed with the low resistance ratios, shown in this study,[p9.8.2] suggested an excellent potential for the use of Annonaceous acetogenins in baits against cockroaches, and it is predictable that such pesticide-resistance also includes ATP-dependent factors.",
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"text": "Figure 11. Effects of Annonaceous acetogenins (1000 ppm in bait) on development of fifth instars of (a) the Jwax and (b) Muncie strains of Blattella germanica.",
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1 · HEADER
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"text": "The biological properties of the Annonaceous acetogenins continue to attract the attentions of biochemists, biologists, botanists, chemists, entomologists, pharmacognosists, and phytochemists. Recent investigations indicate that the cytotoxic effects of Annonaceous acetogenins can thwart classical MDR in the adriamycin-resistant human mammary adenocarcinoma (MCF-7/Adr) cell model. Thorough in vivo studies are now needed to support the results proposed from the above-mentioned in vitro work. The pesticidal properties of the Annonaceous acetogenins make them well-suited for the control of insect pests including cockroaches in an urban setting. A concentration of only 1000 ppm in a dietary formulation produced high mortality and was associated with delays in nymphal development of second and fifth instars of both susceptible and resistant German cockroaches. Further research is now necessary to develop refined pesticidal strategies for the inclusion of such highly effective and environmentally friendly formulations to control pests. To meet the demands of further in vitro and in vivo pharmacological evaluation, we especially encourage the synthesis of those selectively cytotoxic acetogenins that are rare in nature, e.g., squamotacin, which is specific for prostate tumor cells; synthetic targets can also include a wide diversity of analogues based on the SAR generalizations, as determined using the natural compounds, as mentioned above. The high potency, selectivity, wide chemical and biological diversity, and effectiveness of these compounds against resistance could well make them become the next class of useful natural antitumor and pesticidal agents."
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"text": "1000ppm in a dietary formulation produced high mortality and was associated with delays in nymphal development of second and fifth instars of both susceptible and resistant German cockroaches. Further research is now necessary to develop refined pesticidal strategies for the inclusion of such highly effective and environmentally friendly formulations to control pests. To meet the demands of further in vitro and in vivo pharmacological evaluation, we especially encourage the synthesis of those selectively cytotoxic acetogenins that are rare in nature, e.g., squamotacin, which is specific for prostate tumor cells; synthetic targets can also include a wide diversity of analogues based on the SAR generalizations, as determined using the natural compounds, as mentioned above. The high potency, selectivity, wide chemical and biological diversity, and effectiveness of these compounds against resistance could well make them become the next class of useful natural antitumor and pesticidal agents."
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"text": "Acknowledgment. The studies described in this review carried out at Purdue University were supported, in part, by ROI Grant No. CA 30909 from the National Cancer Institute, National Institutes of Health. F.Q.A acknowledges generous financial support from Mrs. Marilyn Cochran of San Angelo, TX, and X-XL. acknowledges fellowship support from the Purdue Research Foundation."
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"order": 102,
"type": "table_cell",
"bbox": {
"l": 373.8,
"t": 329.04,
"r": 407.52,
"b": 315.12
},
"text": "22",
"attrs": {
"row": 3,
"col": 5,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.25",
"order": 103,
"type": "table_cell",
"bbox": {
"l": 205.2,
"t": 315.12,
"r": 238.92,
"b": 301.2
},
"text": "¹H ( δ)",
"attrs": {
"row": 4,
"col": 0,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.26",
"order": 104,
"type": "table_cell",
"bbox": {
"l": 238.92,
"t": 315.12,
"r": 272.64,
"b": 301.2
},
"text": "3.59 m",
"attrs": {
"row": 4,
"col": 1,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.27",
"order": 105,
"type": "table_cell",
"bbox": {
"l": 272.64,
"t": 315.12,
"r": 306.36,
"b": 301.2
},
"text": "3.41 m",
"attrs": {
"row": 4,
"col": 2,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.28",
"order": 106,
"type": "table_cell",
"bbox": {
"l": 306.36,
"t": 315.12,
"r": 340.08,
"b": 301.2
},
"text": "3.80 m",
"attrs": {
"row": 4,
"col": 3,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.29",
"order": 107,
"type": "table_cell",
"bbox": {
"l": 340.08,
"t": 315.12,
"r": 373.8,
"b": 301.2
},
"text": "3.80 m",
"attrs": {
"row": 4,
"col": 4,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.30",
"order": 108,
"type": "table_cell",
"bbox": {
"l": 373.8,
"t": 315.12,
"r": 407.52,
"b": 301.2
},
"text": "3.41 m",
"attrs": {
"row": 4,
"col": 5,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.31",
"order": 109,
"type": "table_cell",
"bbox": {
"l": 205.2,
"t": 301.2,
"r": 238.92,
"b": 287.28
},
"text": "¹³C ( δ)",
"attrs": {
"row": 5,
"col": 0,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.32",
"order": 110,
"type": "table_cell",
"bbox": {
"l": 238.92,
"t": 301.2,
"r": 272.64,
"b": 287.28
},
"text": "71.86",
"attrs": {
"row": 5,
"col": 1,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.33",
"order": 111,
"type": "table_cell",
"bbox": {
"l": 272.64,
"t": 301.2,
"r": 306.36,
"b": 287.28
},
"text": "74.02",
"attrs": {
"row": 5,
"col": 2,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.34",
"order": 112,
"type": "table_cell",
"bbox": {
"l": 306.36,
"t": 301.2,
"r": 340.08,
"b": 287.28
},
"text": "82.63",
"attrs": {
"row": 5,
"col": 3,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.35",
"order": 113,
"type": "table_cell",
"bbox": {
"l": 340.08,
"t": 301.2,
"r": 373.8,
"b": 287.28
},
"text": "82.58",
"attrs": {
"row": 5,
"col": 4,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p11.16.36",
"order": 114,
"type": "table_cell",
"bbox": {
"l": 373.8,
"t": 301.2,
"r": 407.52,
"b": 287.28
},
"text": "73.97",
"attrs": {
"row": 5,
"col": 5,
"rowspan": 1,
"colspan": 1
}
}
]
},
{
"id": "p11.17",
"order": 115,
"type": "text",
"bbox": {
"l": 54.48,
"t": 333.6,
"r": 172.56,
"b": 323.28
},
"text": "7. (2,4-trans)-squamoxinone"
},
{
"id": "p11.18",
"order": 116,
"type": "text",
"bbox": {
"l": 55.92,
"t": 285.84,
"r": 534.24,
"b": 241.2
},
"text": "White amorphous powder.[p11.18.1]: +13.3° (c OO23, CH2Cl2). UV ([p11.18.2], MeOH, nm): 203 (log[p11.18.3] 3.20). IR ([p11.18.4], film, cm[p11.18.5]): 3445, 2919, 2850, 1755. MS: EIMS m/z 407, 389, 371, 337, 319, 255. NMR: [p11.18.6]H NMR (500MHz, CDCl[p11.18.7]), [p11.18.8]C NMR (125MHz, CDCl[p11.18.9]). Derivatives: per-MTPA esters ( [p11.18.10]H NMR). Biological activities ( [p11.18.11]g/mL): BST LC[p11.18.12] 2.7, A-549ED[p11.18.13] 1.9, MCF-7 ED[p11.18.14] 1.7, HT-29 ED[p11.18.15] 1.4, A-498ED[p11.18.16] 1.5, PC-3 ED[p11.18.17] 2.2, PAC-2 ED[p11.18.18] 4.5[p11.18.19] 10[p11.18.20]. Source: Annona squamosa, stem bark. xylomaticinone[p11.18.21] (reported as a cis and trans mixture) (C [p11.18.22]H [p11.18.23]O[p11.18.24], MW624)",
"children": [
{
"id": "p11.18.1",
"order": 117,
"type": "formula",
"bbox": {
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"r": 534.24,
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},
"text": "\\text{White amorphous powder. } [\\alpha]_{D}: +13.3^{\\circ} (c\\,0.023, \\text{CH}_2\\text{Cl}_2). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 203 (\\log \\epsilon\\, 3.20). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3445, 2919, 2850, 1755. \\text{MS: EIMS } m/z\\ 407, 389, 371, 337, 319, 255. \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 2.7, \\text{A-549 ED}_{50}\\ 1.9, \\text{MCF-7 ED}_{50}\\ 1.7, \\text{HT-29 ED}_{50}\\ 1.4, \\text{A-498 ED}_{50}\\ 1.5, \\text{PC-3 ED}_{50}\\ 2.2, \\text{PACA-2 ED}_{50}\\ 4.5 \\times 10^{-3}. \\text{Source: } \\textit{Annona squamosa}\\text{, stem bark.} \\textbf{xylomaticinone}^{39} \\text{ (reported as a cis and trans mixture) (C}_{37}\\text{H}_{69}\\text{O}_{7}, \\text{MW 624)}",
"attrs": {
"latex": "\\text{White amorphous powder. } [\\alpha]_{D}: +13.3^{\\circ} (c\\,0.023, \\text{CH}_2\\text{Cl}_2). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 203 (\\log \\epsilon\\, 3.20). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3445, 2919, 2850, 1755. \\text{MS: EIMS } m/z\\ 407, 389, 371, 337, 319, 255. \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 2.7, \\text{A-549 ED}_{50}\\ 1.9, \\text{MCF-7 ED}_{50}\\ 1.7, \\text{HT-29 ED}_{50}\\ 1.4, \\text{A-498 ED}_{50}\\ 1.5, \\text{PC-3 ED}_{50}\\ 2.2, \\text{PACA-2 ED}_{50}\\ 4.5 \\times 10^{-3}. \\text{Source: } \\textit{Annona squamosa}\\text{, stem bark.} \\textbf{xylomaticinone}^{39} \\text{ (reported as a cis and trans mixture) (C}_{37}\\text{H}_{69}\\text{O}_{7}, \\text{MW 624)}",
"inline": true,
"text_offset": 23,
"text_span": 10,
"bbox_estimated": true,
"notation": "latex",
"alt": "White amorphous powder. alpha sub D : plus 13.3 to the power of circ of c, 0.023, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 203 times log epsilon, 3.20 . IR of nu sub max, film, cm to the power of minus 1 : 3445, 2919, 2850, 1755. MS: EIMS m over z 407, 389, 371, 337, 319, 255. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 2.7, A minus 549 ED sub 50 1.9, MCF minus 7 ED sub 50 1.7, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.5, PC minus 3 ED sub 50 2.2, PACA minus 2 ED sub 50 4.5 times 10 to the power of minus 3 . Source: textit Annona squamosa, stem bark. textbf xylomaticinone to the power of 39 times reported as a cis and trans mixture times C sub 37 H sub 69 O sub 7, MW 624",
"mathml": "<math aria-label=\"White amorphous powder. alpha sub D : plus 13.3 to the power of circ of c, 0.023, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 203 times log epsilon, 3.20 . IR of nu sub max, film, cm to the power of minus 1 : 3445, 2919, 2850, 1755. MS: EIMS m over z 407, 389, 371, 337, 319, 255. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 2.7, A minus 549 ED sub 50 1.9, MCF minus 7 ED sub 50 1.7, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.5, PC minus 3 ED sub 50 2.2, PACA minus 2 ED sub 50 4.5 times 10 to the power of minus 3 . Source: textit Annona squamosa, stem bark. textbf xylomaticinone to the power of 39 times reported as a cis and trans mixture times C sub 37 H sub 69 O sub 7, MW 624\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White amorphous powder. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>+</mo><msup><mn>13.3</mn><mrow><mo>∘</mo></mrow></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.023</mn><mo>,</mo><msub><mtext>CH</mtext><mn>2</mn></msub><msub><mtext>Cl</mtext><mn>2</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>203</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.20</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3445</mn><mo>,</mo><mn>2919</mn><mo>,</mo><mn>2850</mn><mo>,</mo><mn>1755</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>407</mn><mo>,</mo><mn>389</mn><mo>,</mo><mn>371</mn><mo>,</mo><mn>337</mn><mo>,</mo><mn>319</mn><mo>,</mo><mn>255</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: per-MTPA esters </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.7</mn><mo>,</mo><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.7</mn><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.4</mn><mo>,</mo><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.5</mn><mo>,</mo><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.2</mn><mo>,</mo><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4.5</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona squamosa</mtext><mtext>, stem bark.</mtext><msup><mtext mathvariant=\"bold\">xylomaticinone</mtext><mrow><mn>39</mn></mrow></msup><msub><mtext> (reported as a cis and trans mixture) (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>69</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mo>,</mo><mtext>MW 624)</mtext></mrow></math>"
}
},
{
"id": "p11.18.2",
"order": 118,
"type": "formula",
"bbox": {
"l": 55.92,
"t": 285.84,
"r": 534.24,
"b": 241.2
},
"text": "\\text{White amorphous powder. }[\\alpha]_D\\text{: }+13.3^\\circ\\text{ (}c\\text{ 0.023, CH}_2\\text{Cl}_2\\text{). UV (}\\lambda_{max}\\text{, MeOH, nm): 203 (log }\\epsilon\\text{ 3.20). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): 3445, 2919, 2850, 1755. MS: EIMS }m/z\\text{ 407, 389, 371, 337, 319, 255. NMR: }^1\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: per-MTPA esters (}^1\\text{H NMR). Biological activities (}\\mu\\text{g/mL): BST LC}_{50}\\text{ 2.7, A-549 ED}_{50}\\text{ 1.9, MCF-7 ED}_{50}\\text{ 1.7, HT-29 ED}_{50}\\text{ 1.4, A-498 ED}_{50}\\text{ 1.5, PC-3 ED}_{50}\\text{ 2.2, PACA-2 ED}_{50}\\text{ 4.5}\\times10^{-3}\\text{. Source: }\\textit{Annona squamosa}\\text{, stem bark.}\\\\\\textbf{xylomaticinone}^{39}\\text{ (reported as a cis and trans mixture) (C}_{37}\\text{H}_{69}\\text{O}_7\\text{, MW 624)}",
"attrs": {
"latex": "\\text{White amorphous powder. }[\\alpha]_D\\text{: }+13.3^\\circ\\text{ (}c\\text{ 0.023, CH}_2\\text{Cl}_2\\text{). UV (}\\lambda_{max}\\text{, MeOH, nm): 203 (log }\\epsilon\\text{ 3.20). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): 3445, 2919, 2850, 1755. MS: EIMS }m/z\\text{ 407, 389, 371, 337, 319, 255. NMR: }^1\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: per-MTPA esters (}^1\\text{H NMR). Biological activities (}\\mu\\text{g/mL): BST LC}_{50}\\text{ 2.7, A-549 ED}_{50}\\text{ 1.9, MCF-7 ED}_{50}\\text{ 1.7, HT-29 ED}_{50}\\text{ 1.4, A-498 ED}_{50}\\text{ 1.5, PC-3 ED}_{50}\\text{ 2.2, PACA-2 ED}_{50}\\text{ 4.5}\\times10^{-3}\\text{. Source: }\\textit{Annona squamosa}\\text{, stem bark.}\\\\\\textbf{xylomaticinone}^{39}\\text{ (reported as a cis and trans mixture) (C}_{37}\\text{H}_{69}\\text{O}_7\\text{, MW 624)}",
"inline": true,
"text_offset": 64,
"text_span": 10,
"bbox_estimated": true,
"notation": "latex",
"alt": "White amorphous powder. alpha sub D : plus 13.3 to the power of circ of c 0.023, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 203 times log epsilon 3.20 . IR of nu sub max, film, cm to the power of minus 1 : 3445, 2919, 2850, 1755. MS: EIMS m over z 407, 389, 371, 337, 319, 255. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 2.7, A minus 549 ED sub 50 1.9, MCF minus 7 ED sub 50 1.7, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.5, PC minus 3 ED sub 50 2.2, PACA minus 2 ED sub 50 4.5 times 10 to the power of minus 3 . Source: textit Annona squamosa, stem bark. textbf xylomaticinone to the power of 39 times reported as a cis and trans mixture times C sub 37 H sub 69 O sub 7, MW 624",
"mathml": "<math aria-label=\"White amorphous powder. alpha sub D : plus 13.3 to the power of circ of c 0.023, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 203 times log epsilon 3.20 . IR of nu sub max, film, cm to the power of minus 1 : 3445, 2919, 2850, 1755. MS: EIMS m over z 407, 389, 371, 337, 319, 255. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 2.7, A minus 549 ED sub 50 1.9, MCF minus 7 ED sub 50 1.7, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.5, PC minus 3 ED sub 50 2.2, PACA minus 2 ED sub 50 4.5 times 10 to the power of minus 3 . Source: textit Annona squamosa, stem bark. textbf xylomaticinone to the power of 39 times reported as a cis and trans mixture times C sub 37 H sub 69 O sub 7, MW 624\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White amorphous powder. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>13.3</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 0.023, CH</mtext><mn>2</mn></msub><msub><mtext>Cl</mtext><mn>2</mn></msub><mtext>). UV (</mtext><msub><mi>λ</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mtext>, MeOH, nm): 203 (log </mtext><mi>ϵ</mi><mtext> 3.20). IR (</mtext><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): 3445, 2919, 2850, 1755. MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><msup><mtext> 407, 389, 371, 337, 319, 255. NMR: </mtext><mn>1</mn></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>), </mtext><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>). Derivatives: per-MTPA esters (</mtext><mn>1</mn></msup><mtext>H NMR). Biological activities (</mtext><mi>μ</mi><msub><mtext>g/mL): BST LC</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 2.7, A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 1.9, MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 1.7, HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 1.4, A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 1.5, PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 2.2, PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 4.5</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona squamosa</mtext><mtext>, stem bark.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">xylomaticinone</mtext><mrow><mn>39</mn></mrow></msup><msub><mtext> (reported as a cis and trans mixture) (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>69</mn></mrow></msub><msub><mtext>O</mtext><mn>7</mn></msub><mtext>, MW 624)</mtext></mrow></math>"
}
},
{
"id": "p11.18.3",
"order": 119,
"type": "text",
"bbox": {
"l": 55.92,
"t": 285.84,
"r": 534.24,
"b": 241.2
},
"text": "ε",
"attrs": {
"inline": true,
"text_offset": 95,
"text_span": 10,
"bbox_estimated": true
}
},
{
"id": "p11.18.4",
"order": 120,
"type": "text",
"bbox": {
"l": 55.92,
"t": 285.84,
"r": 534.24,
"b": 241.2
},
"text": "\\nu_{max}",
"attrs": {
"inline": true,
"text_offset": 117,
"text_span": 10,
"bbox_estimated": true
}
},
{
"id": "p11.18.5",
"order": 121,
"type": "text",
"bbox": {
"l": 55.92,
"t": 285.84,
"r": 534.24,
"b": 241.2
},
"text": "⁻¹",
"attrs": {
"inline": true,
"text_offset": 137,
"text_span": 10,
"bbox_estimated": true
}
},
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Page 12
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"text": "\\text{Whitish wax. UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 218\\ (\\log \\epsilon\\ 3.46). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3368, 2916, 2849, 1740, 1721, 1467, 1328, 1086, 1058, 841.\\\\ \\text{MS: EIMS } m/z\\ 297, 281, 263, 253, 245, 239, 221, 203. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3).\\\\ \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{A-549 ED}_{50}\\ 7.7 \\times 10^{-3}, \\text{MCF-7 ED}_{50}\\ 5.3 \\times 10^{-6}, \\text{HT-29 ED}_{50}\\ 3.4 \\times 10^{-1}, \\text{A-498 ED}_{50}\\ 2.0 \\times 10^{-3}, \\text{PC-3 ED}_{50}\\ 3.6 \\times 10^{-1}, \\text{PACA-2 ED}_{50}\\ 5.4 \\times 10^{-3}. \\text{Source: } \\textit{Goniothalamus giganteus}, \\text{stem bark.}\\\\ \\textbf{squamoxine B}^{*42} \\text{(reported as a cis and trans mixture) (C}_{37}\\text{H}_{68}\\text{O}_{7}\\text{, MW 630)}",
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"latex": "\\text{Whitish wax. UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 218\\ (\\log \\epsilon\\ 3.46). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3368, 2916, 2849, 1740, 1721, 1467, 1328, 1086, 1058, 841.\\\\ \\text{MS: EIMS } m/z\\ 297, 281, 263, 253, 245, 239, 221, 203. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3).\\\\ \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{A-549 ED}_{50}\\ 7.7 \\times 10^{-3}, \\text{MCF-7 ED}_{50}\\ 5.3 \\times 10^{-6}, \\text{HT-29 ED}_{50}\\ 3.4 \\times 10^{-1}, \\text{A-498 ED}_{50}\\ 2.0 \\times 10^{-3}, \\text{PC-3 ED}_{50}\\ 3.6 \\times 10^{-1}, \\text{PACA-2 ED}_{50}\\ 5.4 \\times 10^{-3}. \\text{Source: } \\textit{Goniothalamus giganteus}, \\text{stem bark.}\\\\ \\textbf{squamoxine B}^{*42} \\text{(reported as a cis and trans mixture) (C}_{37}\\text{H}_{68}\\text{O}_{7}\\text{, MW 630)}",
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"alt": "Whitish wax. UV of lambda sub max, MeOH, nm : 218 times log epsilon 3.46 . IR of nu sub max, film, cm to the power of minus 1 : 3368, 2916, 2849, 1740, 1721, 1467, 1328, 1086, 1058, 841. MS: EIMS m over z 297, 281, 263, 253, 245, 239, 221, 203. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : A minus 549 ED sub 50 7.7 times 10 to the power of minus 3, MCF minus 7 ED sub 50 5.3 times 10 to the power of minus 6, HT minus 29 ED sub 50 3.4 times 10 to the power of minus 1, A minus 498 ED sub 50 2.0 times 10 to the power of minus 3, PC minus 3 ED sub 50 3.6 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.4 times 10 to the power of minus 3 . Source: textit Goniothalamus giganteus, stem bark. textbf squamoxine B to the power of *42 times reported as a cis and trans mixture times C sub 37 H sub 68 O sub 7, MW 630",
"mathml": "<math aria-label=\"Whitish wax. UV of lambda sub max, MeOH, nm : 218 times log epsilon 3.46 . IR of nu sub max, film, cm to the power of minus 1 : 3368, 2916, 2849, 1740, 1721, 1467, 1328, 1086, 1058, 841. MS: EIMS m over z 297, 281, 263, 253, 245, 239, 221, 203. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : A minus 549 ED sub 50 7.7 times 10 to the power of minus 3, MCF minus 7 ED sub 50 5.3 times 10 to the power of minus 6, HT minus 29 ED sub 50 3.4 times 10 to the power of minus 1, A minus 498 ED sub 50 2.0 times 10 to the power of minus 3, PC minus 3 ED sub 50 3.6 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.4 times 10 to the power of minus 3 . Source: textit Goniothalamus giganteus, stem bark. textbf squamoxine B to the power of *42 times reported as a cis and trans mixture times C sub 37 H sub 68 O sub 7, MW 630\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Whitish wax. UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>218</mn><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.46</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3368</mn><mo>,</mo><mn>2916</mn><mo>,</mo><mn>2849</mn><mo>,</mo><mn>1740</mn><mo>,</mo><mn>1721</mn><mo>,</mo><mn>1467</mn><mo>,</mo><mn>1328</mn><mo>,</mo><mn>1086</mn><mo>,</mo><mn>1058</mn><mo>,</mo><mn>841</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>297</mn><mo>,</mo><mn>281</mn><mo>,</mo><mn>263</mn><mo>,</mo><mn>253</mn><mo>,</mo><mn>245</mn><mo>,</mo><mn>239</mn><mo>,</mo><mn>221</mn><mo>,</mo><mn>203</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mspace linebreak=\"newline\" /><mtext>Derivatives: per-MTPA esters </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>7.7</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>5.3</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>6</mn></mrow></msup><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3.4</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3.6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>5.4</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Goniothalamus giganteus</mtext><mo>,</mo><mtext>stem bark.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">squamoxine B</mtext><mrow><mo>*</mo><mn>42</mn></mrow></msup><msub><mtext>(reported as a cis and trans mixture) (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>68</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mtext>, MW 630)</mtext></mrow></math>"
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Page 13
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"text": "White solid.[p13.15.1]: +1.6° (c 0.06, CHCl_{3}). UV ([p13.15.2], MeOH, nm): 220 (log[p13.15.3] 3.65). IR ([p13.15.4], film, cm^{-1}): 3347, 2916, 2849, 1743, 1470. MS: EIMS m/z 429, 411, 393, 375, 357, 341, 339, 323, 305, 287, 269, 257, 251, 239, 221, 213, 203, 199, 195, 181, 177, 141, 123. NMR: ^1H NMR (500 MHz, CDCl_{3}), ^13C NMR (125 MHz, CDCl_{3}). Biological activities ( [p13.15.5]g/mL): BST LC[p13.15.6] 19, A-549 ED[p13.15.7] 2.3[p13.15.8] 10[p13.15.9], MCF-7 ED[p13.15.10] 1.3, HT-29 ED[p13.15.11] 5.7[p13.15.12] 10[p13.15.13], A-498 ED[p13.15.14] 7.1[p13.15.15] 10[p13.15.16], PC-3 ED[p13.15.17] 2.5[p13.15.18] 10[p13.15.19], PAC-2 ED[p13.15.20] 2.3 Source: Annona muricata, leaves.",
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"text": "\\text{White solid. } [\\alpha]_{D}: +1.6^\\circ \\; (c\\,0.06, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 220 (\\log \\epsilon\\, 3.65). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3347, 2916, 2849, 1743, 1470.\\\\ \\text{MS: EIMS } m/z\\; 429, 411, 393, 375, 357, 341, 339, 323, 305, 287, 269, 257, 251, 239, 221, 213, 203, 199, 195, 181, 177, 141, 123.\\\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\,19, \\text{A-549 ED}_{50}\\,2.3\\times 10^{-1}, \\text{MCF-7 ED}_{50}\\,1.3, \\text{HT-29 ED}_{50}\\,5.7\\times 10^{-1}, \\text{A-498 ED}_{50}\\,7.1\\times 10^{-1}, \\text{PC-3 ED}_{50}\\,2.5\\times 10^{-2}, \\text{PACA-2 ED}_{50}\\,2.3. \\text{Source: } \\textit{Annona muricata}\\text{, leaves.}",
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"latex": "\\text{White solid. } [\\alpha]_{D}: +1.6^\\circ \\; (c\\,0.06, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 220 (\\log \\epsilon\\, 3.65). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3347, 2916, 2849, 1743, 1470.\\\\ \\text{MS: EIMS } m/z\\; 429, 411, 393, 375, 357, 341, 339, 323, 305, 287, 269, 257, 251, 239, 221, 213, 203, 199, 195, 181, 177, 141, 123.\\\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\,19, \\text{A-549 ED}_{50}\\,2.3\\times 10^{-1}, \\text{MCF-7 ED}_{50}\\,1.3, \\text{HT-29 ED}_{50}\\,5.7\\times 10^{-1}, \\text{A-498 ED}_{50}\\,7.1\\times 10^{-1}, \\text{PC-3 ED}_{50}\\,2.5\\times 10^{-2}, \\text{PACA-2 ED}_{50}\\,2.3. \\text{Source: } \\textit{Annona muricata}\\text{, leaves.}",
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"alt": "White solid. alpha sub D : plus 1.6 to the power of circ ; c, 0.06, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 220 times log epsilon, 3.65 . IR of nu sub max, film, cm to the power of minus 1 : 3347, 2916, 2849, 1743, 1470. MS: EIMS m over z ; 429, 411, 393, 375, 357, 341, 339, 323, 305, 287, 269, 257, 251, 239, 221, 213, 203, 199, 195, 181, 177, 141, 123. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Biological activities of mu g over mL : BST LC sub 50, 19, A minus 549 ED sub 50, 2.3 times 10 to the power of minus 1, MCF minus 7 ED sub 50, 1.3, HT minus 29 ED sub 50, 5.7 times 10 to the power of minus 1, A minus 498 ED sub 50, 7.1 times 10 to the power of minus 1, PC minus 3 ED sub 50, 2.5 times 10 to the power of minus 2, PACA minus 2 ED sub 50, 2.3. Source: textit Annona muricata, leaves.",
"mathml": "<math aria-label=\"White solid. alpha sub D : plus 1.6 to the power of circ ; c, 0.06, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 220 times log epsilon, 3.65 . IR of nu sub max, film, cm to the power of minus 1 : 3347, 2916, 2849, 1743, 1470. MS: EIMS m over z ; 429, 411, 393, 375, 357, 341, 339, 323, 305, 287, 269, 257, 251, 239, 221, 213, 203, 199, 195, 181, 177, 141, 123. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Biological activities of mu g over mL : BST LC sub 50, 19, A minus 549 ED sub 50, 2.3 times 10 to the power of minus 1, MCF minus 7 ED sub 50, 1.3, HT minus 29 ED sub 50, 5.7 times 10 to the power of minus 1, A minus 498 ED sub 50, 7.1 times 10 to the power of minus 1, PC minus 3 ED sub 50, 2.5 times 10 to the power of minus 2, PACA minus 2 ED sub 50, 2.3. Source: textit Annona muricata, leaves.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>+</mo><msup><mn>1.6</mn><mo>∘</mo></msup><mspace width=\"0.278em\" /><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.06</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>220</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.65</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3347</mn><mo>,</mo><mn>2916</mn><mo>,</mo><mn>2849</mn><mo>,</mo><mn>1743</mn><mo>,</mo><mn>1470</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mspace width=\"0.278em\" /><mn>429</mn><mo>,</mo><mn>411</mn><mo>,</mo><mn>393</mn><mo>,</mo><mn>375</mn><mo>,</mo><mn>357</mn><mo>,</mo><mn>341</mn><mo>,</mo><mn>339</mn><mo>,</mo><mn>323</mn><mo>,</mo><mn>305</mn><mo>,</mo><mn>287</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>257</mn><mo>,</mo><mn>251</mn><mo>,</mo><mn>239</mn><mo>,</mo><mn>221</mn><mo>,</mo><mn>213</mn><mo>,</mo><mn>203</mn><mo>,</mo><mn>199</mn><mo>,</mo><mn>195</mn><mo>,</mo><mn>181</mn><mo>,</mo><mn>177</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>123</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>BST LC</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>19</mn><mo>,</mo><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>2.3</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>1.3</mn><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>5.7</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>7.1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>2.5</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mspace width=\"0.167em\" /><mn>2.3</mn><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona muricata</mtext><mtext>, leaves.</mtext></mrow></math>"
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"text": "\\text{White solid. }[\\alpha]_D: +1.6^\\circ (c\\,0.06, \\text{CHCl}_3). \\text{UV} (\\lambda_{max}, \\text{MeOH, nm}): 220 (\\log \\epsilon\\, 3.65). \\text{IR} (\\nu_{max}, \\text{film, cm}^{-1}): 3347, 2916, 2849, 1743, 1470. \\text{MS: EIMS } m/z\\ 429, 411, 393, 375, 357, 341, 339, 323, 305, 287, 269, 257, 251, 239, 221, 213, 203, 199, 195, 181, 177, 141, 123. \\text{NMR: }{}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\, 19, \\text{A-549 ED}_{50}\\, 2.3\\times 10^{-1}, \\text{MCF-7 ED}_{50}\\, 1.3, \\text{HT-29 ED}_{50}\\, 5.7\\times 10^{-1}, \\text{A-498 ED}_{50}\\, 7.1\\times 10^{-1}, \\text{PC-3 ED}_{50}\\, 2.5\\times 10^{-2}, \\text{PACA-2 ED}_{50}\\, 2.3. \\text{Source: } \\textit{Annona muricata}, \\text{leaves}.",
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"text": "White solid.[p13.18.1]: +37.5° (c QO4, CHCl_{3}). UV ([p13.18.2], MeOH, nm): 220 ([p13.18.3] 3.69). IR ([p13.18.4], film, cm^{-1}): 3367, 2915, 2849, 1743, 1474. MS: EIMS m/z 429, 411, 393, 375, 357, 341, 339, 323, 305, 299, 287, 281, 269, 263, 251, 245, 211, 199, 193, 181, 163, 141, 123. NMR: [p13.18.5]H NMR (500MHz, CDCl_{3}), [p13.18.6]C NMR (125 MHz, CDCl_{3}). Biological activities ( [p13.18.7]g/mL): BST LC_{50} 10, A-549 ED_{50} 1.1, MCF-7 ED_{50} 3.8, HT-29 ED_{50} 1.3, A-498 ED_{50} 2.5, PC-3 ED_{50} 8.6 × 10^{-1}, PAC-2 ED_{50} 4.9 × 10^{-1}.\nSource: Annona muricata, leaves.\n20. glacin A^{25} (C_{35}H_{64}O_{7}, MW596)",
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"text": "\\text{White solid. }[\\alpha]_{D}: +37.5^\\circ\\ (c\\,0.04, \\text{CHCl}_3).\\ \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 220\\ (\\log \\epsilon\\ 3.69).\\ \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3367, 2915, 2849, 1743, 1474.\\ \\text{MS: EIMS } m/z\\ 429, 411, 393, 375, 357, 341, 339, 323, 305, 299, 287, 281, 269, 263, 251, 245, 211, 199, 193, 181, 163, 141, 123.\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3).\\ \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 10,\\ \\text{A-549 ED}_{50}\\ 1.1,\\ \\text{MCF-7 ED}_{50}\\ 3.8,\\ \\text{HT-29 ED}_{50}\\ 1.3,\\ \\text{A-498 ED}_{50}\\ 2.5,\\ \\text{PC-3 ED}_{50}\\ 8.6\\times 10^{-1},\\ \\text{PACA-2 ED}_{50}\\ 4.9\\times 10^{-1}.\\ \\text{Source: }\\textit{Annona muricata}\\text{, leaves.}\\ \\textbf{20. glacin A}^{25}\\ (\\text{C}_{35}\\text{H}_{64}\\text{O}_{7}, \\text{MW }596)",
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"latex": "\\text{White solid. }[\\alpha]_{D}: +37.5^\\circ\\ (c\\,0.04, \\text{CHCl}_3).\\ \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 220\\ (\\log \\epsilon\\ 3.69).\\ \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3367, 2915, 2849, 1743, 1474.\\ \\text{MS: EIMS } m/z\\ 429, 411, 393, 375, 357, 341, 339, 323, 305, 299, 287, 281, 269, 263, 251, 245, 211, 199, 193, 181, 163, 141, 123.\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3).\\ \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 10,\\ \\text{A-549 ED}_{50}\\ 1.1,\\ \\text{MCF-7 ED}_{50}\\ 3.8,\\ \\text{HT-29 ED}_{50}\\ 1.3,\\ \\text{A-498 ED}_{50}\\ 2.5,\\ \\text{PC-3 ED}_{50}\\ 8.6\\times 10^{-1},\\ \\text{PACA-2 ED}_{50}\\ 4.9\\times 10^{-1}.\\ \\text{Source: }\\textit{Annona muricata}\\text{, leaves.}\\ \\textbf{20. glacin A}^{25}\\ (\\text{C}_{35}\\text{H}_{64}\\text{O}_{7}, \\text{MW }596)",
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"text": "\\begin{aligned} &{}^{1}\\mathbf{H}\\ (\\delta) \\quad 3.45\\ \\text{m} \\quad 3.78\\ \\text{m} \\quad 3.81\\ \\text{m} \\quad 3.40\\ \\text{m} \\quad 3.90\\ \\text{m} \\quad 3.90\\ \\text{m} \\quad 3.74\\ \\text{m} \\quad 3.79\\ \\text{m} \\\\ &{}^{13}\\mathbf{C}\\ (\\delta) \\quad 74.3 \\quad 82.9 \\quad 82.5 \\quad 74.3 \\quad 67.8 \\quad 67.4 \\quad 71.3 \\quad 70.9 \\\\ &[\\alpha]_D \\ +25^\\circ\\ (c\\ 1.00,\\ \\text{CHCl}_3);\\ \\text{UV}\\ (\\lambda_{\\max},\\ \\text{MeOH},\\ \\text{nm}):\\ 207.2\\ (\\log \\varepsilon\\ 4.0);\\ \\text{NMR:}\\ {}^{1}\\text{H NMR}\\ (400\\ \\text{MHz}\\ldots \\end{aligned}",
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"alt": "begin aligned & to the power of 1 mathbf H of delta 3.45 m 3.78 m 3.81 m 3.40 m 3.90 m 3.90 m 3.74 m 3.79 m & to the power of 13 mathbf C of delta 74.3 82.9 82.5 74.3 67.8 67.4 71.3 70.9 & alpha sub D plus 25 to the power of circ of c 1.00, CHCl sub 3 ; UV of lambda sub max, MeOH, nm : 207.2 times log varepsilon 4.0 ; NMR: to the power of 1 H NMR of 400 MHz ldots end aligned",
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"mathml": "<math aria-label=\"begin aligned & to the power of 1 mathbf H of delta 3.45 m 3.78 m 3.81 m 3.40 m 3.90 m 3.90 m 3.74 m 3.79 m & to the power of 13 mathbf C of delta 74.3 82.9 82.5 74.3 67.8 67.4 71.3 70.9 & alpha sub D plus 25 to the power of circ of c 1.00, CHCl sub 3 ; UV of lambda sub max, MeOH, nm : 207.2 times log varepsilon 4.0 ; NMR: to the power of 1 H NMR of 400 MHz ldots end aligned\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mrow><mi>&</mi><msup><mrow /><mrow><mn>1</mn></mrow></msup><mi>𝐇</mi><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>δ</mi><mo stretchy=\"false\">)</mo><mspace width=\"1em\" /><mn>3.45</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.78</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.81</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.40</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.90</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.90</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.74</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.79</mn><mtext> </mtext><mtext>m</mtext><mspace linebreak=\"newline\" /><mi>&</mi><msup><mrow /><mrow><mn>13</mn></mrow></msup><mi>𝐂</mi><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>δ</mi><mo stretchy=\"false\">)</mo><mspace width=\"1em\" /><mn>74.3</mn><mspace width=\"1em\" /><mn>82.9</mn><mspace width=\"1em\" /><mn>82.5</mn><mspace width=\"1em\" /><mn>74.3</mn><mspace width=\"1em\" /><mn>67.8</mn><mspace width=\"1em\" /><mn>67.4</mn><mspace width=\"1em\" /><mn>71.3</mn><mspace width=\"1em\" /><mn>70.9</mn><mspace linebreak=\"newline\" /><mi>&</mi><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext> </mtext><mo>+</mo><msup><mn>25</mn><mo>∘</mo></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>c</mi><mtext> </mtext><mn>1.00</mn><mo>,</mo><mtext> </mtext><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mi>;</mi><mtext> </mtext><mtext>UV</mtext><mtext> </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext> </mtext><mtext>MeOH</mtext><mo>,</mo><mtext> </mtext><mtext>nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mtext> </mtext><mn>207.2</mn><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ε</mi><mtext> </mtext><mn>4.0</mn><mo stretchy=\"false\">)</mo><mi>;</mi><mtext> </mtext><mtext>NMR:</mtext><mtext> </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mtext> </mtext><mo stretchy=\"false\">(</mo><mn>400</mn><mtext> </mtext><mtext>MHz</mtext><mi>…</mi></mrow></mrow></math>"
}
}
]
},
{
"id": "p14.16",
"order": 58,
"type": "text",
"bbox": {
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"text": "White waxy solid.[p14.16.1]: +25° (c 1.00, CHCl_{3}). UV ([p14.16.2], MeOH, nm): 207.2 (log[p14.16.3] 4.0). NMR: [p14.16.4]H NMR (400MHz, CDCl_{3}), [p14.16.5]C NMR (50MHz, CDCl_{3}). Derivatives: peracetate (1H NMR), acetonide (1H NMR). Source: Annona coriacea, roots.\n24. coriacyclodienin[p14.16.6] ([p14.16.7], MW572)",
"children": [
{
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"text": "\\text{White waxy solid. } [\\alpha]_{D}: +25^\\circ\\ (c\\ 1.00, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 207.2\\ (\\log \\epsilon\\ 4.0). \\text{NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3), {}^{13}\\text{C NMR} (50\\text{ MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{ acetonide } ({}^{1}\\text{H NMR}). \\text{Source: } \\textit{Annona coriacea}\\text{, roots.}\\\\ \\textbf{24. coriacyclodienin}^{111}\\ (\\text{C}_{37}\\text{H}_{64}\\text{O}_{7}, \\text{MW } 572)",
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"latex": "\\text{White waxy solid. } [\\alpha]_{D}: +25^\\circ\\ (c\\ 1.00, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 207.2\\ (\\log \\epsilon\\ 4.0). \\text{NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3), {}^{13}\\text{C NMR} (50\\text{ MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{ acetonide } ({}^{1}\\text{H NMR}). \\text{Source: } \\textit{Annona coriacea}\\text{, roots.}\\\\ \\textbf{24. coriacyclodienin}^{111}\\ (\\text{C}_{37}\\text{H}_{64}\\text{O}_{7}, \\text{MW } 572)",
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"alt": "White waxy solid. alpha sub D : plus 25 to the power of circ of c 1.00, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 207.2 times log epsilon 4.0 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, acetonide of to the power of 1 H NMR . Source: textit Annona coriacea, roots. textbf 24. coriacyclodienin to the power of 111 times C sub 37 H sub 64 O sub 7, MW 572",
"mathml": "<math aria-label=\"White waxy solid. alpha sub D : plus 25 to the power of circ of c 1.00, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 207.2 times log epsilon 4.0 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, acetonide of to the power of 1 H NMR . Source: textit Annona coriacea, roots. textbf 24. coriacyclodienin to the power of 111 times C sub 37 H sub 64 O sub 7, MW 572\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White waxy solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>+</mo><msup><mn>25</mn><mo>∘</mo></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>c</mi><mtext> </mtext><mn>1.00</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>207.2</mn><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>4.0</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><mtext>C NMR</mtext><mo stretchy=\"false\">(</mo><mn>50</mn><msub><mtext> MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: peracetate </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mtext> acetonide </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona coriacea</mtext><mtext>, roots.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">24.coriacyclodienin</mtext><mrow><mn>111</mn></mrow></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>64</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mo>,</mo><mtext>MW </mtext><mn>572</mn><mo stretchy=\"false\">)</mo></mrow></math>"
}
},
{
"id": "p14.16.2",
"order": 60,
"type": "text",
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"r": 548.16,
"b": 338.4
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"text": "\\lambda_{max}",
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"text_offset": 58,
"text_span": 10,
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{
"id": "p14.16.3",
"order": 61,
"type": "text",
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"r": 548.16,
"b": 338.4
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"text": "ε",
"attrs": {
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"text_offset": 91,
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},
{
"id": "p14.16.4",
"order": 62,
"type": "text",
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"t": 364.08,
"r": 548.16,
"b": 338.4
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"text": "¹",
"attrs": {
"inline": true,
"text_offset": 113,
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},
{
"id": "p14.16.5",
"order": 63,
"type": "text",
"bbox": {
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"t": 364.08,
"r": 548.16,
"b": 338.4
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"text": "¹³",
"attrs": {
"inline": true,
"text_offset": 149,
"text_span": 10,
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},
{
"id": "p14.16.6",
"order": 64,
"type": "formula",
"bbox": {
"l": 62.64,
"t": 364.08,
"r": 548.16,
"b": 338.4
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"text": "¹¹¹",
"attrs": {
"latex": "^{111}",
"inline": true,
"text_offset": 290,
"text_span": 10,
"bbox_estimated": true,
"alt": "to the power of 111",
"mathml": "<math aria-label=\"to the power of 111\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mi /><mrow><mn>111</mn></mrow></msup></mrow></math>"
}
},
{
"id": "p14.16.7",
"order": 65,
"type": "formula",
"bbox": {
"l": 62.64,
"t": 364.08,
"r": 548.16,
"b": 338.4
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"text": "\\text{White waxy solid. }[\\alpha]_D\\text{: }+25^\\circ\\text{ (}c\\text{ 1.00, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): 207.2 (log}\\,\\epsilon\\text{ 4.0). NMR: }{}^1\\text{H NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), acetonide (}{}^1\\text{H NMR). Source: }\\textit{Annona coriacea}\\text{, roots.} \\text{24. coriacyclodienin}^{111}\\text{ (C}_{37}\\text{H}_{64}\\text{O}_7\\text{, MW 572)}",
"attrs": {
"latex": "\\text{White waxy solid. }[\\alpha]_D\\text{: }+25^\\circ\\text{ (}c\\text{ 1.00, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): 207.2 (log}\\,\\epsilon\\text{ 4.0). NMR: }{}^1\\text{H NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), acetonide (}{}^1\\text{H NMR). Source: }\\textit{Annona coriacea}\\text{, roots.} \\text{24. coriacyclodienin}^{111}\\text{ (C}_{37}\\text{H}_{64}\\text{O}_7\\text{, MW 572)}",
"inline": true,
"text_offset": 302,
"text_span": 10,
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"alt": "White waxy solid. alpha sub D : plus 25 to the power of circ of c 1.00, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 207.2 times log, epsilon 4.0 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, acetonide of to the power of 1 H NMR . Source: textit Annona coriacea, roots. 24. coriacyclodienin to the power of 111 times C sub 37 H sub 64 O sub 7, MW 572",
"notation": "latex",
"mathml": "<math aria-label=\"White waxy solid. alpha sub D : plus 25 to the power of circ of c 1.00, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 207.2 times log, epsilon 4.0 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, acetonide of to the power of 1 H NMR . Source: textit Annona coriacea, roots. 24. coriacyclodienin to the power of 111 times C sub 37 H sub 64 O sub 7, MW 572\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White waxy solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>25</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 1.00, CHCl</mtext><mn>3</mn></msub><mtext>). UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, MeOH, nm): 207.2 (log</mtext><mspace width=\"0.167em\" /><mi>ϵ</mi><mtext> 4.0). NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: peracetate (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR), acetonide (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR). Source: </mtext><mtext mathvariant=\"italic\">Annona coriacea</mtext><mtext>, roots.</mtext><msup><mtext>24.coriacyclodienin</mtext><mrow><mn>111</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>64</mn></mrow></msub><msub><mtext>O</mtext><mn>7</mn></msub><mtext>, MW 572)</mtext></mrow></math>"
}
}
]
},
{
"id": "p14.17",
"order": 66,
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"r": 456.24,
"b": 293.28
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},
{
"id": "p14.18",
"order": 67,
"type": "text",
"bbox": {
"l": 154.8,
"t": 282.24,
"r": 417.6,
"b": 274.08
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"text": "Position 10 13 14 17 18 21 22"
},
{
"id": "p14.19",
"order": 68,
"type": "text",
"bbox": {
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"t": 270.24,
"r": 422.4,
"b": 260.88
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"text": "[p14.19.1] ([p14.19.2]) 3.86 m 3.78 td 3.38 m 5.40 m 5.40 m 5.40 m 5.40 m",
"children": [
{
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"l": 155.04,
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"r": 422.4,
"b": 260.88
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"text": "¹H",
"attrs": {
"latex": "^{1}H",
"inline": true,
"text_offset": 0,
"text_span": 10,
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"alt": "to the power of 1 H",
"mathml": "<math aria-label=\"to the power of 1 H\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mi /><mrow><mn>1</mn></mrow></msup><mi>H</mi></mrow></math>"
}
},
{
"id": "p14.19.2",
"order": 70,
"type": "text",
"bbox": {
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"t": 270.24,
"r": 422.4,
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"text": "δ",
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]
},
{
"id": "p14.20",
"order": 71,
"type": "text",
"bbox": {
"l": 153.6,
"t": 257.52,
"r": 420.96,
"b": 248.4
},
"text": "79.2 81.8 73.5 130.4 129.5 129.8 129.0"
},
{
"id": "p14.21",
"order": 72,
"type": "text",
"bbox": {
"l": 63.36,
"t": 248.4,
"r": 510.24,
"b": 224.16
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"text": "White oil. [α]D: +8.0° (c 1.2, CHCl₃). UV (λmax, MeOH, nm): 208 (log ε 3.87). IR (νmax, film, cm⁻¹): 3522, 2929, 2856, 17621076. MS: EIMS m/z 363, 295, 277, 265, 247, 223. NMR: ¹H NMR (400MHz, CDCl₃), ¹³C NMR (50MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR). Source: Annona coriacea roots."
},
{
"id": "p14.22",
"order": 73,
"type": "formula",
"bbox": {
"l": 157.68,
"t": 214.08,
"r": 453.36,
"b": 167.04
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"text": "",
"attrs": {
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},
{
"id": "p14.23",
"order": 74,
"type": "text",
"bbox": {
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"r": 350.16,
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"text": "Position 10 13 14 17 18"
},
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"text": "[p14.24.1] ([p14.24.2]) 3.87 m 3.78 td 3.38 m 5.35 m 5.38 m",
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},
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Page 15
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"b": 686.4
},
"text": "5.04 m",
"attrs": {
"row": 1,
"col": 1,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.11",
"order": 17,
"type": "table_cell",
"bbox": {
"l": 239.88,
"t": 698.16,
"r": 273.06,
"b": 686.4
},
"text": "3.61 m",
"attrs": {
"row": 1,
"col": 2,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.12",
"order": 18,
"type": "table_cell",
"bbox": {
"l": 273.06,
"t": 698.16,
"r": 306.24,
"b": 686.4
},
"text": "3.42 m",
"attrs": {
"row": 1,
"col": 3,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.13",
"order": 19,
"type": "table_cell",
"bbox": {
"l": 306.24,
"t": 698.16,
"r": 339.42,
"b": 686.4
},
"text": "3.80 m",
"attrs": {
"row": 1,
"col": 4,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.14",
"order": 20,
"type": "table_cell",
"bbox": {
"l": 339.42,
"t": 698.16,
"r": 372.6,
"b": 686.4
},
"text": "3.80 m",
"attrs": {
"row": 1,
"col": 5,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.15",
"order": 21,
"type": "table_cell",
"bbox": {
"l": 372.6,
"t": 698.16,
"r": 405.78,
"b": 686.4
},
"text": "3.42 m",
"attrs": {
"row": 1,
"col": 6,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.16",
"order": 22,
"type": "table_cell",
"bbox": {
"l": 405.78,
"t": 698.16,
"r": 438.96,
"b": 686.4
},
"text": "---",
"attrs": {
"row": 1,
"col": 7,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.17",
"order": 23,
"type": "table_cell",
"bbox": {
"l": 173.52,
"t": 686.4,
"r": 206.7,
"b": 674.64
},
"text": "¹³C ( δ)",
"attrs": {
"row": 2,
"col": 0,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.18",
"order": 24,
"type": "table_cell",
"bbox": {
"l": 206.7,
"t": 686.4,
"r": 239.88,
"b": 674.64
},
"text": "72.2",
"attrs": {
"row": 2,
"col": 1,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.19",
"order": 25,
"type": "table_cell",
"bbox": {
"l": 239.88,
"t": 686.4,
"r": 273.06,
"b": 674.64
},
"text": "71.5",
"attrs": {
"row": 2,
"col": 2,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.20",
"order": 26,
"type": "table_cell",
"bbox": {
"l": 273.06,
"t": 686.4,
"r": 306.24,
"b": 674.64
},
"text": "74.1",
"attrs": {
"row": 2,
"col": 3,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.21",
"order": 27,
"type": "table_cell",
"bbox": {
"l": 306.24,
"t": 686.4,
"r": 339.42,
"b": 674.64
},
"text": "82.5",
"attrs": {
"row": 2,
"col": 4,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.22",
"order": 28,
"type": "table_cell",
"bbox": {
"l": 339.42,
"t": 686.4,
"r": 372.6,
"b": 674.64
},
"text": "82.5",
"attrs": {
"row": 2,
"col": 5,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.23",
"order": 29,
"type": "table_cell",
"bbox": {
"l": 372.6,
"t": 686.4,
"r": 405.78,
"b": 674.64
},
"text": "74.0",
"attrs": {
"row": 2,
"col": 6,
"rowspan": 1,
"colspan": 1
}
},
{
"id": "p16.6.24",
"order": 30,
"type": "table_cell",
"bbox": {
"l": 405.78,
"t": 686.4,
"r": 438.96,
"b": 674.64
},
"text": "104.7",
"attrs": {
"row": 2,
"col": 7,
"rowspan": 1,
"colspan": 1
}
}
]
},
{
"id": "p16.7",
"order": 31,
"type": "text",
"bbox": {
"l": 73.44,
"t": 672,
"r": 540.24,
"b": 633.36
},
"text": "White amorphous powder. Mp: 92–94°C. [α]D: +17.4° (c O,O8, MeOH). IR (νmax, film, cm⁻¹): 3402, 2920, 2850, 1736. MS: EIMS m/z 455, 437, 419, 401, 385, 367, 349, 331, 299, 281, 269, 251, 199. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: phenylhydrazone (¹H NMR), per-MTPA esters (¹H NMR). Biological activities (μg/mL): KB IC₅₀ >10, HCT-8IC₅₀ >10, Bel IC₅₀ 7.1. Source: Goniothalamus donnaiensis, roots."
},
{
"id": "p16.8",
"order": 32,
"type": "text",
"bbox": {
"l": 72,
"t": 635.04,
"r": 219.6,
"b": 624.48
},
"text": "34. glauca filina [p16.8.1](C [p16.8.2]H [p16.8.3]O[p16.8.4], MW596)",
"children": [
{
"id": "p16.8.1",
"order": 33,
"type": "formula",
"bbox": {
"l": 72,
"t": 635.04,
"r": 219.6,
"b": 624.48
},
"text": "¹¹²",
"attrs": {
"latex": "^{112}",
"inline": true,
"text_offset": 18,
"text_span": 9,
"bbox_estimated": true,
"alt": "to the power of 112",
"mathml": "<math aria-label=\"to the power of 112\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mi /><mrow><mn>112</mn></mrow></msup></mrow></math>"
}
},
{
"id": "p16.8.2",
"order": 34,
"type": "text",
"bbox": {
"l": 72,
"t": 635.04,
"r": 219.6,
"b": 624.48
},
"text": "₃₅",
"attrs": {
"inline": true,
"text_offset": 30,
"text_span": 9,
"bbox_estimated": true
}
},
{
"id": "p16.8.3",
"order": 35,
"type": "text",
"bbox": {
"l": 72,
"t": 635.04,
"r": 219.6,
"b": 624.48
},
"text": "₆₅",
"attrs": {
"inline": true,
"text_offset": 41,
"text_span": 9,
"bbox_estimated": true
}
},
{
"id": "p16.8.4",
"order": 36,
"type": "text",
"bbox": {
"l": 72,
"t": 635.04,
"r": 219.6,
"b": 624.48
},
"text": "₇",
"attrs": {
"inline": true,
"text_offset": 51,
"text_span": 9,
"bbox_estimated": true
}
}
]
},
{
"id": "p16.9",
"order": 37,
"type": "formula",
"bbox": {
"l": 158.88,
"t": 619.2,
"r": 452.88,
"b": 575.52
},
"text": "",
"attrs": {
"block_label": "image",
"alt": "Skeletal structure of an annonaceous acetogenin-type molecule: butenolide ring, tetrahydrofuran ring, and hydroxyls at C4, C…",
"source": "vision"
}
},
{
"id": "p16.10",
"order": 38,
"type": "text",
"bbox": {
"l": 158.16,
"t": 564.48,
"r": 351.36,
"b": 555.6
},
"text": "Position 12 15 16 19 20"
},
{
"id": "p16.11",
"order": 39,
"type": "text",
"bbox": {
"l": 157.2,
"t": 551.76,
"r": 356.16,
"b": 530.4
},
"text": "[p16.11.1]H (δ) 3.89 m 3.82 m 3.45 m 3.60 m 3.60 m\n [p16.11.2]C (δ) 79.3 81.7 74.3 74.4 74.7",
"children": [
{
"id": "p16.11.1",
"order": 40,
"type": "formula",
"bbox": {
"l": 157.2,
"t": 551.76,
"r": 356.16,
"b": 530.4
},
"text": "¹",
"attrs": {
"latex": "^{1}",
"inline": true,
"text_offset": 0,
"text_span": 10,
"bbox_estimated": true,
"alt": "to the power of 1",
"mathml": "<math aria-label=\"to the power of 1\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mi /><mrow><mn>1</mn></mrow></msup></mrow></math>"
}
},
{
"id": "p16.11.2",
"order": 41,
"type": "text",
"bbox": {
"l": 157.2,
"t": 551.76,
"r": 356.16,
"b": 530.4
},
"text": "¹³",
"attrs": {
"inline": true,
"text_offset": 52,
"text_span": 10,
"bbox_estimated": true
}
}
]
},
{
"id": "p16.12",
"order": 42,
"type": "text",
"bbox": {
"l": 73.2,
"t": 527.76,
"r": 521.04,
"b": 499.92
},
"text": "Solid.[p16.12.1]: +30° (c O.2, CHCl_{3}). UV ([p16.12.2], EtOH, nm): 209 ([p16.12.3] 3.9). IR ([p16.12.4], film, cm^{-1}): 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 MS: EIMS m/z 379, 361, 343, 309, 291, 286, 269, 251. NMR: [p16.12.5]H NMR (400 MHz, CDCl_{3}), [p16.12.6]C NMR (50 MHz, CDCl_{3}). Source: Annona glauca, seeds.",
"children": [
{
"id": "p16.12.1",
"order": 43,
"type": "formula",
"bbox": {
"l": 73.2,
"t": 527.76,
"r": 521.04,
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},
"text": "\\text{Solid. }[\\alpha]_{D}\\text{: }+30^\\circ\\,(c\\,0.2,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max},\\ \\text{EtOH, nm})\\text{: }209\\,(\\log \\epsilon\\ 3.9)\\text{. IR }(\\nu_{\\max},\\ \\text{film, cm}^{-1})\\text{: }3367,\\ 2920,\\ 2851,\\ 1743,\\ 1439,\\ 1376,\\ 1061,\\ 1032,\\ 952,\\ 756\\text{. MS: EIMS }m/z\\ 379,\\ 361,\\ 343,\\ 309,\\ 291,\\ 286,\\ 269,\\ 251\\text{. NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3),\\ {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Source: }\\textit{Annona glauca}\\text{, seeds.}",
"attrs": {
"latex": "\\text{Solid. }[\\alpha]_{D}\\text{: }+30^\\circ\\,(c\\,0.2,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max},\\ \\text{EtOH, nm})\\text{: }209\\,(\\log \\epsilon\\ 3.9)\\text{. IR }(\\nu_{\\max},\\ \\text{film, cm}^{-1})\\text{: }3367,\\ 2920,\\ 2851,\\ 1743,\\ 1439,\\ 1376,\\ 1061,\\ 1032,\\ 952,\\ 756\\text{. MS: EIMS }m/z\\ 379,\\ 361,\\ 343,\\ 309,\\ 291,\\ 286,\\ 269,\\ 251\\text{. NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3),\\ {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Source: }\\textit{Annona glauca}\\text{, seeds.}",
"inline": true,
"text_offset": 6,
"text_span": 10,
"bbox_estimated": true,
"notation": "latex",
"alt": "Solid. alpha sub D : plus 30 to the power of circ, c, 0.2, CHCl sub 3 . UV of lambda sub max, EtOH, nm : 209, log epsilon 3.9 . IR of nu sub max, film, cm to the power of minus 1 : 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 . MS: EIMS m over z 379, 361, 343, 309, 291, 286, 269, 251 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Annona glauca, seeds.",
"mathml": "<math aria-label=\"Solid. alpha sub D : plus 30 to the power of circ, c, 0.2, CHCl sub 3 . UV of lambda sub max, EtOH, nm : 209, log epsilon 3.9 . IR of nu sub max, film, cm to the power of minus 1 : 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 . MS: EIMS m over z 379, 361, 343, 309, 291, 286, 269, 251 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Annona glauca, seeds.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>30</mn><mo>∘</mo></msup><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.2</mn><mo>,</mo><mtext> </mtext><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mtext>. UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext> </mtext><mtext>EtOH, nm</mtext><mo stretchy=\"false\">)</mo><mtext>: </mtext><mn>209</mn><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.9</mn><mo stretchy=\"false\">)</mo><mtext>. IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext> </mtext><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mtext>: </mtext><mn>3367</mn><mo>,</mo><mtext> </mtext><mn>2920</mn><mo>,</mo><mtext> </mtext><mn>2851</mn><mo>,</mo><mtext> </mtext><mn>1743</mn><mo>,</mo><mtext> </mtext><mn>1439</mn><mo>,</mo><mtext> </mtext><mn>1376</mn><mo>,</mo><mtext> </mtext><mn>1061</mn><mo>,</mo><mtext> </mtext><mn>1032</mn><mo>,</mo><mtext> </mtext><mn>952</mn><mo>,</mo><mtext> </mtext><mn>756</mn><mtext>. MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>379</mn><mo>,</mo><mtext> </mtext><mn>361</mn><mo>,</mo><mtext> </mtext><mn>343</mn><mo>,</mo><mtext> </mtext><mn>309</mn><mo>,</mo><mtext> </mtext><mn>291</mn><mo>,</mo><mtext> </mtext><mn>286</mn><mo>,</mo><mtext> </mtext><mn>269</mn><mo>,</mo><mtext> </mtext><mn>251</mn><mtext>. NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><mtext> </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona glauca</mtext><mtext>, seeds.</mtext></mrow></math>"
}
},
{
"id": "p16.12.2",
"order": 44,
"type": "text",
"bbox": {
"l": 73.2,
"t": 527.76,
"r": 521.04,
"b": 499.92
},
"text": "\\lambda_{max}",
"attrs": {
"inline": true,
"text_offset": 46,
"text_span": 10,
"bbox_estimated": true
}
},
{
"id": "p16.12.3",
"order": 45,
"type": "formula",
"bbox": {
"l": 73.2,
"t": 527.76,
"r": 521.04,
"b": 499.92
},
"text": "\\text{Solid. }[\\alpha]_{D}\\text{: }+30^{\\circ}\\,(c\\ 0.2, \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max}\\text{, EtOH, nm)}\\text{: }209\\,(\\log \\epsilon\\ 3.9)\\text{. IR }(\\nu_{\\max}\\text{, film, cm}^{-1})\\text{: }3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756\\text{. MS: EIMS }m/z\\ 379, 361, 343, 309, 291, 286, 269, 251\\text{. NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Source: }\\textit{Annona glauca}\\text{, seeds.}",
"attrs": {
"latex": "\\text{Solid. }[\\alpha]_{D}\\text{: }+30^{\\circ}\\,(c\\ 0.2, \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max}\\text{, EtOH, nm)}\\text{: }209\\,(\\log \\epsilon\\ 3.9)\\text{. IR }(\\nu_{\\max}\\text{, film, cm}^{-1})\\text{: }3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756\\text{. MS: EIMS }m/z\\ 379, 361, 343, 309, 291, 286, 269, 251\\text{. NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Source: }\\textit{Annona glauca}\\text{, seeds.}",
"inline": true,
"text_offset": 74,
"text_span": 10,
"bbox_estimated": true,
"notation": "latex",
"alt": "Solid. alpha sub D : plus 30 to the power of circ, c 0.2, CHCl sub 3 . UV of lambda sub max, EtOH, nm : 209, log epsilon 3.9 . IR of nu sub max, film, cm to the power of minus 1 : 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 . MS: EIMS m over z 379, 361, 343, 309, 291, 286, 269, 251 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Annona glauca, seeds.",
"mathml": "<math aria-label=\"Solid. alpha sub D : plus 30 to the power of circ, c 0.2, CHCl sub 3 . UV of lambda sub max, EtOH, nm : 209, log epsilon 3.9 . IR of nu sub max, film, cm to the power of minus 1 : 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 . MS: EIMS m over z 379, 361, 343, 309, 291, 286, 269, 251 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Annona glauca, seeds.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>30</mn><mrow><mo>∘</mo></mrow></msup><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>c</mi><mtext> </mtext><mn>0.2</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mtext>. UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, EtOH, nm)</mtext><mtext>: </mtext><mn>209</mn><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.9</mn><mo stretchy=\"false\">)</mo><mtext>. IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mtext>: </mtext><mn>3367</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2851</mn><mo>,</mo><mn>1743</mn><mo>,</mo><mn>1439</mn><mo>,</mo><mn>1376</mn><mo>,</mo><mn>1061</mn><mo>,</mo><mn>1032</mn><mo>,</mo><mn>952</mn><mo>,</mo><mn>756</mn><mtext>. MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>379</mn><mo>,</mo><mn>361</mn><mo>,</mo><mn>343</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>286</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>251</mn><mtext>. NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Source: </mtext><mtext mathvariant=\"italic\">Annona glauca</mtext><mtext>, seeds.</mtext></mrow></math>"
}
},
{
"id": "p16.12.4",
"order": 46,
"type": "formula",
"bbox": {
"l": 73.2,
"t": 527.76,
"r": 521.04,
"b": 499.92
},
"text": "\\text{Solid. }[\\alpha]_D\\text{: }+30^\\circ\\,(c\\,0.2,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{max}\\text{, EtOH, nm)}\\text{: }209\\,(\\log\\epsilon\\,3.9)\\text{. IR }(\\nu_{max}\\text{, film, cm}^{-1})\\text{: }3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756\\text{. MS: EIMS }m/z\\ 379, 361, 343, 309, 291, 286, 269, 251\\text{. NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3),\\ {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Source: }\\textit{Annona glauca}\\text{, seeds.}",
"attrs": {
"latex": "\\text{Solid. }[\\alpha]_D\\text{: }+30^\\circ\\,(c\\,0.2,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{max}\\text{, EtOH, nm)}\\text{: }209\\,(\\log\\epsilon\\,3.9)\\text{. IR }(\\nu_{max}\\text{, film, cm}^{-1})\\text{: }3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756\\text{. MS: EIMS }m/z\\ 379, 361, 343, 309, 291, 286, 269, 251\\text{. NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3),\\ {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Source: }\\textit{Annona glauca}\\text{, seeds.}",
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"alt": "Solid. alpha sub D : plus 30 to the power of circ, c, 0.2, CHCl sub 3 . UV of lambda sub max, EtOH, nm : 209, log epsilon, 3.9 . IR of nu sub max, film, cm to the power of minus 1 : 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 . MS: EIMS m over z 379, 361, 343, 309, 291, 286, 269, 251 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Annona glauca, seeds.",
"mathml": "<math aria-label=\"Solid. alpha sub D : plus 30 to the power of circ, c, 0.2, CHCl sub 3 . UV of lambda sub max, EtOH, nm : 209, log epsilon, 3.9 . IR of nu sub max, film, cm to the power of minus 1 : 3367, 2920, 2851, 1743, 1439, 1376, 1061, 1032, 952, 756 . MS: EIMS m over z 379, 361, 343, 309, 291, 286, 269, 251 . NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Annona glauca, seeds.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>30</mn><mo>∘</mo></msup><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.2</mn><mo>,</mo><mtext> </mtext><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mtext>. UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mtext>, EtOH, nm)</mtext><mtext>: </mtext><mn>209</mn><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.9</mn><mo stretchy=\"false\">)</mo><mtext>. IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mtext>: </mtext><mn>3367</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2851</mn><mo>,</mo><mn>1743</mn><mo>,</mo><mn>1439</mn><mo>,</mo><mn>1376</mn><mo>,</mo><mn>1061</mn><mo>,</mo><mn>1032</mn><mo>,</mo><mn>952</mn><mo>,</mo><mn>756</mn><mtext>. MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>379</mn><mo>,</mo><mn>361</mn><mo>,</mo><mn>343</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>286</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>251</mn><mtext>. NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><mtext> </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona glauca</mtext><mtext>, seeds.</mtext></mrow></math>"
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"text": "35. annomuricin E[p16.13.1] (C [p16.13.2]H [p16.13.3]O[p16.13.4], MW612)",
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"text_offset": 17,
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"text": "₃₅",
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"alt": "sub 35",
"mathml": "<math aria-label=\"sub 35\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msub><mi /><mrow><mn>35</mn></mrow></msub></mrow></math>"
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"text": "₆₄",
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"alt": "Skeletal structure of an annonaceous acetogenin: butenolide ring with hydroxyls at C4, C10, C11, C15, C20 and a bis-THF ring",
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"text": "Position 10 11 15 16 19 20"
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"text": "[p16.16.1] ([p16.16.2]) 3.60 m 3.60 m 3.45 m 3.79 m 3.79 m 3.43 m \n[p16.16.3] ([p16.16.4]) 74.2 74.3 74.5 82.8 82.6 73.9",
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"text": "¹H",
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"alt": "to the power of 1 H",
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"text": "δ",
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"alt": "delta",
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"text": "\\begin{array}{l|cccccc} ^{1}\\mathrm{H}\\ (\\delta) & 3.60\\ \\mathrm{m} & 3.60\\ \\mathrm{m} & 3.45\\ \\mathrm{m} & 3.79\\ \\mathrm{m} & 3.79\\ \\mathrm{m} & 3.43\\ \\mathrm{m} \\\\ ^{13}\\mathrm{C}\\ (\\delta) & 74.2 & 74.3 & 74.5 & 82.8 & 82.6 & 73.9 \\end{array}",
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"alt": "begin array l cccccc to the power of 1 H of delta & 3.60 m & 3.60 m & 3.45 m & 3.79 m & 3.79 m & 3.43 m to the power of 13 C of delta & 74.2 & 74.3 & 74.5 & 82.8 & 82.6 & 73.9 end array",
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"mathml": "<math aria-label=\"begin array l cccccc to the power of 1 H of delta & 3.60 m & 3.60 m & 3.45 m & 3.79 m & 3.79 m & 3.43 m to the power of 13 C of delta & 74.2 & 74.3 & 74.5 & 82.8 & 82.6 & 73.9 end array\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtable><mtr><mtd><msup><mrow><mi>l</mi><mo stretchy=\"false\">|</mo><mi>c</mi><mi>c</mi><mi>c</mi><mi>c</mi><mi>c</mi><mi>c</mi></mrow><mrow><mn>1</mn></mrow></msup><mi>H</mi><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>δ</mi><mo stretchy=\"false\">)</mo></mtd><mtd><mn>3.60</mn><mtext> </mtext><mi>m</mi></mtd><mtd><mn>3.60</mn><mtext> </mtext><mi>m</mi></mtd><mtd><mn>3.45</mn><mtext> </mtext><mi>m</mi></mtd><mtd><mn>3.79</mn><mtext> </mtext><mi>m</mi></mtd><mtd><mn>3.79</mn><mtext> </mtext><mi>m</mi></mtd><mtd><mn>3.43</mn><mtext> </mtext><mi>m</mi><msup><mspace linebreak=\"newline\" /><mrow><mn>13</mn></mrow></msup><mi>C</mi><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>δ</mi><mo stretchy=\"false\">)</mo></mtd><mtd><mn>74.2</mn></mtd><mtd><mn>74.3</mn></mtd><mtd><mn>74.5</mn></mtd><mtd><mn>82.8</mn></mtd><mtd><mn>82.6</mn></mtd><mtd><mn>73.9</mn></mtd></mtr></mtable></mrow></math>"
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{
"id": "p16.17",
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"text": "White solid.[p16.17.1]: +12.5° (c QO4, MeOH). UV ([p16.17.2], MeOH, nm): 218 (log[p16.17.3] 3.76). IR ([p16.17.4], film, cm[p16.17.5]): 3381, 2920, 2851, 1744, 1466. MS: EIMS m/z 377, 359, 353, 341, 335, 325, 317, 307, 289, 271, 269, 253, 251, 241, 223, 205, 199, 141, 123. NMR: [p16.17.6]H NMR (500 MHz, CDCl[p16.17.7]), [p16.17.8]C NMR (125 MHz, CDCl[p16.17.9]). Derivatives: acetonide (1H NMR). Biological activities ( [p16.17.10]g/mL): BST LC[p16.17.11] 18.4, A-549 ED[p16.17.12] 1.1[p16.17.13] 10[p16.17.14], MCF-7 ED[p16.17.15] 1.5[p16.17.16] 10[p16.17.17], HT-29 ED[p16.17.18] 6.7[p16.17.19] 10[p16.17.20], A-498 ED[p16.17.21] 1.4, PC-3 ED[p16.17.22] 1.5[p16.17.23] 10[p16.17.24], PAC-2 ED[p16.17.25] 2.4[p16.17.26] 10[p16.17.27]. Source: Annona muricata, leaves.",
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"text": "\\text{White solid. } [\\alpha]_{D}: +12.5^\\circ \\text{ (}c\\,0.04\\text{, MeOH). UV } (\\lambda_{\\max}\\text{, MeOH, nm): } 218 \\text{ (}\\log \\epsilon\\ 3.76\\text{). IR } (\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): } 3381, 2920, 2851, 1744, 1466. \\text{ MS: EIMS } m/z\\ 377, 359, 353, 341, 335, 325, 317, 307, 289, 271, 269, 253, 251, 241, 223, 205, 199, 141, 123. \\text{ NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: acetonide (}^{1}\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 18.4, \\text{A-549 ED}_{50}\\ 1.1\\times10^{-1}, \\text{MCF-7 ED}_{50}\\ 1.5\\times10^{-1}, \\text{HT-29 ED}_{50}\\ 6.7\\times10^{-1}, \\text{A-498 ED}_{50}\\ 1.4, \\text{PC-3 ED}_{50}\\ 1.5\\times10^{-1}, \\text{PACA-2 ED}_{50}\\ 2.4\\times10^{-1}. \\text{ Source: } \\textit{Annona muricata}\\text{, leaves.}",
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"latex": "\\text{White solid. } [\\alpha]_{D}: +12.5^\\circ \\text{ (}c\\,0.04\\text{, MeOH). UV } (\\lambda_{\\max}\\text{, MeOH, nm): } 218 \\text{ (}\\log \\epsilon\\ 3.76\\text{). IR } (\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): } 3381, 2920, 2851, 1744, 1466. \\text{ MS: EIMS } m/z\\ 377, 359, 353, 341, 335, 325, 317, 307, 289, 271, 269, 253, 251, 241, 223, 205, 199, 141, 123. \\text{ NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: acetonide (}^{1}\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 18.4, \\text{A-549 ED}_{50}\\ 1.1\\times10^{-1}, \\text{MCF-7 ED}_{50}\\ 1.5\\times10^{-1}, \\text{HT-29 ED}_{50}\\ 6.7\\times10^{-1}, \\text{A-498 ED}_{50}\\ 1.4, \\text{PC-3 ED}_{50}\\ 1.5\\times10^{-1}, \\text{PACA-2 ED}_{50}\\ 2.4\\times10^{-1}. \\text{ Source: } \\textit{Annona muricata}\\text{, leaves.}",
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"text": "\\text{White solid. }[\\alpha]_{D}\\text{: }+8.0^{\\circ}\\text{ (}c\\,0.05\\text{, MeOH). UV (}\\lambda_{\\max}\\text{, MeOH, nm): 220 (}\\log \\epsilon\\ 3.54\\text{). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): 3398, 2920, 2851, 1743, 1458. MS: EIMS } m/z\\ 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123. \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: acetonide (}{}^{1}\\text{H NMR). Biological activities (}\\mu\\text{g/mL): BST LC}_{50}\\ 1.8,\\ \\text{A-549 ED}_{50}\\ 1.9\\times10^{-1},\\ \\text{MCF-7 ED}_{50}\\ 1.9,\\ \\text{HT-29 ED}_{50}\\ 7.1\\times10^{-2},\\ \\text{A-498 ED}_{50}\\ 1.7,\\ \\text{PC-3 ED}_{50}\\ 4.5\\times10^{-1},\\ \\text{PACA-2 ED}_{50}\\ 5.0\\times10^{-2}\\text{. Source: }\\textit{Annona muricata}\\text{, leaves.}\\\\ \\textbf{37. donnaienin}^{33}\\text{ (C}_{35}\\text{H}_{64}\\text{O}_{8}\\text{, MW 612)}",
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"latex": "\\text{White solid. }[\\alpha]_{D}\\text{: }+8.0^{\\circ}\\text{ (}c\\,0.05\\text{, MeOH). UV (}\\lambda_{\\max}\\text{, MeOH, nm): 220 (}\\log \\epsilon\\ 3.54\\text{). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): 3398, 2920, 2851, 1743, 1458. MS: EIMS } m/z\\ 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123. \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: acetonide (}{}^{1}\\text{H NMR). Biological activities (}\\mu\\text{g/mL): BST LC}_{50}\\ 1.8,\\ \\text{A-549 ED}_{50}\\ 1.9\\times10^{-1},\\ \\text{MCF-7 ED}_{50}\\ 1.9,\\ \\text{HT-29 ED}_{50}\\ 7.1\\times10^{-2},\\ \\text{A-498 ED}_{50}\\ 1.7,\\ \\text{PC-3 ED}_{50}\\ 4.5\\times10^{-1},\\ \\text{PACA-2 ED}_{50}\\ 5.0\\times10^{-2}\\text{. Source: }\\textit{Annona muricata}\\text{, leaves.}\\\\ \\textbf{37. donnaienin}^{33}\\text{ (C}_{35}\\text{H}_{64}\\text{O}_{8}\\text{, MW 612)}",
"inline": true,
"text_offset": 12,
"text_span": 10,
"bbox_estimated": true,
"notation": "latex",
"alt": "White solid. alpha sub D : plus 8.0 to the power of circ of c, 0.05, MeOH . UV of lambda sub max, MeOH, nm : 220 times log epsilon 3.54 . IR of nu sub max, film, cm to the power of minus 1 : 3398, 2920, 2851, 1743, 1458. MS: EIMS m over z 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: acetonide of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.8, A minus 549 ED sub 50 1.9 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.9, HT minus 29 ED sub 50 7.1 times 10 to the power of minus 2, A minus 498 ED sub 50 1.7, PC minus 3 ED sub 50 4.5 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.0 times 10 to the power of minus 2 . Source: textit Annona muricata, leaves. textbf 37. donnaienin to the power of 33 times C sub 35 H sub 64 O sub 8, MW 612",
"mathml": "<math aria-label=\"White solid. alpha sub D : plus 8.0 to the power of circ of c, 0.05, MeOH . UV of lambda sub max, MeOH, nm : 220 times log epsilon 3.54 . IR of nu sub max, film, cm to the power of minus 1 : 3398, 2920, 2851, 1743, 1458. MS: EIMS m over z 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: acetonide of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.8, A minus 549 ED sub 50 1.9 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.9, HT minus 29 ED sub 50 7.1 times 10 to the power of minus 2, A minus 498 ED sub 50 1.7, PC minus 3 ED sub 50 4.5 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.0 times 10 to the power of minus 2 . Source: textit Annona muricata, leaves. textbf 37. donnaienin to the power of 33 times C sub 35 H sub 64 O sub 8, MW 612\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>8.0</mn><mrow><mo>∘</mo></mrow></msup><mtext> (</mtext><mi>c</mi><mspace width=\"0.167em\" /><mn>0.05</mn><mtext>, MeOH). UV (</mtext><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, MeOH, nm): 220 (</mtext><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.54</mn><mtext>). IR (</mtext><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): 3398, 2920, 2851, 1743, 1458. MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>377</mn><mo>,</mo><mn>359</mn><mo>,</mo><mn>343</mn><mo>,</mo><mn>341</mn><mo>,</mo><mn>325</mn><mo>,</mo><mn>307</mn><mo>,</mo><mn>289</mn><mo>,</mo><mn>271</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>231</mn><mo>,</mo><mn>213</mn><mo>,</mo><mn>199</mn><mo>,</mo><mn>195</mn><mo>,</mo><mn>177</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>123</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: acetonide (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR). Biological activities (</mtext><mi>μ</mi><msub><mtext>g/mL): BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.8</mn><mo>,</mo><mtext> </mtext><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>,</mo><mtext> </mtext><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>7.1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.7</mn><mo>,</mo><mtext> </mtext><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4.5</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>5.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona muricata</mtext><mtext>, leaves.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">37.donnaienin</mtext><mrow><mn>33</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>64</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>8</mn></mrow></msub><mtext>, MW 612)</mtext></mrow></math>"
}
},
{
"id": "p16.22.2",
"order": 101,
"type": "formula",
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"text": "\\text{White solid. }[\\alpha]_D\\text{: }+8.0^\\circ\\,(c\\,0.05,\\text{MeOH}).\\ \\text{UV}\\,(\\lambda_{max}\\text{, MeOH, nm: }220\\,(\\log\\epsilon\\,3.54)).\\ \\text{IR}\\,(\\nu_{max}\\text{, film, cm}^{-1}\\text{: }3398, 2920, 2851, 1743, 1458).\\ \\text{MS: EIMS } m/z\\ 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123.\\ \\text{NMR: }{}^1\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: acetonide (}{}^1\\text{H NMR}\\text{). Biological activities (}\\mu\\text{g/mL}\\text{): BST LC}_{50}\\ 1.8,\\ \\text{A-549 ED}_{50}\\ 1.9\\times10^{-1},\\ \\text{MCF-7 ED}_{50}\\ 1.9,\\ \\text{HT-29 ED}_{50}\\ 7.1\\times10^{-2},\\ \\text{A-498 ED}_{50}\\ 1.7,\\ \\text{PC-3 ED}_{50}\\ 4.5\\times10^{-1},\\ \\text{PACA-2 ED}_{50}\\ 5.0\\times10^{-2}.\\ \\text{Source: }\\textit{Annona muricata}\\text{, leaves.}\\\\ \\text{37. donnaienin}^{33}\\ (\\text{C}_{35}\\text{H}_{64}\\text{O}_{8}\\text{, MW 612})",
"attrs": {
"latex": "\\text{White solid. }[\\alpha]_D\\text{: }+8.0^\\circ\\,(c\\,0.05,\\text{MeOH}).\\ \\text{UV}\\,(\\lambda_{max}\\text{, MeOH, nm: }220\\,(\\log\\epsilon\\,3.54)).\\ \\text{IR}\\,(\\nu_{max}\\text{, film, cm}^{-1}\\text{: }3398, 2920, 2851, 1743, 1458).\\ \\text{MS: EIMS } m/z\\ 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123.\\ \\text{NMR: }{}^1\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: acetonide (}{}^1\\text{H NMR}\\text{). Biological activities (}\\mu\\text{g/mL}\\text{): BST LC}_{50}\\ 1.8,\\ \\text{A-549 ED}_{50}\\ 1.9\\times10^{-1},\\ \\text{MCF-7 ED}_{50}\\ 1.9,\\ \\text{HT-29 ED}_{50}\\ 7.1\\times10^{-2},\\ \\text{A-498 ED}_{50}\\ 1.7,\\ \\text{PC-3 ED}_{50}\\ 4.5\\times10^{-1},\\ \\text{PACA-2 ED}_{50}\\ 5.0\\times10^{-2}.\\ \\text{Source: }\\textit{Annona muricata}\\text{, leaves.}\\\\ \\text{37. donnaienin}^{33}\\ (\\text{C}_{35}\\text{H}_{64}\\text{O}_{8}\\text{, MW 612})",
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"alt": "White solid. alpha sub D : plus 8.0 to the power of circ, c, 0.05, MeOH . UV, lambda sub max, MeOH, nm: 220, log epsilon, 3.54 . IR, nu sub max, film, cm to the power of minus 1 : 3398, 2920, 2851, 1743, 1458 . MS: EIMS m over z 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: acetonide of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.8, A minus 549 ED sub 50 1.9 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.9, HT minus 29 ED sub 50 7.1 times 10 to the power of minus 2, A minus 498 ED sub 50 1.7, PC minus 3 ED sub 50 4.5 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.0 times 10 to the power of minus 2 . Source: textit Annona muricata, leaves. 37. donnaienin to the power of 33 times C sub 35 H sub 64 O sub 8, MW 612",
"mathml": "<math aria-label=\"White solid. alpha sub D : plus 8.0 to the power of circ, c, 0.05, MeOH . UV, lambda sub max, MeOH, nm: 220, log epsilon, 3.54 . IR, nu sub max, film, cm to the power of minus 1 : 3398, 2920, 2851, 1743, 1458 . MS: EIMS m over z 377, 359, 343, 341, 325, 307, 289, 271, 269, 231, 213, 199, 195, 177, 141, 123. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: acetonide of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.8, A minus 549 ED sub 50 1.9 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.9, HT minus 29 ED sub 50 7.1 times 10 to the power of minus 2, A minus 498 ED sub 50 1.7, PC minus 3 ED sub 50 4.5 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.0 times 10 to the power of minus 2 . Source: textit Annona muricata, leaves. 37. donnaienin to the power of 33 times C sub 35 H sub 64 O sub 8, MW 612\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>8.0</mn><mo>∘</mo></msup><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.05</mn><mo>,</mo><mtext>MeOH</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext> </mtext><mtext>UV</mtext><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mtext>, MeOH, nm: </mtext><mn>220</mn><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.54</mn><mo stretchy=\"false\">)</mo><mo stretchy=\"false\">)</mo><mo>.</mo><mtext> </mtext><mtext>IR</mtext><mspace width=\"0.167em\" /><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>: </mtext><mn>3398</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2851</mn><mo>,</mo><mn>1743</mn><mo>,</mo><mn>1458</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext> </mtext><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>377</mn><mo>,</mo><mn>359</mn><mo>,</mo><mn>343</mn><mo>,</mo><mn>341</mn><mo>,</mo><mn>325</mn><mo>,</mo><mn>307</mn><mo>,</mo><mn>289</mn><mo>,</mo><mn>271</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>231</mn><mo>,</mo><mn>213</mn><mo>,</mo><mn>199</mn><mo>,</mo><mn>195</mn><mo>,</mo><mn>177</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>123</mn><mo>.</mo><mtext> </mtext><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: acetonide (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR</mtext><mtext>). Biological activities (</mtext><mi>μ</mi><mtext>g/mL</mtext><msub><mtext>): BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.8</mn><mo>,</mo><mtext> </mtext><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>,</mo><mtext> </mtext><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>7.1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.7</mn><mo>,</mo><mtext> </mtext><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4.5</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>5.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>.</mo><mtext> </mtext><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona muricata</mtext><mtext>, leaves.</mtext><mspace linebreak=\"newline\" /><msup><mtext>37.donnaienin</mtext><mrow><mn>33</mn></mrow></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>64</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>8</mn></mrow></msub><mtext>, MW 612</mtext><mo stretchy=\"false\">)</mo></mrow></math>"
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"text": "ε",
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"text": "\\nu_{max}",
"attrs": {
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"text_offset": 103,
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}
},
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"id": "p16.22.5",
"order": 104,
"type": "text",
"bbox": {
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"text": "⁻¹",
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}
},
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"type": "text",
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"text": "¹",
"attrs": {
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},
{
"id": "p16.22.7",
"order": 106,
"type": "text",
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"text": "₃",
"attrs": {
"inline": true,
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},
{
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"text": "¹³",
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"alt": "to the power of 13",
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},
{
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"text": "₅₀",
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},
{
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"text": "₅₀",
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},
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"text": "⁻¹",
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"text": "₅₀",
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Page 17
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"text": "White waxy solid.[p17.23.1]: +32.9° (c 0.31, CHCl_{3}). IR ([p17.23.2], film, cm^{-1}): 3500, 2910, 2860, 1760, 1710, 1460, 1250, 1050, 800. MS: EIMS m/z 391, 379, 373, 361, 291, 265, 211, 141. NMR: ^1H NMR (400 MHz, CDCl_{3}), ^13C NMR (100 MHz, CDCl_{3}). Biological activities ( [p17.23.3]g/mL): Hep. 2, 2, 2, 15 ED_{50} 1.4[p17.23.4] 10^{-1}, Hep G2 ED_{50} 4.7[p17.23.5] 10^{-2}, KB ED_{50} 1, CCM2 ED_{50} 8.5[p17.23.6] 10^{-2}. Source: Annona reticulata, seeds.",
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"text": "\\text{White waxy solid. }[\\alpha]_D\\text{: }+32.9^\\circ\\ (c\\ 0.31, \\text{CHCl}_3)\\text{. IR }(\\nu_{max}\\text{, film, cm}^{-1})\\text{: }3500, 2910, 2860, 1760, 1710, 1460, 1250, 1050, 800.\\ \\text{MS: EIMS } m/z\\ 391, 379, 373, 361, 291, 265, 211, 141.\\ \\text{NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (100 MHz, CDCl}_3\\text{).}\\ \\text{Biological activities }(\\mu\\text{g/mL})\\text{: Hep. 2, 2, 15 ED}_{50}\\ 1.4\\times10^{-1}\\text{, Hep G2 ED}_{50}\\ 4.7\\times10^{-2}\\text{, KB ED}_{50}\\ 1\\text{, CCM2 ED}_{50}\\ 8.5\\times10^{-2}.\\ \\text{Source: }\\textit{Annona reticulata}\\text{, seeds.}",
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"text": "White waxy solid.[p18.8.1]: +15.0° (CHCl₃). UV ([p18.8.2], MeOH, nm): 21.5 (log[p18.8.3] 3.62). IR ([p18.8.4], film, cm[p18.8.5]): 3413, 2920, 2850, 2280, 1742, 1657, 1630, 1551, 1528, 1467, 1321, 1075, 850, 791. MS: EIMS m/z 425, 407, 355, 337, 319, 301, 269, 251, 233, 141. NMR: [p18.8.6]H NMR (500 MHz, CDCl[p18.8.7]), [p18.8.8]C NMR (125 MHz, CDCl[p18.8.9]). Derivatives: per-MTPA esters (1H NMR). Biological activities ( [p18.8.10]g/mL): BST LC[p18.8.11] 4.9[p18.8.12] 10[p18.8.13], A-549 ED[p18.8.14] 5.3[p18.8.15] 10[p18.8.16], MCF-7 ED[p18.8.17] 9.6[p18.8.18] 10[p18.8.19], HT-29 ED[p18.8.20] 5.3[p18.8.21] 10[p18.8.22], A-498 ED[p18.8.23] 9.0[p18.8.24] 10[p18.8.25], PC-3 ED[p18.8.26] 2.0[p18.8.27] 10[p18.8.28], PAC-2 ED[p18.8.29] 5.1[p18.8.30] 10[p18.8.31]. Source: Annona glabra, leaves.",
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"text": "[\\alpha]_{D}: +15.0^{\\circ} (\\text{CHCl}_3). \\text{UV} (\\lambda_{\\max}, \\text{MeOH}, \\text{nm}): 219 (\\log \\epsilon\\, 3.62). \\text{IR} (\\nu_{\\max}, \\text{film}, \\text{cm}^{-1}): 3413, 2920, 2850, 2280, 1742, 1657, 1630, 1551, 1528, 1467, 1321, 1075, 850, 791. \\text{MS: EIMS } m/z\\ 425, 407, 355, 337, 319, 301, 269, 251, 233, 141. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 4.9 \\times 10^{-1}, \\text{A-549 ED}_{50}\\ 5.3 \\times 10^{-3}, \\text{MCF-7 ED}_{50}\\ 9.6 \\times 10^{-4}, \\text{HT-29 ED}_{50}\\ 5.3 \\times 10^{-3}, \\text{A-498 ED}_{50}\\ 9.0 \\times 10^{-1}, \\text{PC-3 ED}_{50}\\ 2.0 \\times 10^{-3}, \\text{PACA-2 ED}_{50}\\ 5.1 \\times 10^{-7}. \\text{Source: } \\textit{Annona glabra}, \\text{leaves.}",
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Page 19
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"text": "-2.7^{\\circ}",
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"text": "\\text{White waxy solid. } [\\alpha]_D: -2.7^\\circ (c\\,0.007, \\text{CH}_2\\text{Cl}_2). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 216 (\\log \\epsilon\\, 3.56). \\text{MS: EIMS } m/z\\ 325, 307, 289, 225, 207. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters (}{}^{1}\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 1.5 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 6.0 \\times 10^{-1}, \\text{MCF-7 } ED_{50} > 1, \\text{HT-29 } ED_{50} > 1, \\text{A-498 } ED_{50} > 1, \\text{PC-3 } ED_{50} > 1, \\text{PACA-2 } ED_{50}\\ 1.2 \\times 10^{-4}. \\text{Source: } \\textit{Annona squamosa}, \\text{bark stem.} \\\\ \\textbf{51. } \\textit{\\textbf{cis}-solamin}^{*115} (\\text{C}_{35}\\text{H}_{65}\\text{O}_5, \\text{MW } 564)",
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"latex": "\\text{White waxy solid. } [\\alpha]_D: -2.7^\\circ (c\\,0.007, \\text{CH}_2\\text{Cl}_2). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 216 (\\log \\epsilon\\, 3.56). \\text{MS: EIMS } m/z\\ 325, 307, 289, 225, 207. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters (}{}^{1}\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 1.5 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 6.0 \\times 10^{-1}, \\text{MCF-7 } ED_{50} > 1, \\text{HT-29 } ED_{50} > 1, \\text{A-498 } ED_{50} > 1, \\text{PC-3 } ED_{50} > 1, \\text{PACA-2 } ED_{50}\\ 1.2 \\times 10^{-4}. \\text{Source: } \\textit{Annona squamosa}, \\text{bark stem.} \\\\ \\textbf{51. } \\textit{\\textbf{cis}-solamin}^{*115} (\\text{C}_{35}\\text{H}_{65}\\text{O}_5, \\text{MW } 564)",
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"alt": "White waxy solid. alpha sub D : minus 2.7 to the power of circ of c, 0.007, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 216 times log epsilon, 3.56 . MS: EIMS m over z 325, 307, 289, 225, 207. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.5 times 10 to the power of minus 1, A minus 549 ED sub 50 6.0 times 10 to the power of minus 1, MCF minus 7 ED sub 50 is greater than 1, HT minus 29 ED sub 50 is greater than 1, A minus 498 ED sub 50 is greater than 1, PC minus 3 ED sub 50 is greater than 1, PACA minus 2 ED sub 50 1.2 times 10 to the power of minus 4 . Source: textit Annona squamosa, bark stem. textbf 51. textit textbf cis minus solamin to the power of *115 times C sub 35 H sub 65 O sub 5, MW 564",
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"mathml": "<math aria-label=\"White waxy solid. alpha sub D : minus 2.7 to the power of circ of c, 0.007, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 216 times log epsilon, 3.56 . MS: EIMS m over z 325, 307, 289, 225, 207. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.5 times 10 to the power of minus 1, A minus 549 ED sub 50 6.0 times 10 to the power of minus 1, MCF minus 7 ED sub 50 is greater than 1, HT minus 29 ED sub 50 is greater than 1, A minus 498 ED sub 50 is greater than 1, PC minus 3 ED sub 50 is greater than 1, PACA minus 2 ED sub 50 1.2 times 10 to the power of minus 4 . Source: textit Annona squamosa, bark stem. textbf 51. textit textbf cis minus solamin to the power of *115 times C sub 35 H sub 65 O sub 5, MW 564\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White waxy solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mi>:</mi><mo>−</mo><msup><mn>2.7</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.007</mn><mo>,</mo><msub><mtext>CH</mtext><mn>2</mn></msub><msub><mtext>Cl</mtext><mn>2</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>216</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.56</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>325</mn><mo>,</mo><mn>307</mn><mo>,</mo><mn>289</mn><mo>,</mo><mn>225</mn><mo>,</mo><mn>207</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: per-MTPA esters (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR). Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mtext>BST </mtext><mi>L</mi><msub><mi>C</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.5</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>A-549 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>MCF-7 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mo>></mo><mn>1</mn><mo>,</mo><mtext>HT-29 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mo>></mo><mn>1</mn><mo>,</mo><mtext>A-498 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mo>></mo><mn>1</mn><mo>,</mo><mtext>PC-3 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mo>></mo><mn>1</mn><mo>,</mo><mtext>PACA-2 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.2</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>4</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona squamosa</mtext><mo>,</mo><mtext>bark stem.</mtext><mspace linebreak=\"newline\" /><mtext mathvariant=\"bold\">51. </mtext><mtext mathvariant=\"italic\">\\textbf{cis</mtext><mo>−</mo><mi>s</mi><mi>o</mi><mi>l</mi><mi>a</mi><mi>m</mi><mi>i</mi><mi>n</mi><msup><mi>}</mi><mrow><mo>*</mo><mn>115</mn></mrow></msup><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>65</mn></mrow></msub><msub><mtext>O</mtext><mn>5</mn></msub><mo>,</mo><mtext>MW </mtext><mn>564</mn><mo stretchy=\"false\">)</mo></mrow></math>"
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"text": "51. cis-solamin[p19.10.1] (C [p19.10.2]H [p19.10.3]O[p19.10.4], MW564)",
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"alt": "sub 35",
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{
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"text": "Position 15 16 19 20"
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"text": "[p19.13.1]H (δ) 3.41 m 3.81 m 3.81 m 3.41 m\n [p19.13.2]C (δ) 74.3 82.8 82.8 74.3",
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}
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"text": "White powder. Mp: 63–66°C. [α]D: +22° (c O.55, MeOH). UV (λmax, MeOH, nm): 217.2 (log ε 3.61). IR (νmax, film, cm⁻¹): 3420, 2916, 2840, 1759, 1471, 1321, 1114, 1080, 1033, 962, 845, 751, 717. MS: EIMS m/z 347, 295, 251, 199, 111, 97. NMR: ¹H NMR (400 MHz, CDCl₃), ¹³C NMR (50 MHz, CDCl₃). Source: Annona muricata, roots."
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"text": "52. cis-panatellin[p19.15.1] (C [p19.15.2]H [p19.15.3]O[p19.15.4], MW564)",
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"text": "[p19.18.1]H (δ) 3.41 m 3.81 m 3.81 m 3.41 m\n [p19.18.2]C (δ) 74.3 82.7 82.7 74.3",
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},
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"text": "White powder. Mp: 62–64 °C. [α]D: +20° (c 0.60, MeOH). UV (λmax, MeOH, nm): 219.6 (log ε 3.65). IR (νmax, film, cm⁻¹): 3420, 2917, 2841, 1760, 1471, 1324, 1120, 1078, 1033, 963, 753. MS: EIMS m/z 319, 297, 279, 267, 249, 227, 111, 97. NMR: ¹H NMR (400 MHz, CDCl₃), ¹³C NMR (50 MHz, CDCl₃). Source: Annona muricata, roots.\n53. cis-uvarimicin IV*115 (C₃₇H₆₉O₅, MW592)"
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"type": "text",
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Page 20
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Page 20 JSON
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"text": "57. dispalin [p20.13.1](C [p20.13.2]H [p20.13.3]O[p20.13.4], MW666)",
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"text": "Position 10 15 16 19 20\n[p20.14.1] ([p20.14.2]) 3.40 m 3.40 m 3.82 m 3.82 m 5.09 m\n[p20.14.3] ([p20.14.4]) 71.6 74.1 82.2 83.0 78.0\n¹H (δ) 3.40 m 3.40 m 3.82 m 3.82 m 5.09 m\n ¹³C (δ) 71.6 74.1 82.2 83.0 78.0",
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"alt": "to the power of 13 C",
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"text": "Waxy solid.[p20.15.1]: +19.6° (c 1.0, CHCl_{3}). MS: EIMS (TMS) m/z 685, 613, 543, 509, 453, 419, 363, 339, 295, 279, 269, 209, 205, 213, 197, 123. NMR: [p20.15.2]H NMR (270 MHz, CDCl_{3}), [p20.15.3]C NMR (54 MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), TMS (EIMS).\nSource: Disepalum anomalum, stem bark.\n58. tonkinin A[p20.15.4] (C [p20.15.5]H [p20.15.6]O[p20.15.7], MW622)",
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{
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},
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"id": "p20.17",
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"text": "Crystal. Mp: 98–100°C.[p20.17.1]: +20.09° (cO.112, CHCl₃). IR ([p20.17.2], film, cm⁻¹): 3357, 2919, 2849, 1751, 1714, 1070 MS: EIMS m/z 569, 405, 387, 353, 335, 309, 291, 199, 181, 153, NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: peracetate (¹H NMR), TMS (EIMS). Biological activities ( [p20.17.3]g/mL): HCT-8IC₅₀ 5.9 × 10⁻¹, HL-60IC₅₀ 1.6 × 10⁻², KB IC₅₀ > 10, A278OIC₅₀ > 10. Source: Uvaria tonkinensis, roots.\n\n59. tonkinin[p20.17.4] ([p20.17.5], MW622)\n59. tonkinin B *66 ( C₃₇H₆₆O₇, MW622)",
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"text": "\\text{Crystal. Mp: } 98\\text{--}100\\,^{\\circ}\\text{C. } [\\alpha]_{D}\\text{: } +20.09^{\\circ}\\ (c\\,0.112,\\ \\text{CHCl}_3)\\text{. IR } (\\nu_{\\max}\\text{, film, cm}^{-1})\\text{: } 3357, 2919, 2849, 1751, 1714, 1070\\text{. MS: EIMS } m/z\\ 569, 405, 387, 353, 335, 309, 291, 199, 181, 153\\text{. NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3)\\text{.}\\\\ \\text{Derivatives: peracetate (}^{1}\\text{H NMR), TMS (EIMS). Biological activities } (\\mu\\text{g/mL})\\text{: HCT-8 IC}_{50}\\ 5.9\\times10^{-1}\\text{, HL-60 IC}_{50}\\ 1.6\\times10^{-2}\\text{, KB IC}_{50} > 10\\text{, A2780 IC}_{50} > 10\\text{. Source: } \\textit{Uvaria tonkinensis}\\text{, roots.}\\\\ \\textbf{59. tonkinin B}^{*66}\\ (\\text{C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622})",
"attrs": {
"latex": "\\text{Crystal. Mp: } 98\\text{--}100\\,^{\\circ}\\text{C. } [\\alpha]_{D}\\text{: } +20.09^{\\circ}\\ (c\\,0.112,\\ \\text{CHCl}_3)\\text{. IR } (\\nu_{\\max}\\text{, film, cm}^{-1})\\text{: } 3357, 2919, 2849, 1751, 1714, 1070\\text{. MS: EIMS } m/z\\ 569, 405, 387, 353, 335, 309, 291, 199, 181, 153\\text{. NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3)\\text{.}\\\\ \\text{Derivatives: peracetate (}^{1}\\text{H NMR), TMS (EIMS). Biological activities } (\\mu\\text{g/mL})\\text{: HCT-8 IC}_{50}\\ 5.9\\times10^{-1}\\text{, HL-60 IC}_{50}\\ 1.6\\times10^{-2}\\text{, KB IC}_{50} > 10\\text{, A2780 IC}_{50} > 10\\text{. Source: } \\textit{Uvaria tonkinensis}\\text{, roots.}\\\\ \\textbf{59. tonkinin B}^{*66}\\ (\\text{C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622})",
"inline": true,
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"alt": "Crystal. Mp: 98 minus minus 100, to the power of circ C. alpha sub D : plus 20.09 to the power of circ of c, 0.112, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3357, 2919, 2849, 1751, 1714, 1070 . MS: EIMS m over z 569, 405, 387, 353, 335, 309, 291, 199, 181, 153 . NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : HCT minus 8 IC sub 50 5.9 times 10 to the power of minus 1, HL minus 60 IC sub 50 1.6 times 10 to the power of minus 2, KB IC sub 50 is greater than 10, A2780 IC sub 50 is greater than 10 . Source: textit Uvaria tonkinensis, roots. textbf 59. tonkinin B to the power of *66 times C sub 37 H sub 66 O sub 7, MW 622",
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"text": "Waxy solid. Mp: 95–96°C.[p20.19.1]: +28.20° (c Q098, CHCl_{3}). IR ([p20.19.2], film, cm^{-1}): 3410, 2920, 2849, 1738, 1711, 1068, 1029. MS: EIMS m/z 423, 405, 387, 353, 335, 309, 291, 269, 181, 168, 153. NMR: [p20.19.3]H NMR (500MHz, CDCl_{3}), [p20.19.4]C NMR (125MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), TMS (EIMS). Biological activities ( [p20.19.5]g/mL): HCT-81C50 24, HL-60IC50 6.0 × 10^{-2}, KB IC_{50} > 10, A2780IC_{50} > 10. Source: Uvaria tonkinensis, roots.",
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"text": "\\text{Waxy solid. Mp: } 95\\text{--}96\\,^\\circ\\text{C. } [\\alpha]_{D}: +28.20^\\circ (c\\,0.098, \\text{CHCl}_3). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3410, 2920, 2849, 1738, 1711, 1068, 1029. \\text{MS: EIMS } m/z\\ 423, 405, 387, 353, 335, 309, 291, 269, 181, 168, 153. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS)}. \\text{Biological activities } (\\mu\\text{g/mL}): \\text{HCT-8 IC}_{50}\\ 2.4, \\text{HL-60 IC}_{50}\\ 6.0 \\times 10^{-2}, \\text{KB IC}_{50} > 10, \\text{A2780 IC}_{50} > 10. \\text{Source: } \\textit{Uvaria tonkinensis}\\text{, roots.}",
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"alt": "Waxy solid. Mp: 95 minus minus 96, to the power of circ C. alpha sub D : plus 28.20 to the power of circ of c, 0.098, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3410, 2920, 2849, 1738, 1711, 1068, 1029. MS: EIMS m over z 423, 405, 387, 353, 335, 309, 291, 269, 181, 168, 153. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : HCT minus 8 IC sub 50 2.4, HL minus 60 IC sub 50 6.0 times 10 to the power of minus 2, KB IC sub 50 is greater than 10, A2780 IC sub 50 is greater than 10. Source: textit Uvaria tonkinensis, roots.",
"mathml": "<math aria-label=\"Waxy solid. Mp: 95 minus minus 96, to the power of circ C. alpha sub D : plus 28.20 to the power of circ of c, 0.098, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3410, 2920, 2849, 1738, 1711, 1068, 1029. MS: EIMS m over z 423, 405, 387, 353, 335, 309, 291, 269, 181, 168, 153. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : HCT minus 8 IC sub 50 2.4, HL minus 60 IC sub 50 6.0 times 10 to the power of minus 2, KB IC sub 50 is greater than 10, A2780 IC sub 50 is greater than 10. Source: textit Uvaria tonkinensis, roots.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Waxy solid. Mp: </mtext><mn>95</mn><mtext>--</mtext><mn>96</mn><msup><mspace width=\"0.167em\" /><mo>∘</mo></msup><mtext>C. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>+</mo><msup><mn>28.20</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.098</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3410</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2849</mn><mo>,</mo><mn>1738</mn><mo>,</mo><mn>1711</mn><mo>,</mo><mn>1068</mn><mo>,</mo><mn>1029</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>423</mn><mo>,</mo><mn>405</mn><mo>,</mo><mn>387</mn><mo>,</mo><mn>353</mn><mo>,</mo><mn>335</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>181</mn><mo>,</mo><mn>168</mn><mo>,</mo><mn>153</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: peracetate </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>TMS (EIMS)</mtext><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>HCT-8 IC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.4</mn><mo>,</mo><msub><mtext>HL-60 IC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><msub><mtext>KB IC</mtext><mrow><mn>50</mn></mrow></msub><mo>></mo><mn>10</mn><mo>,</mo><msub><mtext>A2780 IC</mtext><mrow><mn>50</mn></mrow></msub><mo>></mo><mn>10</mn><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Uvaria tonkinensis</mtext><mtext>, roots.</mtext></mrow></math>"
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Page 21 JSON
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"text": "60. tonkinin C[p21.5.1] ([p21.5.2], MW664) Mono-THF Acetogenins (Continued)",
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"mathml": "<math aria-label=\"60. tonkinin C to the power of *66 times C sub 39 H sub 68 O sub 8, MW, 664\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mtext>60. tonkinin C</mtext><mrow><mo>*</mo><mn>66</mn></mrow></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>39</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>68</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>8</mn></mrow></msub><mo>,</mo><mtext>MW</mtext><mspace width=\"0.167em\" /><mn>664</mn><mo stretchy=\"false\">)</mo></mrow></math>"
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"text": "\\textbf{60. tonkinin C}^{*\\textbf{66}} (C_{39}H_{68}O_{8}, \\text{MW}664)",
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"alt": "textbf 60. tonkinin C to the power of * textbf 66 times C sub 39 H sub 68 O sub 8, MW 664",
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"text": "Mono-THF Acetogenins (Continued)"
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"text": "Position 5 13 14 15 19 20\n[p21.8.1] ([p21.8.2]) --- 3.36 m 1.53 m 5.08 m 3.84 m 3.84 m\n[p21.8.3] ([p21.8.4]) 209.40 70.37 38.58 71.54 82.47 71.44",
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"text": "\\begin{array}{lcccccc} \\text{Position} & 5 & 13 & 14 & 15 & 19 & 20 \\\\ {}^{1}\\mathbf{H}\\ (\\delta) & --- & 3.36\\ \\text{m} & 1.53\\ \\text{m} & 5.08\\ \\text{m} & 3.84\\ \\text{m} & 3.84\\ \\text{m} \\\\ {}^{13}\\text{C}\\ (\\delta) & 209.40 & 70.37 & 38.58 & 71.54 & 82.47 & 71.44 \\end{array} \\\\ \\text{mp: } 40\\text{–}42\\,^{\\circ}\\text{C},\\ [\\alpha]_D: +10.8^{\\circ}\\ (c\\,0.119,\\ \\text{CHCl}_3),\\ \\text{IR } (\\nu_{\\max},\\ \\text{film, cm}^{-1}): \\text{[illegible]}",
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"alt": "begin array lcccccc Position & 5 & 13 & 14 & 15 & 19 & 20 to the power of 1 mathbf H of delta & minus minus minus & 3.36 m & 1.53 m & 5.08 m & 3.84 m & 3.84 m to the power of 13 C of delta & 209.40 & 70.37 & 38.58 & 71.54 & 82.47 & 71.44 end array mp: 40 – 42, to the power of circ C, alpha sub D : plus 10.8 to the power of circ of c, 0.119, CHCl sub 3, IR of nu sub max, film, cm to the power of minus 1 : illegible",
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"text": "Amorphous powder. Mp: 40–42°C. [α]D: +10.8° (c Q119, CHCl₃). IR (ν_max, film, cm⁻¹): 3430, 2919, 2850, 1759, 1723, 1468, 1377, 1255, 1077, 1030 MS: EIMS m/z 586, 568, 479, 465, 461, 447, 405, 395, 387, 351, 335, 269, 181, 168, 153, NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: peracetate (¹H NMR), per-MTPA esters (¹H NMR), TMS (EIMS). Biological activities (μg/mL): HCT-81C50 8.6 × 10⁻¹, HL-60IC50 4.2 × 10⁻⁴, KB IC₅₀ > 10, A2780 IC₅₀ > 10. Source: Uvaria tonkinensis, roots."
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"text": "Position 5 15 17 18 21 22"
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"text": "[p21.12.1] ([p21.12.2]) 3.60 m 3.80 m 3.73 m 3.90 m 3.90 m 3.90 m",
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"text": "[p21.13.1] ([p21.13.2]) 70.83 68.78 71.89 83.07 82.28 71.67",
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"text": "Powder. Mp: 97–99°C. [α]D: +26.92° (c O.O.26, CHCl₃). IR (νmax, film, cm⁻¹): 3379, 2918, 2850, 1741. MS: EIMS m/z 407, 389, 355, 337, 311, 293, 269, 155. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: TMS (EIMS). Source: Uvaria tonkinesis, roots."
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"text": "62. tonkinesin B[p21.15.1] (C [p21.15.2]H [p21.15.3]O[p21.15.4], MW624)",
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"r": 456.24,
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"text": "Position 5 15 17 18 21 22"
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Page 22
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{
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"text": "Wäxy solid. Mp: 42–44 °C.[p22.21.1]: +15° (c O.O.G, CHCl_{3}). IR ([p22.21.2], film, cm^{-1}): 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS (TMS) m/z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: ^{1}H NMR (500 MHz, CDCl_{3}), ^{13}C NMR (125 MHz, CDCl_{3}). Derivatives: TMS (EIMS). Source: Uvaria boniana, bark.",
"children": [
{
"id": "p22.21.1",
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"type": "formula",
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"text": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06,\\ \\text{CHCl}_3\\text{). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): } 3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) } m/z\\ 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}",
"attrs": {
"latex": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06,\\ \\text{CHCl}_3\\text{). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): } 3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) } m/z\\ 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}",
"inline": true,
"text_offset": 25,
"text_span": 10,
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"notation": "latex",
"alt": "Waxy solid. Mp: 42 – 44, to the power of o C. alpha sub D : plus 15 to the power of circ of c, 0.06, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS of TMS m over z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: TMS of EIMS . Source: textit Uvaria boniana, bark.",
"mathml": "<math aria-label=\"Waxy solid. Mp: 42 – 44, to the power of o C. alpha sub D : plus 15 to the power of circ of c, 0.06, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS of TMS m over z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: TMS of EIMS . Source: textit Uvaria boniana, bark.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Waxy solid. Mp: </mtext><mn>42</mn><mtext>–</mtext><mn>44</mn><msup><mspace width=\"0.167em\" /><mrow><mi>o</mi></mrow></msup><mtext>C. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>15</mn><mrow><mo>∘</mo></mrow></msup><mtext> (</mtext><mi>c</mi><mspace width=\"0.167em\" /><mn>0.06</mn><mo>,</mo><mtext> </mtext><msub><mtext>CHCl</mtext><mn>3</mn></msub><mtext>). IR (</mtext><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3470</mn><mo>,</mo><mn>2925</mn><mo>,</mo><mn>2825</mn><mo>,</mo><mn>1755</mn><mo>,</mo><mn>1740</mn><mo>,</mo><mn>1720</mn><mo>,</mo><mn>1661</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS (TMS) </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>604</mn><mo>,</mo><mn>586</mn><mo>,</mo><mn>568</mn><mo>,</mo><mn>465</mn><mo>,</mo><mn>405</mn><mo>,</mo><mn>395</mn><mo>,</mo><mn>387</mn><mo>,</mo><mn>335</mn><mo>,</mo><mn>317</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>251</mn><mo>,</mo><mn>199</mn><mo>,</mo><mn>181</mn><mo>,</mo><mn>153</mn><mo>,</mo><mn>125</mn><mo>.</mo><mtext> </mtext><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: TMS (EIMS). Source: </mtext><mtext mathvariant=\"italic\">Uvaria boniana</mtext><mtext>, bark.</mtext></mrow></math>"
}
},
{
"id": "p22.21.2",
"order": 135,
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"text": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06\\text{, CHCl}_3\\text{). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): }3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) }m/z\\text{ }604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\text{ NMR: }^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}",
"attrs": {
"latex": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06\\text{, CHCl}_3\\text{). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): }3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) }m/z\\text{ }604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\text{ NMR: }^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}",
"inline": true,
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"notation": "latex",
"alt": "Waxy solid. Mp: 42 – 44, to the power of o C. alpha sub D : plus 15 to the power of circ of c, 0.06, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS of TMS m over z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: TMS of EIMS . Source: textit Uvaria boniana, bark.",
"mathml": "<math aria-label=\"Waxy solid. Mp: 42 – 44, to the power of o C. alpha sub D : plus 15 to the power of circ of c, 0.06, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS of TMS m over z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: TMS of EIMS . Source: textit Uvaria boniana, bark.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Waxy solid. Mp: </mtext><mn>42</mn><mtext>–</mtext><mn>44</mn><msup><mspace width=\"0.167em\" /><mrow><mi>o</mi></mrow></msup><mtext>C. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>15</mn><mrow><mo>∘</mo></mrow></msup><mtext> (</mtext><mi>c</mi><mspace width=\"0.167em\" /><mn>0.06</mn><msub><mtext>, CHCl</mtext><mn>3</mn></msub><mtext>). IR (</mtext><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3470</mn><mo>,</mo><mn>2925</mn><mo>,</mo><mn>2825</mn><mo>,</mo><mn>1755</mn><mo>,</mo><mn>1740</mn><mo>,</mo><mn>1720</mn><mo>,</mo><mn>1661</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS (TMS) </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>604</mn><mo>,</mo><mn>586</mn><mo>,</mo><mn>568</mn><mo>,</mo><mn>465</mn><mo>,</mo><mn>405</mn><mo>,</mo><mn>395</mn><mo>,</mo><mn>387</mn><mo>,</mo><mn>335</mn><mo>,</mo><mn>317</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>251</mn><mo>,</mo><mn>199</mn><mo>,</mo><mn>181</mn><mo>,</mo><mn>153</mn><mo>,</mo><mn>125</mn><mo>.</mo><msup><mtext> NMR: </mtext><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>), </mtext><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: TMS (EIMS). Source: </mtext><mtext mathvariant=\"italic\">Uvaria boniana</mtext><mtext>, bark.</mtext></mrow></math>"
}
}
]
}
],
"excluded_furniture": {
"first": [],
"last": []
}
}
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figure (3)
formula (28)
header (4)
table (1)
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58 · FORMULA
59 · TABLE
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Table integrity:
26 of 27 cells don't match the text layer at their coordinates.
r0c0 (0%): “Position”
r0c1 (0%): “15”
r0c2 (0%): “16”
r0c3 (0%): “19”
Page 23 JSON
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"text": "Transparent oil.[p23.17.1]: +24° (c O1, CHCl_{3}). UV ([p23.17.2], MeOH, nm): 204.6 ([p23.17.3] 3.86). IR ([p23.17.4], film, cm^{-1}): 3785, 3677, 2995, 2860, 1751. NMR: [p23.17.5]H NMR (400MHz, CDCl_{3}), [p23.17.6]C NMR (50MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), acetonide (^{1}H NMR). Source: Annona spinescens, seeds.",
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Page 24
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"text": "\\text{Transparent oil. } [\\alpha]_D: +22^\\circ\\ (c\\,1, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 208\\ (\\log \\epsilon\\ 4.6). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3675, 3474, 1749, 1652, 1458. \\text{NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\text{Derivatives: per-acetate (}{}^{1}\\text{H NMR), formal acetal (}{}^{1}\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{KB ED}_{50}\\ 1\\times 10^{-7}, \\text{VERO KB ED}_{50}\\ 2\\times 10^{-3}. \\text{Source: } \\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\ (\\text{C}_{37}\\text{H}_{66}\\text{O}_7, \\text{MW}\\,622)",
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"alt": "Transparent oil. alpha sub D : plus 22 to the power of circ of c, 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW, 622",
"mathml": "<math aria-label=\"Transparent oil. alpha sub D : plus 22 to the power of circ of c, 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW, 622\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Transparent oil. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mi>:</mi><mo>+</mo><msup><mn>22</mn><mo>∘</mo></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>1</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>208</mn><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>4.6</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3675</mn><mo>,</mo><mn>3474</mn><mo>,</mo><mn>1749</mn><mo>,</mo><mn>1652</mn><mo>,</mo><mn>1458</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: per-acetate (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR), formal acetal (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR). Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>7</mn></mrow></msup><mo>,</mo><msub><mtext>VERO KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona spinescens</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">77. carolin B</mtext><mrow><mo>*</mo><mn>28</mn></mrow></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>66</mn></mrow></msub><msub><mtext>O</mtext><mn>7</mn></msub><mo>,</mo><mtext>MW</mtext><mspace width=\"0.167em\" /><mn>622</mn><mo stretchy=\"false\">)</mo></mrow></math>"
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"text": "\\text{Transparent oil. }[\\alpha]_D\\text{: }+22^\\circ\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): }208\\text{ (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3675,\\ 3474,\\ 1749,\\ 1652,\\ 1458.\\ \\text{NMR: }{}^{1}\\mathrm{H}\\text{ NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\mathrm{C}\\text{ NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\mathrm{H}\\text{ NMR), formal acetal (}^{1}\\mathrm{H}\\text{ NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\ 1\\times10^{-7},\\ \\text{VERO KB ED}_{50}\\ 2\\times10^{-3}.\\ \\text{Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"attrs": {
"latex": "\\text{Transparent oil. }[\\alpha]_D\\text{: }+22^\\circ\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): }208\\text{ (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3675,\\ 3474,\\ 1749,\\ 1652,\\ 1458.\\ \\text{NMR: }{}^{1}\\mathrm{H}\\text{ NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\mathrm{C}\\text{ NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\mathrm{H}\\text{ NMR), formal acetal (}^{1}\\mathrm{H}\\text{ NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\ 1\\times10^{-7},\\ \\text{VERO KB ED}_{50}\\ 2\\times10^{-3}.\\ \\text{Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"inline": true,
"text_offset": 193,
"text_span": 10,
"bbox_estimated": true,
"alt": "Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622",
"notation": "latex",
"mathml": "<math aria-label=\"Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Transparent oil. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>22</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 1, CHCl</mtext><mn>3</mn></msub><mtext>). UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, MeOH, nm): </mtext><mn>208</mn><mtext> (log </mtext><mi>ϵ</mi><mtext> 4.6). IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3675</mn><mo>,</mo><mtext> </mtext><mn>3474</mn><mo>,</mo><mtext> </mtext><mn>1749</mn><mo>,</mo><mtext> </mtext><mn>1652</mn><mo>,</mo><mtext> </mtext><mn>1458</mn><mo>.</mo><mtext> </mtext><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mi>H</mi><msub><mtext> NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><mi>C</mi><msub><mtext> NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>). Derivatives: per-acetate (</mtext><mrow><mn>1</mn></mrow></msup><mi>H</mi><msup><mtext> NMR), formal acetal (</mtext><mrow><mn>1</mn></mrow></msup><mi>H</mi><mtext> NMR). Biological activities (</mtext><mi>μ</mi><msub><mtext>g/mL): KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>7</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>VERO KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>.</mo><mtext> </mtext><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona spinescens</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">77. carolin B</mtext><mrow><mo>*</mo><mn>28</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>66</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mtext>, MW 622)</mtext></mrow></math>"
}
},
{
"id": "p24.12.5",
"order": 50,
"type": "formula",
"bbox": {
"l": 71.04,
"t": 457.92,
"r": 532.32,
"b": 420.96
},
"text": "\\text{Transparent oil. }[\\alpha]_{D}\\text{: }+22^{\\circ}\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): 208 (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): 3675, 3474, 1749, 1652, 1458. NMR: }^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\text{H NMR), formal acetal (}^{1}\\text{H NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\text{ 1 }\\times 10^{-7}\\text{, VERO KB ED}_{50}\\text{ 2}\\times 10^{-3}\\text{. Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"attrs": {
"latex": "\\text{Transparent oil. }[\\alpha]_{D}\\text{: }+22^{\\circ}\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): 208 (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): 3675, 3474, 1749, 1652, 1458. NMR: }^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\text{H NMR), formal acetal (}^{1}\\text{H NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\text{ 1 }\\times 10^{-7}\\text{, VERO KB ED}_{50}\\text{ 2}\\times 10^{-3}\\text{. Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"inline": true,
"text_offset": 217,
"text_span": 10,
"bbox_estimated": true,
"alt": "Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622",
"notation": "latex",
"mathml": "<math aria-label=\"Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Transparent oil. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>22</mn><mrow><mo>∘</mo></mrow></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 1, CHCl</mtext><mn>3</mn></msub><mtext>). UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, MeOH, nm): 208 (log </mtext><mi>ϵ</mi><mtext> 4.6). IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><msup><mtext>): 3675, 3474, 1749, 1652, 1458. NMR: </mtext><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>), </mtext><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>). Derivatives: per-acetate (</mtext><mrow><mn>1</mn></mrow></msup><msup><mtext>H NMR), formal acetal (</mtext><mrow><mn>1</mn></mrow></msup><mtext>H NMR). Biological activities (</mtext><mi>μ</mi><msub><mtext>g/mL): KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 1 </mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>7</mn></mrow></msup><msub><mtext>, VERO KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 2</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona spinescens</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">77. carolin B</mtext><mrow><mo>*</mo><mn>28</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>66</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mtext>, MW 622)</mtext></mrow></math>"
}
},
{
"id": "p24.12.6",
"order": 51,
"type": "text",
"bbox": {
"l": 71.04,
"t": 457.92,
"r": 532.32,
"b": 420.96
},
"text": "¹³C",
"attrs": {
"inline": true,
"text_offset": 229,
"text_span": 10,
"bbox_estimated": true
}
},
{
"id": "p24.12.7",
"order": 52,
"type": "formula",
"bbox": {
"l": 71.04,
"t": 457.92,
"r": 532.32,
"b": 420.96
},
"text": "\\text{Transparent oil. }[\\alpha]_{D}\\text{: }+22^{\\circ}\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): 208 (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): 3675, 3474, 1749, 1652, 1458. NMR: }^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\text{H NMR), formal acetal (}^{1}\\text{H NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\text{ 1 }\\times 10^{-7}\\text{, VERO KB ED}_{50}\\text{ 2}\\times 10^{-3}\\text{. Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"attrs": {
"latex": "\\text{Transparent oil. }[\\alpha]_{D}\\text{: }+22^{\\circ}\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): 208 (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): 3675, 3474, 1749, 1652, 1458. NMR: }^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\text{H NMR), formal acetal (}^{1}\\text{H NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\text{ 1 }\\times 10^{-7}\\text{, VERO KB ED}_{50}\\text{ 2}\\times 10^{-3}\\text{. Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"inline": true,
"text_offset": 252,
"text_span": 10,
"bbox_estimated": true,
"alt": "Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622",
"notation": "latex",
"mathml": "<math aria-label=\"Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Transparent oil. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>22</mn><mrow><mo>∘</mo></mrow></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 1, CHCl</mtext><mn>3</mn></msub><mtext>). UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, MeOH, nm): 208 (log </mtext><mi>ϵ</mi><mtext> 4.6). IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><msup><mtext>): 3675, 3474, 1749, 1652, 1458. NMR: </mtext><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>), </mtext><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>). Derivatives: per-acetate (</mtext><mrow><mn>1</mn></mrow></msup><msup><mtext>H NMR), formal acetal (</mtext><mrow><mn>1</mn></mrow></msup><mtext>H NMR). Biological activities (</mtext><mi>μ</mi><msub><mtext>g/mL): KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 1 </mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>7</mn></mrow></msup><msub><mtext>, VERO KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 2</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona spinescens</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">77. carolin B</mtext><mrow><mo>*</mo><mn>28</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>66</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mtext>, MW 622)</mtext></mrow></math>"
}
},
{
"id": "p24.12.8",
"order": 53,
"type": "formula",
"bbox": {
"l": 71.04,
"t": 457.92,
"r": 532.32,
"b": 420.96
},
"text": "\\text{Transparent oil. }[\\alpha]_D\\text{: }+22^\\circ\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): }208\\text{ (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3675,\\ 3474,\\ 1749,\\ 1652,\\ 1458.\\ \\text{NMR: }{}^{1}\\mathrm{H}\\text{ NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\mathrm{C}\\text{ NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\mathrm{H}\\text{ NMR), formal acetal (}^{1}\\mathrm{H}\\text{ NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\ 1\\times10^{-7},\\ \\text{VERO KB ED}_{50}\\ 2\\times10^{-3}.\\ \\text{Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"attrs": {
"latex": "\\text{Transparent oil. }[\\alpha]_D\\text{: }+22^\\circ\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): }208\\text{ (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3675,\\ 3474,\\ 1749,\\ 1652,\\ 1458.\\ \\text{NMR: }{}^{1}\\mathrm{H}\\text{ NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\mathrm{C}\\text{ NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\mathrm{H}\\text{ NMR), formal acetal (}^{1}\\mathrm{H}\\text{ NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\ 1\\times10^{-7},\\ \\text{VERO KB ED}_{50}\\ 2\\times10^{-3}.\\ \\text{Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
"inline": true,
"text_offset": 291,
"text_span": 10,
"bbox_estimated": true,
"alt": "Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622",
"notation": "latex",
"mathml": "<math aria-label=\"Transparent oil. alpha sub D : plus 22 to the power of circ of c 1, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 208 times log epsilon 4.6 . IR of nu sub max, film, cm to the power of minus 1 : 3675, 3474, 1749, 1652, 1458. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: per minus acetate of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR . Biological activities of mu g over mL : KB ED sub 50 1 times 10 to the power of minus 7, VERO KB ED sub 50 2 times 10 to the power of minus 3 . Source: textit Annona spinescens, seeds. textbf 77. carolin B to the power of *28 times C sub 37 H sub 66 O sub 7, MW 622\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Transparent oil. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>22</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 1, CHCl</mtext><mn>3</mn></msub><mtext>). UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mtext>, MeOH, nm): </mtext><mn>208</mn><mtext> (log </mtext><mi>ϵ</mi><mtext> 4.6). IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3675</mn><mo>,</mo><mtext> </mtext><mn>3474</mn><mo>,</mo><mtext> </mtext><mn>1749</mn><mo>,</mo><mtext> </mtext><mn>1652</mn><mo>,</mo><mtext> </mtext><mn>1458</mn><mo>.</mo><mtext> </mtext><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mi>H</mi><msub><mtext> NMR (400 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><mi>C</mi><msub><mtext> NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>). Derivatives: per-acetate (</mtext><mrow><mn>1</mn></mrow></msup><mi>H</mi><msup><mtext> NMR), formal acetal (</mtext><mrow><mn>1</mn></mrow></msup><mi>H</mi><mtext> NMR). Biological activities (</mtext><mi>μ</mi><msub><mtext>g/mL): KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>7</mn></mrow></msup><mo>,</mo><mtext> </mtext><msub><mtext>VERO KB ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>.</mo><mtext> </mtext><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona spinescens</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">77. carolin B</mtext><mrow><mo>*</mo><mn>28</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>66</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mtext>, MW 622)</mtext></mrow></math>"
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"text": "\\text{Transparent oil. }[\\alpha]_D\\text{: }+22^\\circ\\text{ (}c\\text{ 1, CHCl}_3\\text{). UV }(\\lambda_{\\max}\\text{, MeOH, nm): }208\\text{ (log }\\epsilon\\text{ 4.6). IR }(\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3675,\\ 3474,\\ 1749,\\ 1652,\\ 1458.\\ \\text{NMR: }{}^{1}\\mathrm{H}\\text{ NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\mathrm{C}\\text{ NMR (50 MHz, CDCl}_3\\text{). Derivatives: per-acetate (}^{1}\\mathrm{H}\\text{ NMR), formal acetal (}^{1}\\mathrm{H}\\text{ NMR). Biological activities (}\\mu\\text{g/mL): KB ED}_{50}\\ 1\\times10^{-7},\\ \\text{VERO KB ED}_{50}\\ 2\\times10^{-3}.\\ \\text{Source: }\\textit{Annona spinescens}\\text{, seeds.}\\\\ \\textbf{77. carolin B}^{*28}\\text{ (C}_{37}\\text{H}_{66}\\text{O}_{7}\\text{, MW 622)}",
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},
{
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"text": "71.64",
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{
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"text": "74.05",
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{
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"r": 229.0667,
"b": 679.2
},
"text": "83.06",
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"row": 3,
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"colspan": 1
}
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{
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"t": 691.74,
"r": 271.3333,
"b": 679.2
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"text": "81.79",
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"col": 4,
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}
},
{
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"bbox": {
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"t": 691.74,
"r": 313.6,
"b": 679.2
},
"text": "81.76",
"attrs": {
"row": 3,
"col": 5,
"rowspan": 1,
"colspan": 1
}
},
{
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"r": 355.8667,
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{
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"r": 398.1333,
"b": 679.2
},
"text": "73.96",
"attrs": {
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"colspan": 1
}
},
{
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{
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"text": "White wax.[p25.7.1]: +19.3° (c 0.26, CH₂Cl₂). UV (λmax, MeOH, nm): 203 (log ε 2.98). IR (λmax, film, cm⁻¹): 3460, 2930, 1769, 1714, 1463 MS: EIMS m/z 227, 209, 309, 291, 273, 379, 361. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR). Biological activities (μg/mL): BST LC₅₀ 3.5 × 10⁻¹, A-549 ED₅₀ 7.7 × 10⁻², MCF-7 ED₅₀ 1.2 × 10⁻³, HT-29 ED₅₀ 1.4, A-498 ED₅₀ 3.6 × 10⁻², PC-3 ED₅₀ 1.6 × 10⁻¹, PAC-2 ED₅₀ 1.7 × 10⁻⁴. Source: Annona squamosa, stem bark.",
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"text": "Position 13 14 17 18 21 22\n[p25.10.1] ([p25.10.2]) 3.39 m 3.85 m 3.85 m 3.85 m 3.85 m 3.39 m\n[p25.10.3] ([p25.10.4]) 74.07 83.15 81.74 81.74 83.15 74.07",
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"alt": "to the power of 13 C",
"mathml": "<math aria-label=\"to the power of 13 C\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mi /><mrow><mn>13</mn></mrow></msup><mi>C</mi></mrow></math>"
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{
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"text": "Solid.[p25.11.1]: +15° (c O,2O, MeOH). UV ([p25.11.2], MeOH, nm): 209 (log[p25.11.3] 3.94). IR ([p25.11.4], film, cm[p25.11.5]): 3349, 2930, 2857, 1745, 1652, 1515, 1464, 1320, 1204, 1069. MS: EIMS m/z 387, 335, 321, 317, 283, 269, 265, 247, 171, 141, 97. NMR: [p25.11.6]H NMR (200MHz, CDCl[p25.11.7]), [p25.11.8]C NMR (50MHz, CDCl[p25.11.9]). Derivatives: peracetate (1H NMR), TMS (EIMS). Source: Annona glauca, seeds.\n82. 10-hydroxyglaucanetin[p25.11.10] (C [p25.11.11]H [p25.11.12]O[p25.11.13], MW638)",
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"text": "\\text{Solid. } [\\alpha]_D: +15^\\circ (c\\,0.20, \\text{MeOH}). \\text{UV} (\\lambda_{max}, \\text{MeOH, nm}): 209 (\\log \\epsilon\\, 3.94). \\text{IR} (\\nu_{max}, \\text{film, cm}^{-1}): 3349, 2930, 2857, 1745, 1652, 1515, 1464, 1320, 1204, 1069. \\text{MS: EIMS } m/z\\ 387, 335, 321, 317, 283, 269, 265, 247, 171, 141, 97. \\text{NMR: } {}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS). Source: } \\textit{Annona glauca}\\text{, seeds.} \\\\ \\textbf{82. 10-hydroxyglaucanetin}^{*117} (\\text{C}_{37}\\text{H}_{68}\\text{O}_8, \\text{MW } 638)",
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Page 26
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"mathml": "<math aria-label=\"White wax. alpha sub D : plus 17.3 to the power of circ of c 0.22, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079. MS: EIMS of TMS m over z 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 2.0 times 10 to the power of minus 2, A minus 549 ED sub 50 4.6 times 10 to the power of minus 4, MCF minus 7 ED sub 50 1.3 times 10 to the power of minus 8, HT minus 29 ED sub 50 1.6, A minus 498 ED sub 50 4.9 times 10 to the power of minus 1, PC minus 3 ED sub 50 2.8, PACA minus 2 ED sub 50 6.9 times 10 to the power of minus 2 . Source: textit Asimina triloba, stem bark. 87. rollidecin C to the power of 55 times C sub 35 H sub 62 O sub 6, MW 578\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White wax. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>17.3</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><msub><mtext> 0.22, CHCl</mtext><mn>3</mn></msub><mtext>). IR (</mtext><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079. MS: EIMS (TMS) </mtext><mi>m</mi><mo>/</mo><mi>z</mi><msup><mtext> 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: </mtext><mn>1</mn></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>), </mtext><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><msup><mtext>). Derivatives: per-MTPA esters (</mtext><mn>1</mn></msup><mtext>H NMR), TMS (EIMS). Biological activities (</mtext><mi>μ</mi><mtext>g/mL</mtext><msub><mtext>): BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> 2.0</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><msub><mtext>, A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 4.6</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>4</mn></mrow></msup><msub><mtext>, MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 1.3</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>8</mn></mrow></msup><msub><mtext>, HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 1.6, A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 4.9</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><msub><mtext>, PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><msub><mtext> 2.8, PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> 6.9</mtext><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Asimina triloba</mtext><mtext>, stem bark.</mtext><mspace linebreak=\"newline\" /><msup><mtext>87. rollidecin C</mtext><mrow><mn>55</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>62</mn></mrow></msub><msub><mtext>O</mtext><mn>6</mn></msub><mtext>, MW 578)</mtext></mrow></math>"
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"text": "Solid.[p26.21.1]: +9.6° (c O 27, MeOH). IR ([p26.21.2], film, cm[p26.21.3]): 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920 MS: EIMS m/z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: [p26.21.4]H NMR (200MHz, CDCl[p26.21.5]), [p26.21.6]C NMR (50MHz, CDCl[p26.21.7]). Derivatives: peracetate (1H NMR), TMS (EIMS). Biological activities ( [p26.21.8]g/mL): A-549ED[p26.21.9] 6 × 10[p26.21.10], MCF-7 ED[p26.21.11] 4 × 10[p26.21.12], HT-29ED[p26.21.13] 6 × 10[p26.21.14], RPMI-7951 ED[p26.21.15] 10[p26.21.16], U-251 ED[p26.21.17] 10[p26.21.18]. Source: Annona crassiflora, seeds.\n\n90. annonisin[p26.21.19] (C [p26.21.20]H [p26.21.21]O[p26.21.22], MW61O)",
"children": [
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"mathml": "<math aria-label=\"alpha sub D\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub></mrow></math>"
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"mathml": "<math aria-label=\"nu sub max\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub></mrow></math>"
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"text": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}",
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"latex": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}",
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"alt": "Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610",
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"mathml": "<math aria-label=\"Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>9.6</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><mspace width=\"0.167em\" /><mn>0.27</mn><mtext>, MeOH). IR (</mtext><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3450</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2840</mn><mo>,</mo><mn>1750</mn><mo>,</mo><mn>1600</mn><mo>,</mo><mn>1450</mn><mo>,</mo><mn>1300</mn><mo>,</mo><mn>1060</mn><mo>,</mo><mn>1020</mn><mo>,</mo><mn>920</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (200 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: peracetate (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR), TMS (EIMS). Biological activities (</mtext><mi>μ</mi><mtext>g/mL)</mtext><msub><mtext>: A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><msub><mtext>, RPMI-7951 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, U-251 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona crassiflora</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">90.annonisin</mtext><mrow><mn>120</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>62</mn></mrow></msub><msub><mtext>O</mtext><mn>8</mn></msub><mtext>, MW 610)</mtext></mrow></math>"
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{
"id": "p26.21.12",
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"text": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}",
"attrs": {
"latex": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}",
"inline": true,
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"alt": "Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610",
"notation": "latex",
"mathml": "<math aria-label=\"Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>9.6</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><mspace width=\"0.167em\" /><mn>0.27</mn><mtext>, MeOH). IR (</mtext><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3450</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2840</mn><mo>,</mo><mn>1750</mn><mo>,</mo><mn>1600</mn><mo>,</mo><mn>1450</mn><mo>,</mo><mn>1300</mn><mo>,</mo><mn>1060</mn><mo>,</mo><mn>1020</mn><mo>,</mo><mn>920</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (200 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: peracetate (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR), TMS (EIMS). Biological activities (</mtext><mi>μ</mi><mtext>g/mL)</mtext><msub><mtext>: A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><msub><mtext>, RPMI-7951 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, U-251 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona crassiflora</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">90.annonisin</mtext><mrow><mn>120</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>62</mn></mrow></msub><msub><mtext>O</mtext><mn>8</mn></msub><mtext>, MW 610)</mtext></mrow></math>"
}
},
{
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{
"id": "p26.21.14",
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},
{
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"type": "text",
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{
"id": "p26.21.16",
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"text": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}",
"attrs": {
"latex": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}",
"inline": true,
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"alt": "Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610",
"notation": "latex",
"mathml": "<math aria-label=\"Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mtext>: </mtext><mo>+</mo><msup><mn>9.6</mn><mo>∘</mo></msup><mtext> (</mtext><mi>c</mi><mspace width=\"0.167em\" /><mn>0.27</mn><mtext>, MeOH). IR (</mtext><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><msup><mtext>, film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mtext>): </mtext><mn>3450</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2840</mn><mo>,</mo><mn>1750</mn><mo>,</mo><mn>1600</mn><mo>,</mo><mn>1450</mn><mo>,</mo><mn>1300</mn><mo>,</mo><mn>1060</mn><mo>,</mo><mn>1020</mn><mo>,</mo><mn>920</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (200 MHz, CDCl</mtext><mn>3</mn></msub><mtext>), </mtext><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mtext>). Derivatives: peracetate (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR), TMS (EIMS). Biological activities (</mtext><mi>μ</mi><mtext>g/mL)</mtext><msub><mtext>: A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><msub><mtext>, RPMI-7951 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><msub><mtext>, U-251 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mtext>. Source: </mtext><mtext mathvariant=\"italic\">Annona crassiflora</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">90.annonisin</mtext><mrow><mn>120</mn></mrow></msup><msub><mtext> (C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>62</mn></mrow></msub><msub><mtext>O</mtext><mn>8</mn></msub><mtext>, MW 610)</mtext></mrow></math>"
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"text": "⁻²",
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},
{
"id": "p26.21.19",
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"type": "formula",
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"text": "¹²⁰",
"attrs": {
"latex": "^{120}",
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"alt": "to the power of 120",
"mathml": "<math aria-label=\"to the power of 120\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><msup><mi /><mrow><mn>120</mn></mrow></msup></mrow></math>"
}
},
{
"id": "p26.21.20",
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"text": "\\text{C (6)}\\quad 71.07\\quad 74.04\\quad 83.17\\quad 81.74\\quad 81.83\\quad 82.84\\quad 74.15 \\\\ \\text{Solid. } [\\alpha]_D: +9.6^\\circ (c\\,0.27, \\text{MeOH}).\\ \\text{IR } (\\nu_{\\max}, \\text{film}, \\text{cm}^{-1}): 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. \\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: } {}^1\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\\\ \\text{Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS).}\\ \\text{Biological activities } (\\mu\\text{g/mL}): \\text{A-549 ED}_{50}\\ 6\\times10^{-3}, \\text{MCF-7 ED}_{50}\\ 4\\times10^{-3}, \\text{HT-29 ED}_{50}\\ 6\\times10^{-1}, \\text{RPMI-7951 ED}_{50}\\ 10^{-3}, \\text{U-251 ED}_{50}\\ 10^{-2}. \\text{Source: } \\textit{Annona crassiflora}\\text{, seeds.} \\\\ \\textbf{90. annonisin}^{120}\\ (\\text{C}_{35}\\text{H}_{62}\\text{O}_8, \\text{MW } 610)",
"attrs": {
"latex": "\\text{C (6)}\\quad 71.07\\quad 74.04\\quad 83.17\\quad 81.74\\quad 81.83\\quad 82.84\\quad 74.15 \\\\ \\text{Solid. } [\\alpha]_D: +9.6^\\circ (c\\,0.27, \\text{MeOH}).\\ \\text{IR } (\\nu_{\\max}, \\text{film}, \\text{cm}^{-1}): 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. \\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: } {}^1\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\\\ \\text{Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS).}\\ \\text{Biological activities } (\\mu\\text{g/mL}): \\text{A-549 ED}_{50}\\ 6\\times10^{-3}, \\text{MCF-7 ED}_{50}\\ 4\\times10^{-3}, \\text{HT-29 ED}_{50}\\ 6\\times10^{-1}, \\text{RPMI-7951 ED}_{50}\\ 10^{-3}, \\text{U-251 ED}_{50}\\ 10^{-2}. \\text{Source: } \\textit{Annona crassiflora}\\text{, seeds.} \\\\ \\textbf{90. annonisin}^{120}\\ (\\text{C}_{35}\\text{H}_{62}\\text{O}_8, \\text{MW } 610)",
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"alt": "C of 6 71.07 74.04 83.17 81.74 81.83 82.84 74.15 Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610",
"notation": "latex",
"mathml": "<math aria-label=\"C of 6 71.07 74.04 83.17 81.74 81.83 82.84 74.15 Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>C (6)</mtext><mspace width=\"1em\" /><mn>71.07</mn><mspace width=\"1em\" /><mn>74.04</mn><mspace width=\"1em\" /><mn>83.17</mn><mspace width=\"1em\" /><mn>81.74</mn><mspace width=\"1em\" /><mn>81.83</mn><mspace width=\"1em\" /><mn>82.84</mn><mspace width=\"1em\" /><mn>74.15</mn><mspace linebreak=\"newline\" /><mtext>Solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mi>:</mi><mo>+</mo><msup><mn>9.6</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.27</mn><mo>,</mo><mtext>MeOH</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext> </mtext><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>film</mtext><mo>,</mo><msup><mtext>cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3450</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2840</mn><mo>,</mo><mn>1750</mn><mo>,</mo><mn>1600</mn><mo>,</mo><mn>1450</mn><mo>,</mo><mn>1300</mn><mo>,</mo><mn>1060</mn><mo>,</mo><mn>1020</mn><mo>,</mo><mn>920</mn><mo>.</mo><mspace linebreak=\"newline\" /><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (200 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mspace linebreak=\"newline\" /><mtext>Derivatives: peracetate (</mtext><msup><mrow /><mn>1</mn></msup><mtext>H NMR), TMS (EIMS).</mtext><mtext> </mtext><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>RPMI-7951 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>U-251 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona crassiflora</mtext><mtext>, seeds.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">90.annonisin</mtext><mrow><mn>120</mn></mrow></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>35</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>62</mn></mrow></msub><msub><mtext>O</mtext><mn>8</mn></msub><mo>,</mo><mtext>MW </mtext><mn>610</mn><mo stretchy=\"false\">)</mo></mrow></math>"
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{
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"text": "₆₂",
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"alt": "Skeletal structure of an annonaceous acetogenin: bis-tetrahydrofuran core with OH groups at C-4, C-8, C-13, C-22 and a buten…",
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"text": "\\begin{aligned} &\\text{}\\\\ &{}^{1}\\mathrm{H}\\ (\\delta)\\quad 3.59\\ \\text{m}\\quad 3.38\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.38\\ \\text{m}\\\\ &{}^{13}\\mathrm{C}\\ (\\delta)\\quad 71.4\\quad 74.1\\quad 83.2\\quad 81.8\\quad 81.8\\quad 83.2\\quad 74.1 \\end{aligned}",
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"alt": "begin aligned & & to the power of 1 H of delta 3.59 m 3.38 m 3.83 m 3.83 m 3.83 m 3.83 m 3.38 m & to the power of 13 C of delta 71.4 74.1 83.2 81.8 81.8 83.2 74.1 end aligned",
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"mathml": "<math aria-label=\"begin aligned & & to the power of 1 H of delta 3.59 m 3.38 m 3.83 m 3.83 m 3.83 m 3.83 m 3.38 m & to the power of 13 C of delta 71.4 74.1 83.2 81.8 81.8 83.2 74.1 end aligned\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mrow><mi>&</mi><mtext /><mspace linebreak=\"newline\" /><mi>&</mi><msup><mrow /><mrow><mn>1</mn></mrow></msup><mi>H</mi><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>δ</mi><mo stretchy=\"false\">)</mo><mspace width=\"1em\" /><mn>3.59</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.38</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.83</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.83</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.83</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.83</mn><mtext> </mtext><mtext>m</mtext><mspace width=\"1em\" /><mn>3.38</mn><mtext> </mtext><mtext>m</mtext><mspace linebreak=\"newline\" /><mi>&</mi><msup><mrow /><mrow><mn>13</mn></mrow></msup><mi>C</mi><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>δ</mi><mo stretchy=\"false\">)</mo><mspace width=\"1em\" /><mn>71.4</mn><mspace width=\"1em\" /><mn>74.1</mn><mspace width=\"1em\" /><mn>83.2</mn><mspace width=\"1em\" /><mn>81.8</mn><mspace width=\"1em\" /><mn>81.8</mn><mspace width=\"1em\" /><mn>83.2</mn><mspace width=\"1em\" /><mn>74.1</mn></mrow></mrow></math>"
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"text": "¹³C",
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"alt": "to the power of 13 C",
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{
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"text": "δ",
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},
{
"id": "p26.25",
"order": 165,
"type": "text",
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"text": "White solid.[p26.25.1]: +30° (c O 2O, CHCl_{3}). UV ([p26.25.2], MeOH, nm): 209 ([p26.25.3] 3.90). IR ([p26.25.4], film, cm^{-1}): 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753 MS: CIMS (methane) m/z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. EIMS m/z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. NMR: [p26.25.5]H NMR (200MHz, CDCl_{3}), [p26.25.6]C NMR (50MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), TMS (EIMS). Source: Annona atemoya, seeds.",
"children": [
{
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"text": "\\text{White solid. }[\\alpha]_{D}\\text{: }+30^{\\circ}\\ (c\\ 0.20,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max}, \\text{MeOH, nm})\\text{: } 209\\ (\\log \\epsilon\\ 3.90)\\text{. IR }(\\nu_{\\max}, \\text{film, cm}^{-1})\\text{: } 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753\\text{. MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111\\text{. EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97\\text{. NMR: }{}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Derivatives: peracetate ({}^{1}\\text{H NMR}), TMS (EIMS).}\\ \\text{Source: }\\textit{Annona atemoya}\\text{, seeds.}",
"attrs": {
"latex": "\\text{White solid. }[\\alpha]_{D}\\text{: }+30^{\\circ}\\ (c\\ 0.20,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max}, \\text{MeOH, nm})\\text{: } 209\\ (\\log \\epsilon\\ 3.90)\\text{. IR }(\\nu_{\\max}, \\text{film, cm}^{-1})\\text{: } 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753\\text{. MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111\\text{. EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97\\text{. NMR: }{}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Derivatives: peracetate ({}^{1}\\text{H NMR}), TMS (EIMS).}\\ \\text{Source: }\\textit{Annona atemoya}\\text{, seeds.}",
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"alt": "White solid. alpha sub D : plus 30 to the power of circ of c 0.20, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 209 times log epsilon 3.90 . IR of nu sub max, film, cm to the power of minus 1 : 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753 . MS: CIMS of methane m over z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111 . EIMS m over z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97 . NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Source: textit Annona atemoya, seeds.",
"mathml": "<math aria-label=\"White solid. alpha sub D : plus 30 to the power of circ of c 0.20, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 209 times log epsilon 3.90 . IR of nu sub max, film, cm to the power of minus 1 : 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753 . MS: CIMS of methane m over z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111 . EIMS m over z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97 . NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Source: textit Annona atemoya, seeds.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mtext>: </mtext><mo>+</mo><msup><mn>30</mn><mrow><mo>∘</mo></mrow></msup><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>c</mi><mtext> </mtext><mn>0.20</mn><mo>,</mo><mtext> </mtext><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mtext>. UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mtext>: </mtext><mn>209</mn><mtext> </mtext><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.90</mn><mo stretchy=\"false\">)</mo><mtext>. IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mtext>: </mtext><mn>3432</mn><mo>,</mo><mn>2923</mn><mo>,</mo><mn>2850</mn><mo>,</mo><mn>1748</mn><mo>,</mo><mn>1436</mn><mo>,</mo><mn>1372</mn><mo>,</mo><mn>1068</mn><mo>,</mo><mn>1032</mn><mo>,</mo><mn>957</mn><mo>,</mo><mn>753</mn><mtext>. MS: CIMS (methane) </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>611</mn><mo>,</mo><mn>593</mn><mo>,</mo><mn>575</mn><mo>,</mo><mn>557</mn><mo>,</mo><mn>539</mn><mo>,</mo><mn>521</mn><mo>,</mo><mn>463</mn><mo>,</mo><mn>439</mn><mo>,</mo><mn>421</mn><mo>,</mo><mn>403</mn><mo>,</mo><mn>385</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>351</mn><mo>,</mo><mn>333</mn><mo>,</mo><mn>315</mn><mo>,</mo><mn>311</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>281</mn><mo>,</mo><mn>263</mn><mo>,</mo><mn>245</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>195</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>123</mn><mo>,</mo><mn>111</mn><mtext>. EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>403</mn><mo>,</mo><mn>385</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>333</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>281</mn><mo>,</mo><mn>263</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>97</mn><mtext>. NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (200 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><msup><mtext>. Derivatives: peracetate ({</mtext><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mi>T</mi><mi>M</mi><mi>S</mi><mo stretchy=\"false\">(</mo><mi>E</mi><mi>I</mi><mi>M</mi><mi>S</mi><mo stretchy=\"false\">)</mo><mo>.</mo><mi>}</mi><mtext> </mtext><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona atemoya</mtext><mtext>, seeds.</mtext></mrow></math>"
}
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"text": "\\text{White solid. } [\\alpha]_{D}: +30^{\\circ} (c\\,0.20, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 209 (\\log \\epsilon\\, 3.90). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. \\text{MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. \\text{EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. \\text{NMR: } {}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS)}. \\text{Source: } \\textit{Annona atemoya}, \\text{seeds.}",
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"latex": "\\text{White solid. } [\\alpha]_{D}: +30^{\\circ} (c\\,0.20, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 209 (\\log \\epsilon\\, 3.90). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. \\text{MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. \\text{EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. \\text{NMR: } {}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS)}. \\text{Source: } \\textit{Annona atemoya}, \\text{seeds.}",
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"alt": "White solid. alpha sub D : plus 30 to the power of circ of c, 0.20, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 209 times log epsilon, 3.90 . IR of nu sub max, film, cm to the power of minus 1 : 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. MS: CIMS of methane m over z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. EIMS m over z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Source: textit Annona atemoya, seeds.",
"mathml": "<math aria-label=\"White solid. alpha sub D : plus 30 to the power of circ of c, 0.20, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 209 times log epsilon, 3.90 . IR of nu sub max, film, cm to the power of minus 1 : 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. MS: CIMS of methane m over z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. EIMS m over z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Source: textit Annona atemoya, seeds.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>+</mo><msup><mn>30</mn><mrow><mo>∘</mo></mrow></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.20</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>209</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.90</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3432</mn><mo>,</mo><mn>2923</mn><mo>,</mo><mn>2850</mn><mo>,</mo><mn>1748</mn><mo>,</mo><mn>1436</mn><mo>,</mo><mn>1372</mn><mo>,</mo><mn>1068</mn><mo>,</mo><mn>1032</mn><mo>,</mo><mn>957</mn><mo>,</mo><mn>753</mn><mo>.</mo><mtext>MS: CIMS (methane) </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>611</mn><mo>,</mo><mn>593</mn><mo>,</mo><mn>575</mn><mo>,</mo><mn>557</mn><mo>,</mo><mn>539</mn><mo>,</mo><mn>521</mn><mo>,</mo><mn>463</mn><mo>,</mo><mn>439</mn><mo>,</mo><mn>421</mn><mo>,</mo><mn>403</mn><mo>,</mo><mn>385</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>351</mn><mo>,</mo><mn>333</mn><mo>,</mo><mn>315</mn><mo>,</mo><mn>311</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>281</mn><mo>,</mo><mn>263</mn><mo>,</mo><mn>245</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>195</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>123</mn><mo>,</mo><mn>111</mn><mo>.</mo><mtext>EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>403</mn><mo>,</mo><mn>385</mn><mo>,</mo><mn>369</mn><mo>,</mo><mn>333</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>281</mn><mo>,</mo><mn>263</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>141</mn><mo>,</mo><mn>97</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (200 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (50 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: peracetate </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>TMS (EIMS)</mtext><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona atemoya</mtext><mo>,</mo><mtext>seeds.</mtext></mrow></math>"
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Page 27 JSON
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"text": "\\text{Oil. UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 222\\ (\\log \\epsilon\\ 3.52). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3446, 2938, 1731, 1670, 1079. \\text{MS: EIMS } m/z\\ 395, 377, 365, 325, 307, 289, 269, 241, 223, 205, 199, 181, 141, 123. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR } (125 \\text{ MHz, CDCl}_3). \\text{Derivatives: formal acetal } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 3.5, \\text{A-549 ED}_{50}\\ 4.6 \\times 10^{-2}, \\text{MCF-7 ED}_{50}\\ 1.6 \\times 10^{-1}, \\text{HT-29 ED}_{50}\\ 2.1, \\text{A-498 ED}_{50}\\ 1.6, \\text{PC-3 ED}_{50}\\ 2.5, \\text{PACA-2 ED}_{50}\\ 2.0. \\text{Source: } \\textit{Rollinia mucosa}, \\text{leaves.}",
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"text": "White wax solid.[p27.17.1]: -11.6° (c QOI3, CHCl3). UV ([p27.17.2], MeOH, nm): 220 (log[p27.17.3] 3.89). IR ([p27.17.4], film, cm[p27.17.5]): 3330, 2919, 2850, 1747, 1717, 1469, 1320, 1203, 1064, 956, 758 MS: EIMS m/z 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. NMR: [p27.17.6]H NMR (500MHz, CDCl[p27.17.7]), [p27.17.8]C NMR (125MHz, CDCl[p27.17.9]). Derivatives: per-MTPA esters ( [p27.17.10]H NMR). Biological activities ( [p27.17.11]g/mL): BST LC[p27.17.12] 1.3[p27.17.13] 10[p27.17.14], A-549 ED[p27.17.15] 2.8[p27.17.16] 10[p27.17.17], MCF-7 ED[p27.17.18] 4.2[p27.17.19] 10[p27.17.20], HT-29 ED[p27.17.21] 5.7[p27.17.22] 10[p27.17.23], A-498 ED[p27.17.24] 1.0, PC-3 ED[p27.17.25] 1.1, PAC-2 ED[p27.17.26] 1.8. Source: Annona glabra, leaves.",
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"text": "[\\alpha]_{D}: -11.6^\\circ (c\\,0.013, \\mathrm{CHCl_3}), \\text{UV} (\\lambda_{\\max}, \\mathrm{MeOH}, \\text{nm}): 220 (\\log \\epsilon\\, 3.89), \\text{IR} (\\nu_{\\max}, \\text{film}, \\text{cm}^{-1}): 3330, 2919, 2850, 1747, 1717, 1469, 1320, 1203, 1064, 956, 758. \\text{MS: EIMS } m/z\\ 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. \\text{NMR: } {}^{1}\\mathrm{H NMR (500 MHz, CDCl_3)}, {}^{13}\\mathrm{C NMR (125 MHz, CDCl_3)}. \\text{Derivatives: per-MTPA esters } ({}^{1}\\mathrm{H NMR}). \\text{Biological activities } (\\mu g/mL): \\text{BST } LC_{50}\\ 1.3\\times10^{-1}, \\text{A-549 } ED_{50}\\ 2.8\\times10^{-6}, \\text{MCF-7 } ED_{50}\\ 4.2\\times10^{-6}, \\text{HT-29 } ED_{50}\\ 5.7\\times10^{-6}, \\text{A-498 } ED_{50}\\ 1.0, \\text{PC-3 } ED_{50}\\ 1.1, \\text{PACA-2 } ED_{50}\\ 1.8. \\text{Source: } \\textit{Annona glabra}, \\text{leaves.}",
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"alt": "alpha sub D : minus 11.6 to the power of circ of c, 0.013, CHCl sub 3, UV of lambda sub max, MeOH, nm : 220 times log epsilon, 3.89, IR of nu sub max, film, cm to the power of minus 1 : 3330, 2919, 2850, 1747, 1717, 1469, 1320, 1203, 1064, 956, 758. MS: EIMS m over z 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 1.3 times 10 to the power of minus 1, A minus 549 ED sub 50 2.8 times 10 to the power of minus 6, MCF minus 7 ED sub 50 4.2 times 10 to the power of minus 6, HT minus 29 ED sub 50 5.7 times 10 to the power of minus 6, A minus 498 ED sub 50 1.0, PC minus 3 ED sub 50 1.1, PACA minus 2 ED sub 50 1.8. Source: textit Annona glabra, leaves.",
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Source: textit Annona glabra, leaves.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>−</mo><msup><mn>11.6</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.013</mn><mo>,</mo><mrow><mi mathvariant=\"normal\">C</mi><mi mathvariant=\"normal\">H</mi><mi mathvariant=\"normal\">C</mi><msub><mi mathvariant=\"normal\">l</mi><mn>3</mn></msub></mrow><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>UV</mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mrow><mi mathvariant=\"normal\">M</mi><mi mathvariant=\"normal\">e</mi><mi mathvariant=\"normal\">O</mi><mi mathvariant=\"normal\">H</mi></mrow><mo>,</mo><mtext>nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>220</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.167em\" /><mn>3.89</mn><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>IR</mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>film</mtext><mo>,</mo><msup><mtext>cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3330</mn><mo>,</mo><mn>2919</mn><mo>,</mo><mn>2850</mn><mo>,</mo><mn>1747</mn><mo>,</mo><mn>1717</mn><mo>,</mo><mn>1469</mn><mo>,</mo><mn>1320</mn><mo>,</mo><mn>1203</mn><mo>,</mo><mn>1064</mn><mo>,</mo><mn>956</mn><mo>,</mo><mn>758</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>431</mn><mo>,</mo><mn>413</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>361</mn><mo>,</mo><mn>327</mn><mo>,</mo><mn>311</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>275</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>205</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mrow><mi mathvariant=\"normal\">H</mi><mi mathvariant=\"normal\">N</mi><mi mathvariant=\"normal\">M</mi><mi mathvariant=\"normal\">R</mi><mo stretchy=\"false\">(</mo><mn>500</mn><mi mathvariant=\"normal\">M</mi><mi mathvariant=\"normal\">H</mi><mi mathvariant=\"normal\">z</mi><mo>,</mo><mi mathvariant=\"normal\">C</mi><mi mathvariant=\"normal\">D</mi><mi mathvariant=\"normal\">C</mi><msub><mi mathvariant=\"normal\">l</mi><mn>3</mn></msub><mo stretchy=\"false\">)</mo></mrow><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><mrow><mi mathvariant=\"normal\">C</mi><mi mathvariant=\"normal\">N</mi><mi mathvariant=\"normal\">M</mi><mi mathvariant=\"normal\">R</mi><mo stretchy=\"false\">(</mo><mn>125</mn><mi mathvariant=\"normal\">M</mi><mi mathvariant=\"normal\">H</mi><mi mathvariant=\"normal\">z</mi><mo>,</mo><mi mathvariant=\"normal\">C</mi><mi mathvariant=\"normal\">D</mi><mi mathvariant=\"normal\">C</mi><msub><mi mathvariant=\"normal\">l</mi><mn>3</mn></msub><mo stretchy=\"false\">)</mo></mrow><mo>.</mo><mtext>Derivatives: per-MTPA esters </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mrow><mi mathvariant=\"normal\">H</mi><mi mathvariant=\"normal\">N</mi><mi mathvariant=\"normal\">M</mi><mi mathvariant=\"normal\">R</mi></mrow><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mi>g</mi><mo>/</mo><mi>m</mi><mi>L</mi><mo stretchy=\"false\">)</mo><mi>:</mi><mtext>BST </mtext><mi>L</mi><msub><mi>C</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.3</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>A-549 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>6</mn></mrow></msup><mo>,</mo><mtext>MCF-7 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4.2</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>6</mn></mrow></msup><mo>,</mo><mtext>HT-29 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>5.7</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>6</mn></mrow></msup><mo>,</mo><mtext>A-498 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.0</mn><mo>,</mo><mtext>PC-3 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.1</mn><mo>,</mo><mtext>PACA-2 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.8</mn><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona glabra</mtext><mo>,</mo><mtext>leaves.</mtext></mrow></math>"
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"text": "\\text{White wax solid. } [\\alpha]_D: -11.6^\\circ (c\\,0.013, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 220 (\\log \\epsilon\\,3.89). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3330, 2919, 2850, 1747, 1717, 1469, 1320, 1203, 1064, 956, 758. \\text{MS: EIMS } m/z\\,467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. \\text{NMR: }{}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^1\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\,1.3\\times10^{-1}, \\text{A-549 ED}_{50}\\,2.8\\times10^{-6}, \\text{MCF-7 ED}_{50}\\,4.2\\times10^{-6}, \\text{HT-29 ED}_{50}\\,5.7\\times10^{-6}, \\text{A-498 ED}_{50}\\,1.0, \\text{PC-3 ED}_{50}\\,1.1, \\text{PACA-2 ED}_{50}\\,1.8. \\text{Source: } \\textit{Annona glabra}, \\text{leaves.}",
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"latex": "\\text{White wax solid. } [\\alpha]_D: -11.6^\\circ (c\\,0.013, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 220 (\\log \\epsilon\\,3.89). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3330, 2919, 2850, 1747, 1717, 1469, 1320, 1203, 1064, 956, 758. \\text{MS: EIMS } m/z\\,467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. \\text{NMR: }{}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^1\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\,1.3\\times10^{-1}, \\text{A-549 ED}_{50}\\,2.8\\times10^{-6}, \\text{MCF-7 ED}_{50}\\,4.2\\times10^{-6}, \\text{HT-29 ED}_{50}\\,5.7\\times10^{-6}, \\text{A-498 ED}_{50}\\,1.0, \\text{PC-3 ED}_{50}\\,1.1, \\text{PACA-2 ED}_{50}\\,1.8. \\text{Source: } \\textit{Annona glabra}, \\text{leaves.}",
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"alt": "White wax solid. alpha sub D : minus 11.6 to the power of circ of c, 0.013, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 220 times log epsilon, 3.89 . IR of nu sub max, film, cm to the power of minus 1 : 3330, 2919, 2850, 1747, 1717, 1469, 1320, 1203, 1064, 956, 758. MS: EIMS m over z, 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50, 1.3 times 10 to the power of minus 1, A minus 549 ED sub 50, 2.8 times 10 to the power of minus 6, MCF minus 7 ED sub 50, 4.2 times 10 to the power of minus 6, HT minus 29 ED sub 50, 5.7 times 10 to the power of minus 6, A minus 498 ED sub 50, 1.0, PC minus 3 ED sub 50, 1.1, PACA minus 2 ED sub 50, 1.8. Source: textit Annona glabra, leaves.",
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"text": "\\text{White waxy solid.} \\; [\\alpha]_{D}: +16.9^{\\circ} (c\\,0.05, \\text{CHCl}_3). \\text{UV} (\\lambda_{\\max}, \\text{MeOH, nm}): 223 (\\log \\epsilon\\; 3.58). \\text{IR} (\\nu_{\\max}, \\text{film, cm}^{-1}): 3382, 2926, 2854, 1748, 1540, 1456, 1318, 1270, 1199, 1072. \\text{MS: EIMS } m/z\\ 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 3.1 \\times 10^{-1}, \\text{A-549 ED}_{50}\\ 1.6 \\times 10^{-1}, \\text{MCF-7 ED}_{50}\\ 1.8 \\times 10^{-3}, \\text{HT-29 ED}_{50}\\ 1.9 \\times 10^{-2}, \\text{A-498 ED}_{50}\\ 1.4, \\text{PC-3 ED}_{50}\\ 1.2, \\text{PACA-2 ED}_{50}\\ 2.8 \\times 10^{-1}. \\text{Source: } \\textit{Annona glabra}, \\text{leaves.}",
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"mathml": "<math aria-label=\"White waxy solid. ; alpha sub D : plus 16.9 to the power of circ of c, 0.05, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 223 times log epsilon ; 3.58 . IR of nu sub max, film, cm to the power of minus 1 : 3382, 2926, 2854, 1748, 1540, 1456, 1318, 1270, 1199, 1072. MS: EIMS m over z 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 3.1 times 10 to the power of minus 1, A minus 549 ED sub 50 1.6 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.8 times 10 to the power of minus 3, HT minus 29 ED sub 50 1.9 times 10 to the power of minus 2, A minus 498 ED sub 50 1.4, PC minus 3 ED sub 50 1.2, PACA minus 2 ED sub 50 2.8 times 10 to the power of minus 1 . Source: textit Annona glabra, leaves.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White waxy solid.</mtext><mspace width=\"0.278em\" /><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>+</mo><msup><mn>16.9</mn><mrow><mo>∘</mo></mrow></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.05</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV</mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>223</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mspace width=\"0.278em\" /><mn>3.58</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR</mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3382</mn><mo>,</mo><mn>2926</mn><mo>,</mo><mn>2854</mn><mo>,</mo><mn>1748</mn><mo>,</mo><mn>1540</mn><mo>,</mo><mn>1456</mn><mo>,</mo><mn>1318</mn><mo>,</mo><mn>1270</mn><mo>,</mo><mn>1199</mn><mo>,</mo><mn>1072</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>431</mn><mo>,</mo><mn>413</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>361</mn><mo>,</mo><mn>327</mn><mo>,</mo><mn>311</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>275</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>205</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: per-MTPA esters </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3.1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.4</mn><mo>,</mo><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.2</mn><mo>,</mo><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona glabra</mtext><mo>,</mo><mtext>leaves.</mtext></mrow></math>"
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"text": "\\text{White waxy solid. } [\\alpha]_D: +16.9^\\circ (c\\ 0.05, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 223 (\\log \\epsilon\\ 3.58). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3382, 2926, 2854, 1748, 1540, 1456, 1318, 1270, 1199, 1072. \\text{MS: EIMS } m/z\\ 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters (}^1\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 3.1 \\times 10^{-1}, \\text{A-549 ED}_{50}\\ 1.6 \\times 10^{-1}, \\text{MCF-7 ED}_{50}\\ 1.8 \\times 10^{-3}, \\text{HT-29 ED}_{50}\\ 1.9 \\times 10^{-2}, \\text{A-498 ED}_{50}\\ 1.4, \\text{PC-3 ED}_{50}\\ 1.2, \\text{PACA-2 ED}_{50}\\ 2.8 \\times 10^{-1}. \\text{Source: } \\textit{Annona glabra}, \\text{leaves}.",
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"latex": "\\text{White waxy solid. } [\\alpha]_D: +16.9^\\circ (c\\ 0.05, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 223 (\\log \\epsilon\\ 3.58). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3382, 2926, 2854, 1748, 1540, 1456, 1318, 1270, 1199, 1072. \\text{MS: EIMS } m/z\\ 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters (}^1\\text{H NMR). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 3.1 \\times 10^{-1}, \\text{A-549 ED}_{50}\\ 1.6 \\times 10^{-1}, \\text{MCF-7 ED}_{50}\\ 1.8 \\times 10^{-3}, \\text{HT-29 ED}_{50}\\ 1.9 \\times 10^{-2}, \\text{A-498 ED}_{50}\\ 1.4, \\text{PC-3 ED}_{50}\\ 1.2, \\text{PACA-2 ED}_{50}\\ 2.8 \\times 10^{-1}. \\text{Source: } \\textit{Annona glabra}, \\text{leaves}.",
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"alt": "White waxy solid. alpha sub D : plus 16.9 to the power of circ of c 0.05, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 223 times log epsilon 3.58 . IR of nu sub max, film, cm to the power of minus 1 : 3382, 2926, 2854, 1748, 1540, 1456, 1318, 1270, 1199, 1072. MS: EIMS m over z 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 3.1 times 10 to the power of minus 1, A minus 549 ED sub 50 1.6 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.8 times 10 to the power of minus 3, HT minus 29 ED sub 50 1.9 times 10 to the power of minus 2, A minus 498 ED sub 50 1.4, PC minus 3 ED sub 50 1.2, PACA minus 2 ED sub 50 2.8 times 10 to the power of minus 1 . Source: textit Annona glabra, leaves .",
"mathml": "<math aria-label=\"White waxy solid. alpha sub D : plus 16.9 to the power of circ of c 0.05, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 223 times log epsilon 3.58 . IR of nu sub max, film, cm to the power of minus 1 : 3382, 2926, 2854, 1748, 1540, 1456, 1318, 1270, 1199, 1072. MS: EIMS m over z 467, 449, 431, 413, 397, 379, 361, 327, 311, 309, 293, 291, 275, 241, 223, 205, 171, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 3.1 times 10 to the power of minus 1, A minus 549 ED sub 50 1.6 times 10 to the power of minus 1, MCF minus 7 ED sub 50 1.8 times 10 to the power of minus 3, HT minus 29 ED sub 50 1.9 times 10 to the power of minus 2, A minus 498 ED sub 50 1.4, PC minus 3 ED sub 50 1.2, PACA minus 2 ED sub 50 2.8 times 10 to the power of minus 1 . Source: textit Annona glabra, leaves .\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White waxy solid. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mi>:</mi><mo>+</mo><msup><mn>16.9</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mtext> </mtext><mn>0.05</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>223</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.58</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3382</mn><mo>,</mo><mn>2926</mn><mo>,</mo><mn>2854</mn><mo>,</mo><mn>1748</mn><mo>,</mo><mn>1540</mn><mo>,</mo><mn>1456</mn><mo>,</mo><mn>1318</mn><mo>,</mo><mn>1270</mn><mo>,</mo><mn>1199</mn><mo>,</mo><mn>1072</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>467</mn><mo>,</mo><mn>449</mn><mo>,</mo><mn>431</mn><mo>,</mo><mn>413</mn><mo>,</mo><mn>397</mn><mo>,</mo><mn>379</mn><mo>,</mo><mn>361</mn><mo>,</mo><mn>327</mn><mo>,</mo><mn>311</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>293</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>275</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>205</mn><mo>,</mo><mn>171</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><msup><mtext>Derivatives: per-MTPA esters (</mtext><mn>1</mn></msup><mtext>H NMR). Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3.1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.4</mn><mo>,</mo><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.2</mn><mo>,</mo><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Annona glabra</mtext><mo>,</mo><mtext>leaves</mtext><mo>.</mo></mrow></math>"
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footnote (1)
formula (9)
header (3)
table (4)
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128 · FOOTNOTE
Page 28 JSON
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"text": "Pale yellow wax. Mp: 36–38°C. [α]D: +27° (c 1.0, MeOH). UV (λmax, MeOH, nm): 208 (log ε =4.09). IR (νmax, film, cm⁻¹): 3100–3700, 3021, 2940, 2859, 1751, 1642, 1428, 1215, 1074, 927. MS: EIMS (TMS) m/z 765, 731, 675, 641, 595, 585, 551, 505, 495, 455, 461, 415, 365, 331, 297, 275, 241, 173, 151, 111, 107, 83, 73, NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: peracetate (¹H NMR), per-MTPA esters (¹H NMR), formal acetal (¹H NMR), TMS (EIMS). Biological activities (μg/mL): BST LC₅₀ 2.9 × 10⁻², A-549 ED₅₀ 1.3, MCF-7 ED₅₀ 1.7, HT-29 ED₅₀ 3.2 × 10⁻¹, A-498 ED₅₀ 1.3, PC-3 ED₅₀ 1.1, PACA-2 ED₅₀ 2.0 Source: Annona purpurea, seeds.",
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"text": "\\text{White waxy solid. MS: FABMS } m/z\\ 645, 627, 519, 489, 487, 457, 415, 387, 363, 345, 333, 317, 291, 221, 161, 160, 154, 137, 136, 121. \\text{NMR: }{}^{1}\\text{H NMR (400 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Source: }\\textit{Uvaria pauci-ovulata}\\text{, stem bark.} \\textbf{100. uvariasolin I}^{*37}\\ (\\text{C}_{37}\\text{H}_{66}\\text{O}_{8}, \\text{MW}638)",
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"alt": "White waxy solid. MS: FABMS m over z 645, 627, 519, 489, 487, 457, 415, 387, 363, 345, 333, 317, 291, 221, 161, 160, 154, 137, 136, 121. NMR: to the power of 1 H NMR of 400 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Source: textit Uvaria pauci minus ovulata, stem bark. textbf 100. uvariasolin I to the power of *37 times C sub 37 H sub 66 O sub 8, MW 638",
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"text": "Colorless wax. [α]D: +16.3° (c O27, CHCl3). IR (νmax, film, cm⁻¹): 3350, 2923, 2846, 1742, 1594, 1455, 1359, 1125, 1103. NMR:\n¹H NMR (500MHz, CDCl3), ¹³C NMR (125MHz, CDCl3). Derivatives: peracetate (¹H NMR), per-MTPA esters (¹H NMR), acetonide (¹H NMR), TMS (EIMS). Biological activities (μg/mL): BST LC50 3.1 × 10⁻¹, A-549ED50 3.5 × 10⁻¹, MCF-7\nED50 5.0 × 10⁻¹, HT-29ED50 3.3 × 10⁻¹, A-498ED50 >1, PC-3ED50 >1, PAC-2ED50 >1. Source: Asimina triloba, stem bark.\n103. 10-hydroxyasimicin124 (C37H66O8, MW638)"
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},
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Page 30
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"text": "Colorless oil.[p30.8.1]: +8.3° (c 0.36, CHCl_{3}). IR ([p30.8.2], film, cm^{-1}): 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. NMR: [p30.8.3]H NMR (500 MHz, CDCl_{3}), [p30.8.4]C NMR (125 MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), per-MTPA esters (^{1}H NMR), acetonide (^{1}H NMR), TMS (EIMS). Biological activities ( [p30.8.5]g/mL): BST LC[p30.8.6] 2.6 × 10^{-1}, A-549 ED[p30.8.7] 1.0 × 10^{-8}, MCF-7 ED[p30.8.8] 1.9 × 10^{-8}, HT-29 ED[p30.8.9] 1.4, A-498 ED[p30.8.10] 1.0 × 10^{-2}, PC-3 ED[p30.8.11] 3.8 × 10^{-1}, PAC-2 ED[p30.8.12] 2.0 × 10^{-1}. Source: Asimina triloba, stem bark.",
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"text": "\\text{Colorless oil. } [\\alpha]_D: +8.3^\\circ (c\\,0.36, \\text{CHCl}_3). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^1\\text{H NMR}), \\text{per-MTPA esters } ({}^1\\text{H NMR}), \\text{acetonide } ({}^1\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 2.6 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 1.0 \\times 10^{-8}, \\text{MCF-7 } ED_{50}\\ 1.9 \\times 10^{-8}, \\text{HT-29 } ED_{50}\\ 1.4, \\text{A-498 } ED_{50}\\ 1.0 \\times 10^{-2}, \\text{PC-3 } ED_{50}\\ 3.8 \\times 10^{-1}, \\text{PACA-2 } ED_{50}\\ 2.0 \\times 10^{-1}. \\text{Source: } \\textit{Asimina triloba}, \\text{stem bark.} \\\\ \\textbf{squamolinone}^{125} \\text{(reported as a cis and trans mixture) } (C_{35}H_{62}O_7, \\text{MW } 594)",
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"latex": "\\text{Colorless oil. } [\\alpha]_D: +8.3^\\circ (c\\,0.36, \\text{CHCl}_3). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^1\\text{H NMR}), \\text{per-MTPA esters } ({}^1\\text{H NMR}), \\text{acetonide } ({}^1\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 2.6 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 1.0 \\times 10^{-8}, \\text{MCF-7 } ED_{50}\\ 1.9 \\times 10^{-8}, \\text{HT-29 } ED_{50}\\ 1.4, \\text{A-498 } ED_{50}\\ 1.0 \\times 10^{-2}, \\text{PC-3 } ED_{50}\\ 3.8 \\times 10^{-1}, \\text{PACA-2 } ED_{50}\\ 2.0 \\times 10^{-1}. \\text{Source: } \\textit{Asimina triloba}, \\text{stem bark.} \\\\ \\textbf{squamolinone}^{125} \\text{(reported as a cis and trans mixture) } (C_{35}H_{62}O_7, \\text{MW } 594)",
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"alt": "Colorless oil. alpha sub D : plus 8.3 to the power of circ of c, 0.36, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, per minus MTPA esters of to the power of 1 H NMR, acetonide of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 2.6 times 10 to the power of minus 1, A minus 549 ED sub 50 1.0 times 10 to the power of minus 8, MCF minus 7 ED sub 50 1.9 times 10 to the power of minus 8, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.0 times 10 to the power of minus 2, PC minus 3 ED sub 50 3.8 times 10 to the power of minus 1, PACA minus 2 ED sub 50 2.0 times 10 to the power of minus 1 . Source: textit Asimina triloba, stem bark. textbf squamolinone to the power of 125 times reported as a cis and trans mixture times C sub 35 H sub 62 O sub 7, MW 594",
"mathml": "<math aria-label=\"Colorless oil. alpha sub D : plus 8.3 to the power of circ of c, 0.36, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, per minus MTPA esters of to the power of 1 H NMR, acetonide of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 2.6 times 10 to the power of minus 1, A minus 549 ED sub 50 1.0 times 10 to the power of minus 8, MCF minus 7 ED sub 50 1.9 times 10 to the power of minus 8, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.0 times 10 to the power of minus 2, PC minus 3 ED sub 50 3.8 times 10 to the power of minus 1, PACA minus 2 ED sub 50 2.0 times 10 to the power of minus 1 . Source: textit Asimina triloba, stem bark. textbf squamolinone to the power of 125 times reported as a cis and trans mixture times C sub 35 H sub 62 O sub 7, MW 594\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>Colorless oil. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mi>:</mi><mo>+</mo><msup><mn>8.3</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.36</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3365</mn><mo>,</mo><mn>2928</mn><mo>,</mo><mn>2856</mn><mo>,</mo><mn>1752</mn><mo>,</mo><mn>1590</mn><mo>,</mo><mn>1456</mn><mo>,</mo><mn>1420</mn><mo>,</mo><mn>1120</mn><mo>,</mo><mn>1036</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mn>1</mn></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: peracetate </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mn>1</mn></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>per-MTPA esters </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mn>1</mn></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>acetonide </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mn>1</mn></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>,</mo><mtext>TMS (EIMS). Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mtext>BST </mtext><mi>L</mi><msub><mi>C</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.6</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>A-549 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>8</mn></mrow></msup><mo>,</mo><mtext>MCF-7 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>8</mn></mrow></msup><mo>,</mo><mtext>HT-29 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.4</mn><mo>,</mo><mtext>A-498 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>,</mo><mtext>PC-3 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>PACA-2 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.0</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Asimina triloba</mtext><mo>,</mo><mtext>stem bark.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">squamolinone</mtext><mrow><mn>125</mn></mrow></msup><mtext>(reported as a cis and trans mixture) </mtext><mo stretchy=\"false\">(</mo><msub><mi>C</mi><mrow><mn>35</mn></mrow></msub><msub><mi>H</mi><mrow><mn>62</mn></mrow></msub><msub><mi>O</mi><mn>7</mn></msub><mo>,</mo><mtext>MW </mtext><mn>594</mn><mo stretchy=\"false\">)</mo></mrow></math>"
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"text": "White amorphous powder.[p30.12.1]: +21.4° (c O073, CH₂Cl₂). UV ([p30.12.2], MeOH, nm): 203 (log[p30.12.3] 285). IR ([p30.12.4], film, cm⁻¹): 3426, 2920, 2850, 1767. MS: EIMS m/z 363, 345, 311, 283. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR). Biological activities ( [p30.12.5]g/mL): BST LC₅₀ 7.4 × 10⁻², A-549ED₅₀ 1.9, MCF-7 ED₅₀ 1.8, HT-29ED₅₀ 1.7, A-498ED₅₀ 1.8, PC-3ED₅₀ 2.6, PACA-2ED₅₀ 1.1. Source: Annona squamosa, stem bark.\n9-oxoasimicinone[p30.12.6] (reported as a cis and trans mixture) (C [p30.12.7]H [p30.12.8]O[p30.12.9], MW636)",
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"text": "[\\alpha]_{D}: +21.4^\\circ (c\\,0.073, \\text{CH}_2\\text{Cl}_2). \\text{UV} (\\lambda_{\\max}, \\text{MeOH, nm}): 203 (\\log \\epsilon\\,2.85). \\text{IR} (\\nu_{\\max}, \\text{film, cm}^{-1}): 3426, 2920, 2850, 1767. \\text{MS: EIMS } m/z\\,363, 345, 311, 283. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\,7.4 \\times 10^{-2}, \\text{A-549 } ED_{50}\\,1.9, \\text{MCF-7 } ED_{50}\\,1.8, \\text{HT-29 } ED_{50}\\,1.7, \\text{A-498 } ED_{50}\\,1.8, \\text{PC-3 } ED_{50}\\,2.6, \\text{PACA-2 } ED_{50}\\,1.1. \\text{Source: } \\textit{Annona squamosa}, \\text{stem bark}. \\textbf{9-oxoasimicinone}^{125} (\\text{reported as a cis and trans mixture}) (C_{37}H_{64}O_{8}, \\text{MW}636)",
"attrs": {
"latex": "[\\alpha]_{D}: +21.4^\\circ (c\\,0.073, \\text{CH}_2\\text{Cl}_2). \\text{UV} (\\lambda_{\\max}, \\text{MeOH, nm}): 203 (\\log \\epsilon\\,2.85). \\text{IR} (\\nu_{\\max}, \\text{film, cm}^{-1}): 3426, 2920, 2850, 1767. \\text{MS: EIMS } m/z\\,363, 345, 311, 283. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\,7.4 \\times 10^{-2}, \\text{A-549 } ED_{50}\\,1.9, \\text{MCF-7 } ED_{50}\\,1.8, \\text{HT-29 } ED_{50}\\,1.7, \\text{A-498 } ED_{50}\\,1.8, \\text{PC-3 } ED_{50}\\,2.6, \\text{PACA-2 } ED_{50}\\,1.1. \\text{Source: } \\textit{Annona squamosa}, \\text{stem bark}. \\textbf{9-oxoasimicinone}^{125} (\\text{reported as a cis and trans mixture}) (C_{37}H_{64}O_{8}, \\text{MW}636)",
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"alt": "alpha sub D : plus 21.4 to the power of circ of c, 0.073, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 203 times log epsilon, 2.85 . IR of nu sub max, film, cm to the power of minus 1 : 3426, 2920, 2850, 1767. MS: EIMS m over z, 363, 345, 311, 283. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50, 7.4 times 10 to the power of minus 2, A minus 549 ED sub 50, 1.9, MCF minus 7 ED sub 50, 1.8, HT minus 29 ED sub 50, 1.7, A minus 498 ED sub 50, 1.8, PC minus 3 ED sub 50, 2.6, PACA minus 2 ED sub 50, 1.1. Source: textit Annona squamosa, stem bark . textbf 9 minus oxoasimicinone to the power of 125 times reported as a cis and trans mixture times C sub 37 H sub 64 O sub 8, MW 636",
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Page 32
205 item(s)
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table (2)
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1 · HEADER
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Table integrity:
34 of 35 cells don't match the text layer at their coordinates.
r0c0 (50%): “114. (2,4-cis)-gigantecinone”
r1c0 (0%): “Position ¹H ( δ)”
r1c1 (0%): “10”
r1c2 (0%): “13”
Table integrity:
75 of 76 cells don't match the text layer at their coordinates.
r0c3 (0%): “threo”
r0c4 (0%): “threo”
r0c8 (0%): “35、33OH”
r1c1 (0%): “32”
Page 32 JSON
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Page 33
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Page 34
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caption (1)
figure (3)
footnote (1)
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header (3)
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2 · HEADER
3 · HEADER
4 · TEXT
5 · TEXT
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8 · FIGURE
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33 · TABLE
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Page 34 JSON
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"text": "Oil. UV (λmax, MeOH, nm): 214 MS: CIMS (isobutane) m/z 513. NMR: ¹H NMR (400 MHz, CDCl₃), ¹³C NMR (50 MHz, CDCl₃). Source: Annona nutans, roots."
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"text_span": 12,
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"text": "Oil. [α]D: +25° (c Q.18, CHCl₃). UV (λmax, MeOH, nm): 214. IR (νmax, film, cm⁻¹): 2929, 2857, 1761, 1657, 755. MS: CIMS m/z 541. NMR: ¹H NMR (400 MHz, CDCl₃), ¹³C NMR (50 MHz, CDCl₃). Source: Annona nutans, roots."
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"text": "C₃₅H₆₆O₅",
"attrs": {
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"text_offset": 25,
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{
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{
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},
{
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}
},
{
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"t": 248.96,
"r": 187.74,
"b": 237.12
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"text": "¹³C ( δ)",
"attrs": {
"row": 2,
"col": 0,
"rowspan": 1,
"colspan": 1
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},
{
"id": "p34.14.10",
"order": 43,
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"text": "69.9",
"attrs": {
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},
{
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},
{
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"type": "text",
"bbox": {
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"r": 531.6,
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"text": "Colorless wax. MS: EIMS (TMS) m/z 299, 295. NMR: [p34.15.1]H NMR (500MHz, CDCl[p34.15.2]), [p34.15.3]C NMR (125 MHz, CDCl[p34.15.4]). Derivatives: TMS (EIMS). Biological activities ( [p34.15.5]g/mL): BST LC[p34.15.6] 1.2[p34.15.7] 10[p34.15.8], A-549 ED[p34.15.9] 4.9[p34.15.10] 10[p34.15.11], MCF-7 ED[p34.15.12] 3.4, HT-29 ED[p34.15.13] 6.0[p34.15.14] 10[p34.15.15], A-498 ED[p34.15.16] 3.9[p34.15.17] 10[p34.15.18], PC-3 ED[p34.15.19] 4.0[p34.15.20] 10[p34.15.21], PACA-2 ED[p34.15.22] 1.1[p34.15.23] 10[p34.15.24]. Source: Asimina longifolia, leaves and twigs.",
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"text": "White amorphous wax.[p35.19.1]: -9.7° (c 0.008, CHCl_{3}). UV ([p35.19.2], MeOH, nm): 216 ([p35.19.3] 3.32). IR ([p35.19.4], film, cm^{-1}): 3418, 2928, 2854, 1748, 1456, 1319, 1086. MS: EIMS m/z 426, 309, 291, 273, 269, 251, 241, 223, 205, 141. NMR: [p35.19.5]H NMR (500 MHz, CDCl_{3}), [p35.19.6]C NMR (125 MHz, CDCl_{3}). Derivatives: per-MTPA esters ( [p35.19.7]H NMR). Biological activities ( [p35.19.8]g/mL): BST LC_{50} 3[p35.19.9] 10^{-1}, A-549 ED_{50} 2.8[p35.19.10] 10^{-1}, MCF-7 ED_{50} 3.9[p35.19.11] 10^{-1}, HT-29 ED_{50} 1.2, A-498 ED_{50} 1.8[p35.19.12] 10^{-1}, PC-3 ED_{50} 4.1[p35.19.13] 10^{-1}, PACA-2 ED_{50} 1.3[p35.19.14] 10^{-3}. Source: Goniothalamus giganteus, stem bark.",
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"text": "\\text{White amorphous wax. } [\\alpha]_{D}: -9.7^\\circ (c\\ 0.008, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 216 (\\log \\epsilon\\ 3.32). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3418, 2928, 2854, 1748, 1456, 1319, 1086. \\text{MS: EIMS } m/z\\ 426, 309, 291, 273, 269, 251, 241, 223, 205, 141. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 3 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 2.8 \\times 10^{-1}, \\text{MCF-7 } ED_{50}\\ 3.9 \\times 10^{-1}, \\text{HT-29 } ED_{50}\\ 1.2, \\text{A-498 } ED_{50}\\ 1.8 \\times 10^{-1}, \\text{PC-3 } ED_{50}\\ 4.1 \\times 10^{-1}, \\text{PACA-2 } ED_{50}\\ 1.3 \\times 10^{-3}. \\text{Source: } \\textit{Goniothalamus giganteus}\\text{, stem bark.}",
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"latex": "\\text{White amorphous wax. } [\\alpha]_{D}: -9.7^\\circ (c\\ 0.008, \\text{CHCl}_3). \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 216 (\\log \\epsilon\\ 3.32). \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3418, 2928, 2854, 1748, 1456, 1319, 1086. \\text{MS: EIMS } m/z\\ 426, 309, 291, 273, 269, 251, 241, 223, 205, 141. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 3 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 2.8 \\times 10^{-1}, \\text{MCF-7 } ED_{50}\\ 3.9 \\times 10^{-1}, \\text{HT-29 } ED_{50}\\ 1.2, \\text{A-498 } ED_{50}\\ 1.8 \\times 10^{-1}, \\text{PC-3 } ED_{50}\\ 4.1 \\times 10^{-1}, \\text{PACA-2 } ED_{50}\\ 1.3 \\times 10^{-3}. \\text{Source: } \\textit{Goniothalamus giganteus}\\text{, stem bark.}",
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"alt": "White amorphous wax. alpha sub D : minus 9.7 to the power of circ of c 0.008, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 216 times log epsilon 3.32 . IR of nu sub max, film, cm to the power of minus 1 : 3418, 2928, 2854, 1748, 1456, 1319, 1086. MS: EIMS m over z 426, 309, 291, 273, 269, 251, 241, 223, 205, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 3 times 10 to the power of minus 1, A minus 549 ED sub 50 2.8 times 10 to the power of minus 1, MCF minus 7 ED sub 50 3.9 times 10 to the power of minus 1, HT minus 29 ED sub 50 1.2, A minus 498 ED sub 50 1.8 times 10 to the power of minus 1, PC minus 3 ED sub 50 4.1 times 10 to the power of minus 1, PACA minus 2 ED sub 50 1.3 times 10 to the power of minus 3 . Source: textit Goniothalamus giganteus, stem bark.",
"mathml": "<math aria-label=\"White amorphous wax. alpha sub D : minus 9.7 to the power of circ of c 0.008, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 216 times log epsilon 3.32 . IR of nu sub max, film, cm to the power of minus 1 : 3418, 2928, 2854, 1748, 1456, 1319, 1086. MS: EIMS m over z 426, 309, 291, 273, 269, 251, 241, 223, 205, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR . Biological activities of mu g over mL : BST LC sub 50 3 times 10 to the power of minus 1, A minus 549 ED sub 50 2.8 times 10 to the power of minus 1, MCF minus 7 ED sub 50 3.9 times 10 to the power of minus 1, HT minus 29 ED sub 50 1.2, A minus 498 ED sub 50 1.8 times 10 to the power of minus 1, PC minus 3 ED sub 50 4.1 times 10 to the power of minus 1, PACA minus 2 ED sub 50 1.3 times 10 to the power of minus 3 . Source: textit Goniothalamus giganteus, stem bark.\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White amorphous wax. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mrow><mi>D</mi></mrow></msub><mi>:</mi><mo>−</mo><msup><mn>9.7</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mtext> </mtext><mn>0.008</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>216</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.32</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mo>max</mo></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3418</mn><mo>,</mo><mn>2928</mn><mo>,</mo><mn>2854</mn><mo>,</mo><mn>1748</mn><mo>,</mo><mn>1456</mn><mo>,</mo><mn>1319</mn><mo>,</mo><mn>1086</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>426</mn><mo>,</mo><mn>309</mn><mo>,</mo><mn>291</mn><mo>,</mo><mn>273</mn><mo>,</mo><mn>269</mn><mo>,</mo><mn>251</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>205</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: per-MTPA esters </mtext><mo stretchy=\"false\">(</mo><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR</mtext><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mtext>BST </mtext><mi>L</mi><msub><mi>C</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>A-549 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>MCF-7 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>3.9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>HT-29 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.2</mn><mo>,</mo><mtext>A-498 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>PC-3 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>4.1</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><mtext>PACA-2 </mtext><mi>E</mi><msub><mi>D</mi><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.3</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>3</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Goniothalamus giganteus</mtext><mtext>, stem bark.</mtext></mrow></math>"
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"text": "Journal of Natural Products, 1999, Vol. 62, No. 3",
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"text": "Table 4. (Continued)",
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"text": "Nonclassical Acetogenins (Continued)",
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"text": "136. pyragonicin[p36.6.1] (C [p36.6.2]H [p36.6.3]O[p36.6.4], MW 596)",
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"text": "Position 10 13 14 17 18\n[p36.7.1.1] ([p36.7.1.2]) 3.63 m 3.50 dt 3.24 ddd 3.63 m 3.36 ddd\n[p36.7.1.3] ([p36.7.1.4]) 71.5 74.4 80.9 66.0 79.8\n<table><tr><td>¹H ( δ)</td><td>3.63 m</td><td>3.50 dt</td><td>3.24 ddd</td><td>3.63 m</td><td>3.36 ddd</td></tr><tr><td>¹³C ( δ)</td><td>71.5</td><td>74.4</td><td>80.9</td><td>66.0</td><td>79.8</td></tr></table>",
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"text": "White amorphous wax.[p36.8.1]: -25.6° (c 0.008, CHCl_{3}). UV ([p36.8.2], MeOH, nm): 215 ([p36.8.3] 3.71). IR ([p36.8.4], film, cm^{-1}): 3479, 2920, 2851, 1748, 1456, 1318, 1084. MS: EIMS m/z 381, 297, 281, 279, 263, 245, 241, 223, 205, 141. NMR: [p36.8.5]H NMR (500 MHz, CDCl_{3}), [p36.8.6]C NMR (125 MHz, CDCl_{3}). Derivatives: peracetate ( [p36.8.7]H NMR), per-MTPA esters ( [p36.8.8]H NMR), formal acetal ( [p36.8.9]H NMR), TMS (EIMS). Biological activities ( [p36.8.10]g/mL): BST LC[p36.8.11] 9[p36.8.12] 10^{-1}, A-549 ED[p36.8.13] 2, MCF-7 ED[p36.8.14] 1.6, HT-29 ED[p36.8.15] 2.8, A-498 ED[p36.8.16] 1.3[p36.8.17] 10^{-1}, PC-3 ED[p36.8.18] 1.2[p36.8.19] 10^{-1}, PAC-2 ED[p36.8.20] 5.8[p36.8.21] 10^{-2}. Source: Goniothalamus giganteus, stem bark.\n\n137. jimenezin[p36.8.22] (C [p36.8.23]H [p36.8.24]O[p36.8.25], MW 622)",
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"text": "\\text{White amorphous wax. }[\\alpha]_D: -25.6^\\circ (c\\,0.008, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 215 (\\log \\epsilon\\ 3.71). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3479, 2920, 2851, 1748, 1456, 1318, 1084. \\text{MS: EIMS } m/z\\ 381, 297, 281, 279, 263, 245, 241, 223, 205, 141. \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate (}{}^{1}\\text{H NMR), per-MTPA esters (}{}^{1}\\text{H NMR), formal acetal (}{}^{1}\\text{H NMR), TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 9 \\times 10^{-1}, \\text{A-549 ED}_{50}\\ 2, \\text{MCF-7 ED}_{50}\\ 1.6, \\text{HT-29 ED}_{50}\\ 2.8, \\text{A-498 ED}_{50}\\ 1.3 \\times 10^{-1}, \\text{PC-3 ED}_{50}\\ 1.2 \\times 10^{-1}, \\text{PACA-2 ED}_{50}\\ 5.8 \\times 10^{-2}. \\text{Source: } \\textit{Goniothalamus giganteus}\\text{, stem bark.}\\\\ \\textbf{137. jimenezin}^{11} (\\text{C}_{37}\\text{H}_{66}\\text{O}_{7}, \\text{MW } 622)",
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"alt": "White amorphous wax. alpha sub D : minus 25.6 to the power of circ of c, 0.008, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 215 times log epsilon 3.71 . IR of nu sub max, film, cm to the power of minus 1 : 3479, 2920, 2851, 1748, 1456, 1318, 1084. MS: EIMS m over z 381, 297, 281, 279, 263, 245, 241, 223, 205, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, per minus MTPA esters of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 9 times 10 to the power of minus 1, A minus 549 ED sub 50 2, MCF minus 7 ED sub 50 1.6, HT minus 29 ED sub 50 2.8, A minus 498 ED sub 50 1.3 times 10 to the power of minus 1, PC minus 3 ED sub 50 1.2 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.8 times 10 to the power of minus 2 . Source: textit Goniothalamus giganteus, stem bark. textbf 137. jimenezin to the power of 11 times C sub 37 H sub 66 O sub 7, MW 622",
"mathml": "<math aria-label=\"White amorphous wax. alpha sub D : minus 25.6 to the power of circ of c, 0.008, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 215 times log epsilon 3.71 . IR of nu sub max, film, cm to the power of minus 1 : 3479, 2920, 2851, 1748, 1456, 1318, 1084. MS: EIMS m over z 381, 297, 281, 279, 263, 245, 241, 223, 205, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, per minus MTPA esters of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 9 times 10 to the power of minus 1, A minus 549 ED sub 50 2, MCF minus 7 ED sub 50 1.6, HT minus 29 ED sub 50 2.8, A minus 498 ED sub 50 1.3 times 10 to the power of minus 1, PC minus 3 ED sub 50 1.2 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.8 times 10 to the power of minus 2 . Source: textit Goniothalamus giganteus, stem bark. textbf 137. jimenezin to the power of 11 times C sub 37 H sub 66 O sub 7, MW 622\" xmlns=\"http://www.w3.org/1998/Math/MathML\" display=\"inline\"><mrow><mtext>White amorphous wax. </mtext><mo stretchy=\"false\">[</mo><mi>α</mi><msub><mo stretchy=\"false\">]</mo><mi>D</mi></msub><mi>:</mi><mo>−</mo><msup><mn>25.6</mn><mo>∘</mo></msup><mo stretchy=\"false\">(</mo><mi>c</mi><mspace width=\"0.167em\" /><mn>0.008</mn><mo>,</mo><msub><mtext>CHCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>UV </mtext><mo stretchy=\"false\">(</mo><msub><mi>λ</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mo>,</mo><mtext>MeOH, nm</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><mn>215</mn><mo stretchy=\"false\">(</mo><mi>log</mi><mi>ϵ</mi><mtext> </mtext><mn>3.71</mn><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>IR </mtext><mo stretchy=\"false\">(</mo><msub><mi>ν</mi><mrow><mi>m</mi><mi>a</mi><mi>x</mi></mrow></msub><mo>,</mo><msup><mtext>film, cm</mtext><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo stretchy=\"false\">)</mo><mi>:</mi><mn>3479</mn><mo>,</mo><mn>2920</mn><mo>,</mo><mn>2851</mn><mo>,</mo><mn>1748</mn><mo>,</mo><mn>1456</mn><mo>,</mo><mn>1318</mn><mo>,</mo><mn>1084</mn><mo>.</mo><mtext>MS: EIMS </mtext><mi>m</mi><mo>/</mo><mi>z</mi><mtext> </mtext><mn>381</mn><mo>,</mo><mn>297</mn><mo>,</mo><mn>281</mn><mo>,</mo><mn>279</mn><mo>,</mo><mn>263</mn><mo>,</mo><mn>245</mn><mo>,</mo><mn>241</mn><mo>,</mo><mn>223</mn><mo>,</mo><mn>205</mn><mo>,</mo><mn>141</mn><mo>.</mo><mtext>NMR: </mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><msub><mtext>H NMR (500 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>,</mo><msup><mrow /><mrow><mn>13</mn></mrow></msup><msub><mtext>C NMR (125 MHz, CDCl</mtext><mn>3</mn></msub><mo stretchy=\"false\">)</mo><mo>.</mo><mtext>Derivatives: peracetate (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR), per-MTPA esters (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR), formal acetal (</mtext><msup><mrow /><mrow><mn>1</mn></mrow></msup><mtext>H NMR), TMS (EIMS). Biological activities </mtext><mo stretchy=\"false\">(</mo><mi>μ</mi><mtext>g/mL</mtext><mo stretchy=\"false\">)</mo><mi>:</mi><msub><mtext>BST LC</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>9</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>A-549 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2</mn><mo>,</mo><msub><mtext>MCF-7 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.6</mn><mo>,</mo><msub><mtext>HT-29 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>2.8</mn><mo>,</mo><msub><mtext>A-498 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.3</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>PC-3 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>1.2</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>1</mn></mrow></msup><mo>,</mo><msub><mtext>PACA-2 ED</mtext><mrow><mn>50</mn></mrow></msub><mtext> </mtext><mn>5.8</mn><mo>×</mo><msup><mn>10</mn><mrow><mo>−</mo><mn>2</mn></mrow></msup><mo>.</mo><mtext>Source: </mtext><mtext mathvariant=\"italic\">Goniothalamus giganteus</mtext><mtext>, stem bark.</mtext><mspace linebreak=\"newline\" /><msup><mtext mathvariant=\"bold\">137.jimenezin</mtext><mrow><mn>11</mn></mrow></msup><mo stretchy=\"false\">(</mo><msub><mtext>C</mtext><mrow><mn>37</mn></mrow></msub><msub><mtext>H</mtext><mrow><mn>66</mn></mrow></msub><msub><mtext>O</mtext><mrow><mn>7</mn></mrow></msub><mo>,</mo><mtext>MW </mtext><mn>622</mn><mo stretchy=\"false\">)</mo></mrow></math>"
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"text": "\\text{White amorphous wax. }[\\alpha]_D: -25.6^\\circ\\ (c\\ 0.008, \\text{CHCl}_3).\\ \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 215\\ (\\log \\epsilon\\ 3.71).\\ \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3479, 2920, 2851, 1748, 1456, 1318, 1084.\\ \\text{MS: EIMS } m/z\\ 381, 297, 281, 279, 263, 245, 241, 223, 205, 141.\\ \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^1\\text{H NMR}), \\text{per-MTPA esters } ({}^1\\text{H NMR}), \\text{formal acetal } ({}^1\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 9\\times10^{-1}, \\text{A-549 ED}_{50}\\ 2, \\text{MCF-7 ED}_{50}\\ 1.6, \\text{HT-29 ED}_{50}\\ 2.8, \\text{A-498 ED}_{50}\\ 1.3\\times10^{-1}, \\text{PC-3 ED}_{50}\\ 1.2\\times10^{-1}, \\text{PACA-2 ED}_{50}\\ 5.8\\times10^{-2}. \\text{Source: } \\textit{Goniothalamus giganteus}, \\text{stem bark.}\\ \\textbf{137. jimenezin}^{11}\\ (\\text{C}_{37}\\text{H}_{66}\\text{O}_7, \\text{MW 622})\")",
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"latex": "\\text{White amorphous wax. }[\\alpha]_D: -25.6^\\circ\\ (c\\ 0.008, \\text{CHCl}_3).\\ \\text{UV } (\\lambda_{\\max}, \\text{MeOH, nm}): 215\\ (\\log \\epsilon\\ 3.71).\\ \\text{IR } (\\nu_{\\max}, \\text{film, cm}^{-1}): 3479, 2920, 2851, 1748, 1456, 1318, 1084.\\ \\text{MS: EIMS } m/z\\ 381, 297, 281, 279, 263, 245, 241, 223, 205, 141.\\ \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^1\\text{H NMR}), \\text{per-MTPA esters } ({}^1\\text{H NMR}), \\text{formal acetal } ({}^1\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST LC}_{50}\\ 9\\times10^{-1}, \\text{A-549 ED}_{50}\\ 2, \\text{MCF-7 ED}_{50}\\ 1.6, \\text{HT-29 ED}_{50}\\ 2.8, \\text{A-498 ED}_{50}\\ 1.3\\times10^{-1}, \\text{PC-3 ED}_{50}\\ 1.2\\times10^{-1}, \\text{PACA-2 ED}_{50}\\ 5.8\\times10^{-2}. \\text{Source: } \\textit{Goniothalamus giganteus}, \\text{stem bark.}\\ \\textbf{137. jimenezin}^{11}\\ (\\text{C}_{37}\\text{H}_{66}\\text{O}_7, \\text{MW 622})\")",
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"alt": "White amorphous wax. alpha sub D : minus 25.6 to the power of circ of c 0.008, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 215 times log epsilon 3.71 . IR of nu sub max, film, cm to the power of minus 1 : 3479, 2920, 2851, 1748, 1456, 1318, 1084. MS: EIMS m over z 381, 297, 281, 279, 263, 245, 241, 223, 205, 141. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, per minus MTPA esters of to the power of 1 H NMR, formal acetal of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 9 times 10 to the power of minus 1, A minus 549 ED sub 50 2, MCF minus 7 ED sub 50 1.6, HT minus 29 ED sub 50 2.8, A minus 498 ED sub 50 1.3 times 10 to the power of minus 1, PC minus 3 ED sub 50 1.2 times 10 to the power of minus 1, PACA minus 2 ED sub 50 5.8 times 10 to the power of minus 2 . Source: textit Goniothalamus giganteus, stem bark. textbf 137. jimenezin to the power of 11 times C sub 37 H sub 66 O sub 7, MW 622 \"",
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"type": "list_item",
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"r": 294.24,
"b": 338.16
},
"text": "Zeng, L.; Ye, Q.; Oberlies, N. H.; Shi, G.; Gu, Z. M.; He, K.; McLaughlin, J. L. Nat. Prod. Rep. 1996, 13, 275–306.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.4",
"order": 55,
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"text": "Gu, Z. M.; Zhao, G. X.; Oberlies, N. H.; Zeng, L.; McLaughlin, J. L. In Recent Advances in Phytochemistry, Plenum Press: New York, 1995; Vol. 29, pp 249–310.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.5",
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"r": 294,
"b": 300.48
},
"text": "Fang, X.-P.; Rieser, M. J.; Gu, Z.-M.; Zhao, G.-X.; McLaughlin, J. L. Phytochem. Anal. 1993, 4, 27–67.",
"marker": "(5)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.6",
"order": 57,
"type": "list_item",
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"t": 300.72,
"r": 294.72,
"b": 285.12
},
"text": "Rupprecht, J. K.; Hui, Y. H.; McLaughlin, J. L. J. Nat. Prod. 1990, 53, 237–278.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.7",
"order": 58,
"type": "list_item",
"bbox": {
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},
"text": "Jolad, S. D.; Hoffman, J. J.; Schram, K. H.; Cole, J. R.; Tempesta, M. S.; Kriek, G. R.; Bates, R. B. J. Org. Chem. 1982, 47, 3151–3153.",
"marker": "(7)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.8",
"order": 59,
"type": "list_item",
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"text": "Shi, G.-E.; Alfonso, D.; Fatope, M. O.; Zeng, L.; Gu, Z.-M.; Zhao, G. X.; He, K.; MacDougal, J. M.; McLaughlin, J. L. J. Am. Chem. Soc. 1995, 117, 10409–10410.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p36.12.9",
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"b": 231.36
},
"text": "Shi, G.; Kozlowski, J. F.; Schwedler, J. T.; Wood, K. V.; MacDougal, J. M.; McLaughlin, J. L. J. Org. Chem. 1996, 61, 7988–7989.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p36.12.10",
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"t": 231.6,
"r": 294.96,
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"text": "Alali, F. Q.; Rogers, L. L.; Zhang, Y.; McLaughlin, J. L. Tetrahedron 1998, 54, 5833–5844.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p36.12.11",
"order": 62,
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"l": 58.08,
"t": 217.2,
"r": 294.72,
"b": 201.84
},
"text": "Chávez, D.; Acevedo, L. A.; Mata, R. J. Nat. Prod. 1998, 61, 419–421.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.12",
"order": 63,
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},
"text": "Colman-Saizarbitoria, T.; Johnson, H. A.; Alali, F. Q.; Hopp, D. C.; Rogers, L. L.; McLaughlin, J. L. Phytochemistry 1998, 49, 1609–1616.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p36.12.13",
"order": 64,
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"t": 186.96,
"r": 294,
"b": 171.84
},
"text": "Londershausen, M.; Leicht, W.; Lieb, F.; Moeschler, H.; Weiss, H. Pestic. Sci. 1991, 33, 427–438.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.14",
"order": 65,
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"r": 294.96,
"b": 156.48
},
"text": "Lewis, M. A.; Arnason, J. T.; Philogene, B. J.; Rupprecht, J. K.; McLaughlin, J. L. Pestic. Biochem. Physiol. 1993, 45, 15–23.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.15",
"order": 66,
"type": "list_item",
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"r": 294.48,
"b": 141.12
},
"text": "Ahammadsahib, K. I.; Hollingworth, R. M.; McGovern, J. P.; Hui, Y. H.; McLaughlin, J. L. Life Sci. 1993, 53, 1113–1120.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.16",
"order": 67,
"type": "list_item",
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"t": 140.88,
"r": 294,
"b": 126.48
},
"text": "Hollingworth, R. M.; AhmmadSahib, K. I.; Gadelhak, G.; McLaughlin, J. L. Biochem. Soc. Trans. 1994, 22, 230–233.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.17",
"order": 68,
"type": "list_item",
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"r": 293.76,
"b": 111.12
},
"text": "Morré, D. J.; de Cabo, R.; Farley, C.; Oberlies, N. H.; McLaughlin, J. L. Life Sci. 1995, 56, 343–348.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.18",
"order": 69,
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"t": 111.12,
"r": 294.24,
"b": 95.52
},
"text": "Wolvetang, E.; Johnson, K. L.; Kramer, K.; Ralph, S. J.; Linnane, A. W. FEBS Lett. 1994, 339, 40–44.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p36.12.19",
"order": 70,
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"r": 294.72,
"b": 80.4
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"text": "erlies N. H.; Jones, J. L.; Corbett, T. H.; Fotopoulos, S. S.; McLaughlin, J. L. Cancer Lett. 1995, 96, 55–62.",
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"block_label": "reference_content"
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}
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},
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},
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"text": "Ee, G. C. L.; Chuah, C. H.; Sha, C. K.; Goh, S. H. Nat. Prod. Lett. 1996, 9, 141–151.",
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"block_label": "reference_content"
}
},
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"text": "Alali, F. Q.; Rogers, L. L.; Zhang, Y.; McLaughlin, J. L. J. Nat. Prod. 1999, 62, 31–34.",
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"text": "Da Silva, E. L. M.; Roblot, F.; Laprévote, O.; Sérani, L.; Cavé, A. J. Nat. Prod. 1997, 60, 162–167.",
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"text": "Duret, P.; Waechter, A.-I.; Margraff, R.; Foucault, A.; Hocquemiller, R.; Cavé, A. J. Liq. Chrom. 1997, 20, 627–635.",
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},
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"text": "Gu, Z.-M.; Zhao, D.; Lewis, N. J.; Wu, J.; Johnson, H. A.; McLaughlin, J. L.; Gordon, J. Phytochem. Anal. 1999, 10, 32–38.",
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}
},
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}
},
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}
},
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"id": "p37.4.17",
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"t": 505.92,
"r": 295.44,
"b": 491.52
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"text": "Duret, P.; Figadère, B.; Hocquemiller, R.; Cavé, A. Tetrahedron Lett. 1997, 38, 8849–8852.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.4.18",
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"r": 293.52,
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"text": "Duret, P.; Waechter, A.-I.; Figadère, B.; Hocquemiller, R.; Cavé, A. Tetrahedron Lett. 1996, 37, 7043–7046.",
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"attrs": {
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}
},
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"id": "p37.4.19",
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"text": "Shi, G.; Gu, Z.-M.; He, K.; Wood, K. V.; Zeng, L.; Ye, Q.; MacDougal, J. M.; McLaughlin, J. L. Bioorg. Med. Chem. 1996, 4, 1281–1286.",
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"type": "list_item",
"bbox": {
"l": 57.6,
"t": 453.72,
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"text": "Figadère. B. Acc. Chem. Res. 1995. 28. 359–365.",
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}
},
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"order": 26,
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},
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"t": 431.28,
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"text": "Tanaka, A.; Oritani, T. J. Synth. Org. Chem. Jpn. 1997, 55, 877–885.",
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}
},
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"id": "p37.4.24",
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"text": "Neogi, P.; Doundoulakis, T.; Yazbak, A.; Sinha, S. C.; Keinan, E. J. Am. Chem. Soc. 1998, 120, 11279–11284.",
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}
},
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"id": "p37.4.25",
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"text": "Gu, Z.-M.; Zeng, L.; Fang, X.-P.; Colman-Saizarbitoria, T.; Huo, M.; McLaughlin, J. L. J. Org. Chem. 1994, 59, 5162–5172.",
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}
},
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}
},
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}
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},
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},
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"l": 57.84,
"t": 348.48,
"r": 295.68,
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"text": "Marshall, J. A.; Hinkle, K. W. Tetrahedron Lett. 1998, 39, 1303–1306.",
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}
},
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"id": "p37.4.31",
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"b": 318.72
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"text": "Sasaki, S.; Maruta, K.; Naito, H.; Maemura, R.; Kawahara, E.; Maeda, M. Chem. Pharm. Bull. 1998, 46, 154–158.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.4.32",
"order": 36,
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"l": 57.6,
"t": 318.96,
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"text": "Towne, T.; McDonald, F. E. J. Am. Chem. Soc. 1997, 119, 6022–6028.",
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}
},
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"id": "p37.4.33",
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}
},
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"l": 58.08,
"t": 296.4,
"r": 295.2,
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},
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"block_label": "reference_content"
}
},
{
"id": "p37.4.35",
"order": 39,
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"l": 57.84,
"t": 281.52,
"r": 294.96,
"b": 273.84
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"text": "Li, K.; Vig, S.; Uckun, F. M. Tetrahedron Lett. 1998, 39, 2063–2066.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.36",
"order": 40,
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"l": 58.56,
"t": 276.96,
"r": 294,
"b": 259.44
},
"text": "Gesson, J.-P.; Renoux, B.; Schulten, E. Tetrahedron Lett. 1997, 38, 5811–5814.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.37",
"order": 41,
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"bbox": {
"l": 58.08,
"t": 259.2,
"r": 294.72,
"b": 251.04
},
"text": "Koert, U.; Stein, M.; Wagner, H. Chem. Eur. J. 1997, 3, 1170–1180.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.38",
"order": 42,
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"text": "Seepersaud, M.; Blumenstein, M.; Mootoo, D. R. Tetrahedron 1997, 53, 5711–5724.",
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}
},
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"order": 43,
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"r": 294.48,
"b": 221.52
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"text": "Zhang, H.; Seepersaud, M.; Seepersaud, S.; Mootoo, D. R. J. Org. Chem. 1998, 63, 2049–2052.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.4.40",
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"b": 206.16
},
"text": "Zanardi, F.; Battistini, L.; Rassu, G.; Pinna, L.; Mor, M.; Culeddu, N.; Casiraghi, G. J. Org. Chem. 1998, 63, 1368–1369.",
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"attrs": {
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}
},
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"id": "p37.4.41",
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"l": 58.32,
"t": 206.64,
"r": 291.36,
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"text": "Ye, Q.; Shi, G.; He, K.; McLaughlin, J. L. J. Nat. Prod. 1996, 59, 994-996.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.42",
"order": 46,
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"t": 192,
"r": 294,
"b": 175.92
},
"text": "Sasaki, S.; Maruta, K.; Naito, H.; Maemura, R.; Kawahara, E.; Maeda, M. Tetrahedron 1008 54 2401–2410",
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"attrs": {
"block_label": "reference_content"
}
},
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"order": 47,
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"bbox": {
"l": 57.6,
"t": 176.88,
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},
"text": "Marshall, J. A.; Jiang, H. Tetrahedron Lett. 1998, 39, 1493–1496.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.44",
"order": 48,
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"t": 168.72,
"r": 295.44,
"b": 154.8
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"text": "Wöhrle, I.; Claben, A.; Peterek, M.; Scharf, H.-D. Tetrahedron Lett. 1996, 37, 7001–7004.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.45",
"order": 49,
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"t": 154.32,
"r": 295.2,
"b": 139.68
},
"text": "Makabe, H.; Taniomoto, H.; Tanaka, A.; Oritani, T. Tetrahedron Lett. 1997, 38, 4247–4250.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.46",
"order": 50,
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"r": 294.48,
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},
"text": "Trost, B. M.; Calkins, T. L.; Bochet, C. G. Angew. Chem., Int. Ed. Engl. 1997, 36, 2632–2635.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.4.47",
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"t": 109.44,
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"text": "Makabe, H.; Taniomoto, H.; Tanaka, A.; Oritani, T. Heterocycles 1996, 43, 2229–2248.",
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}
},
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"order": 52,
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},
"text": "Friedrich, T.; Ohnishi, T.; Forche, E.; Kunze, B.; Jansen, R.; Trowitzsch, W.; Hofle, G.; Riechenbach, H.; Weiss, H. Biochem. Soc. Trans. 1994, 22, 226–230.",
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}
}
]
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"text": "Espositi, M. D.; Ghelli, A.; Batta, M.; Cortes, D.; Estornell, L. F. Biochem. J. 1994, 301, 161–167.",
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},
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"text": "He, K.; Zeng, L.; Ye, Q.; Shi, G.; Oberlies, N. H.; Zhao, G. X.; Njoku, C. J.; McLaughlin, J. L. Pestic. Sci. 1997, 49, 372–378.",
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"text": "Landolt, J. L.; Ahammadsahib, K. I.; Hollingworth, R. M.; Barr, R.; Crane, F. L.; Buerck, N. L.; McCabe, G. P.; McLaughlin, J. L. Chem. Biol. Interact. 1995, 98, 1–13",
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"text": "Alfonso, D.; Johnson, H. A.; Colman-Saizarbitoria, T.; Presley, C. P.; McCabe, G. P.; McLaughlin, J. L. Nat. Toxins 1996, 4, 181–188; Erratum 1996, 4, 295.",
"marker": "(99)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.5",
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"r": 558.24,
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"text": "Araya, H.; Fujimoto, Y.; Hirayama, K. L. J. Synth. Org. Chem. Jpn. 1994, 52, 765–777.",
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"block_label": "reference_content"
}
},
{
"id": "p37.5.6",
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"r": 558.24,
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"text": "Peyrat, J.-F.; Mahuteau, J.; Figadère, B.; Cavé, A. J. Org. Chem. 1997, 62, 4811–4815.",
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}
},
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"id": "p37.5.7",
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"text": "Zhao, G.-X.; Chao, J.-F.; Zeng, L.; Rieser, M. J.; McLaughlin, J. L. Bioorg. Med. Chem. 1994, 37, 1971–1976.",
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}
},
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"text": "Zhao, G.-X.; Hui, Y. H.; Rupprecht, J. K.; McLaughlin, J. L. J. Nat. Prod. 1992, 55, 347–356.",
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"block_label": "reference_content"
}
},
{
"id": "p37.5.9",
"order": 62,
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"r": 557.76,
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"text": "Hopp, D. C.; Zeng, L.; Gu, Z.-M.; McLaughlin, J. L. J. Nat. Prod. 1996, 59, 97–99.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.10",
"order": 63,
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"b": 579.84
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"text": "Hopp, D. C.; Zeng, L.; Gu, Z.-M.; Kozlowski, J. F.; McLaughlin, J. L. J. Nat. Prod. 1997, 60, 581–586.",
"marker": "(105)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.11",
"order": 64,
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"bbox": {
"l": 316.56,
"t": 580.56,
"r": 527.76,
"b": 572.4
},
"text": "Fu, L.-W.; Pan, Q.-C. Chin. J. Cancer 1998, 17, 131–135.",
"marker": "(106)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.12",
"order": 65,
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"text": "McLaughlin, J. L.; Zeng, L.; Oberlies, N. H.; Alfonso, D.; Johnson, H. A.; Cummings, B. A. In Phytochemicals for Pest Control; Hedin, P. A., Hollingworth, R. M., Miyamoto, J., Thompson, D. G., Eds.; Symp. Ser. 658; American Chemicn Society: Washington, D.C., 1997; pp 117-133.",
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"t": 520.8,
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"text": "Hopp, D. C.; Alali, F. Q.; Gu, Z.-M.; McLaughlin, J. L. Phytochemistry 1998, 47, 803–809.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.14",
"order": 67,
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"text": "Kim, G.-H.; Zeng, L.; Alali, F.; Rogers, L. L.; Wu, F.-E.; Sastrodihardjo, S.; McLaughlin, J. L. Phytochemistry 1998, 49, 565–571.",
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"attrs": {
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},
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"t": 490.32,
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"text": "Da Silva, E. L. M.; Roblot, F.; Laprévote, O.; Cavé, A. Heterocycles 1997, 45, 915–925.",
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"text": "Waechter, A.-I.; Hocquemiller, R.; Laurens, A.; Cavé, A. Phytochemistry 1997, 44, 1537–1540.",
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},
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"id": "p37.5.18",
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"text": "Chang, F.-R.; Chen, J.-L.; Wu, M.-J.; Wu, Y.-C. Phytochemistry 1998, 47, 1057–1061.",
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"text": "Gleye, C.; Duret, P.; Laurens, A.; Hocquemiller, R.; Cavé, A. J. Nat. Prod. 1998, 61, 576–579.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.20",
"order": 73,
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"t": 416.16,
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"text": "Zeng, L.; Wu, F.-E.; Oberlies, N. H.; McLaughlin, J. L. J. Nat. Prod. 1996, 59, 1035–1042.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.21",
"order": 74,
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"t": 400.56,
"r": 558,
"b": 386.4
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"text": "Waechter, A.-I.; Hocquemiller, R.; Laurens, A.; Cavé, A. Nat. Prod. Lett. 1997, 10, 205–212.",
"marker": "(117)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.22",
"order": 75,
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"l": 316.32,
"t": 385.92,
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"text": "Duret, P.; Hocquemiller, R.; Cavé, A. Phytochemistry 1998, 48, 499-506.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.23",
"order": 76,
"type": "list_item",
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"b": 356.16
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"text": "He, K.; Zhao, G.-X.; Shi, G.; Zeng, L.; Chao, J.-F.; McLaughlin, J. L. Bioorg. Med. Chem. 1997, 5, 501–506.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.24",
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"t": 355.68,
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"text": "Duret, P.; Hocquemiller, R.; Cavé, A. Phytochemistry 1997, 45, 1423–1426.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.25",
"order": 78,
"type": "list_item",
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"l": 316.32,
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"r": 558,
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"text": "Shi, G.; MacDougal, J. M.; McLaughlin, J. L. Phytochemistry 1997, 45, 719–723.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.26",
"order": 79,
"type": "list_item",
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},
"text": "González, M. C.; Tormo, J. R.; Bermejo, A.; Zafra-Polo, M. C.; Estornell, E.; Cortes, D. Bioorg. Med. Chem. Lett. 1997, 7, 1113–1118.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.27",
"order": 80,
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"bbox": {
"l": 316.56,
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},
"text": "Chávez, D.; Mata, R. J. Nat. Prod. 1998, 61, 580–584.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.28",
"order": 81,
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"bbox": {
"l": 327.12,
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},
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}
},
{
"id": "p37.5.29",
"order": 82,
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"text": "He K · Shi C · Zhao G · X · Zeng I · Ye O · Schwedler I",
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}
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},
"text": "He, K.; Shi, G.; Zhao, G.-X.; Zeng, L.; Ye, Q.; Schwedler, J. T.; Wood, K. V.; McLaughlin, J. L. J. Nat. Prod. 1996, 59, 1029–1034.",
"marker": "(124)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.31",
"order": 84,
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"r": 558.24,
"b": 266.4
},
"text": "Hopp, D. C.; Alali, F. Q.; Gu, Z.-M.; McLaughlin, J. L. Bioorg. Med. Chem. 1998, 6, 569–575.",
"marker": "(125)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.32",
"order": 85,
"type": "list_item",
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"b": 236.4
},
"text": "Gleye, C.; Laurens, A.; Hocquemiller, R.; Cavé, A.; Laprévote, O.; Serani, L. J. Org. Chem. 1997, 62, 510–513.",
"marker": "(127)",
"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.33",
"order": 86,
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"r": 558.48,
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"text": "Gleye, C.; Laurens, A.; Hocquemiller, R.; Figadère, B.; Cavé, A. Tetrahedron Lett. 1996, 37, 9301–9304.",
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"attrs": {
"block_label": "reference_content"
}
},
{
"id": "p37.5.34",
"order": 87,
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"t": 221.28,
"r": 558.24,
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"text": "Chen, Y.-Y.; Chang, F.-R.; Yen, H.-F.; Wu, Y.-C. Phytochemistry 1996, 42, 1081–1083.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.35",
"order": 88,
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"text": "Gleye, C.; Laurens, A.; Hocquemiller, R.; Laprévote, O.; Serani, L.; Cavé, A. Phytochemistry 1997, 44, 1541–1545.",
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"attrs": {
"block_label": "reference_content"
}
},
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"id": "p37.5.36",
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"text": "Ye, Q.; McLaughlin, J. L.; Evert, D. Heterocycles 1996, 43, 1607–1612.",
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}
},
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"id": "p37.5.37",
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"text": "Sahpaz, S.; Hocquemiller, R.; Cavé, A. J. Nat. Prod. 1997, 60, 199–201.",
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"block_label": "reference_content"
}
},
{
"id": "p37.5.38",
"order": 91,
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}
},
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"id": "p37.5.39",
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},
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"text": "Gallardo, T., Saez, J.; Granados, H.; Tormo, J. R.; Velez, I. D.; Brun, N.; Torres, B.; Cortes, D. J. Nat. Prod. 1998, 61, 1001–1005.",
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