{ "document_id": 13701, "page": 21, "width_pt": 612, "height_pt": 792, "rotation": 0, "pipeline_version": "paddleocr-vl-1.6+paul-48", "engine": "paddleocr_vl", "source_run_id": 13812, "item_count": 62, "counts_by_type": { "formula": 22, "header": 3, "heading": 1, "text": 36 }, "build_ms": 7, "items": [ { "id": "p21.1", "order": 1, "type": "header", "bbox": { "l": 53.76, "t": 765.6, "r": 70.56, "b": 757.2 }, "text": "524", "attrs": { "block_label": "number" }, "level": 2 }, { "id": "p21.2", "order": 2, "type": "header", "bbox": { "l": 75.84, "t": 766.08, "r": 264.24, "b": 756.24 }, "text": "Journal of Natural Products, 1999, Vol. 62, No. 3", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p21.3", "order": 3, "type": "header", "bbox": { "l": 501.36, "t": 765.84, "r": 559.68, "b": 756.24 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p21.4", "order": 4, "type": "heading", "bbox": { "l": 53.52, "t": 746.16, "r": 142.56, "b": 736.32 }, "text": "Table 4. (Continued)", "attrs": { "block_label": "paragraph_title" }, "level": 3 }, { "id": "p21.5", "order": 5, "type": "text", "bbox": { "l": 61.44, "t": 725.76, "r": 209.28, "b": 715.68 }, "text": "60. tonkinin C[p21.5.1] ([p21.5.2], MW664) Mono-THF Acetogenins (Continued)", "children": [ { "id": "p21.5.1", "order": 6, "type": "formula", "bbox": { "l": 61.44, "t": 725.76, "r": 209.28, "b": 715.68 }, "text": "\\text{60. tonkinin C}^{*66}\\ (\\text{C}_{39}\\text{H}_{68}\\text{O}_{8}, \\text{MW}\\,664)", "attrs": { "latex": "\\text{60. tonkinin C}^{*66}\\ (\\text{C}_{39}\\text{H}_{68}\\text{O}_{8}, \\text{MW}\\,664)", "inline": true, "text_offset": 14, "text_span": 9, "bbox_estimated": true, "notation": "latex", "alt": "60. tonkinin C to the power of *66 times C sub 39 H sub 68 O sub 8, MW, 664", "mathml": "60. tonkinin C*66 (C39H68O8,MW664)" } }, { "id": "p21.5.2", "order": 7, "type": "formula", "bbox": { "l": 61.44, "t": 725.76, "r": 209.28, "b": 715.68 }, "text": "\\textbf{60. tonkinin C}^{*\\textbf{66}} (C_{39}H_{68}O_{8}, \\text{MW}664)", "attrs": { "latex": "\\textbf{60. tonkinin C}^{*\\textbf{66}} (C_{39}H_{68}O_{8}, \\text{MW}664)", "inline": true, "text_offset": 25, "text_span": 9, "bbox_estimated": true, "alt": "textbf 60. tonkinin C to the power of * textbf 66 times C sub 39 H sub 68 O sub 8, MW 664", "notation": "latex", "mathml": "60. tonkinin C*66(C39H68O8,MW664)" } } ] }, { "id": "p21.6", "order": 8, "type": "text", "bbox": { "l": 236.88, "t": 733.92, "r": 374.16, "b": 724.56 }, "text": "Mono-THF Acetogenins (Continued)" }, { "id": "p21.7", "order": 9, "type": "formula", "bbox": { "l": 154.08, "t": 711.6, "r": 456.48, "b": 672.72 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin-type polyketide with a THF ring, OAc at C15, OH at C13 and C20, a C5 ketone,…", "source": "vision" } }, { "id": "p21.8", "order": 10, "type": "text", "bbox": { "l": 152.16, "t": 662.64, "r": 386.16, "b": 628.56 }, "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", "children": [ { "id": "p21.8.1", "order": 11, "type": "formula", "bbox": { "l": 152.16, "t": 662.64, "r": 386.16, "b": 628.56 }, "text": "¹H", "attrs": { "latex": "^{1}H", "inline": true, "text_offset": 26, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p21.8.2", "order": 12, "type": "formula", "bbox": { "l": 152.16, "t": 662.64, "r": 386.16, "b": 628.56 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 37, "text_span": 9, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } }, { "id": "p21.8.3", "order": 13, "type": "formula", "bbox": { "l": 152.16, "t": 662.64, "r": 386.16, "b": 628.56 }, "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]}", "attrs": { "latex": "\\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]}", "inline": true, "text_offset": 87, "text_span": 9, "bbox_estimated": true, "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", "notation": "latex", "mathml": "Position513141519201𝐇 (δ)−−−3.36 m1.53 m5.08 m3.84 m3.84 m13C (δ)209.4070.3738.5871.5482.4771.44mp: 40–42∘C, [α]D:+10.8∘ (c0.119, CHCl3), IR (νmax, film, cm−1):[illegible]" } }, { "id": "p21.8.4", "order": 14, "type": "formula", "bbox": { "l": 152.16, "t": 662.64, "r": 386.16, "b": 628.56 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 98, "text_span": 9, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p21.9", "order": 15, "type": "text", "bbox": { "l": 63.12, "t": 628.56, "r": 524.64, "b": 577.68 }, "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." }, { "id": "p21.10", "order": 16, "type": "formula", "bbox": { "l": 155.52, "t": 570.96, "r": 456.72, "b": 527.28 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin with a butenolide, a tetrahydrofuran ring, and hydroxyls at C-5, C-15, C-17…", "source": "vision" } }, { "id": "p21.11", "order": 17, "type": "text", "bbox": { "l": 154.32, "t": 516, "r": 382.32, "b": 506.88 }, "text": "Position 5 15 17 18 21 22" }, { "id": "p21.12", "order": 18, "type": "text", "bbox": { "l": 154.56, "t": 503.04, "r": 387.84, "b": 494.64 }, "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", "children": [ { "id": "p21.12.1", "order": 19, "type": "formula", "bbox": { "l": 154.56, "t": 503.04, "r": 387.84, "b": 494.64 }, "text": "¹H", "attrs": { "latex": "^{1}H", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p21.12.2", "order": 20, "type": "formula", "bbox": { "l": 154.56, "t": 503.04, "r": 387.84, "b": 494.64 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p21.13", "order": 21, "type": "text", "bbox": { "l": 154.08, "t": 491.52, "r": 386.88, "b": 482.16 }, "text": "[p21.13.1] ([p21.13.2]) 70.83 68.78 71.89 83.07 82.28 71.67", "children": [ { "id": "p21.13.1", "order": 22, "type": "formula", "bbox": { "l": 154.08, "t": 491.52, "r": 386.88, "b": 482.16 }, "text": "¹³C", "attrs": { "latex": "^{13}C", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13 C", "mathml": "13C" } }, { "id": "p21.13.2", "order": 23, "type": "formula", "bbox": { "l": 154.08, "t": 491.52, "r": 386.88, "b": 482.16 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p21.14", "order": 24, "type": "text", "bbox": { "l": 63.12, "t": 480.48, "r": 549.84, "b": 452.4 }, "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." }, { "id": "p21.15", "order": 25, "type": "text", "bbox": { "l": 62.16, "t": 453.6, "r": 218.4, "b": 444 }, "text": "62. tonkinesin B[p21.15.1] (C [p21.15.2]H [p21.15.3]O[p21.15.4], MW624)", "children": [ { "id": "p21.15.1", "order": 26, "type": "text", "bbox": { "l": 62.16, "t": 453.6, "r": 218.4, "b": 444 }, "text": "^{*66}", "attrs": { "inline": true, "text_offset": 16, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.15.2", "order": 27, "type": "text", "bbox": { "l": 62.16, "t": 453.6, "r": 218.4, "b": 444 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 30, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.15.3", "order": 28, "type": "text", "bbox": { "l": 62.16, "t": 453.6, "r": 218.4, "b": 444 }, "text": "₆₈", "attrs": { "inline": true, "text_offset": 42, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.15.4", "order": 29, "type": "text", "bbox": { "l": 62.16, "t": 453.6, "r": 218.4, "b": 444 }, "text": "₇", "attrs": { "inline": true, "text_offset": 53, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p21.16", "order": 30, "type": "formula", "bbox": { "l": 155.52, "t": 440.64, "r": 456.24, "b": 397.2 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin-type bis-THF polyketide with a butenolide terminus, hydroxyls at C-5, C-15,…", "source": "vision" } }, { "id": "p21.17", "order": 31, "type": "text", "bbox": { "l": 155.28, "t": 386.16, "r": 382.56, "b": 377.28 }, "text": "Position 5 15 17 18 21 22" }, { "id": "p21.18", "order": 32, "type": "text", "bbox": { "l": 155.28, "t": 373.92, "r": 388.56, "b": 364.56 }, "text": "[p21.18.1] ([p21.18.2]) 3.81 m 3.81 m 3.75 m 3.88 m 3.88 m 3.41 m", "children": [ { "id": "p21.18.1", "order": 33, "type": "formula", "bbox": { "l": 155.28, "t": 373.92, "r": 388.56, "b": 364.56 }, "text": "\\begin{aligned} & {}^{1}\\mathbf{H}\\ (\\delta) \\qquad 3.81\\ \\text{m} \\qquad 3.81\\ \\text{m} \\qquad 3.75\\ \\text{m} \\qquad 3.88\\ \\text{m} \\qquad 3.88\\ \\text{m} \\qquad 3.41\\ \\text{m} \\end{aligned}", "attrs": { "latex": "\\begin{aligned} & {}^{1}\\mathbf{H}\\ (\\delta) \\qquad 3.81\\ \\text{m} \\qquad 3.81\\ \\text{m} \\qquad 3.75\\ \\text{m} \\qquad 3.88\\ \\text{m} \\qquad 3.88\\ \\text{m} \\qquad 3.41\\ \\text{m} \\end{aligned}", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "begin aligned & to the power of 1 mathbf H of delta 3.81 m 3.81 m 3.75 m 3.88 m 3.88 m 3.41 m end aligned", "notation": "latex", "mathml": "&1𝐇 (δ)3.81 m3.81 m3.75 m3.88 m3.88 m3.41 m" } }, { "id": "p21.18.2", "order": 34, "type": "formula", "bbox": { "l": 155.28, "t": 373.92, "r": 388.56, "b": 364.56 }, "text": "\\begin{aligned} & {}^{1}\\mathbf{H}\\ (\\delta) \\quad 3.81\\ \\text{m} \\quad 3.81\\ \\text{m} \\quad 3.75\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.41\\ \\text{m} \\end{aligned}", "attrs": { "latex": "\\begin{aligned} & {}^{1}\\mathbf{H}\\ (\\delta) \\quad 3.81\\ \\text{m} \\quad 3.81\\ \\text{m} \\quad 3.75\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.41\\ \\text{m} \\end{aligned}", "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true, "alt": "begin aligned & to the power of 1 mathbf H of delta 3.81 m 3.81 m 3.75 m 3.88 m 3.88 m 3.41 m end aligned", "notation": "latex", "mathml": "&1𝐇 (δ)3.81 m3.81 m3.75 m3.88 m3.88 m3.41 m" } } ] }, { "id": "p21.19", "order": 35, "type": "text", "bbox": { "l": 154.56, "t": 367.2, "r": 387.6, "b": 351.6 }, "text": "[p21.19.1]C ([p21.19.2]) 70.86 68.61 71.56 82.75 82.61 74.10", "children": [ { "id": "p21.19.1", "order": 36, "type": "formula", "bbox": { "l": 154.56, "t": 367.2, "r": 387.6, "b": 351.6 }, "text": "¹³", "attrs": { "latex": "^{13}", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13", "mathml": "13" } }, { "id": "p21.19.2", "order": 37, "type": "formula", "bbox": { "l": 154.56, "t": 367.2, "r": 387.6, "b": 351.6 }, "text": "\\begin{aligned} &{}^{1}\\mathbf{H}\\ (\\delta) \\quad 3.81\\ \\text{m} \\quad 3.81\\ \\text{m} \\quad 3.75\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.41\\ \\text{m} \\\\ &{}^{13}\\mathbf{C}\\ (\\delta) \\quad 70.86 \\quad 68.61 \\quad 71.56 \\quad 82.75 \\quad 82.61 \\quad 74.10 \\\\ &\\text{[}\\alpha\\text{]}_D\\text{: } +24.5^\\circ\\ (c\\,0.049,\\ \\text{CHCl}_3)\\text{, IR } (\\nu\\ \\text{film, cm}^{-1})\\text{: 3433, 2920, 2...}\\text{[cut off]} \\end{aligned}", "attrs": { "latex": "\\begin{aligned} &{}^{1}\\mathbf{H}\\ (\\delta) \\quad 3.81\\ \\text{m} \\quad 3.81\\ \\text{m} \\quad 3.75\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.88\\ \\text{m} \\quad 3.41\\ \\text{m} \\\\ &{}^{13}\\mathbf{C}\\ (\\delta) \\quad 70.86 \\quad 68.61 \\quad 71.56 \\quad 82.75 \\quad 82.61 \\quad 74.10 \\\\ &\\text{[}\\alpha\\text{]}_D\\text{: } +24.5^\\circ\\ (c\\,0.049,\\ \\text{CHCl}_3)\\text{, IR } (\\nu\\ \\text{film, cm}^{-1})\\text{: 3433, 2920, 2...}\\text{[cut off]} \\end{aligned}", "inline": true, "text_offset": 13, "text_span": 10, "bbox_estimated": true, "alt": "begin aligned & to the power of 1 mathbf H of delta 3.81 m 3.81 m 3.75 m 3.88 m 3.88 m 3.41 m & to the power of 13 mathbf C of delta 70.86 68.61 71.56 82.75 82.61 74.10 & alpha sub D : plus 24.5 to the power of circ of c, 0.049, CHCl sub 3, IR of nu film, cm to the power of minus 1 : 3433, 2920, 2... cut off end aligned", "notation": "latex", "mathml": "&1𝐇 (δ)3.81 m3.81 m3.75 m3.88 m3.88 m3.41 m&13𝐂 (δ)70.8668.6171.5682.7582.6174.10&[α]D: +24.5∘ (c0.049, CHCl3), IR (ν film, cm−1): 3433, 2920, 2...[cut off]" } } ] }, { "id": "p21.20", "order": 38, "type": "text", "bbox": { "l": 63.36, "t": 350.16, "r": 522, "b": 322.08 }, "text": "Powder. Mp: 80–81 °C. [α]D: +24.5° (c O.O.49, CHCl₃). IR (νmax, film, cm⁻¹): 3433, 2920, 2850, 1747, 1082 MS: EIMS m/z 625, 607, 589, 571, 553, 425, 407, 389, 371, 355, 337, 319, 311, 293, 269, 155. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: TMS (EIMS). Source: Uvaria tonkinesis, roots." }, { "id": "p21.21", "order": 39, "type": "text", "bbox": { "l": 61.92, "t": 323.52, "r": 218.88, "b": 314.4 }, "text": "63. tonkinesin C [p21.21.1](C [p21.21.2]H [p21.21.3]O[p21.21.4], MW666)", "children": [ { "id": "p21.21.1", "order": 40, "type": "text", "bbox": { "l": 61.92, "t": 323.52, "r": 218.88, "b": 314.4 }, "text": "⁶⁶", "attrs": { "inline": true, "text_offset": 17, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.21.2", "order": 41, "type": "text", "bbox": { "l": 61.92, "t": 323.52, "r": 218.88, "b": 314.4 }, "text": "₃₉", "attrs": { "inline": true, "text_offset": 30, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.21.3", "order": 42, "type": "text", "bbox": { "l": 61.92, "t": 323.52, "r": 218.88, "b": 314.4 }, "text": "₇₀", "attrs": { "inline": true, "text_offset": 42, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.21.4", "order": 43, "type": "text", "bbox": { "l": 61.92, "t": 323.52, "r": 218.88, "b": 314.4 }, "text": "₈", "attrs": { "inline": true, "text_offset": 53, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p21.22", "order": 44, "type": "formula", "bbox": { "l": 155.28, "t": 312.96, "r": 455.52, "b": 267.84 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: butenolide with a THF ring, OAc, and multiple hydroxyls on a long alkyl cha…", "source": "vision" } }, { "id": "p21.23", "order": 45, "type": "text", "bbox": { "l": 154.56, "t": 257.52, "r": 381.6, "b": 248.4 }, "text": "Position 5 15 17 18 21 22" }, { "id": "p21.24", "order": 46, "type": "text", "bbox": { "l": 153.84, "t": 244.56, "r": 386.16, "b": 223.2 }, "text": "[p21.24.1]H (δ) 3.55 m 3.36 m 5.06 m 3.84 m 3.84 m 3.84 m\n [p21.24.2]C (δ) 70.73 70.39 71.35 82.79 82.66 71.54", "children": [ { "id": "p21.24.1", "order": 47, "type": "formula", "bbox": { "l": 153.84, "t": 244.56, "r": 386.16, "b": 223.2 }, "text": "¹", "attrs": { "latex": "^{1}", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1", "mathml": "1" } }, { "id": "p21.24.2", "order": 48, "type": "text", "bbox": { "l": 153.84, "t": 244.56, "r": 386.16, "b": 223.2 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 59, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p21.25", "order": 49, "type": "text", "bbox": { "l": 62.16, "t": 222, "r": 528.24, "b": 195.6 }, "text": "Oil. [p21.25.1]D: +25.2° (c 0.651, CHCl₃). IR ([p21.25.2], film, cm⁻¹): 3465, 2923, 2852, 1737, 1245. MS: EIMS m/z 467, 407, 389, 371, 337, 319, 311, 301, 293, 155. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: TMS (EIMS). Source: Uvaria tonkinesis, roots.", "children": [ { "id": "p21.25.1", "order": 50, "type": "text", "bbox": { "l": 62.16, "t": 222, "r": 528.24, "b": 195.6 }, "text": "[α]", "attrs": { "inline": true, "text_offset": 5, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.25.2", "order": 51, "type": "text", "bbox": { "l": 62.16, "t": 222, "r": 528.24, "b": 195.6 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 47, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p21.26", "order": 52, "type": "text", "bbox": { "l": 61.68, "t": 194.64, "r": 230.4, "b": 185.76 }, "text": "64. annopentocin A [p21.26.1](C [p21.26.2]H [p21.26.3]O[p21.26.4], MW612)", "children": [ { "id": "p21.26.1", "order": 53, "type": "formula", "bbox": { "l": 61.68, "t": 194.64, "r": 230.4, "b": 185.76 }, "text": "¹¹⁶", "attrs": { "latex": "^{116}", "inline": true, "text_offset": 19, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 116", "mathml": "116" } }, { "id": "p21.26.2", "order": 54, "type": "text", "bbox": { "l": 61.68, "t": 194.64, "r": 230.4, "b": 185.76 }, "text": "₃₅", "attrs": { "inline": true, "text_offset": 32, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.26.3", "order": 55, "type": "text", "bbox": { "l": 61.68, "t": 194.64, "r": 230.4, "b": 185.76 }, "text": "₆₄", "attrs": { "inline": true, "text_offset": 44, "text_span": 10, "bbox_estimated": true } }, { "id": "p21.26.4", "order": 56, "type": "text", "bbox": { "l": 61.68, "t": 194.64, "r": 230.4, "b": 185.76 }, "text": "₈", "attrs": { "inline": true, "text_offset": 55, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p21.27", "order": 57, "type": "formula", "bbox": { "l": 159.36, "t": 181.68, "r": 452.16, "b": 137.76 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin-type molecule: butenolide ring, THF ring, and multiple hydroxyls numbered C-…", "source": "vision" } }, { "id": "p21.28", "order": 58, "type": "text", "bbox": { "l": 158.88, "t": 126, "r": 387.6, "b": 116.88 }, "text": "Position 10 12 15 16 19 20" }, { "id": "p21.29", "order": 59, "type": "text", "bbox": { "l": 158.64, "t": 115.68, "r": 391.44, "b": 91.44 }, "text": "[p21.29.1]H (δ) 3.80 m 4.18 m 3.91 m 3.45 m 3.42 m 3.42 m\n [p21.29.2]C (δ) 71.6 80.0 82.4 73.9 74.3 74.5", "children": [ { "id": "p21.29.1", "order": 60, "type": "formula", "bbox": { "l": 158.64, "t": 115.68, "r": 391.44, "b": 91.44 }, "text": "¹", "attrs": { "latex": "^{1}", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1", "mathml": "1" } }, { "id": "p21.29.2", "order": 61, "type": "text", "bbox": { "l": 158.64, "t": 115.68, "r": 391.44, "b": 91.44 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 59, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p21.30", "order": 62, "type": "text", "bbox": { "l": 63.84, "t": 86.88, "r": 531.84, "b": 44.16 }, "text": "White amorphous powder. [α]D: +1Z (c14, CHCl3). UV (λmax, MeOH, nm): 215 (ε900). IR (νmax, film, cm⁻¹): 338, 290, 2855, 1745, 1470. MS: EIMS (TMS) m/z 701, 611, 521, 503, 469, 431, 413, 385, 379, 341, 323, 295, 289, 271, 213, 181. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: acetonide (¹H NMR), per-MTPA esters (¹H NMR), peracetate (¹H NMR), TMS (EIMS). Biological activities (μg/mL): BST LC₅₀ 8.9, A-549 ED₅₀ 1.7 × 10⁻¹, MCF-7 ED₅₀ 1.8 × 10⁴, HT-29 ED₅₀ 1.6, A-498 ED₅₀ 6.1 × 10⁻¹, PC-3 ED₅₀ 1.1, PAC-2 ED₅₀ 3.6 × 10⁻². Source: Annona muricata, leaves" } ], "excluded_furniture": { "first": [], "last": [] } }