{ "document_id": 13701, "page": 12, "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": 163, "counts_by_type": { "figure": 1, "formula": 13, "header": 4, "table": 3, "table_cell": 93, "text": 49 }, "build_ms": 29, "items": [ { "id": "p12.1", "order": 1, "type": "header", "bbox": { "l": 53.76, "t": 766.08, "r": 112.08, "b": 756.24 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p12.2", "order": 2, "type": "header", "bbox": { "l": 349.92, "t": 766.08, "r": 559.92, "b": 756.24 }, "text": "Journal of Natural Products, 1999, Vol. 62, No. 3 515", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p12.3", "order": 3, "type": "header", "bbox": { "l": 53.52, "t": 746.16, "r": 142.56, "b": 736.08 }, "text": "Table 4. (Continued)", "attrs": { "block_label": "figure_title" }, "level": 2 }, { "id": "p12.4", "order": 4, "type": "header", "bbox": { "l": 236.64, "t": 734.4, "r": 374.4, "b": 724.32 }, "text": "Mono-THF Acetogenins (Continued)", "attrs": { "block_label": "figure_title" }, "level": 2 }, { "id": "p12.5", "order": 5, "type": "formula", "bbox": { "l": 155.28, "t": 732, "r": 454.08, "b": 621.84 }, "text": "", "attrs": { "block_label": "image", "embedded_text": "62 O 6 , MW 578)", "alt": "Skeletal structure of a mono-THF acetogenin: long chain with a tetrahydrofuran ring, hydroxyls at C4, C14 and C16, and a but…", "source": "vision" } }, { "id": "p12.6", "order": 6, "type": "text", "bbox": { "l": 58.08, "t": 726, "r": 210, "b": 714.96 }, "text": "10. goniotrionin[p12.6.1] (C [p12.6.2]H [p12.6.3]O[p12.6.4], MW578)", "children": [ { "id": "p12.6.1", "order": 7, "type": "formula", "bbox": { "l": 58.08, "t": 726, "r": 210, "b": 714.96 }, "text": "\\textbf{10. goniotrionin}^{10} \\, (\\mathrm{C_{35}H_{62}O_{6}, MW578})", "attrs": { "latex": "\\textbf{10. goniotrionin}^{10} \\, (\\mathrm{C_{35}H_{62}O_{6}, MW578})", "inline": true, "text_offset": 16, "text_span": 9, "bbox_estimated": true, "alt": "textbf 10. goniotrionin to the power of 10, C sub 35 H sub 62 O sub 6, MW578", "notation": "latex", "mathml": "10.goniotrionin10(C35H62O6,MW578)" } }, { "id": "p12.6.2", "order": 8, "type": "formula", "bbox": { "l": 58.08, "t": 726, "r": 210, "b": 714.96 }, "text": "₃₅", "attrs": { "latex": "_{35}", "inline": true, "text_offset": 29, "text_span": 9, "bbox_estimated": true, "alt": "sub 35", "mathml": "35" } }, { "id": "p12.6.3", "order": 9, "type": "text", "bbox": { "l": 58.08, "t": 726, "r": 210, "b": 714.96 }, "text": "₆₂", "attrs": { "inline": true, "text_offset": 40, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.6.4", "order": 10, "type": "text", "bbox": { "l": 58.08, "t": 726, "r": 210, "b": 714.96 }, "text": "₆", "attrs": { "inline": true, "text_offset": 50, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p12.7", "order": 11, "type": "table", "bbox": { "l": 157.44, "t": 657.12, "r": 407.246921, "b": 604.276976 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 7, "integrity": { "cells_checked": 21, "cells_flagged": 20, "flags": [ { "row": 0, "col": 0, "coverage": 0, "text": "Position" }, { "row": 0, "col": 1, "coverage": 0, "text": "10" }, { "row": 0, "col": 3, "coverage": 0, "text": "14" }, { "row": 0, "col": 4, "coverage": 0, "text": "16" }, { "row": 0, "col": 5, "coverage": 0, "text": "17" }, { "row": 0, "col": 6, "coverage": 0, "text": "18" }, { "row": 1, "col": 0, "coverage": 0, "text": "¹H ( δ)" }, { "row": 1, "col": 1, "coverage": 0, "text": "3.89 m" }, { "row": 1, "col": 2, "coverage": 0, "text": "3.85 m" }, { "row": 1, "col": 3, "coverage": 0, "text": "3.73 dt" }, { "row": 1, "col": 4, "coverage": 0, "text": "4.78 dt" }, { "row": 1, "col": 5, "coverage": 0, "text": "5.48 m" } ] } }, "children": [ { "id": "p12.7.1", "order": 12, "type": "table_cell", "bbox": { "l": 157.44, "t": 657.12, "r": 191.1086, "b": 645.36 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.2", "order": 13, "type": "table_cell", "bbox": { "l": 191.1086, "t": 657.12, "r": 224.7771, "b": 645.36 }, "text": "10", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.3", "order": 14, "type": "table_cell", "bbox": { "l": 401.14925, "t": 614.839145, "r": 407.246921, "b": 604.276976 }, "text": "13", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "bbox_refit": true, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.4", "order": 15, "type": "table_cell", "bbox": { "l": 258.4457, "t": 657.12, "r": 292.1143, "b": 645.36 }, "text": "14", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.5", "order": 16, "type": "table_cell", "bbox": { "l": 292.1143, "t": 657.12, "r": 325.7829, "b": 645.36 }, "text": "16", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.6", "order": 17, "type": "table_cell", "bbox": { "l": 325.7829, "t": 657.12, "r": 359.4514, "b": 645.36 }, "text": "17", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.7", "order": 18, "type": "table_cell", "bbox": { "l": 359.4514, "t": 657.12, "r": 393.12, "b": 645.36 }, "text": "18", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.7.8", "order": 19, "type": "table_cell", "bbox": { "l": 157.44, "t": 645.36, "r": 191.1086, "b": 633.6 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.9", "order": 20, "type": "table_cell", "bbox": { "l": 191.1086, "t": 645.36, "r": 224.7771, "b": 633.6 }, "text": "3.89 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.10", "order": 21, "type": "table_cell", "bbox": { "l": 224.7771, "t": 645.36, "r": 258.4457, "b": 633.6 }, "text": "3.85 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.11", "order": 22, "type": "table_cell", "bbox": { "l": 258.4457, "t": 645.36, "r": 292.1143, "b": 633.6 }, "text": "3.73 dt", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.12", "order": 23, "type": "table_cell", "bbox": { "l": 292.1143, "t": 645.36, "r": 325.7829, "b": 633.6 }, "text": "4.78 dt", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.13", "order": 24, "type": "table_cell", "bbox": { "l": 325.7829, "t": 645.36, "r": 359.4514, "b": 633.6 }, "text": "5.48 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.14", "order": 25, "type": "table_cell", "bbox": { "l": 359.4514, "t": 645.36, "r": 393.12, "b": 633.6 }, "text": "5.44 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.15", "order": 26, "type": "table_cell", "bbox": { "l": 157.44, "t": 633.6, "r": 191.1086, "b": 621.84 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.16", "order": 27, "type": "table_cell", "bbox": { "l": 191.1086, "t": 633.6, "r": 224.7771, "b": 621.84 }, "text": "79.3", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.17", "order": 28, "type": "table_cell", "bbox": { "l": 224.7771, "t": 633.6, "r": 258.4457, "b": 621.84 }, "text": "81.8", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.18", "order": 29, "type": "table_cell", "bbox": { "l": 258.4457, "t": 633.6, "r": 292.1143, "b": 621.84 }, "text": "71.5", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.19", "order": 30, "type": "table_cell", "bbox": { "l": 292.1143, "t": 633.6, "r": 325.7829, "b": 621.84 }, "text": "65.0", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.20", "order": 31, "type": "table_cell", "bbox": { "l": 325.7829, "t": 633.6, "r": 359.4514, "b": 621.84 }, "text": "131.6", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.7.21", "order": 32, "type": "table_cell", "bbox": { "l": 359.4514, "t": 633.6, "r": 393.12, "b": 621.84 }, "text": "132.2", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p12.8", "order": 33, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "Whitish wax. UV ([p12.8.1], MeOH, nm): 218 ([p12.8.2] 3.46). IR ([p12.8.3], film, cm[p12.8.4]): 3368, 2916, 2849, 1740, 1721, 1467, 1328, 1086, 1058, 841 MS: EIMS m/z 297, 281, 263, 253, 245, 239, 221, 203. NMR: [p12.8.5]H NMR (500 MHz, CDCl[p12.8.6]), [p12.8.7]C NMR (125 MHz, CDCl[p12.8.8]). Derivatives: per-MTPA esters ( [p12.8.9]H NMR). Biological activities ( [p12.8.10]g/mL): A-549 ED[p12.8.11] 7.7[p12.8.12] 10[p12.8.13], MCF-7 ED[p12.8.14] 5.3[p12.8.15] 10[p12.8.16], HT-29 ED[p12.8.17] 3.4[p12.8.18] 10[p12.8.19], A-498 ED[p12.8.20] 2.0[p12.8.21] 10[p12.8.22], PC-3 ED[p12.8.23] 3.6[p12.8.24] 10[p12.8.25], PAC-2 ED[p12.8.26] 5.4[p12.8.27] 10[p12.8.28]. Source: Goniothalamus giganteus, stem bark.", "children": [ { "id": "p12.8.1", "order": 34, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "\\lambda_{max}", "attrs": { "inline": true, "text_offset": 17, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.2", "order": 35, "type": "formula", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "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)}", "attrs": { "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)}", "inline": true, "text_offset": 44, "text_span": 9, "bbox_estimated": true, "notation": "latex", "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": "Whitish wax. UV (λmax,MeOH, nm):218 (logϵ 3.46).IR (νmax,film, cm−1):3368,2916,2849,1740,1721,1467,1328,1086,1058,841.MS: EIMS m/z 297,281,263,253,245,239,221,203.NMR: 1H NMR (500 MHz, CDCl3),13C NMR (125 MHz, CDCl3).Derivatives: per-MTPA esters (1H NMR).Biological activities (μg/mL):A-549 ED50 7.7×10−3,MCF-7 ED50 5.3×10−6,HT-29 ED50 3.4×10−1,A-498 ED50 2.0×10−3,PC-3 ED50 3.6×10−1,PACA-2 ED50 5.4×10−3.Source: Goniothalamus giganteus,stem bark.squamoxine B*42(reported as a cis and trans mixture) (C37H68O7, MW 630)" } }, { "id": "p12.8.3", "order": 36, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 65, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.4", "order": 37, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "⁻¹", "attrs": { "inline": true, "text_offset": 84, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.5", "order": 38, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "¹", "attrs": { "inline": true, "text_offset": 212, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.6", "order": 39, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "₃", "attrs": { "inline": true, "text_offset": 241, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.7", "order": 40, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 253, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.8", "order": 41, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "₃", "attrs": { "inline": true, "text_offset": 282, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.9", "order": 42, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "¹", "attrs": { "inline": true, "text_offset": 325, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.8.10", "order": 43, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "μ", "attrs": { "inline": true, "text_offset": 366, "text_span": 10, "bbox_estimated": true } }, { "id": "p12.8.11", "order": 44, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 391, "text_span": 10, "bbox_estimated": true } }, { "id": "p12.8.12", "order": 45, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "×", "attrs": { "inline": true, "text_offset": 405, "text_span": 10, "bbox_estimated": true } }, { "id": "p12.8.13", "order": 46, "type": "text", "bbox": { "l": 60, "t": 621.6, "r": 550.56, "b": 574.8 }, "text": "⁻³", "attrs": { "inline": true, "text_offset": 418, 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344.16, "b": 566.4 }, "text": "₆₈", "attrs": { "inline": true, "text_offset": 74, "text_span": 9, "bbox_estimated": true } }, { "id": "p12.9.4", "order": 66, "type": "text", "bbox": { "l": 57.6, "t": 575.76, "r": 344.16, "b": 566.4 }, "text": "₇", "attrs": { "inline": true, "text_offset": 84, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p12.10", "order": 67, "type": "formula", "bbox": { "l": 153.12, "t": 564.96, "r": 458.16, "b": 520.32 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of a polyketide with a tetrahydrofuran ring, three hydroxyls (C11, C17, C22), a lactone, and a terminal m…", "source": "vision" } }, { "id": "p12.11", "order": 68, "type": "text", "bbox": { "l": 58.56, "t": 520.08, "r": 168, "b": 510.24 }, "text": "11. (2,4-cis)-squamoxine B" }, { "id": "p12.12", "order": 69, "type": "table", "bbox": { "l": 203.76, "t": 510, "r": 408.72, "b": 427.2 }, "text": "", "attrs": { "block_label": "table", "n_rows": 6, "n_cols": 6, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p12.12.1", "order": 70, "type": "table_cell", "bbox": { "l": 203.76, "t": 510, "r": 237.92, "b": 496.2 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.12.2", "order": 71, "type": "table_cell", "bbox": { "l": 237.92, "t": 510, "r": 272.08, "b": 496.2 }, "text": "11", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.12.3", "order": 72, "type": "table_cell", "bbox": { "l": 272.08, "t": 510, "r": 306.24, "b": 496.2 }, "text": "17", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.12.4", "order": 73, "type": "table_cell", "bbox": { "l": 306.24, "t": 510, "r": 340.4, "b": 496.2 }, "text": "18", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.12.5", "order": 74, "type": "table_cell", "bbox": { "l": 340.4, "t": 510, "r": 374.56, "b": 496.2 }, "text": "21", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.12.6", "order": 75, "type": "table_cell", "bbox": { "l": 374.56, "t": 510, "r": 408.72, "b": 496.2 }, "text": "22", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.12.7", "order": 76, "type": "table_cell", "bbox": { "l": 203.76, "t": 496.2, "r": 237.92, "b": 482.4 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.8", "order": 77, "type": "table_cell", "bbox": { "l": 237.92, "t": 496.2, "r": 272.08, "b": 482.4 }, "text": "3.58 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.9", "order": 78, "type": "table_cell", "bbox": { "l": 272.08, "t": 496.2, "r": 306.24, "b": 482.4 }, "text": "3.39 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.10", "order": 79, "type": "table_cell", "bbox": { "l": 306.24, "t": 496.2, "r": 340.4, "b": 482.4 }, "text": "3.82 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.11", "order": 80, "type": "table_cell", "bbox": { "l": 340.4, "t": 496.2, "r": 374.56, "b": 482.4 }, "text": "3.87 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.12", "order": 81, "type": "table_cell", "bbox": { "l": 374.56, "t": 496.2, "r": 408.72, "b": 482.4 }, "text": "3.82 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.13", "order": 82, "type": "table_cell", "bbox": { "l": 203.76, "t": 482.4, "r": 237.92, "b": 468.6 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.14", "order": 83, "type": "table_cell", "bbox": { "l": 237.92, "t": 482.4, "r": 272.08, "b": 468.6 }, "text": "71.84", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.15", "order": 84, "type": "table_cell", "bbox": { "l": 272.08, "t": 482.4, "r": 306.24, "b": 468.6 }, "text": "74.28", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.16", "order": 85, "type": "table_cell", "bbox": { "l": 306.24, "t": 482.4, "r": 340.4, "b": 468.6 }, "text": "83.18", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.17", "order": 86, "type": "table_cell", "bbox": { "l": 340.4, "t": 482.4, "r": 374.56, "b": 468.6 }, "text": "82.14", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.18", "order": 87, "type": "table_cell", "bbox": { "l": 374.56, "t": 482.4, "r": 408.72, "b": 468.6 }, "text": "71.52", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.19", "order": 88, "type": "table_cell", "bbox": { "l": 203.76, "t": 468.6, "r": 237.92, "b": 454.8 }, "text": "Position", "attrs": { "row": 3, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.20", "order": 89, "type": "table_cell", "bbox": { "l": 237.92, "t": 468.6, "r": 272.08, "b": 454.8 }, "text": "11", "attrs": { "row": 3, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.21", "order": 90, "type": "table_cell", "bbox": { "l": 272.08, "t": 468.6, "r": 306.24, "b": 454.8 }, "text": "17", "attrs": { "row": 3, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.22", "order": 91, "type": "table_cell", "bbox": { "l": 306.24, "t": 468.6, "r": 340.4, "b": 454.8 }, "text": "18", "attrs": { "row": 3, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.23", "order": 92, "type": "table_cell", "bbox": { "l": 340.4, "t": 468.6, "r": 374.56, "b": 454.8 }, "text": "21", "attrs": { "row": 3, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.24", "order": 93, "type": "table_cell", "bbox": { "l": 374.56, "t": 468.6, "r": 408.72, "b": 454.8 }, "text": "22", "attrs": { "row": 3, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.25", "order": 94, "type": "table_cell", "bbox": { "l": 203.76, "t": 454.8, "r": 237.92, "b": 441 }, "text": "¹H ( δ)", "attrs": { "row": 4, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.26", "order": 95, "type": "table_cell", "bbox": { "l": 237.92, "t": 454.8, "r": 272.08, "b": 441 }, "text": "3.58 m", "attrs": { "row": 4, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.27", "order": 96, "type": "table_cell", "bbox": { "l": 272.08, "t": 454.8, "r": 306.24, "b": 441 }, "text": "3.39 m", "attrs": { "row": 4, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.28", "order": 97, "type": "table_cell", "bbox": { "l": 306.24, "t": 454.8, "r": 340.4, "b": 441 }, "text": "3.82 m", "attrs": { "row": 4, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.29", "order": 98, "type": "table_cell", "bbox": { "l": 340.4, "t": 454.8, "r": 374.56, "b": 441 }, "text": "3.87 m", "attrs": { "row": 4, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.30", "order": 99, "type": "table_cell", "bbox": { "l": 374.56, "t": 454.8, "r": 408.72, "b": 441 }, "text": "3.82 m", "attrs": { "row": 4, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.31", "order": 100, "type": "table_cell", "bbox": { "l": 203.76, "t": 441, "r": 237.92, "b": 427.2 }, "text": "¹³C ( δ)", "attrs": { "row": 5, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.32", "order": 101, "type": "table_cell", "bbox": { "l": 237.92, "t": 441, "r": 272.08, "b": 427.2 }, "text": "71.84", "attrs": { "row": 5, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.33", "order": 102, "type": "table_cell", "bbox": { "l": 272.08, "t": 441, "r": 306.24, "b": 427.2 }, "text": "74.28", "attrs": { "row": 5, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.34", "order": 103, "type": "table_cell", "bbox": { "l": 306.24, "t": 441, "r": 340.4, "b": 427.2 }, "text": "83.18", "attrs": { "row": 5, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.35", "order": 104, "type": "table_cell", "bbox": { "l": 340.4, "t": 441, "r": 374.56, "b": 427.2 }, "text": "82.14", "attrs": { "row": 5, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.12.36", "order": 105, "type": "table_cell", "bbox": { "l": 374.56, "t": 441, "r": 408.72, "b": 427.2 }, "text": "71.52", "attrs": { "row": 5, "col": 5, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p12.13", "order": 106, "type": "text", "bbox": { "l": 58.56, "t": 474.24, "r": 178.32, "b": 463.68 }, "text": "12. (2,4-trans)-squamoxine B" }, { "id": "p12.14", "order": 107, "type": "text", "bbox": { "l": 59.52, "t": 427.68, "r": 537.84, "b": 383.76 }, "text": "White amorphous powder.[p12.14.1]: +23.6° (c 0.20, CH₂Cl₂). UV ([p12.14.2], MeOH, nm): 203 (log[p12.14.3] 2.85). IR ([p12.14.4], film, cm⁻¹): 3444, 2916, 1770, 1715, 1470. MS: EIMS m/z 425, 389, 337, 319, 301, 255. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR). Biological activities ( [p12.14.5]g/mL): BST LC₅₀ 4.6 × 10⁻², A-549 ED₅₀ 3.8 × 10⁻³, MCF-7 ED₅₀ 1.4 × 10⁻³, HT-29 ED₅₀ 2.7 × 10⁻³, A-498 ED₅₀ 4.0 × 10⁻³, PC-3 ED₅₀ 5.0 × 10⁻², PACA-2 ED₅₀ 8.3 × 10⁻⁴. Source: Annona squamosa, stem bark.", "children": [ { "id": "p12.14.1", "order": 108, "type": "formula", "bbox": { "l": 59.52, "t": 427.68, "r": 537.84, "b": 383.76 }, "text": "[\\alpha]_{D}", "attrs": { "latex": "[\\alpha]_{D}", "inline": true, "text_offset": 23, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D", "mathml": "[α]D" } }, { "id": "p12.14.2", "order": 109, "type": "text", "bbox": { "l": 59.52, "t": 427.68, "r": 537.84, "b": 383.76 }, "text": "\\lambda_{max}", "attrs": { "inline": true, "text_offset": 64, "text_span": 10, "bbox_estimated": true } }, { "id": "p12.14.3", "order": 110, "type": "text", "bbox": { "l": 59.52, "t": 427.68, "r": 537.84, "b": 383.76 }, "text": "ε", "attrs": { "inline": true, "text_offset": 95, "text_span": 10, "bbox_estimated": true } }, { "id": "p12.14.4", "order": 111, "type": "text", "bbox": { "l": 59.52, "t": 427.68, "r": 537.84, "b": 383.76 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 117, "text_span": 10, "bbox_estimated": true } }, { "id": "p12.14.5", "order": 112, "type": "text", "bbox": { "l": 59.52, "t": 427.68, "r": 537.84, "b": 383.76 }, "text": "μ", "attrs": { "inline": true, "text_offset": 332, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p12.15", "order": 113, "type": "text", "bbox": { "l": 57.6, "t": 382.56, "r": 354.24, "b": 372.72 }, "text": "squamoxinone[p12.15.1] (reported as a cis and trans mixture) ([p12.15.2], MW624)", "children": [ { "id": "p12.15.1", "order": 114, "type": "formula", "bbox": { "l": 57.6, "t": 382.56, "r": 354.24, "b": 372.72 }, "text": "\\text{squamoxinone } C^{*42} \\text{ (reported as a cis and trans mixture) (C}_{35}\\text{H}_{64}\\text{O}_{7}\\text{, MW 624)}", "attrs": { "latex": "\\text{squamoxinone } C^{*42} \\text{ (reported as a cis and trans mixture) (C}_{35}\\text{H}_{64}\\text{O}_{7}\\text{, MW 624)}", "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "squamoxinone C to the power of *42 times reported as a cis and trans mixture times C sub 35 H sub 64 O sub 7, MW 624", "mathml": "squamoxinone C*42 (reported as a cis and trans mixture) (C35H64O7, MW 624)" } }, { "id": "p12.15.2", "order": 115, "type": "formula", "bbox": { "l": 57.6, "t": 382.56, "r": 354.24, "b": 372.72 }, "text": "\\text{Source: } \\textit{Annona squamosa}\\text{, stem bark.}\\\\ \\textbf{squamoxinone C}^{*42}\\text{ (reported as a cis and trans mixture) (C}_{35}\\text{H}_{64}\\text{O}_{7}\\text{, MW 624)}", "attrs": { "latex": "\\text{Source: } \\textit{Annona squamosa}\\text{, stem bark.}\\\\ \\textbf{squamoxinone C}^{*42}\\text{ (reported as a cis and trans mixture) (C}_{35}\\text{H}_{64}\\text{O}_{7}\\text{, MW 624)}", "inline": true, "text_offset": 62, "text_span": 10, "bbox_estimated": true, "alt": "Source: textit Annona squamosa, stem bark. textbf squamoxinone C to the power of *42 times reported as a cis and trans mixture times C sub 35 H sub 64 O sub 7, MW 624", "notation": "latex", "mathml": "Source: Annona squamosa, stem bark.squamoxinone C*42 (reported as a cis and trans mixture) (C35H64O7, MW 624)" } } ] }, { "id": "p12.16", "order": 116, "type": "formula", "bbox": { "l": 154.32, "t": 371.04, "r": 455.52, "b": 324 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an acetogenin-type lactone with a tetrahydrofuran ring, three hydroxyls at C11, C17 and C22, and a met…", "source": "vision" } }, { "id": "p12.17", "order": 117, "type": "text", "bbox": { "l": 58.32, "t": 324, "r": 178.56, "b": 314.4 }, "text": "13. (2,4-cis)-squamoxinone C" }, { "id": "p12.18", "order": 118, "type": "table", "bbox": { "l": 203.76, "t": 313.92, "r": 407.76, "b": 230.4 }, "text": "", "attrs": { "block_label": "table", "n_rows": 6, "n_cols": 6, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p12.18.1", "order": 119, "type": "table_cell", "bbox": { "l": 203.76, "t": 313.92, "r": 237.76, "b": 300 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.18.2", "order": 120, "type": "table_cell", "bbox": { "l": 237.76, "t": 313.92, "r": 271.76, "b": 300 }, "text": "11", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.18.3", "order": 121, "type": "table_cell", "bbox": { "l": 271.76, "t": 313.92, "r": 305.76, "b": 300 }, "text": "17", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.18.4", "order": 122, "type": "table_cell", "bbox": { "l": 305.76, "t": 313.92, "r": 339.76, "b": 300 }, "text": "18", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.18.5", "order": 123, "type": "table_cell", "bbox": { "l": 339.76, "t": 313.92, "r": 373.76, "b": 300 }, "text": "21", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.18.6", "order": 124, "type": "table_cell", "bbox": { "l": 373.76, "t": 313.92, "r": 407.76, "b": 300 }, "text": "22", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p12.18.7", "order": 125, "type": "table_cell", "bbox": { "l": 203.76, "t": 300, "r": 237.76, "b": 286.08 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.8", "order": 126, "type": "table_cell", "bbox": { "l": 237.76, "t": 300, "r": 271.76, "b": 286.08 }, "text": "3.58 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.9", "order": 127, "type": "table_cell", "bbox": { "l": 271.76, "t": 300, "r": 305.76, "b": 286.08 }, "text": "3.39 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.10", "order": 128, "type": "table_cell", "bbox": { "l": 305.76, "t": 300, "r": 339.76, "b": 286.08 }, "text": "3.82 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.11", "order": 129, "type": "table_cell", "bbox": { "l": 339.76, "t": 300, "r": 373.76, "b": 286.08 }, "text": "3.87 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.12", "order": 130, "type": "table_cell", "bbox": { "l": 373.76, "t": 300, "r": 407.76, "b": 286.08 }, "text": "3.82 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.13", "order": 131, "type": "table_cell", "bbox": { "l": 203.76, "t": 286.08, "r": 237.76, "b": 272.16 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.14", "order": 132, "type": "table_cell", "bbox": { "l": 237.76, "t": 286.08, "r": 271.76, "b": 272.16 }, "text": "71.84", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.15", "order": 133, "type": "table_cell", "bbox": { "l": 271.76, "t": 286.08, "r": 305.76, "b": 272.16 }, "text": "74.28", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.16", "order": 134, "type": "table_cell", "bbox": { "l": 305.76, "t": 286.08, "r": 339.76, "b": 272.16 }, "text": "83.18", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.17", "order": 135, "type": "table_cell", "bbox": { "l": 339.76, "t": 286.08, "r": 373.76, "b": 272.16 }, "text": "82.14", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.18", "order": 136, "type": "table_cell", "bbox": { "l": 373.76, "t": 286.08, "r": 407.76, "b": 272.16 }, "text": "71.52", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.19", "order": 137, "type": "table_cell", "bbox": { "l": 203.76, "t": 272.16, "r": 237.76, "b": 258.24 }, "text": "Position", "attrs": { "row": 3, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.20", "order": 138, "type": "table_cell", "bbox": { "l": 237.76, "t": 272.16, "r": 271.76, "b": 258.24 }, "text": "11", "attrs": { "row": 3, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.21", "order": 139, "type": "table_cell", "bbox": { "l": 271.76, "t": 272.16, "r": 305.76, "b": 258.24 }, "text": "17", "attrs": { "row": 3, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.22", "order": 140, "type": "table_cell", "bbox": { "l": 305.76, "t": 272.16, "r": 339.76, "b": 258.24 }, "text": "18", "attrs": { "row": 3, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.23", "order": 141, "type": "table_cell", "bbox": { "l": 339.76, "t": 272.16, "r": 373.76, "b": 258.24 }, "text": "21", "attrs": { "row": 3, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.24", "order": 142, "type": "table_cell", "bbox": { "l": 373.76, "t": 272.16, "r": 407.76, "b": 258.24 }, "text": "22", "attrs": { "row": 3, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.25", "order": 143, "type": "table_cell", "bbox": { "l": 203.76, "t": 258.24, "r": 237.76, "b": 244.32 }, "text": "¹H ( δ)", "attrs": { "row": 4, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.26", "order": 144, "type": "table_cell", "bbox": { "l": 237.76, "t": 258.24, "r": 271.76, "b": 244.32 }, "text": "3.58 m", "attrs": { "row": 4, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.27", "order": 145, "type": "table_cell", "bbox": { "l": 271.76, "t": 258.24, "r": 305.76, "b": 244.32 }, "text": "3.39 m", "attrs": { "row": 4, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.28", "order": 146, "type": "table_cell", "bbox": { "l": 305.76, "t": 258.24, "r": 339.76, "b": 244.32 }, "text": "3.82 m", "attrs": { "row": 4, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.29", "order": 147, "type": "table_cell", "bbox": { "l": 339.76, "t": 258.24, "r": 373.76, "b": 244.32 }, "text": "3.87 m", "attrs": { "row": 4, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.30", "order": 148, "type": "table_cell", "bbox": { "l": 373.76, "t": 258.24, "r": 407.76, "b": 244.32 }, "text": "3.82 m", "attrs": { "row": 4, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.31", "order": 149, "type": "table_cell", "bbox": { "l": 203.76, "t": 244.32, "r": 237.76, "b": 230.4 }, "text": "¹³C ( δ)", "attrs": { "row": 5, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.32", "order": 150, "type": "table_cell", "bbox": { "l": 237.76, "t": 244.32, "r": 271.76, "b": 230.4 }, "text": "71.84", "attrs": { "row": 5, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.33", "order": 151, "type": "table_cell", "bbox": { "l": 271.76, "t": 244.32, "r": 305.76, "b": 230.4 }, "text": "74.28", "attrs": { "row": 5, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.34", "order": 152, "type": "table_cell", "bbox": { "l": 305.76, "t": 244.32, "r": 339.76, "b": 230.4 }, "text": "83.18", "attrs": { "row": 5, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.35", "order": 153, "type": "table_cell", "bbox": { "l": 339.76, "t": 244.32, "r": 373.76, "b": 230.4 }, "text": "82.14", "attrs": { "row": 5, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p12.18.36", "order": 154, "type": "table_cell", "bbox": { "l": 373.76, "t": 244.32, "r": 407.76, "b": 230.4 }, "text": "71.52", "attrs": { "row": 5, "col": 5, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p12.19", "order": 155, "type": "text", "bbox": { "l": 58.08, "t": 277.2, "r": 188.64, "b": 267.12 }, "text": "14. (2,4-trans)-squamoxinone C" }, { "id": "p12.20", "order": 156, "type": "text", "bbox": { "l": 59.28, "t": 229.92, "r": 531.12, "b": 175.92 }, "text": "White wax. [α]D: -13.3° (c 0.023, CH₂Cl₂). UV (λmax, MeOH, nm): 207 (log ε 3.35). IR (νmax, film, cm⁻¹): 339O, 2921, 2851, 177O, 1705, 147O. MS: EIMS m/z 389, 337, 319, 301, 255. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃).\nDerivatives: per-MTPA esters (¹H NMR). Biological activities (μg/mL): BST LC₅₀ 9.7 × 10⁻², A-549 ED₅₀ 2.1 × 10⁻¹, MCF-7 ED₅₀ 1.1 × 10⁻³, HT-29 ED₅₀ 3.5 × 10⁻¹, A-498 ED₅₀ 6.7 × 10⁻³, PC-3 ED₅₀ 2.24, PAC-2 ED₅₀ 9.5 × 10⁻³. Source:\nAnnona sauamosa. stem bark.\n15. 4-deoxyannomontacin ⁴⁷ (C ₃₇H ₆₈O ₆, MW608)" }, { "id": "p12.21", "order": 157, "type": "figure", "bbox": { "l": 151.68, "t": 174.72, "r": 456.72, "b": 85.44 }, "text": "", "attrs": { "block_label": "image" }, "children": [ { "id": "p12.21.1", "order": 158, "type": "text", "bbox": { "l": 153.6, "t": 121.92, "r": 353.52, "b": 86.16 }, "text": "Position 10 17 18 21 22\n[p12.21.1.1] ([p12.21.1.2]) 3.58 m 3.40 q 3.80 q 3.80 q 3.40 q\n[p12.21.1.3] ([p12.21.1.4]) 71.88 74.01 82.66 82.61 74.01", "children": [ { "id": "p12.21.1.1", "order": 159, "type": "formula", "bbox": { "l": 153.6, "t": 121.92, "r": 353.52, "b": 86.16 }, "text": "¹H", "attrs": { "latex": "^{1}H", "inline": true, "text_offset": 24, "text_span": 12, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p12.21.1.2", "order": 160, "type": "formula", "bbox": { "l": 153.6, "t": 121.92, "r": 353.52, "b": 86.16 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 38, "text_span": 12, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } }, { "id": "p12.21.1.3", "order": 161, "type": "formula", "bbox": { "l": 153.6, "t": 121.92, "r": 353.52, "b": 86.16 }, "text": "¹³C", "attrs": { "latex": "^{13}C", "inline": true, "text_offset": 87, "text_span": 12, "bbox_estimated": true, "alt": "to the power of 13 C", "mathml": "13C" } }, { "id": "p12.21.1.4", "order": 162, "type": "formula", "bbox": { "l": 153.6, "t": 121.92, "r": 353.52, "b": 86.16 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 101, "text_span": 12, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] } ] }, { "id": "p12.22", "order": 163, "type": "text", "bbox": { "l": 59.52, "t": 85.92, "r": 550.08, "b": 40.08 }, "text": "White wax. [α]D: +10.9° (c 0.060, CHCl₃). UV (λmax, MeOH, nm): 228 (log ε 2.86). IR (νmax, film, cm⁻¹): 3443, 2921, 2850, 2360, 1742, 1455, 1374, 1318, 1191, 1068, 1028. MS: EIMS m/z 413, 395, 377, 359, 391, 373, 339, 321, 303, 269, 251, 225. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR), TMS (EIMS), peracetate (¹H NMR). Biological activities (μg/mL): BST LC₅₀ 1.3 × 10⁻¹, A-549 ED₅₀ 6.5 × 10⁻⁷, MCF-7 ED₅₀ 5.8 × 10⁻⁷, HT-29 ED₅₀ 1.4 × 10⁻¹, A-498 ED₅₀ 1.5 × 10⁻¹, PC-3 ED₅₀ 1.7 × 10⁻¹, PACA-2 ED₅₀ 1.0 × 10⁻⁵. Source: Goniothalamus giganteus, stem bark." } ], "excluded_furniture": { "first": [], "last": [] } }