{ "document_id": 14408, "page": 29, "width_pt": 612, "height_pt": 792, "rotation": 0, "pipeline_version": "paddleocr-vl-1.6+paul-48", "engine": "paddleocr_vl", "source_run_id": 14519, "item_count": 64, "counts_by_type": { "figure": 1, "footnote": 1, "formula": 16, "header": 3, "heading": 1, "table": 1, "table_cell": 16, "text": 25 }, "build_ms": 8, "items": [ { "id": "p29.1", "order": 1, "type": "header", "bbox": { "l": 53.76, "t": 765.84, "r": 70.8, "b": 756.96 }, "text": "532", "attrs": { "block_label": "number" }, "level": 2 }, { "id": "p29.2", "order": 2, "type": "header", "bbox": { "l": 75.6, "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": "p29.3", "order": 3, "type": "header", "bbox": { "l": 501.36, "t": 765.84, "r": 559.68, "b": 756 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p29.4", "order": 4, "type": "heading", "bbox": { "l": 53.52, "t": 746.16, "r": 142.8, "b": 736.08 }, "text": "Table 4. (Continued)", "attrs": { "block_label": "paragraph_title" }, "level": 3 }, { "id": "p29.5", "order": 5, "type": "figure", "bbox": { "l": 62.4, "t": 731.04, "r": 537.12, "b": 60.96 }, "text": "", "attrs": { "block_label": "image" } }, { "id": "p29.6", "order": 6, "type": "text", "bbox": { "l": 60.48, "t": 722.88, "r": 201.12, "b": 712.32 }, "text": "99. espelicin[p29.6.1] ([p29.6.2], MW638)\nAdjacent Bis-THF Acetogenins (Continued)", "children": [ { "id": "p29.6.1", "order": 7, "type": "formula", "bbox": { "l": 60.48, "t": 722.88, "r": 201.12, "b": 712.32 }, "text": "\\text{99. espelicin}^{*37}\\ (\\mathrm{C}_{37}\\mathrm{H}_{66}\\mathrm{O}_{8},\\ \\mathrm{MW}\\ 638)", "attrs": { "latex": "\\text{99. espelicin}^{*37}\\ (\\mathrm{C}_{37}\\mathrm{H}_{66}\\mathrm{O}_{8},\\ \\mathrm{MW}\\ 638)", "inline": true, "text_offset": 13, "text_span": 9, "bbox_estimated": true, "notation": "latex", "alt": "99. espelicin to the power of *37 times C sub 37 H sub 66 O sub 8, MW 638", "mathml": "99.espelicin*37 (C37H66O8, MW 638)" } }, { "id": "p29.6.2", "order": 8, "type": "formula", "bbox": { "l": 60.48, "t": 722.88, "r": 201.12, "b": 712.32 }, "text": "\\textbf{99. espelicin}^{*37} \\, (\\mathrm{C}_{37}\\mathrm{H}_{66}\\mathrm{O}_{8}, \\, \\mathrm{MW}\\,638)", "attrs": { "latex": "\\textbf{99. espelicin}^{*37} \\, (\\mathrm{C}_{37}\\mathrm{H}_{66}\\mathrm{O}_{8}, \\, \\mathrm{MW}\\,638)", "inline": true, "text_offset": 24, "text_span": 9, "bbox_estimated": true, "alt": "textbf 99. espelicin to the power of *37, C sub 37 H sub 66 O sub 8,, MW, 638", "notation": "latex", "mathml": "99.espelicin*37(C37H66O8,MW638)" } } ] }, { "id": "p29.7", "order": 9, "type": "text", "bbox": { "l": 153.36, "t": 653.28, "r": 457.44, "b": 618 }, "text": "Position 5 15 16 19 20 23 24 29\n [p29.7.1]H (δ) 3.59 m 3.39 m 3.83 m 3.83 m 3.83 m 3.83 m 3.87 m 3.59 m\n [p29.7.2]C (δ) 70.8 74.0 83.2 82.5 82.2 82.8 71.3 71.8", "children": [ { "id": "p29.7.1", "order": 10, "type": "formula", "bbox": { "l": 153.36, "t": 653.28, "r": 457.44, "b": 618 }, "text": "¹", "attrs": { "latex": "^{1}", "inline": true, "text_offset": 33, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 1", "mathml": "1" } }, { "id": "p29.7.2", "order": 11, "type": "text", "bbox": { "l": 153.36, "t": 653.28, "r": 457.44, "b": 618 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 105, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p29.8", "order": 12, "type": "text", "bbox": { "l": 61.44, "t": 617.76, "r": 550.32, "b": 591.6 }, "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. NMR: [p29.8.1]H NMR (400 MHz, CDCl[p29.8.2]), [p29.8.3]C NMR (50 MHz, CDCl[p29.8.4]). Source: Uvaria pauci-ovulata, stem bark.", "children": [ { "id": "p29.8.1", "order": 13, "type": "formula", "bbox": { "l": 61.44, "t": 617.76, "r": 550.32, "b": 591.6 }, "text": "¹", "attrs": { "latex": "^{1}", "inline": true, "text_offset": 137, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 1", "mathml": "1" } }, { "id": "p29.8.2", "order": 14, "type": "text", "bbox": { "l": 61.44, "t": 617.76, "r": 550.32, "b": 591.6 }, "text": "₃", "attrs": { "inline": true, "text_offset": 166, "text_span": 9, "bbox_estimated": true } }, { "id": "p29.8.3", "order": 15, "type": "text", "bbox": { "l": 61.44, "t": 617.76, "r": 550.32, "b": 591.6 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 178, "text_span": 9, "bbox_estimated": true } }, { "id": "p29.8.4", "order": 16, "type": "text", "bbox": { "l": 61.44, "t": 617.76, "r": 550.32, "b": 591.6 }, "text": "₃", "attrs": { "inline": true, "text_offset": 206, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p29.9", "order": 17, "type": "text", "bbox": { "l": 153.6, "t": 529.68, "r": 456.72, "b": 493.44 }, "text": "Position 5 6 15 16 19 20 23 24\n[p29.9.1] ([p29.9.2]) 3.38 m 3.38 m 3.38 m 3.82 m 3.82 m 3.82 m 3.82 m 3.38 m\n[p29.9.3] ([p29.9.4]) 74.4 73.2 74.0 83.2 81.8 81.8 83.2 74.0\n¹³C (δ) 74.4 73.2 74.0 83.2 81.8 81.8 83.2 74.0", "children": [ { "id": "p29.9.1", "order": 18, "type": "formula", "bbox": { "l": 153.6, "t": 529.68, "r": 456.72, "b": 493.44 }, "text": "¹H", "attrs": { "latex": "^{1}H", "inline": true, "text_offset": 31, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p29.9.2", "order": 19, "type": "formula", "bbox": { "l": 153.6, "t": 529.68, "r": 456.72, "b": 493.44 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 42, "text_span": 9, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } }, { "id": "p29.9.3", "order": 20, "type": "formula", "bbox": { "l": 153.6, "t": 529.68, "r": 456.72, "b": 493.44 }, "text": "¹³C", "attrs": { "latex": "^{13}C", "inline": true, "text_offset": 109, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 13 C", "mathml": "13C" } }, { "id": "p29.9.4", "order": 21, "type": "formula", "bbox": { "l": 153.6, "t": 529.68, "r": 456.72, "b": 493.44 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 120, "text_span": 9, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p29.10", "order": 22, "type": "text", "bbox": { "l": 60.72, "t": 473.52, "r": 227.28, "b": 462.72 }, "text": "101. uvariasolin II[p29.10.1] (C [p29.10.2]H [p29.10.3]O[p29.10.4], MW638)", "children": [ { "id": "p29.10.1", "order": 23, "type": "text", "bbox": { "l": 60.72, "t": 473.52, "r": 227.28, "b": 462.72 }, "text": "^{*37}", "attrs": { "inline": true, "text_offset": 19, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.10.2", "order": 24, "type": "text", "bbox": { "l": 60.72, "t": 473.52, "r": 227.28, "b": 462.72 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 33, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.10.3", "order": 25, "type": "text", "bbox": { "l": 60.72, "t": 473.52, "r": 227.28, "b": 462.72 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 45, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.10.4", "order": 26, "type": "text", "bbox": { "l": 60.72, "t": 473.52, "r": 227.28, "b": 462.72 }, "text": "₈", "attrs": { "inline": true, "text_offset": 56, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p29.11", "order": 27, "type": "text", "bbox": { "l": 153.12, "t": 404.64, "r": 457.68, "b": 366.24 }, "text": "Position 5 6 15 16 19 20 23 24\n[p29.11.1] ([p29.11.2]) 3.40 m 3.40 m 3.40 m 3.85 m 3.85 m 3.85 m 3.85 m 3.85 m\n[p29.11.3] ([p29.11.4]) 74.4 73.2 74.0 83.2 82.5 82.3 82.8 71.3\n¹H (δ) 3.40 m 3.40 m 3.40 m 3.85 m 3.85 m 3.85 m 3.85 m\n ¹³C (δ) 74.4 73.2 74.0 83.2 82.5 82.3 82.8 71.3", "children": [ { "id": "p29.11.1", "order": 28, "type": "formula", "bbox": { "l": 153.12, "t": 404.64, "r": 457.68, "b": 366.24 }, "text": "¹H", "attrs": { "latex": "^{1}H", "inline": true, "text_offset": 31, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p29.11.2", "order": 29, "type": "formula", "bbox": { "l": 153.12, "t": 404.64, "r": 457.68, "b": 366.24 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 43, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } }, { "id": "p29.11.3", "order": 30, "type": "formula", "bbox": { "l": 153.12, "t": 404.64, "r": 457.68, "b": 366.24 }, "text": "¹³C", "attrs": { "latex": "^{13}C", "inline": true, "text_offset": 111, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13 C", "mathml": "13C" } }, { "id": "p29.11.4", "order": 31, "type": "formula", "bbox": { "l": 153.12, "t": 404.64, "r": 457.68, "b": 366.24 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 123, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p29.12", "order": 32, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "White waxy solid. MS: FABMS m/z 519, 489, 473, 459, 431, 403, 361, 333, 317, 275, 247, 205. NMR: [p29.12.1]H NMR (400 MHz, CDCl[p29.12.2]), [p29.12.3]C NMR (50 MHz, CDCl[p29.12.4]). Source: Uvaria pauci-ovulata, stem bark.\n102. bullatetrocin[p29.12.5] (C [p29.12.6]H [p29.12.7]O[p29.12.8], MW638)", "children": [ { "id": "p29.12.1", "order": 33, "type": "formula", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "¹", "attrs": { "latex": "^{1}", "inline": true, "text_offset": 97, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1", "mathml": "1" } }, { "id": "p29.12.2", "order": 34, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "₃", "attrs": { "inline": true, "text_offset": 127, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.12.3", "order": 35, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 140, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.12.4", "order": 36, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "₃", "attrs": { "inline": true, "text_offset": 169, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.12.5", "order": 37, "type": "formula", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "¹²⁴", "attrs": { "latex": "^{124}", "inline": true, "text_offset": 241, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 124", "mathml": "124" } }, { "id": "p29.12.6", "order": 38, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 255, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.12.7", "order": 39, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 267, "text_span": 10, "bbox_estimated": true } }, { "id": "p29.12.8", "order": 40, "type": "text", "bbox": { "l": 61.44, "t": 366, "r": 541.44, "b": 336.96 }, "text": "₈", "attrs": { "inline": true, "text_offset": 278, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p29.13", "order": 41, "type": "text", "bbox": { "l": 154.32, "t": 277.2, "r": 454.8, "b": 267.6 }, "text": "Position 15 16 19 20 23 24 31 32\n [p29.13.1]H (δ) 3.40 m 3.85 m 3.85 m 3.93 m 3.93 m 3.86 m 3.65 m 3.65 m\n [p29.13.2]C (δ) 74.2 83.3 82.5 82.2 82.8 71.5 71.5 71.6", "children": [ { "id": "p29.13.1", "order": 42, "type": "formula", "bbox": { "l": 154.32, "t": 277.2, "r": 454.8, "b": 267.6 }, "text": "¹", "attrs": { "latex": "^{1}", "inline": true, "text_offset": 34, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1", "mathml": "1" } }, { "id": "p29.13.2", "order": 43, "type": "formula", "bbox": { "l": 154.32, "t": 277.2, "r": 454.8, "b": 267.6 }, "text": "¹³", "attrs": { "latex": "^{13}", "inline": true, "text_offset": 107, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13", "mathml": "13" } } ] }, { "id": "p29.14", "order": 44, "type": "text", "bbox": { "l": 63.36, "t": 240, "r": 540, "b": 193.2 }, "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),\nacetonide (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)" }, { "id": "p29.15", "order": 45, "type": "text", "bbox": { "l": 154.56, "t": 135.36, "r": 417.12, "b": 125.04 }, "text": "Position 10 15 16 19 20 23 24" }, { "id": "p29.16", "order": 46, "type": "table", "bbox": { "l": 153.84, "t": 123.6, "r": 420.48, "b": 100.08 }, "text": "", "attrs": { "block_label": "table", "n_rows": 2, "n_cols": 8, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p29.16.1", "order": 47, "type": "table_cell", "bbox": { "l": 153.84, "t": 123.6, "r": 187.17, "b": 111.84 }, "text": "¹H (δ)", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.2", "order": 48, "type": "table_cell", "bbox": { "l": 187.17, "t": 123.6, "r": 220.5, "b": 111.84 }, "text": "3.60 m", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.3", "order": 49, "type": "table_cell", "bbox": { "l": 220.5, "t": 123.6, "r": 253.83, "b": 111.84 }, "text": "3.39 m", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.4", "order": 50, "type": "table_cell", "bbox": { "l": 253.83, "t": 123.6, "r": 287.16, "b": 111.84 }, "text": "3.86 m", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.5", "order": 51, "type": "table_cell", "bbox": { "l": 287.16, "t": 123.6, "r": 320.49, "b": 111.84 }, "text": "3.86 m", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.6", "order": 52, "type": "table_cell", "bbox": { "l": 320.49, "t": 123.6, "r": 353.82, "b": 111.84 }, "text": "3.86 m", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.7", "order": 53, "type": "table_cell", "bbox": { "l": 353.82, "t": 123.6, "r": 387.15, "b": 111.84 }, "text": "3.86 m", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.8", "order": 54, "type": "table_cell", "bbox": { "l": 387.15, "t": 123.6, "r": 420.48, "b": 111.84 }, "text": "3.39 m", "attrs": { "row": 0, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.9", "order": 55, "type": "table_cell", "bbox": { "l": 153.84, "t": 111.84, "r": 187.17, "b": 100.08 }, "text": "¹³C (δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.10", "order": 56, "type": "table_cell", "bbox": { "l": 187.17, "t": 111.84, "r": 220.5, "b": 100.08 }, "text": "71.7", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.11", "order": 57, "type": "table_cell", "bbox": { "l": 220.5, "t": 111.84, "r": 253.83, "b": 100.08 }, "text": "74.1", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.12", "order": 58, "type": "table_cell", "bbox": { "l": 253.83, "t": 111.84, "r": 287.16, "b": 100.08 }, "text": "83.1", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.13", "order": 59, "type": "table_cell", "bbox": { "l": 287.16, "t": 111.84, "r": 320.49, "b": 100.08 }, "text": "81.8", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.14", "order": 60, "type": "table_cell", "bbox": { "l": 320.49, "t": 111.84, "r": 353.82, "b": 100.08 }, "text": "81.8", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.15", "order": 61, "type": "table_cell", "bbox": { "l": 353.82, "t": 111.84, "r": 387.15, "b": 100.08 }, "text": "83.2", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p29.16.16", "order": 62, "type": "table_cell", "bbox": { "l": 387.15, "t": 111.84, "r": 420.48, "b": 100.08 }, "text": "74.0", "attrs": { "row": 1, "col": 7, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p29.17", "order": 63, "type": "footnote", "bbox": { "l": 64.32, "t": 97.92, "r": 516.96, "b": 52.56 }, "text": "Colorless wax.[p29.17.1]: +17.3° (c 0.22, CHCl₃). IR (ν_max, film, cm⁻¹): 3376, 2922, 2856, 1740, 1600, 1467, 1318, 1116, 1074. NMR: ¹H 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 4.3 × 10⁻¹, A-549ED₅₀ 6.7 × 10⁻¹, MCF-7 ED₅₀ 3.3 × 10⁻¹, HT-29ED₅₀ 7.6 × 10⁻¹, A-498ED₅₀ > 1, PC-3ED₅₀ 5.3 × 10⁻¹, PAC-2ED₅₀ > 1. Source: Asimina triloba, stem bark.", "attrs": { "block_label": "vision_footnote" }, "children": [ { "id": "p29.17.1", "order": 64, "type": "text", "bbox": { "l": 64.32, "t": 97.92, "r": 516.96, "b": 52.56 }, "text": "[\\alpha]_{D}", "attrs": { "inline": true, "text_offset": 14, "text_span": 10, "bbox_estimated": true } } ] } ], "excluded_furniture": { "first": [], "last": [] } }