{ "document_id": 14408, "page": 28, "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": 128, "counts_by_type": { "footnote": 1, "formula": 9, "header": 3, "table": 4, "table_cell": 81, "text": 30 }, "build_ms": 21, "items": [ { "id": "p28.1", "order": 1, "type": "header", "bbox": { "l": 53.76, "t": 765.84, "r": 112.32, "b": 755.76 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p28.2", "order": 2, "type": "header", "bbox": { "l": 349.92, "t": 766.32, "r": 557.76, "b": 756 }, "text": "Journal of Natural Products, 1999, Vol. 62, No. 3 531", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p28.3", "order": 3, "type": "header", "bbox": { "l": 53.52, "t": 746.16, "r": 142.56, "b": 735.84 }, "text": "Table 4. (Continued)", "attrs": { "block_label": "figure_title" }, "level": 2 }, { "id": "p28.4", "order": 4, "type": "text", "bbox": { "l": 224.4, "t": 733.44, "r": 386.88, "b": 722.88 }, "text": "Adjacent Bis-THF Acetogenins (Continued)" }, { "id": "p28.5", "order": 5, "type": "text", "bbox": { "l": 55.44, "t": 719.28, "r": 216.96, "b": 708 }, "text": "95. microcarpacin[p28.5.1] (C [p28.5.2]H [p28.5.3]O[p28.5.4], MW638)", "children": [ { "id": "p28.5.1", "order": 6, "type": "formula", "bbox": { "l": 55.44, "t": 719.28, "r": 216.96, "b": 708 }, "text": "³⁶", "attrs": { "latex": "^{36}", "inline": true, "text_offset": 17, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 36", "mathml": "36" } }, { "id": "p28.5.2", "order": 7, "type": "text", "bbox": { "l": 55.44, "t": 719.28, "r": 216.96, "b": 708 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 30, "text_span": 9, "bbox_estimated": true } }, { "id": "p28.5.3", "order": 8, "type": "formula", "bbox": { "l": 55.44, "t": 719.28, "r": 216.96, "b": 708 }, "text": "₆₆", "attrs": { "latex": "_{66}", "inline": true, "text_offset": 41, "text_span": 9, "bbox_estimated": true, "alt": "sub 66", "mathml": "66" } }, { "id": "p28.5.4", "order": 9, "type": "text", "bbox": { "l": 55.44, "t": 719.28, "r": 216.96, "b": 708 }, "text": "₈", "attrs": { "inline": true, "text_offset": 51, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p28.6", "order": 10, "type": "formula", "bbox": { "l": 152.4, "t": 712.56, "r": 457.92, "b": 607.92 }, "text": "", "attrs": { "block_label": "image", "alt": "Bond-line structure of an annonaceous acetogenin with a butenolide, two bis-THF rings and hydroxyls at C-15, C-24, C-28 and…", "source": "vision" } }, { "id": "p28.7", "order": 11, "type": "table", "bbox": { "l": 153.6, "t": 645.36, "r": 354.72, "b": 609.12 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 6, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p28.7.1", "order": 12, "type": "table_cell", "bbox": { "l": 153.6, "t": 645.36, "r": 187.12, "b": 633.28 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.7.2", "order": 13, "type": "table_cell", "bbox": { "l": 187.12, "t": 645.36, "r": 220.64, "b": 633.28 }, "text": "15", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.7.3", "order": 14, "type": "table_cell", "bbox": { "l": 220.64, "t": 645.36, "r": 254.16, "b": 633.28 }, "text": "24", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.7.4", "order": 15, "type": "table_cell", "bbox": { "l": 254.16, "t": 645.36, "r": 287.68, "b": 633.28 }, "text": "28", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.7.5", "order": 16, "type": "table_cell", "bbox": { "l": 287.68, "t": 645.36, "r": 321.2, "b": 633.28 }, "text": "33", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.7.6", "order": 17, "type": "table_cell", "bbox": { "l": 321.2, "t": 645.36, "r": 354.72, "b": 633.28 }, "text": "34", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.7.7", "order": 18, "type": "table_cell", "bbox": { "l": 153.6, "t": 633.28, "r": 187.12, "b": 621.2 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.8", "order": 19, "type": "table_cell", "bbox": { "l": 187.12, "t": 633.28, "r": 220.64, "b": 621.2 }, "text": "3.40 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.9", "order": 20, "type": "table_cell", "bbox": { "l": 220.64, "t": 633.28, "r": 254.16, "b": 621.2 }, "text": "3.85 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.10", "order": 21, "type": "table_cell", "bbox": { "l": 254.16, "t": 633.28, "r": 287.68, "b": 621.2 }, "text": "3.61 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.11", "order": 22, "type": "table_cell", "bbox": { "l": 287.68, "t": 633.28, "r": 321.2, "b": 621.2 }, "text": "3.83 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.12", "order": 23, "type": "table_cell", "bbox": { "l": 321.2, "t": 633.28, "r": 354.72, "b": 621.2 }, "text": "1.18 d", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.13", "order": 24, "type": "table_cell", "bbox": { "l": 153.6, "t": 621.2, "r": 187.12, "b": 609.12 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.14", "order": 25, "type": "table_cell", "bbox": { "l": 187.12, "t": 621.2, "r": 220.64, "b": 609.12 }, "text": "74.20", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.15", "order": 26, "type": "table_cell", "bbox": { "l": 220.64, "t": 621.2, "r": 254.16, "b": 609.12 }, "text": "71.54", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.16", "order": 27, "type": "table_cell", "bbox": { "l": 254.16, "t": 621.2, "r": 287.68, "b": 609.12 }, "text": "71.54", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.17", "order": 28, "type": "table_cell", "bbox": { "l": 287.68, "t": 621.2, "r": 321.2, "b": 609.12 }, "text": "67.92", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.7.18", "order": 29, "type": "table_cell", "bbox": { "l": 321.2, "t": 621.2, "r": 354.72, "b": 609.12 }, "text": "22.02", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p28.8", "order": 30, "type": "text", "bbox": { "l": 56.64, "t": 602.4, "r": 525.12, "b": 563.76 }, "text": "White waxy solid. Mp: 63.5–65°C. [α]D: +124° (c O.23, MeOH). UV (λmax, MeOH, nm): 218 (log ε 4.07). IR (νmax, film, cm⁻¹): 3383, 2922, 1749, 1652, 1467, 1375, 1324, 1203, 1118, 1075, 949, 916, 871, 722 MS: EIMS m/z 537, 519, 509, 501, 491, 483, 473, 465, 447, 435, 429, 417, 399, 343, 325, 307, 295, 289, 277, 265, 203, 185, 173, 167, 155, 149, 137, 111, 101, 83, NMR: ¹H NMR (600 MHz, CDCl₃), ¹³C NMR (150 MHz, CDCl₃). Source: Uvaria microcarpa, seeds." }, { "id": "p28.9", "order": 31, "type": "text", "bbox": { "l": 55.92, "t": 560.64, "r": 214.8, "b": 550.32 }, "text": "96. rollimembrin [p28.9.1](C [p28.9.2]H [p28.9.3]O[p28.9.4], MW594)", "children": [ { "id": "p28.9.1", "order": 32, "type": "text", "bbox": { "l": 55.92, "t": 560.64, "r": 214.8, "b": 550.32 }, "text": "¹²²", "attrs": { "inline": true, "text_offset": 17, "text_span": 9, "bbox_estimated": true } }, { "id": "p28.9.2", "order": 33, "type": "text", "bbox": { "l": 55.92, "t": 560.64, "r": 214.8, "b": 550.32 }, "text": "₃₅", "attrs": { "inline": true, "text_offset": 29, "text_span": 9, "bbox_estimated": true } }, { "id": "p28.9.3", "order": 34, "type": "text", "bbox": { "l": 55.92, "t": 560.64, "r": 214.8, "b": 550.32 }, "text": "₆₂", "attrs": { "inline": true, "text_offset": 40, "text_span": 9, "bbox_estimated": true } }, { "id": "p28.9.4", "order": 35, "type": "formula", "bbox": { "l": 55.92, "t": 560.64, "r": 214.8, "b": 550.32 }, "text": "₇", "attrs": { "latex": "_{7}", "inline": true, "text_offset": 50, "text_span": 9, "bbox_estimated": true, "alt": "sub 7", "mathml": "7" } } ] }, { "id": "p28.10", "order": 36, "type": "formula", "bbox": { "l": 160.32, "t": 539.52, "r": 450.24, "b": 495.84 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin with a butenolide, two linked tetrahydrofuran rings, and hydroxyl groups at…", "source": "vision" } }, { "id": "p28.11", "order": 37, "type": "table", "bbox": { "l": 159.6, "t": 485.76, "r": 394.56, "b": 450 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 7, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p28.11.1", "order": 38, "type": "table_cell", "bbox": { "l": 159.6, "t": 485.76, "r": 193.1657, "b": 473.84 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.2", "order": 39, "type": "table_cell", "bbox": { "l": 193.1657, "t": 485.76, "r": 226.7314, "b": 473.84 }, "text": "13", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.3", "order": 40, "type": "table_cell", "bbox": { "l": 226.7314, "t": 485.76, "r": 260.2971, "b": 473.84 }, "text": "14", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.4", "order": 41, "type": "table_cell", "bbox": { "l": 260.2971, "t": 485.76, "r": 293.8629, "b": 473.84 }, "text": "17", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.5", "order": 42, "type": "table_cell", "bbox": { "l": 293.8629, "t": 485.76, "r": 327.4286, "b": 473.84 }, "text": "18", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.6", "order": 43, "type": "table_cell", "bbox": { "l": 327.4286, "t": 485.76, "r": 360.9943, "b": 473.84 }, "text": "21", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.7", "order": 44, "type": "table_cell", "bbox": { "l": 360.9943, "t": 485.76, "r": 394.56, "b": 473.84 }, "text": "22", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.11.8", "order": 45, "type": "table_cell", "bbox": { "l": 159.6, "t": 473.84, "r": 193.1657, "b": 461.92 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.9", "order": 46, "type": "table_cell", "bbox": { "l": 193.1657, "t": 473.84, "r": 226.7314, "b": 461.92 }, "text": "3.81 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.10", "order": 47, "type": "table_cell", "bbox": { "l": 226.7314, "t": 473.84, "r": 260.2971, "b": 461.92 }, "text": "3.81 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.11", "order": 48, "type": "table_cell", "bbox": { "l": 260.2971, "t": 473.84, "r": 293.8629, "b": 461.92 }, "text": "3.85 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.12", "order": 49, "type": "table_cell", "bbox": { "l": 293.8629, "t": 473.84, "r": 327.4286, "b": 461.92 }, "text": "3.85 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.13", "order": 50, "type": "table_cell", "bbox": { "l": 327.4286, "t": 473.84, "r": 360.9943, "b": 461.92 }, "text": "3.90 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.14", "order": 51, "type": "table_cell", "bbox": { "l": 360.9943, "t": 473.84, "r": 394.56, "b": 461.92 }, "text": "3.40 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.15", "order": 52, "type": "table_cell", "bbox": { "l": 159.6, "t": 461.92, "r": 193.1657, "b": 450 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.16", "order": 53, "type": "table_cell", "bbox": { "l": 193.1657, "t": 461.92, "r": 226.7314, "b": 450 }, "text": "73.97", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.17", "order": 54, "type": "table_cell", "bbox": { "l": 226.7314, "t": 461.92, "r": 260.2971, "b": 450 }, "text": "83.02", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.18", "order": 55, "type": "table_cell", "bbox": { "l": 260.2971, "t": 461.92, "r": 293.8629, "b": 450 }, "text": "81.11", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.19", "order": 56, "type": "table_cell", "bbox": { "l": 293.8629, "t": 461.92, "r": 327.4286, "b": 450 }, "text": "80.99", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.20", "order": 57, "type": "table_cell", "bbox": { "l": 327.4286, "t": 461.92, "r": 360.9943, "b": 450 }, "text": "83.02", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.11.21", "order": 58, "type": "table_cell", "bbox": { "l": 360.9943, "t": 461.92, "r": 394.56, "b": 450 }, "text": "71.87", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p28.12", "order": 59, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "White amorphous solid.[p28.12.1]: +17.5° (c O4, MeOH). UV ([p28.12.2], MeOH, nm): 210(log[p28.12.3] 3.95). IR ([p28.12.4], film, cm[p28.12.5]): 3430, 2924, 2849, 1750, 1647, 1462, 1316, 1200, 1070. MS: EIMS m/z 483, 465, 423, 353, 335, 317, 311, 293, 283, 265, 247, 241, 223, 153, 141, 123, 111. NMR: [p28.12.6]H NMR (400MHz, CDCl[p28.12.7]), [p28.12.8]C NMR (100MHz, CDCl[p28.12.9]). Derivatives: per-MTPA esters ( [p28.12.10]H NMR). Biological activities: NADH oxidase IC[p28.12.11] O.33 nM. Source: Rollinia membranacea. seeds.", "children": [ { "id": "p28.12.1", "order": 60, "type": "formula", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "[\\alpha]_{D}", "attrs": { "latex": "[\\alpha]_{D}", "inline": true, "text_offset": 22, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D", "mathml": "[α]D" } }, { "id": "p28.12.2", "order": 61, "type": "formula", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "\\lambda_{max}", "attrs": { "latex": "\\lambda_{max}", "inline": true, "text_offset": 59, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "lambda sub max", "mathml": "λmax" } }, { "id": "p28.12.3", "order": 62, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "ε", "attrs": { "inline": true, "text_offset": 89, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.4", "order": 63, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 111, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.5", "order": 64, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "⁻¹", "attrs": { "inline": true, "text_offset": 131, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.6", "order": 65, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "¹", "attrs": { "inline": true, "text_offset": 301, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.7", "order": 66, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "₃", "attrs": { "inline": true, "text_offset": 330, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.8", "order": 67, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 343, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.9", "order": 68, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "₃", "attrs": { "inline": true, "text_offset": 372, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.12.10", "order": 69, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "¹", "attrs": { "inline": true, "text_offset": 416, "text_span": 11, "bbox_estimated": true } }, { "id": "p28.12.11", "order": 70, "type": "text", "bbox": { "l": 57.36, "t": 444.72, "r": 529.44, "b": 406.56 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 473, "text_span": 11, "bbox_estimated": true } } ] }, { "id": "p28.13", "order": 71, "type": "text", "bbox": { "l": 56.16, "t": 402.48, "r": 218.88, "b": 391.68 }, "text": "97. purpurediolin[p28.13.1] (C [p28.13.2]H [p28.13.3]O[p28.13.4], MW638)", "children": [ { "id": "p28.13.1", "order": 72, "type": "text", "bbox": { "l": 56.16, "t": 402.48, "r": 218.88, "b": 391.68 }, "text": "¹²³", "attrs": { "inline": true, "text_offset": 17, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.13.2", "order": 73, "type": "text", "bbox": { "l": 56.16, "t": 402.48, "r": 218.88, "b": 391.68 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 31, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.13.3", "order": 74, "type": "text", "bbox": { "l": 56.16, "t": 402.48, "r": 218.88, "b": 391.68 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 43, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.13.4", "order": 75, "type": "text", "bbox": { "l": 56.16, "t": 402.48, "r": 218.88, "b": 391.68 }, "text": "₈", "attrs": { "inline": true, "text_offset": 54, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p28.14", "order": 76, "type": "formula", "bbox": { "l": 154.56, "t": 380.64, "r": 457.68, "b": 339.6 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: bis-tetrahydrofuran with hydroxyls at C-15, C-24, C-29 and a butenolide ter…", "source": "vision" } }, { "id": "p28.15", "order": 77, "type": "table", "bbox": { "l": 153.84, "t": 329.04, "r": 390.24, "b": 292.8 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 7, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p28.15.1", "order": 78, "type": "table_cell", "bbox": { "l": 153.84, "t": 329.04, "r": 187.6114, "b": 316.96 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.2", "order": 79, "type": "table_cell", "bbox": { "l": 187.6114, "t": 329.04, "r": 221.3829, "b": 316.96 }, "text": "15", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.3", "order": 80, "type": "table_cell", "bbox": { "l": 221.3829, "t": 329.04, "r": 255.1543, "b": 316.96 }, "text": "16", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.4", "order": 81, "type": "table_cell", "bbox": { "l": 255.1543, "t": 329.04, "r": 288.9257, "b": 316.96 }, "text": "23", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.5", "order": 82, "type": "table_cell", "bbox": { "l": 288.9257, "t": 329.04, "r": 322.6971, "b": 316.96 }, "text": "24", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.6", "order": 83, "type": "table_cell", "bbox": { "l": 322.6971, "t": 329.04, "r": 356.4686, "b": 316.96 }, "text": "28", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.7", "order": 84, "type": "table_cell", "bbox": { "l": 356.4686, "t": 329.04, "r": 390.24, "b": 316.96 }, "text": "29", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.15.8", "order": 85, "type": "table_cell", "bbox": { "l": 153.84, "t": 316.96, "r": 187.6114, "b": 304.88 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.9", "order": 86, "type": "table_cell", "bbox": { "l": 187.6114, "t": 316.96, "r": 221.3829, "b": 304.88 }, "text": "3.40 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.10", "order": 87, "type": "table_cell", "bbox": { "l": 221.3829, "t": 316.96, "r": 255.1543, "b": 304.88 }, "text": "3.83 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.11", "order": 88, "type": "table_cell", "bbox": { "l": 255.1543, "t": 316.96, "r": 288.9257, "b": 304.88 }, "text": "3.93 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.12", "order": 89, "type": "table_cell", "bbox": { "l": 288.9257, "t": 316.96, "r": 322.6971, "b": 304.88 }, "text": "3.86 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.13", "order": 90, "type": "table_cell", "bbox": { "l": 322.6971, "t": 316.96, "r": 356.4686, "b": 304.88 }, "text": "3.59 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.14", "order": 91, "type": "table_cell", "bbox": { "l": 356.4686, "t": 316.96, "r": 390.24, "b": 304.88 }, "text": "3.59 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.15", "order": 92, "type": "table_cell", "bbox": { "l": 153.84, "t": 304.88, "r": 187.6114, "b": 292.8 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.16", "order": 93, "type": "table_cell", "bbox": { "l": 187.6114, "t": 304.88, "r": 221.3829, "b": 292.8 }, "text": "74.1", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.17", "order": 94, "type": "table_cell", "bbox": { "l": 221.3829, "t": 304.88, "r": 255.1543, "b": 292.8 }, "text": "83.3", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.18", "order": 95, "type": "table_cell", "bbox": { "l": 255.1543, "t": 304.88, "r": 288.9257, "b": 292.8 }, "text": "82.9", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.19", "order": 96, "type": "table_cell", "bbox": { "l": 288.9257, "t": 304.88, "r": 322.6971, "b": 292.8 }, "text": "71.6", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.20", "order": 97, "type": "table_cell", "bbox": { "l": 322.6971, "t": 304.88, "r": 356.4686, "b": 292.8 }, "text": "74.6", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.15.21", "order": 98, "type": "table_cell", "bbox": { "l": 356.4686, "t": 304.88, "r": 390.24, "b": 292.8 }, "text": "74.7", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p28.16", "order": 99, "type": "text", "bbox": { "l": 56.88, "t": 288, "r": 525.12, "b": 232.32 }, "text": "White wax. Mp: 35–39 °C. [α]D: +20° (c 1.3, MeOH). UV (λmax, MeOH, nm): 207 (log ε 3.89). IR (νmax, film, cm⁻¹): 3650, 3023, 2928, 1751, 1641, 1423, 1215, 1028, 930 MS: EIMS (TMS) m/z 753, 663, 573, 507, 489, 483, 437, 417, 399, 367, 347, 309, 173, 111, 83, 73. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: acetonide (¹H NMR), per-MTPA esters (¹H NMR), TMS (EIMS). Biological activities (μg/mL): BST LC₅₀ 7.0 × 10⁻², A-549ED₅₀ 4.4 × 10⁻¹, MCF-7 ED₅₀ 9.2 × 10⁻¹, HT-29ED₅₀ < 10⁻⁷, A-498ED₅₀ 1.4, PC-3ED₅₀ 3.5 × 10⁻¹, PAC-2ED₅₀ 1.4. Source: Annona purpurea, seeds." }, { "id": "p28.17", "order": 100, "type": "text", "bbox": { "l": 56.16, "t": 227.76, "r": 208.32, "b": 216.72 }, "text": "98. purpurein[p28.17.1] (C [p28.17.2]H [p28.17.3]O[p28.17.4], MW638)", "children": [ { "id": "p28.17.1", "order": 101, "type": "text", "bbox": { "l": 56.16, "t": 227.76, "r": 208.32, "b": 216.72 }, "text": "¹²³", "attrs": { "inline": true, "text_offset": 13, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.17.2", "order": 102, "type": "text", "bbox": { "l": 56.16, "t": 227.76, "r": 208.32, "b": 216.72 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 27, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.17.3", "order": 103, "type": "text", "bbox": { "l": 56.16, "t": 227.76, "r": 208.32, "b": 216.72 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 39, "text_span": 10, "bbox_estimated": true } }, { "id": "p28.17.4", "order": 104, "type": "text", "bbox": { "l": 56.16, "t": 227.76, "r": 208.32, "b": 216.72 }, "text": "₈", "attrs": { "inline": true, "text_offset": 50, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p28.18", "order": 105, "type": "formula", "bbox": { "l": 152.4, "t": 207.6, "r": 456.48, "b": 118.08 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: bis-tetrahydrofuran core with hydroxyls at C10, C15, C24, C29 and a butenol…", "source": "vision" } }, { "id": "p28.19", "order": 106, "type": "table", "bbox": { "l": 153.6, "t": 154.8, "r": 389.04, "b": 119.28 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 7, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p28.19.1", "order": 107, "type": "table_cell", "bbox": { "l": 153.6, "t": 154.8, "r": 187.2343, "b": 142.96 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.2", "order": 108, "type": "table_cell", "bbox": { "l": 187.2343, "t": 154.8, "r": 220.8686, "b": 142.96 }, "text": "10", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.3", "order": 109, "type": "table_cell", "bbox": { "l": 220.8686, "t": 154.8, "r": 254.5029, "b": 142.96 }, "text": "15", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.4", "order": 110, "type": "table_cell", "bbox": { "l": 254.5029, "t": 154.8, "r": 288.1371, "b": 142.96 }, "text": "16", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.5", "order": 111, "type": "table_cell", "bbox": { "l": 288.1371, "t": 154.8, "r": 321.7714, "b": 142.96 }, "text": "23", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.6", "order": 112, "type": "table_cell", "bbox": { "l": 321.7714, "t": 154.8, "r": 355.4057, "b": 142.96 }, "text": "24", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.7", "order": 113, "type": "table_cell", "bbox": { "l": 355.4057, "t": 154.8, "r": 389.04, "b": 142.96 }, "text": "29", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p28.19.8", "order": 114, "type": "table_cell", "bbox": { "l": 153.6, "t": 142.96, "r": 187.2343, "b": 131.12 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.9", "order": 115, "type": "table_cell", "bbox": { "l": 187.2343, "t": 142.96, "r": 220.8686, "b": 131.12 }, "text": "3.58 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.10", "order": 116, "type": "table_cell", "bbox": { "l": 220.8686, "t": 142.96, "r": 254.5029, "b": 131.12 }, "text": "3.40 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.11", "order": 117, "type": "table_cell", "bbox": { "l": 254.5029, "t": 142.96, "r": 288.1371, "b": 131.12 }, "text": "3.83 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.12", "order": 118, "type": "table_cell", "bbox": { "l": 288.1371, "t": 142.96, "r": 321.7714, "b": 131.12 }, "text": "3.93 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.13", "order": 119, "type": "table_cell", "bbox": { "l": 321.7714, "t": 142.96, "r": 355.4057, "b": 131.12 }, "text": "3.85 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.14", "order": 120, "type": "table_cell", "bbox": { "l": 355.4057, "t": 142.96, "r": 389.04, "b": 131.12 }, "text": "3.58 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.15", "order": 121, "type": "table_cell", "bbox": { "l": 153.6, "t": 131.12, "r": 187.2343, "b": 119.28 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.16", "order": 122, "type": "table_cell", "bbox": { "l": 187.2343, "t": 131.12, "r": 220.8686, "b": 119.28 }, "text": "71.8", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.17", "order": 123, "type": "table_cell", "bbox": { "l": 220.8686, "t": 131.12, "r": 254.5029, "b": 119.28 }, "text": "74.0", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.18", "order": 124, "type": "table_cell", "bbox": { "l": 254.5029, "t": 131.12, "r": 288.1371, "b": 119.28 }, "text": "83.2", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.19", "order": 125, "type": "table_cell", "bbox": { "l": 288.1371, "t": 131.12, "r": 321.7714, "b": 119.28 }, "text": "82.8", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.20", "order": 126, "type": "table_cell", "bbox": { "l": 321.7714, "t": 131.12, "r": 355.4057, "b": 119.28 }, "text": "71.5", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p28.19.21", "order": 127, "type": "table_cell", "bbox": { "l": 355.4057, "t": 131.12, "r": 389.04, "b": 119.28 }, "text": "71.8", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p28.20", "order": 128, "type": "footnote", "bbox": { "l": 57.12, "t": 113.52, "r": 553.44, "b": 58.32 }, "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.", "attrs": { "block_label": "vision_footnote" } } ], "excluded_furniture": { "first": [], "last": [] } }