{ "document_id": 13701, "page": 22, "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": 135, "counts_by_type": { "figure": 1, "formula": 11, "header": 5, "table": 3, "table_cell": 91, "text": 24 }, "build_ms": 31, "items": [ { "id": "p22.1", "order": 1, "type": "header", "bbox": { "l": 53.76, "t": 765.84, "r": 112.32, "b": 756 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p22.2", "order": 2, "type": "header", "bbox": { "l": 349.92, "t": 766.08, "r": 540.72, "b": 756 }, "text": "Journal of Natural Products, 1999, Vol. 62, No. 3", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p22.3", "order": 3, "type": "header", "bbox": { "l": 53.76, "t": 746.16, "r": 142.8, "b": 736.08 }, "text": "Table 4. (Continued)", "attrs": { "block_label": "figure_title" }, "level": 2 }, { "id": "p22.4", "order": 4, "type": "header", "bbox": { "l": 237.12, "t": 732.48, "r": 374.16, "b": 722.4 }, "text": "Mono-THF Acetogenins (Continued)", "attrs": { "block_label": "figure_title" }, "level": 2 }, { "id": "p22.5", "order": 5, "type": "header", "bbox": { "l": 542.88, "t": 765.6, "r": 559.2, "b": 756.96 }, "text": "525", "attrs": { "block_label": "number" }, "level": 2 }, { "id": "p22.6", "order": 6, "type": "text", "bbox": { "l": 66.48, "t": 720.96, "r": 236.16, "b": 710.4 }, "text": "65. annopentocin B[p22.6.1] (C [p22.6.2]H [p22.6.3]O[p22.6.4], MW612)", "children": [ { "id": "p22.6.1", "order": 7, "type": "text", "bbox": { "l": 66.48, "t": 720.96, "r": 236.16, "b": 710.4 }, "text": "¹¹⁶", "attrs": { "inline": true, "text_offset": 18, "text_span": 9, "bbox_estimated": true } }, { "id": "p22.6.2", "order": 8, "type": "text", "bbox": { "l": 66.48, "t": 720.96, "r": 236.16, "b": 710.4 }, "text": "₃₅", "attrs": { "inline": true, "text_offset": 31, "text_span": 9, "bbox_estimated": true } }, { "id": "p22.6.3", "order": 9, "type": "text", "bbox": { "l": 66.48, "t": 720.96, "r": 236.16, "b": 710.4 }, "text": "₆₄", "attrs": { "inline": true, "text_offset": 42, "text_span": 9, "bbox_estimated": true } }, { "id": "p22.6.4", "order": 10, "type": "text", "bbox": { "l": 66.48, "t": 720.96, "r": 236.16, "b": 710.4 }, "text": "₈", "attrs": { "inline": true, "text_offset": 52, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p22.7", "order": 11, "type": "figure", "bbox": { "l": 156.96, "t": 711.84, "r": 452.88, "b": 613.92 }, "text": "", "attrs": { "block_label": "image" }, "children": [ { "id": "p22.7.1", "order": 12, "type": "text", "bbox": { "l": 157.68, "t": 650.88, "r": 392.64, "b": 614.64 }, "text": "Position 10 12 15 16 19 20\n[p22.7.1.1] ([p22.7.1.2]) 3.80 m 4.18 m 3.90 m 3.47 m 3.41 m 3.41 m\n[p22.7.1.3] ([p22.7.1.4]) 71.6 80.0 82.4 73.9 74.3 74.6", "children": [ { "id": "p22.7.1.1", "order": 13, "type": "text", "bbox": { "l": 157.68, "t": 650.88, "r": 392.64, "b": 614.64 }, "text": "¹H", "attrs": { "inline": true, "text_offset": 27, "text_span": 11, "bbox_estimated": true } }, { "id": "p22.7.1.2", "order": 14, "type": "text", "bbox": { "l": 157.68, "t": 650.88, "r": 392.64, "b": 614.64 }, "text": "δ", "attrs": { "inline": true, "text_offset": 40, "text_span": 11, "bbox_estimated": true } }, { "id": "p22.7.1.3", "order": 15, "type": "formula", "bbox": { "l": 157.68, "t": 650.88, "r": 392.64, "b": 614.64 }, "text": "\\begin{array}{lllllll}\\text{Position} & 10 & 12 & 15 & 16 & 19 & 20 \\\\ {}^{1}\\text{H}\\ (\\delta) & 3.80\\ \\text{m} & 4.18\\ \\text{m} & 3.90\\ \\text{m} & 3.47\\ \\text{m} & 3.41\\ \\text{m} & 3.41\\ \\text{m} \\\\ {}^{13}\\text{C}\\ (\\delta) & 71.6 & 80.0 & 82.4 & 73.9 & 74.3 & 74.6\\end{array}", "attrs": { "latex": "\\begin{array}{lllllll}\\text{Position} & 10 & 12 & 15 & 16 & 19 & 20 \\\\ {}^{1}\\text{H}\\ (\\delta) & 3.80\\ \\text{m} & 4.18\\ \\text{m} & 3.90\\ \\text{m} & 3.47\\ \\text{m} & 3.41\\ \\text{m} & 3.41\\ \\text{m} \\\\ {}^{13}\\text{C}\\ (\\delta) & 71.6 & 80.0 & 82.4 & 73.9 & 74.3 & 74.6\\end{array}", "inline": true, "text_offset": 95, "text_span": 11, "bbox_estimated": true, "alt": "begin array lllllll Position & 10 & 12 & 15 & 16 & 19 & 20 to the power of 1 H of delta & 3.80 m & 4.18 m & 3.90 m & 3.47 m & 3.41 m & 3.41 m to the power of 13 C of delta & 71.6 & 80.0 & 82.4 & 73.9 & 74.3 & 74.6 end array", "notation": "latex", "mathml": "Position1012151619201H (δ)3.80 m4.18 m3.90 m3.47 m3.41 m3.41 m13C (δ)71.680.082.473.974.374.6" } }, { "id": "p22.7.1.4", "order": 16, "type": "text", "bbox": { "l": 157.68, "t": 650.88, "r": 392.64, "b": 614.64 }, "text": "δ", "attrs": { "inline": true, "text_offset": 108, "text_span": 11, "bbox_estimated": true } } ] } ] }, { "id": "p22.8", "order": 17, "type": "text", "bbox": { "l": 68.16, "t": 612.96, "r": 531.6, "b": 559.2 }, "text": "White oil. [α]D: +15° (c 1O, CHCl₃). UV (λmax, MeOH, nm): 214 (ε 9800). IR (νmax, film, cm⁻¹): 3400, 2935, 2845, 1749, 1465. 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 1.1 × 10¹, A-549 ED₅₀ 2.7 × 10⁻², MCF-7 ED₅₀ 3.6, HT-29 ED₅₀ 1.6, A-498 ED₅₀ 3.8 × 10⁻¹, PC-3 ED₅₀ 2.1 × 10⁻¹, PACA-2 ED₅₀ 1.6 × 10⁻¹. Source: Annona muricata, leaves." }, { "id": "p22.9", "order": 18, "type": "text", "bbox": { "l": 70.32, "t": 565.92, "r": 229.68, "b": 554.4 }, "text": "66. annopentocin[p22.9.1] ([p22.9.2], MW61)", "children": [ { "id": "p22.9.1", "order": 19, "type": "formula", "bbox": { "l": 70.32, "t": 565.92, "r": 229.68, "b": 554.4 }, "text": "C¹¹⁶", "attrs": { "latex": "C^{116}", "inline": true, "text_offset": 16, "text_span": 9, "bbox_estimated": true, "alt": "C to the power of 116", "mathml": "C116" } }, { "id": "p22.9.2", "order": 20, "type": "formula", "bbox": { "l": 70.32, "t": 565.92, "r": 229.68, "b": 554.4 }, "text": "C₃₅H₆₄O₈", "attrs": { "latex": "C_{35}H_{64}O_{8}", "inline": true, "text_offset": 27, "text_span": 9, "bbox_estimated": true, "alt": "C sub 35 H sub 64 O sub 8", "mathml": "C35H64O8" } } ] }, { "id": "p22.10", "order": 21, "type": "formula", "bbox": { "l": 158.64, "t": 549.6, "r": 452.64, "b": 504.96 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin-type bis-hydroxylated butenolide with a tetrahydrofuran ring and a long alky…", "source": "vision" } }, { "id": "p22.11", "order": 22, "type": "table", "bbox": { "l": 157.44, "t": 494.4, "r": 391.2, "b": 459.6 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 7, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p22.11.1", "order": 23, "type": "table_cell", "bbox": { "l": 157.44, "t": 494.4, "r": 190.8343, "b": 482.8 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.2", "order": 24, "type": "table_cell", "bbox": { "l": 190.8343, "t": 494.4, "r": 224.2286, "b": 482.8 }, "text": "10", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.3", "order": 25, "type": "table_cell", "bbox": { "l": 224.2286, "t": 494.4, "r": 257.6229, "b": 482.8 }, "text": "12", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.4", "order": 26, "type": "table_cell", "bbox": { "l": 257.6229, "t": 494.4, "r": 291.0171, "b": 482.8 }, "text": "15", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.5", "order": 27, "type": "table_cell", "bbox": { "l": 291.0171, "t": 494.4, "r": 324.4114, "b": 482.8 }, "text": "16", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.6", "order": 28, "type": "table_cell", "bbox": { "l": 324.4114, "t": 494.4, "r": 357.8057, "b": 482.8 }, "text": "19", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.7", "order": 29, "type": "table_cell", "bbox": { "l": 357.8057, "t": 494.4, "r": 391.2, "b": 482.8 }, "text": "20", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.11.8", "order": 30, "type": "table_cell", "bbox": { "l": 157.44, "t": 482.8, "r": 190.8343, "b": 471.2 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.9", "order": 31, "type": "table_cell", "bbox": { "l": 190.8343, "t": 482.8, "r": 224.2286, "b": 471.2 }, "text": "3.80 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.10", "order": 32, "type": "table_cell", "bbox": { "l": 224.2286, "t": 482.8, "r": 257.6229, "b": 471.2 }, "text": "4.18 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.11", "order": 33, "type": "table_cell", "bbox": { "l": 257.6229, "t": 482.8, "r": 291.0171, "b": 471.2 }, "text": "3.92 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.12", "order": 34, "type": "table_cell", "bbox": { "l": 291.0171, "t": 482.8, "r": 324.4114, "b": 471.2 }, "text": "3.48 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.13", "order": 35, "type": "table_cell", "bbox": { "l": 324.4114, "t": 482.8, "r": 357.8057, "b": 471.2 }, "text": "3.58 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.14", "order": 36, "type": "table_cell", "bbox": { "l": 357.8057, "t": 482.8, "r": 391.2, "b": 471.2 }, "text": "3.62 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.15", "order": 37, "type": "table_cell", "bbox": { "l": 157.44, "t": 471.2, "r": 190.8343, "b": 459.6 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.16", "order": 38, "type": "table_cell", "bbox": { "l": 190.8343, "t": 471.2, "r": 224.2286, "b": 459.6 }, "text": "71.7", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.17", "order": 39, "type": "table_cell", "bbox": { "l": 224.2286, "t": 471.2, "r": 257.6229, "b": 459.6 }, "text": "80.0", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.18", "order": 40, "type": "table_cell", "bbox": { "l": 257.6229, "t": 471.2, "r": 291.0171, "b": 459.6 }, "text": "82.4", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.19", "order": 41, "type": "table_cell", "bbox": { "l": 291.0171, "t": 471.2, "r": 324.4114, "b": 459.6 }, "text": "73.8", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.20", "order": 42, "type": "table_cell", "bbox": { "l": 324.4114, "t": 471.2, "r": 357.8057, "b": 459.6 }, "text": "74.6", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p22.11.21", "order": 43, "type": "table_cell", "bbox": { "l": 357.8057, "t": 471.2, "r": 391.2, "b": 459.6 }, "text": "74.8", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p22.12", "order": 44, "type": "text", "bbox": { "l": 68.4, "t": 458.16, "r": 522, "b": 407.04 }, "text": "White oil. [α]D: +9° (c 11, CHCl₃). UV (λmax, MeOH, nm): 214 (ε 9750). IR (νmax, film, cm⁻¹): 3410, 2930, 2835, 1741, 1455. 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 1.4 × 10¹, A-549 ED₅₀ 21 × 10⁻², MCF-7 ED₅₀ 3.0 × 10⁻¹, HT-29 ED₅₀ 1.2, A-498 ED₅₀ 2.6 × 10⁻¹, PC-3 ED₅₀ 2.3 × 10⁻¹, PAC-2 ED₅₀ 4.3 × 10⁻¹." }, { "id": "p22.13", "order": 45, "type": "text", "bbox": { "l": 67.92, "t": 401.04, "r": 374.16, "b": 391.44 }, "text": "annomuricin-D-one[p22.13.1] (reported as a cis and trans mixture) ([p22.13.2], MW612)", "children": [ { "id": "p22.13.1", "order": 46, "type": "formula", "bbox": { "l": 67.92, "t": 401.04, "r": 374.16, "b": 391.44 }, "text": "¹¹⁶", "attrs": { "latex": "^{116}", "inline": true, "text_offset": 17, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 116", "mathml": "116" } }, { "id": "p22.13.2", "order": 47, "type": "formula", "bbox": { "l": 67.92, "t": 401.04, "r": 374.16, "b": 391.44 }, "text": "C₃₅H₆₄O₈", "attrs": { "latex": "C_{35}H_{64}O_{8}", "inline": true, "text_offset": 67, "text_span": 10, "bbox_estimated": true, "alt": "C sub 35 H sub 64 O sub 8", "mathml": "C35H64O8" } } ] }, { "id": "p22.14", "order": 48, "type": "formula", "bbox": { "l": 155.52, "t": 386.64, "r": 454.56, "b": 340.8 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of a polyketide macrolactone-like natural product with a THF ring, several hydroxyls, a lactone, and a te…", "source": "vision" } }, { "id": "p22.15", "order": 49, "type": "text", "bbox": { "l": 67.68, "t": 337.44, "r": 198, "b": 328.32 }, "text": "67. (2,4-cis)-annomuricin-D-one" }, { "id": "p22.16", "order": 50, "type": "table", "bbox": { "l": 70.32, "t": 326.4, "r": 424.08, "b": 224.931959 }, "text": "", "attrs": { "block_label": "table", "n_rows": 7, "n_cols": 8, "integrity": { "cells_checked": 43, "cells_flagged": 42, "flags": [ { "row": 0, "col": 1, "coverage": 0, "text": "Position" }, { "row": 0, "col": 2, "coverage": 0, "text": "10" }, { "row": 0, "col": 3, "coverage": 0, "text": "11" }, { "row": 0, "col": 5, "coverage": 0, "text": "16" }, { "row": 0, "col": 6, "coverage": 0, "text": "19" }, { "row": 0, "col": 7, "coverage": 0, "text": "20" }, { "row": 1, "col": 1, "coverage": 0, "text": "¹H ( δ)" }, { "row": 1, "col": 2, "coverage": 0, "text": "3.45 m" }, { "row": 1, "col": 3, "coverage": 0, "text": "3.45 m" }, { "row": 1, "col": 4, "coverage": 0, "text": "3.41 m" }, { "row": 1, "col": 5, "coverage": 0, "text": "3.80 m" }, { "row": 1, "col": 6, "coverage": 0, "text": "3.80 m" } ] } }, "children": [ { "id": "p22.16.1", "order": 51, "type": "table_cell", "bbox": { "l": 70.32, "t": 326.4, "r": 114.54, "b": 313.6114 }, "text": "", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.2", "order": 52, "type": "table_cell", "bbox": { "l": 114.54, "t": 326.4, "r": 158.76, "b": 313.6114 }, "text": "Position", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.16.3", "order": 53, "type": "table_cell", "bbox": { "l": 158.76, "t": 326.4, "r": 202.98, "b": 313.6114 }, "text": "10", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.16.4", "order": 54, "type": "table_cell", "bbox": { "l": 202.98, "t": 326.4, "r": 247.2, "b": 313.6114 }, "text": "11", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.16.5", "order": 55, "type": "table_cell", "bbox": { "l": 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59, "type": "table_cell", "bbox": { "l": 70.32, "t": 313.6114, "r": 114.54, "b": 300.8229 }, "text": "", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.10", "order": 60, "type": "table_cell", "bbox": { "l": 114.54, "t": 313.6114, "r": 158.76, "b": 300.8229 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.11", "order": 61, "type": "table_cell", "bbox": { "l": 158.76, "t": 313.6114, "r": 202.98, "b": 300.8229 }, "text": "3.45 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.12", "order": 62, "type": "table_cell", "bbox": { "l": 202.98, "t": 313.6114, "r": 247.2, "b": 300.8229 }, "text": "3.45 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.13", "order": 63, "type": "table_cell", "bbox": { "l": 247.2, "t": 313.6114, "r": 291.42, "b": 300.8229 }, "text": "3.41 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": 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"r": 158.76, "b": 249.6686 }, "text": "¹H ( δ)", "attrs": { "row": 5, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.36", "order": 86, "type": "table_cell", "bbox": { "l": 158.76, "t": 262.4571, "r": 202.98, "b": 249.6686 }, "text": "3.45 m", "attrs": { "row": 5, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.37", "order": 87, "type": "table_cell", "bbox": { "l": 202.98, "t": 262.4571, "r": 247.2, "b": 249.6686 }, "text": "3.45 m", "attrs": { "row": 5, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.38", "order": 88, "type": "table_cell", "bbox": { "l": 247.2, "t": 262.4571, "r": 291.42, "b": 249.6686 }, "text": "3.41 m", "attrs": { "row": 5, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.39", "order": 89, "type": "table_cell", "bbox": { "l": 291.42, "t": 262.4571, "r": 335.64, "b": 249.6686 }, "text": "3.80 m", "attrs": { "row": 5, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.40", "order": 90, "type": "table_cell", "bbox": { "l": 335.64, "t": 262.4571, "r": 379.86, "b": 249.6686 }, "text": "3.80 m", "attrs": { "row": 5, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.41", "order": 91, "type": "table_cell", "bbox": { "l": 379.86, "t": 262.4571, "r": 424.08, "b": 249.6686 }, "text": "3.41 m", "attrs": { "row": 5, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.42", "order": 92, "type": "table_cell", "bbox": { "l": 70.32, "t": 249.6686, "r": 114.54, "b": 236.88 }, "text": "", "attrs": { "row": 6, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.43", "order": 93, "type": "table_cell", "bbox": { "l": 114.54, "t": 249.6686, "r": 158.76, "b": 236.88 }, "text": "¹³C ( δ)", "attrs": { "row": 6, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.44", "order": 94, "type": "table_cell", "bbox": { "l": 158.76, "t": 249.6686, "r": 202.98, "b": 236.88 }, "text": "73.9", "attrs": { "row": 6, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.45", "order": 95, "type": "table_cell", "bbox": { "l": 202.98, "t": 249.6686, "r": 247.2, "b": 236.88 }, "text": "74.3", "attrs": { "row": 6, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.46", "order": 96, "type": "table_cell", "bbox": { "l": 247.2, "t": 249.6686, "r": 291.42, "b": 236.88 }, "text": "74.4", "attrs": { "row": 6, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.47", "order": 97, "type": "table_cell", "bbox": { "l": 291.42, "t": 249.6686, "r": 335.64, "b": 236.88 }, "text": "82.5", "attrs": { "row": 6, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.48", "order": 98, "type": "table_cell", "bbox": { "l": 335.64, "t": 249.6686, "r": 379.86, "b": 236.88 }, "text": "82.7", "attrs": { "row": 6, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p22.16.49", "order": 99, "type": "table_cell", "bbox": { "l": 379.86, "t": 249.6686, "r": 424.08, "b": 236.88 }, "text": "74.5", "attrs": { "row": 6, "col": 7, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p22.17", "order": 100, "type": "text", "bbox": { "l": 68.64, "t": 236.64, "r": 539.28, "b": 188.16 }, "text": "White powder.[p22.17.1]: +15° (c 1Q, CHCl_{3}). UV ([p22.17.2], MeOH, nm): 205 (ε 7750). IR ([p22.17.3], film, cm^{-1}): 3425, 2925, 2835, 1765, 1715, 1455, 1367. MS: EIMS (TMS) m/z 629,587, 559, 539,497, 469, 449, 407, 379, 359, 341, 317, 313, 289, 271, 251, 223, 181. NMR: [p22.17.4]H NMR (500MHz, CDCl_{3}), {}^{13}C NMR (125 MHz, CDCl_{3}). Derivatives: per-MTPA esters (^{1}H NMR), formal acetal (^{1}H NMR), TMS (EIMS). Biological activities: BST LC_{50} 4.8, A-549 ED_{50}<1O^{-2}, MCF-7 ED_{50} 6.1 × 10^{-1}, HT-29 ED_{50}<1O^{-2}, A-498 ED_{50} 1.2 × 10^{-1}, PC-3 ED_{50} 1.3, PACA-2 ED_{50}<1O^{-2}. 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"r": 225.12, "b": 179.76 }, "text": "₈", "attrs": { "inline": true, "text_offset": 52, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p22.19", "order": 110, "type": "formula", "bbox": { "l": 155.04, "t": 176.16, "r": 456.48, "b": 130.56 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin with a butenolide, a trans-tetrahydrofuran ring, hydroxyl and acetoxy groups…", "source": "vision" } }, { "id": "p22.20", "order": 111, "type": "table", "bbox": { "l": 153.84, "t": 119.76, "r": 388.56, "b": 68.48462199999994 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 7, "integrity": { "cells_checked": 20, "cells_flagged": 19, "flags": [ { "row": 0, "col": 0, "coverage": 0, "text": "Position" }, { "row": 0, "col": 1, "coverage": 0, "text": "5" }, { "row": 0, "col": 3, "coverage": 0, "text": "17" }, { "row": 0, "col": 4, "coverage": 0, "text": "18" }, { "row": 0, "col": 5, "coverage": 0, "text": "21" }, { 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118, "type": "table_cell", "bbox": { "l": 355.0286, "t": 119.76, "r": 388.56, "b": 108 }, "text": "22", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p22.20.8", "order": 119, "type": "table_cell", "bbox": { "l": 153.84, "t": 108, "r": 187.3714, "b": 96.24 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.9", "order": 120, "type": "table_cell", "bbox": { "l": 187.3714, "t": 108, "r": 220.9029, "b": 96.24 }, "text": "-", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.10", "order": 121, "type": "table_cell", "bbox": { "l": 220.9029, "t": 108, "r": 254.4343, "b": 96.24 }, "text": "3.42 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.11", "order": 122, "type": "table_cell", "bbox": { "l": 254.4343, "t": 108, "r": 287.9657, "b": 96.24 }, "text": "5.10 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.12", "order": 123, "type": "table_cell", "bbox": { "l": 287.9657, "t": 108, "r": 321.4971, "b": 96.24 }, "text": "3.83 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.13", "order": 124, "type": "table_cell", "bbox": { "l": 321.4971, "t": 108, "r": 355.0286, "b": 96.24 }, "text": "3.83 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.14", "order": 125, "type": "table_cell", "bbox": { "l": 355.0286, "t": 108, "r": 388.56, "b": 96.24 }, "text": "3.39 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.15", "order": 126, "type": "table_cell", "bbox": { "l": 153.84, "t": 96.24, "r": 187.3714, "b": 84.48 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.16", "order": 127, "type": "table_cell", "bbox": { "l": 187.3714, "t": 96.24, "r": 220.9029, "b": 84.48 }, "text": "209.3", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.17", "order": 128, "type": "table_cell", "bbox": { "l": 220.9029, "t": 96.24, "r": 254.4343, "b": 84.48 }, "text": "70.1", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.18", "order": 129, "type": "table_cell", "bbox": { "l": 254.4343, "t": 96.24, "r": 287.9657, "b": 84.48 }, "text": "71.7", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.19", "order": 130, "type": "table_cell", "bbox": { "l": 287.9657, "t": 96.24, "r": 321.4971, "b": 84.48 }, "text": "82.8", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.20", "order": 131, "type": "table_cell", "bbox": { "l": 321.4971, "t": 96.24, "r": 355.0286, "b": 84.48 }, "text": "82.9", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p22.20.21", "order": 132, "type": "table_cell", "bbox": { "l": 355.0286, "t": 96.24, "r": 388.56, "b": 84.48 }, "text": "74.1", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p22.21", "order": 133, "type": "text", "bbox": { "l": 68.64, "t": 80.4, "r": 522.48, "b": 51.84 }, "text": "Wäxy solid. Mp: 42–44 °C.[p22.21.1]: +15° (c O.O.G, CHCl_{3}). IR ([p22.21.2], film, cm^{-1}): 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS (TMS) m/z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: ^{1}H NMR (500 MHz, CDCl_{3}), ^{13}C NMR (125 MHz, CDCl_{3}). Derivatives: TMS (EIMS). Source: Uvaria boniana, bark.", "children": [ { "id": "p22.21.1", "order": 134, "type": "formula", "bbox": { "l": 68.64, "t": 80.4, "r": 522.48, "b": 51.84 }, "text": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06,\\ \\text{CHCl}_3\\text{). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): } 3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) } m/z\\ 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}", "attrs": { "latex": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06,\\ \\text{CHCl}_3\\text{). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): } 3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) } m/z\\ 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\ \\text{NMR: }{}^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}", "inline": true, "text_offset": 25, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "Waxy solid. Mp: 42 – 44, to the power of o C. alpha sub D : plus 15 to the power of circ of c, 0.06, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS of TMS m over z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: TMS of EIMS . Source: textit Uvaria boniana, bark.", "mathml": "Waxy solid. Mp: 42–44oC. [α]D: +15∘ (c0.06, CHCl3). IR (νmax, film, cm−1): 3470,2925,2825,1755,1740,1720,1661.MS: EIMS (TMS) m/z 604,586,568,465,405,395,387,335,317,309,291,269,251,199,181,153,125. NMR: 1H NMR (500 MHz, CDCl3), 13C NMR (125 MHz, CDCl3). Derivatives: TMS (EIMS). Source: Uvaria boniana, bark." } }, { "id": "p22.21.2", "order": 135, "type": "formula", "bbox": { "l": 68.64, "t": 80.4, "r": 522.48, "b": 51.84 }, "text": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06\\text{, CHCl}_3\\text{). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): }3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) }m/z\\text{ }604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\text{ NMR: }^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}", "attrs": { "latex": "\\text{Waxy solid. Mp: } 42\\text{–}44\\,^{o}\\text{C. } [\\alpha]_{D}\\text{: } +15^{\\circ}\\text{ (}c\\,0.06\\text{, CHCl}_3\\text{). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): }3470, 2925, 2825, 1755, 1740, 1720, 1661.\\\\ \\text{MS: EIMS (TMS) }m/z\\text{ }604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125.\\text{ NMR: }^{1}\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: TMS (EIMS). Source: }\\textit{Uvaria boniana}\\text{, bark.}", "inline": true, "text_offset": 67, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "Waxy solid. Mp: 42 – 44, to the power of o C. alpha sub D : plus 15 to the power of circ of c, 0.06, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3470, 2925, 2825, 1755, 1740, 1720, 1661. MS: EIMS of TMS m over z 604, 586, 568, 465, 405, 395, 387, 335, 317, 309, 291, 269, 251, 199, 181, 153, 125. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: TMS of EIMS . Source: textit Uvaria boniana, bark.", "mathml": "Waxy solid. Mp: 42–44oC. [α]D: +15∘ (c0.06, CHCl3). IR (νmax, film, cm−1): 3470,2925,2825,1755,1740,1720,1661.MS: EIMS (TMS) m/z 604,586,568,465,405,395,387,335,317,309,291,269,251,199,181,153,125. NMR: 1H NMR (500 MHz, CDCl3), 13C NMR (125 MHz, CDCl3). Derivatives: TMS (EIMS). Source: Uvaria boniana, bark." } } ] } ], "excluded_furniture": { "first": [], "last": [] } }