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研究生: 湛琇惠
Chan, Hsiu-Hui
論文名稱: 早田氏蛇根草之成分研究
The Constituents of Ophiorrhiza hayatana Ohwi
指導教授: 吳天賞
Wu, Tian-Shung
學位類別: 碩士
Master
系所名稱: 理學院 - 化學系
Department of Chemistry
論文出版年: 2005
畢業學年度: 93
語文別: 中文
論文頁數: 129
中文關鍵詞: 蒽醌早田氏蛇根草生物鹼
外文關鍵詞: Ophiorrhiza hayatana Ohwi, camptothecin, alkaloids
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  • 由早田氏蛇根草分離出54個化合物,經由光譜分析、化學方法及文獻比對後鑑定出40個化合物的構造,分別為alkaloids 15個: harman (1)、norharman (2)、6-hydroxyharmane (3)、pumiloside (7)、strictosamide (24)、lyalosidic acid (30)、strictosidinic acid (32)、9H-b-carboline-1-carboxylic acid (81)、1-methoxycarbonyl--
    carboline (82)、ophiohayatine-A (83)、1-methyl-9-carboline-3-carboxylic acid (84)、maxonine (85)、lyaloside (86)、desoxycordifolinic acid (87)、vincoside (88);anthraquinones 8個:rubiadin (43)、ophiohayatone-C (89)、rubiadin-3-O-b-primeveroside (90)、ophiohayatone-D (91)、2-hydroxymethyl-3-methoxyanthraquinone (92)、ophiohayatone-A (93)、ophiohayatone-B (94)、1-hydroxy-2-hydroxymethyl-anthraquinone-3-O-b-glucoside (95);benzenoids 8個:methyl p-hydroxycinnamate (98)、methyl apraben (99)、vanillin (100)、ophiorridin-C (101)、p-hydroxybenzaldehyde (102)、ophiorridin-A (103)、nonadecyl ferulate (105)、ophiorridin-B (104):coumarins 2個:scopoletin (96)、umbelliferone (97);chlorophylls 4個:132-hydroxy-(132-R)-phaeophytin-a (106)、aristophyll-c (107)、methyl (10S)-hydroxypheophorbide-a (108)、132-hydroxy-(132-S)-phaeophytin-a (109)及其他ursolic acid (73)、adenine (110)、nicotinamide (111)等3個,其中 (91)、(93)、(94)、(103) 為新發現之化合物;(83)、(89)、(101)、(104)為天然首次分離得到之新化合物。

    A series of chromatographic separation has led to the isolation of fifty-four compounds from the methanol extract of Ophiorrhiza hayatana Ohwi. Among these isolates, forty compounds were characterized by comprehensive analyses of their 1D and 2D NMR and mass spectral data, and some of them were also supported by chemical transformation studies. They include fifteen alkaloids, namely harman (1), norharman (2), 6-hydroxyharmane (3), pumiloside (7), strictosamide (24), lyalosidic acid (30), strictosidinic acid (32), 9H-b-carboline-1-carboxylic acid (81), 1-methoxycarbonyl-b-
    carboline (82), ophiohayatine-A (83), 1-methyl-9-carboline-3-carboxylic acid (84), maxonine (85), lyaloside (86), desoxycordifolinic acid (87), vincoside (88), eight anthraquinones namely rubiadin (43) , ophiohayatone-C (89), rubiadin-3-O-b-primeveroside (90), ophiohayatone-D (91), 2-hydroxymethyl-3-methoxyanthraquinone (92), ophiohayatone-A (93), ophiohayatone-B (94), 1-hydroxy-2-hydroxymethyl-anthraquinone-3-O-b-glucoside (95), eight benzenoids, namely methyl
    p-hydroxycinnamate (98), methyl apraben (99), vanillin (100), ophiorridin-C (101), p-hydroxybenzaldehyde (102), ophiorridin-A (103), nonadecyl ferulate (105), ophiorridin-B (104), two coumarins, namely scopoletin (96), umbelliferone (97), four chlorophylls, namely 132-hydroxy-(132-R)-phaeophytin-a (106), aristophyll-c (107), methyl (10S)-hydroxypheophorbide-a (108), 132-hydroxy-(132-S)-phaeophytin-a (109), and three miscellaneous compounds, ursolic acid (73), adenine (110), nicotinamide (111). Among them, three compounds (91), (93), (94), (103) were new compounds, and (83), (89), (101), (104) were reported for the first time from the natural sources.

    Abstract 中文摘要 第一章 緒論 第一節 研究動機 第二節 植物型態 第二章 蛇根草屬植物之研究概況 第一節 蛇根草屬植物之藥理研究回顧 第二節 蛇根草屬植物之成分研究回顧 第三章 早田氏蛇根草萃取與分離 第四章 成分之構造研究 第一節Ophiohayatone-A (93)之構造研究 第二節Ophiohayatone-B (94)之構造研究 第三節Ophiohayatone-C (89)之構造研究 第四節Ophiohayatone-D (91)之構造研究 第五節 Rubiadin-3-O--primeveroside (90)之構造研究 第六節Lyaloside (86)之構造研究 第七節Strictosidic acid (32)之構造研究 第八節Vincoside (88)之構造研究 第九節 Maxonine (85)之構造研究 第十節 1-Methyl-9H-carboline-3-carboxylic acid (84)之構造研究 第十一節 6-Hydroxyharmane(3)之構造研究 第十二節 Ophiohayatine-A (83)之構造研究 第十三節 Ophiorridin-A (103)之構造研究 第十四節 Ophiorridin-B (104)之構造研究 第十五節 Ophiorridin-C (101)之構造研究 第十六節 其他化合物之構造決定 第五章 結論 第六章 實驗部分 第一節 本實驗所使用之儀器和藥品 第二節 植物之採集與鑑定 第三節 早田氏蛇根草之萃取與分離 第四節 Ophiohayatone-D (91)之水解反應 第五節 Strictosidic acid (32)之甲酯化反應 光譜數據 參考文獻

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