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研究生: 沈德鍚
Shen, De-Yang
論文名稱: 穿心蓮屬植物刺毛穿心蓮之成分研究
The constituents of Andrographis echioides Nees
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: 2006
畢業學年度: 94
語文別: 中文
論文頁數: 139
中文關鍵詞: 穿心蓮印度
外文關鍵詞: paniculata, andrographis, echioides
相關次數: 點閱:64下載:3
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  • 由印度Rao教授提供之A. echioides全草甲醇粗抽物704g,以氯仿與水進行多次分配萃取,得到氯仿層及水層。各分劃層利用管柱層析、薄層層析及再結晶等方法分離純化。目前共分離得到41個化合物,其中41個經光譜分析,確定其化學結構分別為:flavonoids:pinostrobin、dihydroechioidinin、(2R)-andro- gechoside-B、tectochrysin、7,8-dimethoxy-5-hydroxyflavone、5,7,8-trimethoxy- flavone、5,7-dimethoxyflavone、5,7,2′-trimethoxyflavone、echioidinin、echioidinin 5-O-β-D-glucopyranoside、skullcapflavone I 2′-O-β-D- glucopyranoside、tectochrysin 5-glucoside、skullcapflavone I 2′-methyl ether、negletein 6-O-β-D-glucopyranoside、echioidin、androgechoside-A、androechin、andrographidine C、andrographidine E、 skullcapflavone I等20個化合物;benzenoids:4-hydroxy- 3-methoxy-trans-cinnamic acid methyl ester、4-hydroxybenzaldehyde、4-hydroxy- trans-cinnamic acid methyl ester、methyl salicylate glucoside、o-coumaric acid、androechioside A、androechioside B、androechioside C、androechioside D、2, 6-dihydroxybenzoic acid 等10個化合物;chlorophyll:132-hydroxy- (132-R)-phaeophytin 1個化合物;diterpenes:(E)-phytyl epoxide、phytol 等2個化合物;ionones:dehydrovomifoliol、3β-hydroxy- 5α, 6α-epoxy-7-megastigmen-9-one 等2個化合物;sterols:β-sitosterol、β-sitosteryl- 3-O-β-glucopyranoside 等2個化合物;others:squalene、1H-indole-3-carbaldehyde、 loliolide 等3個化合物。其中androgechoside-A、(2R)-androgechoside-B、androechioside A、androechioside C、androechioside D等5個為新化合物,androechioside B為天然界首次分離得到之化合物。

    Five new compounds, androgechoside-A, androgechoside-B, androechioside A, androechioside C, androechioside D and androechioside B that isolated from the natural sources for the first time; together with thirty five known compounds, included flavonoids: pinostrobin, dihydroechioidinin, tectochrysin, 7,8-dimethoxy- 5-hydroxyflavone, 5,7,8-trimethoxyflavone, 5,7-dimethoxyflavone, 5,7,2’-tri- methoxyflavone, echioidinin, echioidinin 5-O-β-D-glucopyranoside, skullcapflavone I 2’-O-β-D-glucopyranoside, tectochrysin 5-glucoside, skullcapflavone I 2’-methyl ether, negletein 6-O-β-D-glucopyranoside, echioidin, androechin, andrographidine C, andrographidine E; benzenoids: 4-hydroxy-3-methoxy-trans-cinnamic acid methyl ester, 4-hydroxybenzaldehyde, 4-hydroxy-trans-cinnamic acid methyl ester, methyl salicylate glucoside, o-coumaric acid, 2, 6-dihydroxybenzoic acid; chlorophyll: 132-hydroxy-(132-R)-phaeophytin; diterpenes: (E)-phytyl epoxide, phytol; ionones: dehydrovomifoliol, 3β-hydroxy-5α, 6α-epoxy-7-megastigmen-9-one; sterols: β-sito- sterol, β-sitosteryl-3-O-β-glucopyranoside; others: squalene, 1H-indole-3-carb- aldehyde, loliolide respectively were isolated from A. echioides Nees. Their structures were determined by 1H-, 13C-, 2D-NMR and MS spectroscopic analyses.

    目錄 英文摘要 I 中文摘要 II 目錄 0 第一章 緒論 1 第一節 研究動機 1 第二節 植物形態 1 第二章 穿心蓮屬植物之藥理研究回顧 2 第三章 穿心蓮屬植物之成分研究回顧 12 第四章 Andrographis echioides成分之萃取與分離 37 第五章 化學構造之研究 44 第一節 Pinostrobin (127)之構造研究 44 第二節 Dihydroechioidinin (44) 之構造研究 47 第三節 (2R)-Androgechoside-B (128)之構造研究 50 第四節 Tectochrysin (129)之構造研究 55 第五節 Echioidinin (8)之構造研究 58 第六節 Echioidinin 5-O-β-D-glucopyranoside (20)之構造研究 60 第七節 Andrographidine C (12)之構造研究 64 第八節 Skullcapflavone I 2′-methyl ether (134)之構造研究 67 第九節 Echioidin (7) 之構造研究 70 第十節 Androgechoside-A (136)之構造研究 73 第十一節 Androechin (56)之構造研究 77 第十二節 Phytol (142)之構造研究 80 第十三節 Androechioside C (156)之構造研究 83 第十四節 Androechioside D (157)之構造研究 87 第十五節 Loliolide (148)之構造研究 91 第十六節 其他化合物之構造研究 94 第六章 結論 95 第七章 實驗部分 96 第一節 本實驗所使用之儀器與藥品 96 第二節 植物的萃取與分離 98 第三節 光譜數據 101 參考文獻 127

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