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研究生: 周書正
Chou, Shu-Chen
論文名稱: 魚腥草之成分研究
The constituents of the Houttuynia cordata Thumb.
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: 141
中文關鍵詞: 魚腥草成分
外文關鍵詞: Thumb., cordata, Houttuynia
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  •   從魚腥草全株分離得到44個化合物,其中houttuynamide A、houttuynoside A為首次發現之新化合物。其餘38個經與文獻所報導的物理與化學光譜數據進行比對,確認其結構為aristolactam BⅡ、aristolactam AⅡ、piperolactam A、3,4-dimethoxy-N-methyl aristolactam、lysicamine、splendidine、cepharadione B、norcepharadione B、noraristolodione、N-(1-hydroxymethyl-2-phenylethyl) benzamide、N-(4-hydroxyphenylethyl)benzamide、benzamide、4-hydroxybenzamide、4-hydroxy-3-methoxybenzamide、6,7-dimethyl-1-ribitol-1-yl-1,4- dihydroquinoxaline-2,3-dione、(1H)- quinolinone、indole-3-carboxylic acid、vomifoliol、dehydrovomifoliol、reseoside、7-(3,5,6-trihydroxy-2,6,6-trimethyl- cyclohexyl)but-3-en-2-one、6-(9-hydroxybut-7-enyl)-1,1,5- trimethylcyclohexane- 3,5,6-triol、quercitrin、quercetin-3-O-β-D-galactopyranoside、afzelin、vanillic acid、 methyl vanillate、vanillin、protocatechuic acid、4-hydroxybenzoic acid、methylparaben、p-hydroxybenzaldehyde、cis and trans-methyl ferulate、β-sitosteryl glucoside、β-sitosterol、cycloart-25-ene-3,24-diol。
      其中化合物cepharanone B具有很強的抗酪胺酸酶活性。其他還有4個化合物具有DPPH所產生之自由基捕捉能力分別為quercetin-3-O-β-D- galactoside、quercitrin、vanillic acid、protocatechuic acid,其中quercitrin、quercetin-3-O-β-D- galactopyranoside對DPPH自由基捕捉能力比Vit E強。

      Forty-four compounds were isolated from the whole plant of Houttuynia cordata Thunb. Of these, forty compounds were characterized by comprehensive analyses of their 1D and 2D NMR and mass spectra. Among them, houttuynamide A and houttuynoside A were found be new compounds. The thirty-eight known compounds were identified as aristolactam BⅡ, aristolactam AⅡ, piperolactam A, 3,4-dimethoxy-N-methyl aristolactam, lysicamine, splendidine, cepharadione B, norcepharadione B, noraristolodione, N-(1-hydroxymethyl-2-phenylethyl)benzamide, N-(4-hydroxyphenylethyl)benzamide, benzamide, 4-hydroxy benzamide, 4-hydroxy-3-methoxybenzamide, 6,7-dimethyl- 1-ribitol-1-yl-1,4- dihydroquinoxaline-2,3-dione, (1H)- quinolinone, indole-3- carboxylic acid, vomifoliol, dehydrovomifoliol, reseoside, 7-(3,5,6-trihydroxy- 2,6,6-trimethyl- cyclohexyl)but-3-en-2-one, 6-(9-hydroxy-but-7-enyl)-1,1,5- trimethylcyclohexane- 3,5,6-triol, quercitrin、quercetin-3-O-β-D-galactopyranoside, afzelin, vanillic acid, methyl vanillate, vanillin, protocatechuic acid, 4-hydroxybenzoic acid, methylparaben, p-hydroxybenzaldehyde, cis and trans-methyl ferulate,β- sitosteryl glucoside,β- sitosterol and cycloart-25-ene-3,24-diol by comparison of their physical and spectral data with those reported in the literature.
    Furthermore, some of the isolated compounds were evaluated for their anti- tyrosinase and anti-oxidant activities. Cepharadione B showed the storng inhibition activity against tyrosinase. Quercitrin, quercetin-3-O-β-D-galactopyranoside, vanillic acid, protocatechuic acid showed 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical- scavenging activity of which quercitrin and quercetin-3-O-β-D- galactopyranoside have the stronger scavenging activity than Vit E.

    英文摘要...I 中文摘要...II 第一章 緒論  第一節 研究動機...1  第二節 植物形態...2  第三節 蕺菜屬植物之成分回顧...3  第四節 蕺菜屬植物之藥理研究回顧...30 第二章 魚腥草之萃取與分離...34 第三章 魚腥草成分之化學構造研究  第一節 Aristolactam BⅡ (1)之構造研究...46  第二節 Aristolactam AⅡ (2)之構造研究...49  第三節 Cepharadione B (5)之構造研究...52 第四節 Lysicamine (242)之結構研究...55  第五節 Splendidine (7)之構造研究...57  第六節 Noraristolodione (243)之構造研...60  第七節 N-(1-Hydroxymethyl-2-phenylethyl)benzamide (244)之構造研究...63  第八節 Houttuynamide A (246)之構造研究...66  第九節 6,7-Dimethyl-1-ribitol-1-yl-1,4-dihydroquinoxaline-2,3-dione (249)之     構造研究...71  第十節 Dehdrovomifoliol (42)之構造研究...76  第十一節 Vomifoliol (24)之構造研究...79  第十二節 Quercitrin (12)之構造研究...82  第十三節 Afzelin (15)之構造研究...87  第十四節 Quercetin-3-O-β-D-galactoside (13)之構造研究...91  第十五節 Houttuynoside A (265)之構造研究...96  第十六節 其他化合物之構造研究...101 第四章 生理活性試驗研究  第一節 抗酪胺酸酶活性試驗...102  第二節 自由基清除活性試驗...104 第五章 結論...106 第六章 實驗部份  第一節 實驗所使用之儀器與藥品...108  第二節 植物的萃取與分離...110  第三節 生理活性試驗部份之實驗步驟...115 光譜數據...116 參考文獻...134

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