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研究生: 邱智揚
Chiu, Chih-Yang
論文名稱: 日本黃柏葉部之成分研究
The Constituents of the leaves of Phellodendron japonicum Maxim.
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: 2004
畢業學年度: 92
語文別: 中文
論文頁數: 126
中文關鍵詞: 日本黃柏
外文關鍵詞: Phellodendron japonicum Maxim.
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  •   將陰乾的日本黃柏(Phellodendron japonicum Maxim.)葉部,以甲醇熱迴流萃取、過濾,濾液經減壓濃縮後,再利用氯仿與水進行分配萃取,得到氯仿層及水層。各劃分層利用管柱層析、薄層層析、高效能液相層析及再結晶等方法分離純化。目前共分離得到36個化合物,其中33個化合物經光譜分析,確定其化學結構為:Flavonoids:phellamurin、amurensin、quercetin、(2R)-phellodensin-F、phellodensin-A、phellodensin-B、6'-O-acetyl amurensin、6'-O-acetyl phellamurin等8個化合物;Coumarins:umbelliferone、scopoletin、scoparone、esculetin、columbianetin等5個化合物;Benzenoids:benzoic acid、vanillic acid、methylparaben、methyl p-anisate、p-hydroxybenzoic acid、p-coumaric acid、methyl p-hydroxycinnamate、methyl caffeate、p-hydroxybenzaldehyde、caffeic acid、phellojaponin-A等11個化合物;Triterpenoids:lupenone、3-epilupeol、friedelin、β-sitosterol等4個化合物;Amides:N-p-coumaroyltyramine、N-trans-cinnamoyltyramine等2個化合物;Alkaloids:rutaecarpine、3-formylindole等2個化合物;Ionone:grasshopperketone等1個化合物。其中6'-O-acetyl amurensin、6'-O-acetyl phellamurin、(2R)-phellodensin-F、phellojaponin-A等四個為天然界首次分離得到之新化合物。

      Four new compounds, 6'-O-acetyl amurensin, 6'-O-acetyl phellamurin, (2R)-phello- densin-F and phellojaponin-A, together with twenty-nine known compounds: Flavonoids: amurensin, phellamurin, quercetin, phellodensin-A, phellodensin-B; Coumarins: umbelliferone, columbianetin, scopoletin, scoparone, esculetin; Benzenoids: benzoic acid, vanillic acid, methylparaben, methyl p-anisate, p-hydroxybenzoic acid, p-coumaric acid, methyl p-hydroxycinnamate, methyl caffeate, p-hydroxybenzaldehyde, caffeic acid; Triterpenoids: lupenone, 3-epilupeol, friedelin, β-sitosterol; Alkaloids: rutaecarpine, 3-formylindole; Amides: N-p-coumaroyltyramine, N-trans-cinnamoyltyramine and Ionone: grasshopperketone were isolated from the leaves of Phellodendron japonicum Maxim. Their structures were determined by 1H-, 13C-, 2D-NMR and MS spectroscopic analyses.

    目錄……………………………………………………………………I 英文摘要………………………………………………………………1 中文摘要………………………………………………………………2 第一章 緒論…………………………………………………………3 第一節 日本黃柏之植物型態………………………………………4 第二節 黃柏屬植物之藥理研究回顧………………………………6 第三節 黃柏屬植物之成分研究回顧………………………………11 第二章 日本黃柏葉部成分之萃取與分離……………………..36 第三章 成分之構造研究…………………………………………43 第一節 Amurensin(30)之構造研究……………………………43 第二節 6'-O-Acetyl amurensin(145)之構造研究…………46 第三節 Phellamurin(50)之構造研究…………………………52 第四節 6'-O-Acetyl phellamurin(146)之構造研究………56 第五節 (2R)-Phellodensin-F(144)之構造研究……………61 第六節 Quercetin(26)之構造研究……………………………65 第七節 Rutaecarpine(8)之構造研究…………………………67 第八節 N-p-Coumaroyltyramine(152)之構造研究……………70 第九節 N-trans-Cinnamoyltyramine(153)之構造研究………73 第十節 Phellojaponin-A(155)之構造研究……………………76 第十一節 Grasshopperketone(154)之構造研究………………81 第十二節 3-Epilupeol (151)之構造研究………………………87 第十三節 Scopoletin(60)之構造研究…………………………90 第十四節 其他化合物的構造研究…………………………………92 第四章 結論………………………………………………………93 第五章 實驗部分…………………………………………………95 第一節 本實驗所使用的儀器……………………………………95 第二節 植物的萃取與分離…………………………………………97 光譜數據……………………………………………………………100 參考文獻……………………………………………………………119

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