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  • 學位論文

厚殼桂葉部之化學成分及生物活性之研究

Studies on the Chemical Constituents and Biological Activities from the Leaves of Cryptocarya chinensis

指導教授 : 鍾美英
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摘要


厚殼桂(樟科)為一種中型喬木,分部於中國南方、日本及台灣。Flavonoids, pyrones, pavines, aporphines, benzylisoquinolines, lignans, 及其衍生物廣泛的分布在厚殼桂屬植物中。許多厚殼桂屬植物之分離成分具有多樣化的生物活性,包括細胞毒、抗氧化及抗愛滋病等作用。Pavine生物鹼及其衍生物過去曾由厚殼桂鹼性氯仿層被分離研究,但厚殼桂中性氯仿層可溶部的化學成分及其生物活性過去尚未被研究。由厚殼桂葉部中性氯仿層可溶部已分離出6個新的tetrahydroflavanones:cryptochinones A–F (1–6),4個新的flavanones: cryptoflavanones A-D (7–10)及22個已知化合物(11–32)。所有新化合物(1–10)之結構經由各種圖譜分析,包括2D NMR MS, CD及X-ray實驗予以確認。 分離化合物中, cryptocaryanone A (11) 對MCF-7, NCI-H460及SF-268呈現細胞毒活性,其IC50值分別為5.1, 4.3, and 5.0 ?嵱。Infectocaryone (16) 對NCI-H460及SF-268呈現細胞毒活性,其IC50值分別為11.0 and 3.7 ?嵱。此外,pinocembrin (14) 及crytocaryone (18) 對Mycobacterium tuberculosis H37Rv strain呈現抗結核菌活性,其MIC值分別為3.5及 25.0 ?慊/ml。

並列摘要


Cryptocarya chinensis (Hance) Hemsl. (Lauraceae) is a medium-sized evergreen tree, distributed throughout southern China, Japan, and Taiwan. Flavonoids, pyrones, pavines, aporphines, benzylisoquinolines, lignans, and their derivatives are widely distributed in plants of the genus Cryptocarya, and many of these compounds exhibit cytotoxic, antioxidant and anti-HIV activities. Pavine alkaloids and their derivatives have been extensively studied from the basic fraction of this species, but the neutral-CHCl3 soluble fraction of this plant has not been conducted. Six new tetrahydroflavanones, cryptochinones A–F (1–6) and four new flavanones, cryptoflavanones A–D (7–10) have been isolated from the neutral-CHCl3 soluble fraction of leaves of this plant, together with 22 known compounds (11–32). The structures of these new compounds (1–10) were determined through spectroscopic analyses, including extensive 2D-NMR, MS, CD, and X-ray crystallographic analysis. Among the isolates, cryptocaryanone A (11) showed cytotoxic activities, with IC50 values of 5.1, 4.3, and 5.0 ?嵱, against MCF-7, NCI-H460, and SF-268 cell lines, respectively. Infectocaryone (16) showed cytotoxic activities, with IC50 values of 11.0 and 3.7 ?嵱, against NCI-H460 and SF-268 cell lines, respectively. In addition, pinocembrin (14) and crytocaryone (18) exhibited potent antituberculosis activities with MIC of 3.5 and 25.0 ?慊/ml, respectively, against Mycobacterium tuberculosis H37Rv strain.

參考文獻


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