阿里山五味子活性木質素成分之研究

Studies on the Bioactive Lignans of Schisandra arisanensis Hayata

劉金城(Chin-Cheng Liu)

指導教授 ： 沈雅敬

國立臺灣大學/醫學院/藥學研究所/碩士(2008年)

https://doi.org/10.6342/NTU.2008.02737

摘要

本論文主要研究台灣產阿里山五味子 (Schisandra arisanensis Hayata) 之甲醇和二氯甲烷萃取物並分析鑑定所含的木質酚素之成分，分離共得二十個木質酚素類化合物。

由阿里山五味子分離得到共二十個木質酚素化合物其中包括了五個新化合物，分別命名為arisanschinin A (1)、arisanschinin B (2)、arisanschinin C (3)、arisanschinin D (4)和arisanschinin E (5)，以及十五個已知化合物，分別是 binankasurin A (6)、schisantherin A (7)、schisantherin B (8)、kadsurarin (9)、meso-dihydroguaiaretic acid (10)、kadsumarin (11)、kadsulignan K (12)、kadsulignan D (13)、kadsurin (14)、angeloyl-binankadsurin A (15)、acetyl-binankadsurarin A (16)、schizanrin F (17)、schisantherin D (18)、kadsuphilol A (19) 和kadsuphilol C (20)。

新化合物1-4皆具有典型的C18 dibenzocyclooctadiene骨架，而化合物5則是C-15和C-16開環的biphenyldimethylbutane骨架。以上所有化合物結構是利用各種物理數據，包括紅外線、質譜、紫外線、旋光值以及配合各種核磁共振圖譜，包含1D和2D的圖譜並且比對過去文獻相關化合物的數據而得。在立體結構解析方面，則是利用NOESY圖譜和CD光譜訂立。根據CD光譜，化合物1-2，構形皆為R form，而在化合物3-4，構形則為S form。以上這些化合物利用和DPPH (1, 1-diphenyl-2- picryhydrazyl) 反應去測試自由基清除能力。

關鍵字

阿里山五味子 ； 木質酚素 ； 聯苯環辛烷

並列摘要

This research focuses on lignans from Taiwanese medicinal herb Schisandra arisanensis Hayata. Their CH2Cl2 and MeOH extracts were investigated by using chromatography and twenty lignans were isolated.
In the course of our study on lignans of S. arisanensis, five new compounds, arisanschinin A (1), arisanschinin B (2), arisanschinin C (3), arisanschinin D (4), arisanschinin E (5) together with fifteen known compounds, binankasurin A (6), kadsurarin (7), schisantherin B (8), schisantherin A (9), meso-dihydroguaiaretic acid (10), kadsumarin (11), kadsulignan K (12), kadsulignan D (13), kadsurin (14), angeloyl-binankadsurin A (15), acetyl-binankadsurarin A (16), schizanrin F (17), schisantherin D (18), kadsuphilol A (19) and kadsuphilol C (20) were isolated by using liquid chromatography.
The new compounds 1-4 possess a C18 dibenzocyclooctadiene skeleton and compound 5 has an open ring system, biphenyldimethylbutane. All the structures of above compounds were elucidated by 1D, 2D-NMR spectroscopic analysis and physical methods including IR, mass, UV, optical rotation and NMR, and also by comparisions with the published data.
The absolute stereochemistry of compounds 1-5 was determined by circular dichroism and NOESY. According to the spectra of CD, the configuration of compounds 1-2 were R form and compounds 3-4 were S form. The radical-scavenging activity of these compounds were tested and evaluated by reation with DPPH (1, 1-diphenyl-2- picryhydrazyl) free radical.

並列關鍵字

Schisandra arisanensis Hayata ； lignan ； dibenzocyclooctadiene

參考文獻

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