中文摘要

針對台灣墾丁海域核三廠出水口所採集的巨指軟珊瑚Sinularia grandilobata 所具有的化學成分研究中，共分離出十個天然化合物，分別為六個 cembrane類的化合物grandilobatins A-F (1-6) 以及四個固醇類化合物sinugrandisterols A-D (7-10) 。化合物1-10皆為新發現的天然化合物，其化學結構及相對立體構型均是以各種光譜解析(1D NMR、2D NMR、IR、MS) 及比對文獻上類似的化合物來加以確立。
在生物活性測試方面，化合物5對於MDA-MB-231 (人類乳癌細胞)癌細胞株有中等的細胞毒殺的活性；化合物7, 8 對於Hep G2 (人類肝癌細胞)及MDA-MB-231 (人類乳癌細胞) 癌細胞株有中等的細胞毒殺的活性，且對於A549 (人類肺癌細胞) 及MCF 7 (人類乳癌細胞) 癌細胞株有微弱的細胞毒殺的活性；化合物9 對於A549 (人類肺癌細胞) 及MCF 7 (人類乳癌細胞) 癌細胞株亦有微弱的細胞毒殺的活性。

Abstract

Investigation on the chemical constituents of EtOH extract of the Formosan soft coral Sinularia grandilobata, collected off the Kenting coast, has led to the isolation of six cembrane-type diterpenoids, grandilobatins A-F (1-6), and four steroids, sinugrandisterols A-D (7-10). All metabolites 1-10 are new natural products. The structures of 1-10 were elucidated by the analysis of spectroscopic data (MS, IR, 1D and 2D NMR) and by comparison of the related spectral data with those of related metabolites in literatures.
The cytotoxicity assays of compounds 1-10 against the growth of cell lines, including MDA-MB-231(human breast cancer cell), MCF 7 (human breast cancer cell), Hep G2 (human liver carcinoma), and A-549 (human lung carcinoma), were carried out. The result showed that compound 5 exhibited moderate cytotoxicity against MDA-MB-231 cells. Compounds 7 and 8 showed moderate cytotoxicity against Hep G2 and MDA-MB-231 tumor cells and exhibited weak cytotoxicity against A-549 and MCF 7 tumor cells. Compound 9 showed weak cytotoxicity against A-549 and MCF 7 tumor cells.

目錄
頁次
中文摘要 1
英文摘要 2
壹、 緒論
ㄧ、前言 5
二、研究背景與動機 6
三、過去相關研究概要 8
貳、實驗程序與方法
ㄧ、生物樣品採集時間、地點與分類地位 26
二、萃取與分離純化步驟 27
三、實驗器材與溶劑 31
参、細胞毒殺活性測試
ㄧ、生物活性實驗 33
二、實驗採用之癌細胞株 36
肆、實驗結果與討論
ㄧ、巨指形軟珊瑚Sinularia grandilobata化合物之結構解析
(一)、Grandilobatin A (1)之結構解析 37
(二)、Grandilobatin B (2)之結構解析 65
(三)、Grandilobatin C (3)之結構解析 81
(四)、Grandilobatin D (4)之結構解析 95
(五)、Grandilobatin E (5)之結構解析 113
(六)、Grandilobatin F (6)之結構解析 128
(七)、Sinugrandisterol A (7)之結構解析 141
(八)、Sinugrandisterol B (8)之結構解析 164
(九)、Sinugrandisterol C (9)之結構解析 177
(十)、Sinugrandisterol D (10)之結構解析 207
二、實驗數據整理 220
三、純化之天然化合物細胞毒殺活性 223
伍、結論 224
陸、參考文獻 226

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