摘要

由台灣綠島海域所採集的柳珊瑚Isis hippuris已經分離出數個具有生物活性的天然物。為了尋找其他的活性物質，我們再進一步分析柳珊瑚I. hippuris的化學成分。在乙酸乙酯粗萃取物的細胞毒活性測試中，發現對於P-388、A549及HT-29等癌細胞有顯著的活性表現，於是以此作為指標進行純化分離得到12個固醇類天然物。其中9個為新發現的天然化合物，分別為hippuristerone G (1)、hippuristerone H (2)、hippuristerone I (3)、hippuristerone J (4)、hippuristerol E (5)、2a,3a-diacetoxy-24-methyl-11b,18; 18,20b; 22,25-triepoxy-5a-furostane (8)、 2a,3a-diacetoxy-11b-hydroxy-24-methyl-22,25-epoxy-5a-
furostan-18,20b-lactone (10)、3a-acetoxy-11b,18a-dihydroxy-24-methyl-
18,20b; 22,25-diepoxy-5a-furostane (11) 與2a,3a-diacetoxy-11b,18a-
dihydroxy-24-methyl-18,20b; 22,25-diepoxy-5a-furostane (12)。此外還有3個已知的化合物hippuristerone A (6)、3a-acetoxy-24-methyl-11b,18; 18,20b; 22,25-triepoxy-5a-furostane (7)和3a-acetoxy-11b-hydroxy-24-
methyl-22,25-epoxy-5a-furostan-18,20b-lactone (9)。這些天然物的結構均是以各種光譜(IR、MS、1D NMR及2D NMR)及化學方法的證據確定，其中化合物7和9的相對立體結構也利用X-ray單晶繞射分析而確立。將純化後的化合物進行對KB及NCI兩種癌細胞株的細胞毒活性測試，結果發現hippuristerone I (3)對於NCI癌細胞株具有中等的細胞毒活性。

Abstract

Several sesquiterpenes isolated from a Formosan gorgonian coral Isis hippuris have shown significant cytotoxic activity against various cancer cell lines. In order to search other active components, we have investigated the chemical constituent of I. hippuris from a Green Island specimen. In the cytotoxcity assay, the EtOAc extract showed potent cytotoxic response toward P-388, A549 and HT-29 cancer cell lines. Thus, the investigation on the chemical content of this extract was carried out.
This study finally led to the isolation of twelve steroids(1-12). Nine metabolites, hippuristerone G (1)、hippuristerone H (2), hippuristerone I (3)、hippuristerone J (4)、hippuristerol E (5)、2a,3a-diacetoxy-24-methyl-
11b,18; 18,20b; 22,25-triepoxy-5a-furostane (7)、2a,3a-diacetoxy-11b-
hydroxy-24-methyl-22,25-epoxy-5a-furostan-18,20b-lactone (10)、3a-
acetoxy-11b,18a-dihydroxy-24-methyl-18,20b; 22,25-diepoxy-5a-
furostane (11) and 2a,3a-diacetoxy-11b,18a-dihydroxy-24-methyl-18,
20b; 22,25-diepoxy-5a-furostane (12) are new compounds, whereas hippuristerone A (6), 3a-acetoxy-24-methyl-11b,18; 18,20b; 22,25-
triepoxy-5a-furostane (7) and 3a-acetoxy-11b-hydroxy-24-methyl-22,25-
epoxy-5a-furostan-18,20b-lactone (9) are known compounds. The structures of 1-12 were elucidated by spectroscopic evidences (IR, MS, 1D NMR, 2D NMR) and chemical method. The stereochemistries of compounds 7 and 9 were further confirmed by single-crystal X-ray diffraction analyses. Cytotoxicity test revealed that hippuristerone I (3) exhibited moderate inhibition toward NCI cancer cell line.

中文摘要
Abstract
壹、 緒論
一、 前言
二、 研究之重要性及目的
三、 文獻回顧
貳、 生物材料與分離方法
一、 生物樣品材料採集時間與地點
二、 生物樣品的分類
三、 萃取與純化分離步驟
參、 器材與實驗
一、 儀器
二、 試劑藥品
三、 細胞毒殺活性實驗
肆、 結果與討論
一、 化合物結構鑑定
(一)、化合物hippuristerone G (1)
(二)、化合物hippuristerone H (2)
(三)、化合物hippuristerone I (3)
(四)、化合物hippuristerone J (4)
(五)、化合物hippuristerol E (5)
(六)、化合物hippuristerone A (6)
(七)、化合物3a-acetoxy-24-methyl-11b,18; 18,20b; 22,25-triepoxy-
5a-furostane (7)
(八)、化合物2a,3a-diacetoxy-24-methyl-11b,18; 18,20b; 22,25-triepoxy-
5a-furostane (8)
(九)、化合物3a-acetoxy-11b-hydroxy-24-methyl-22,25-epoxy-5a-
furostan-18,20b-lactone (9)
(十)、化合物2a,3a-diacetoxy-11b-hydroxy-24-methyl-22,25-epoxy-
5a-furostan-18, 20b-lactone (10)
(十一)、化合物3a-acetoxy-11b,18a-dihydroxy-24-methyl-18,20b; 22,
25-diepoxy-5a-furostane (11)
(十二)、化合物a,3a-diacetoxy-11b,18a-dihydroxy-24-methyl-18,20b;
22,25-diepoxy-5a-furostane (12)
二、 生物活性測試
伍、 結論
陸、 參考文獻
附錄一、化合物7之X-ray實驗數據

陸、參考文獻

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