Lobophytum 和 Clavularia 屬之軟珊瑚已被證實可得到不同種類的活性二次代謝產物。本研究主要針對東沙環礁海域實葉形軟珊瑚Lobophytum solidum和綠島海域之羽珊瑚Clavularia flava進行二次代謝物之分析研究，總共分離出七個新化合物。在軟珊瑚L. solidum之有機萃取中，經過各種層析技術之純化，分離得到四個新的cembranoid類化合物1–3和5，兩個已知的cembranoid類化合物4和6。另外，從軟珊瑚C. flava的有機萃取物中純化得到一個新的dolabellane類化合物9，兩個新的9,11-secosteroids類化合物10和11與兩個已知化合物7和8。
本研究分離之二次代謝物結構鑑定，主要是利用有機光譜的分析，有紅外線光譜、紫外線光譜、旋光、圓二色分光光譜、高低解析質譜、一維及二維NMR，以及與已知化合物之文獻比對其光譜資料來確定。
此外並針對化合物1–11進行人類肺癌細胞(A-549)、人類直腸癌細胞(HT-29)、老鼠血癌細胞(P-388)毒殺活性測試以及進行抗人類巨細胞病毒(HCMV)測試，發現化合物1–5, 7和10–11都對P-388癌細胞有毒殺活性，化合物9和10對於癌細胞HT-29有少許的毒殺活性，化合物7和11對A-549癌細胞有些許毒殺活性。

Soft corals of the genus Lobophtum and Clavularia have been proved to yield a wide variety of bioactive secondary metabolites. In this study, research for secondary metabolites of soft corals Lobophytum solidum and Clavularia flava have led to the isolation of seven new compounds. Among these, four new cembranoids 1–3 and 5, along with two known compounds 4 and 6 were isolated from L. solidum collected at Dongsha Atoll. In addition, the acetone-solubles of C. flava, collected at the Green Island have led to the isolation of one new dolabellane 9 and two new secosteroids 10 and 11, together with two known compounds 7 and 8.
The structures of these compounds were determined on the basis of their spectroscopic analyses comprising IR, UV, specific optical rotations, circular dichroism, ESIMS, 1D NMR, 2D NMR, and by comparison of the physical and spectral data with those of the related known compounds.
The cytotoxicity against of P-388 (murine lymphocytic leukemia), HT-29 (human colon adenocarcinoma), and A-549 (human lung epithelial carcinoma) cells as well as the anti-HCMV (human cytomegalovirus) activities of metabolites 1–11 were evaluated in vitro. Metabolites 1–5, 7 and 10–11 exhibited significant cytotoxic activity against A-549, HT-29 and P-388.

論文審定書 i
謝辭 ii
中文摘要 iii
英文摘要 iv
化合物1–11之化學結構 v
目錄 vi
表次 ix
圖次 xi
縮寫對照表 xvi

壹、緒論 1
一、前言及研究動機與目的 1
二、軟珊瑚Lobophytum solidum二次代謝物化學研究回顧 3
三、軟珊瑚Clavularia flava二次代謝物化學研究回顧 12
1. Dolabellane二次代謝物 12
2. Secosteroid二次代謝物 15
貳、材料與研究方法 21
一、Lobophytum solidum樣品採集、分類地位及分離流程 21
1. 樣品採集時間、地點與鑑定 21
2. 軟珊瑚Lobophytum solidum之分類地位 21
3. 軟珊瑚Lobophytum solidum之萃取與分離流程 22
4. 軟珊瑚Lobophytum solidum二次代謝物之純化分離 24
(1) 化合物1、2、4和6之純化分離 24
(2) 化合物3和5之純化分離 26
二、Clavularia flava樣品採集、分類地位及分離流程 27
1. 樣品採集時間、地點與鑑定 27
2. 軟珊瑚Clavularia flava之分類地位 28
3. 軟珊瑚Clavularia flava之萃取與分離流程 28
4. 軟珊瑚Clavularia flava二次代謝物之純化分離 30
(1) 化合物7之純化分離 30
(2) 化合物9之純化分離 30
(3) 化合物8、10和11之純化分離 31
参參、化合物之結構解析 34
一、軟珊瑚Lobophytum solidum之二次代謝物 34
1. 化合物1之結構解析 34
2. 化合物2之結構解析 53
3. 化合物3之結構解析 72
4. 化合物4之結構解析 86
5. 化合物5之結構解析 91
6. 化合物6之結構解析 110
二、軟珊瑚Clavularia flava之二次代謝物 116
1. 化合物7之結構解析 116
2. 化合物8之結構解析 121
3. 化合物9之結構解析 126
4. 化合物10之結構解析 143
5. 化合物11之結構解析 168
肆肆、生物活性之測試 188
一、細胞毒殺活性測試方法 188
二、MTT分析原理 188
三、抗HCMV病毒的測試方法 189
四、活性測試結果 189
伍伍、結論 191
陸陸、參考文獻 192
柒柒、附錄 197
一、實驗設備儀器及材料 197
1. 實驗設備儀器 197
2. 實驗材料 198
二、碩士論文公開授權書 199

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