本論文主要研究是將台灣東部的東沙群島海域所採集到的粗厚葉形軟
珊瑚Lobophytum crassum，進行活性物質萃取分離，從有機萃取物來找尋具
有生物活性的二次代謝物。本研究總共分離出八個新的天然化合物，其中六
個是cembranoid 類的化合物1-6 以及兩個是a-tocopherol 類的化合物7-8。
有關於這些新化合物的結構解析是利用一維與二維核磁共振光譜(1H 和13C
NMR、1H-1H COSY、HSQC、HMBC、NOESY)、紫外光譜、紅外光譜、CD
光譜及質譜來進行化學結構解析。其中化合物1 和6 為新骨架化合物，而化
合物1 經由MTPA 酯化反應決定其絕對立體結構。
本論文中，將分離得到的化合物1-8 進行癌細胞株A-549 (人類肺癌細
胞)、HT-29 (人類直腸癌細胞)、P-388 (老鼠血癌細胞)的細胞毒殺活性測試，
發現化合物1、7 和8 對P-388 皆有毒殺活性，其ED50 值分別為3.2、3.2 和
2.7 μg/mL，化合物8 則對HT-29 有些微的毒殺活性，ED50 值為3.9 μg/mL。

We have investigated the chemical constituents of the organic extracts of soft
coral Lobophytum crassum, collected at Dongsha Atoll. This study has led to the
isolation of eight new compounds, including six cembrane-type diterpenoids 1-6
and two a-tocopherol-type compounds 7 and 8 The chemical structures of
compounds 1-8 were elucidated by extensive analysis of 1D, 2D NMR
spectroscopic data (1H and 13C NMR、1H-1H COSY、HSQC、HMBC、NOESY),
UV, IR, CD and MS. Compounds 1 and 6 possess unprecedented diterpenoid
skeletons. The absolute configurations of compound 1 were determined using a
modified Mosher’s method.
Compounds 1-8 were tested against A-549 (human lung epithelial
carcinoma)、HT-29 (human colon adenocarcinoma)、P-388 (mouse lymphocytic
leukemia) tumor cell lines. Compounds 1, 7, and 8 displayed modest cytotoxicity
against P-388 cell line with ED50 values of 3.2, 3.2, and 2.7 μg/mL, respectively.
Compound 8 exhibited marginal cytotoxicity against H-29 cell line with an ED50
value of 3.9 μg/mL.

壹、緒論 1
一、前言及研究動機 1
二、粗厚葉形軟珊瑚Lobophytum crassum 之二次代謝物文獻回顧 4
貳、實驗程序及研究方法 15
一、Lobophytum crassum 的採集與分類地位 15
二、Lobophytum crassum 的分離流程 16
参、化合物之結構證明 20
一、軟珊瑚Lobophytum crassum 所分離出之化合物的結構解析 20
1. 化合物1 的化學結構解析 20
2. 化合物2 的化學結構解析 36
3. 化合物3 的化學結構解析 51
4. 化合物4 的化學結構解析 67
5. 化合物5 的化學結構解析 82
6. 化合物6 的化學結構解析 99
7. 化合物7 的化學結構解析 115
8. 化合物8 的化學結構解析 155
肆、癌細胞毒殺活性測試之分析方法 175
一、細胞毒殺試驗方法 175
二、MTT 分析原理 176
三、細胞毒殺活性試驗結果 177
伍、結論 178
陸、參考文獻 180
柒、附錄 184
一、儀器與材料 184
二、化學反應步驟 186
1. 製備化合物1 的(R)-及(S)-MTPA 的esters 186
2. 由化合物7 進行乙醯化反應 186

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