本研究主要是從台灣小琉球採集的軟珊瑚 Sinularia flexibilis的有機萃取物中尋找具有生物活性的二次代謝物。從這株珊瑚共分離得到十五個天然化合物1–15，包括五個新的cembranolide-related化合物Flexibilisin D (1)、Secoflexibilisolides A and B (2 and 3)、Flexibilisolides H and I (4 and 5)，十個已知化合物 616。所有化合物的化學構造及相對立體組態均由光譜數據的分析 (IR、MS、1D、2D NMR) 和比對文獻上已知化合物的光譜資料而決定。
本研究中，將所獲得的化合物1, 3–16進行小鼠血癌細胞 (P-388)、人類慢性白血病细胞 (K-562)、人類結腸癌細胞 (HT-29) 的細胞毒殺活性測試與抗發炎活性測試。其中，化合物7, 10, 11對小鼠血癌細胞具有中等的細胞毒殺活性，在化合物濃度為10 μM時，IC50抑制濃度分別為24.1, 16.2, 16.0 μM；而抗發炎實驗的部分，只有化合物11有抑制效果。

In order to discover bioactive secondary metabolites, we have studied the chemical constituents from the organic extracts of soft coral Sinularia flexibilis. This study had led to the isolation of fifteen natural compounds 1–15, including five new cembranolide-related compounds, Flexibilisin D (1), secoflexibilisolides A and B (2 and 3), flexibilisolides H and I (4 and 5) along with ten know compounds from S. flexibilis. The structures and relative configurations of all metabolites had been established by detailed spectroscopic analysis including 1D and 2D NMR (1H, 13C, 1H–1H COSY, HSQC, HMBC and NOESY) data in association with MS experiments.
The cytotoxicity of compounds 1, 3–16 against the P-388 (murine leukemia), K-562 (human erythro myeloblastoid leukemia) and HT-29 (human colon carcinoma cells) were assayed, and compounds 7, 10, 11 showed significant cytotoxicity against the P-388 cell line with IC50 values of 24.1, 16.2 and 16.0 μM, respectively. On the part anti-inflammation assay, compound 11 were found to show inhibiting activity.

論文審定書..............................................................................................................i
誌謝.......................................................................................................................ii
中文摘要................................................................................................................iii
英文摘要................................................................................................................iv
化合物1-16化學結構................................................................................................v
第一章、緒論.........................................................................................................1
第一節、前言.........................................................................................................1
第二節、研究背景與目的.........................................................................................2
第三節、文獻回顧...................................................................................................3
第二章、生物材料與研究方法.................................................................................31
第一節、研究流程.................................................................................................31
第二節、Sinularia flexibilis 樣品採集時間、地點、分類地位及分離流程......................33
2.2.1 Sinularia flexibilis 樣品採集時間、地點、分類地位..................................33
2.2.2 Sinularia flexibilis 樣品的萃取分離.........................................................34
第三節、實驗設備儀器及材料............................................................................36
2.3.1實驗設備儀器.......................................................................................36
2.3.2實驗材料..............................................................................................37
第三章、化合物之結構證明....................................................................................39
第一節：軟珊瑚Sinularia flexibilis 所分離之化合物結構解析...................................39
(一)、Flexibilisin D (1) 化合物構造之解析.........................................................39
(二)、Secoflexibilisolide A (2) 化合物構造之解析......................................................51
(三)、Secoflexibilisolide B (3) 化合物構造之解析..............................................63
(四)、Flexibilisolide H (4) 化合物構造之解析.............................................................75
(五)、Flexibilisolide I (5) 化合物構造之解析...............................................................87
(六)、6R-Hydroxy sinulariolide (6) 化合物構造之解析.................................................97
(七)、11-Dehydrosinulariolide (7) 化合物構造之解析.................................................109
(八)、Flexibilisquinone (8) 化合物構造之解析...........................................................113
(九)、Querciformilin C (9) 化合物構造之解析............................................................117
(十)、11-Epi-sinulariolide acetate (10) 化合物構造之解析..........................................121
(十一)、14-Deoxycrassin (11) 化合物構造之解析.....................................................125
(十二)、3,4:8,11-Bisepoxy-7-acetoxycembra-15(17)-en-1,12-olide (12) 化合物構造之解析..129
(十三)、Sinulariolide (13) 化合物構造之解析............................................................133
(十四)、Querciformilin B (14) 化合物構造之解析.......................................................137
(十五)、Querciformolide A (15) 化合物構造之解析....................................................141
(十六)、11-Sinulariolide acetate (16) 化合物構造之解析............................................145
第二節：化學反應步驟.......................................................................................149
第三節：化合物物理性質及圖譜數據整理.............................................................153
第四章、生物活性試驗方法.....................................................................................157
第一節：生物活性試驗方法.................................................................................157
(一)、細胞毒殺檢測原理及方法................................................................................157
(二)、抗發炎活性試驗原理及方法.............................................................................159
第二節：生物活性試驗結果..................................................................................161
(一)、細胞毒殺活性試驗結果....................................................................................161
(二)、抗發炎活性試驗結果........................................................................................162
第五章、結論..........................................................................................................165
第六章、參考文獻....................................................................................................169

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