由文獻中指出，穗珊瑚屬 (Nephthea) 的萃取物中多含有倍半萜類、雙萜類、mero-雙萜類和類固醇類等二次代謝物。為了尋找更具有生物活性的新化合物，我們針對三仙台海域所採集到穗珊瑚Nephthea chabrolii 由丙酮萃取，接著藉由各種層析技術進行天然物的分離及純化。在此我們分離出四個在C-19 位上有多氧化態取代之固醇類化合物1–4、兩個缺少C-19 的固醇類化合物5 與6、十二個已知的化合物7–18。這些純合物結構鑑定是藉由各種光譜資料 (一維、二維NMR，紅外線光譜及高解析質譜儀)、物理性質資料並和已知化合物之文獻比對光譜資料來加以決定的。
化合物1–6 分別對於人類肺癌細胞 (A-549)、人類直腸癌細胞 (HT-29)與老鼠血癌細胞 (P-388)進行細胞毒殺活性實驗時，發現化合物1–6 對P-388 皆有毒殺活性，其ED50 值分別為0.93、1.05、1.20、1.74、1.19 及1.19 μg/mL。而在於進行抗人類巨細胞病毒 (human cytomegalovirus)測試中，然而上述純化物皆無活性表現。

Numerous bioactive secondary metabolites including sesquiterpenoids,diterpenoids, meroditerpenoids, and steroids have been isolated from the soft corals of the genus Nephthea. In order to search for novel bioactive substances from marine organisms, we have investigated the secondary metabolites of the organic extract of the soft coral Nephthea chabrolii collected at San-Hsian-Tai. Chromatographic fractionation of the acetone-soluble has led to the isolation of four 19-oxygenated steroids 1–4 and two 19-norergosterols 5, 6, along with twelve known compounds 7–18.
The structures of these compounds were determined on the basis of their spectroscopic analysis data (1H NMR, 13C NMR, 1H–1H COSY, HSQC, HMBC, NOESY, IR, and HRESIMS), physical data and compared with the literature data. The cytotoxicity against of A-549 (human lung epithelial carcinoma), HT-29 (human colon adenocarcinoma), and P-388 (mouse lymphocytic leukemia) cells, and anti-HCMV (human cytomegalovirus) activity of compounds 1–6 were evaluated. Metabolites 1–6 displayed cytotoxicity against P-388 cell line with ED50 values of 0.93, 1.05, 1.20, 1.74, 1.19, 1.19 μg/mL. However, none of them exhibited inhibitory activity against HCMV (human cytomegalovirus).

目錄 Page
論文審定書 i
致謝 ii
中文摘要 iii
英文摘要 iv
化合物1–18之化學結構 v
目錄 vi
圖次 ix
表次 xvi
縮寫對照表 xvii
壹、緒論 1
一、前言及研究動機 1
二、軟珊瑚Nephthea chabrolii之二次代謝物研究回顧 3
1. Cembrene類二次代謝物研究回顧 4
2. Germacrene類二次代謝物研究回顧 6
3. Guaiene類二次代謝物研究回顧 7
4. Aristolene類二次代謝物研究回顧 9
5. Caryophyllene類二次代謝物研究回顧 10
6. 4,5-Secoeudesmane類二次代謝物研究回顧 11
7. Quinone derivative類二次代謝物研究回顧 14
8. Polyhydroxylated steroid類二次代謝物研究回顧 16
貳、軟珊瑚Nephthea chabrolii化學成分之研究 24
一、生物材料採集及鑑定 24
二、軟珊瑚Nephthea chabrolii之分類地位 24
三、軟珊瑚Nephthea chabrolii化學成分之萃取及分離流程 25
四、軟珊瑚Nephthea chabrolii各化學成分之分離純化 27
1. SST22-13-rG10-3-A6 (1)之分離純化 27
2. SST22-12-4-R5-L-(2)-E-F (2)之分離純化 28
3. SST22-13-gR10-2-X (3)之分離純化 29
4. SST22-12-4-R5-L-(3)-S (4)之分離純化 30
5. SST22-13-fR11-X (5)之分離純化 31
6. SST22-13-fR11-D1 (6)之分離純化 32
7. SST22-12-4-R5-L-(3)-V (7)之分離純化 33
8. SST22-12-4-R5-T (8)之分離純化 34
9. SST22-12-4-R5-U (9)之分離純化 35
10. SST22-10-6-3-L3-Z (10)之分離純化 36
11. SST22-13-gR10-3-U (11)之分離純化 37
12. SST22-13-fR10-S (12)之分離純化 38
13. SST22-5-L6-T (13)之分離純化 39
14. SST22-5-L6-V (14)之分離純化 39
15. SST22-13- fR2 (15)之分離純化 40
16. SST22-13e-2 (16)之分離純化 41
17. SST22-6-L4 (17)之分離純化 42
18. SST22-6-L4 (18)之分離純化 43
參、軟珊瑚Nephthea chabrolii各化學成分之結構解析 44
一、SST22-13-rG10-3-A6 (1)之結構解析 44
二、SST22-12-4-R5-L-(2)-E-F (2)之結構解析 65
三、SST22-13-gR10-2-X (3)之結構解析 99
四、SST22-12-4-R5-L-(3)-S (4)之結構解析 119
五、SST22-13-fR11-X (5)之結構解析 139
六、SST22-13-fR11-D1 (6)之結構解析 159
七、SST22-12-4-R5-L-(3)-V (7)之結構解析 179
八、SST22-12-4-R5-T (8)之結構解析 188
九、SST22-12-4-R5-U (9)之結構解析 197
十、SST22-10-6-3-L3-Z (10)之結構解析 206
十一、SST22-13-gR10-3-U (11)之結構解析 215
十二、SST22-13-fR10-S (12)之結構解析 224
肆、生物活性試驗 233
一、細胞毒殺活性測試方法 233
二、 MTT assay分析原理 233
三、抗HCMV病毒測試方法 234
四、活性測試結果 234
伍、結論 236
陸、參考文獻 238
柒、附錄 245
一、儀器 245
二、材料 245
三、已知化合物之NMR圖譜資料13–18 246

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