其中從傘軟珊瑚Cespitularia hypotentaculata 分離純化得5個新的diterpene 化合物，分別為GN67-12-5-4-2 (1)、GN67-12-6-4-2 (2)、GN67-20-4-3 (3)、GN67-25-6-1 (4)、GN67-12-5-12-1 (5) 及4個已知的化合物分別為 GN67-12-5-12 (6)、GN67-28-5-3-3 (7)、GN67-28-5-4 (8)、GN67-23-4 (9)，其中GN67-25-6-1 (4) 可以形成結晶，具有 X-ray 結晶繞射輔助化學位向的佐證，化合物 5 經由做 Mosher 酯化反應決定其絕對立體化學。
從仿穗軟珊瑚 Paralemnalia thyrsodes 中分離純化得3個新的sesquiterpene化合物，分別為 GN78-14-3a-B (10)、GN78-22-8I-B (11)、GN78-17-3a-B’ (12) 及5個已知的化合物分別為GN78-12-5-B-G (13)、GN78-14-3a-N (14)、GN78-22-8-W (15)、GN78-22-8-H (16)、GN78-24-5-Q (17)。
另外也從多刺棘穗軟珊瑚 Dendronephthya divaricata 中分離純化得3個已知的化合物分別為 GN72-9-8-J (18)、GN72-7-4-2 (19)、GN72-19-6-8-E (20)。
以上這些化合物的結構皆是經由大量廣泛的光譜分析及化學反應而建立。在進行抗發炎活性測試當中，其中化合物 17 對發炎性蛋白 iNOS (誘發型一氧化氮合成酶) 具有抗發炎活性。

Five new diterpenes, GN67-12-5-4-2 (1)、GN67-12-6-4-2 (2)、GN67-20-4-3 (3)、GN67-25-6-1 (4)、GN67-12-5-12-1 (5) and four known terpenoides, GN67-12-5-12 (6)、GN67-28-5-3-3 (7)、GN67-28-5-4 (8)、GN67-23-4 (9) were isolated from the methylene chloride solubles of the Formosan soft coral Cespitularia hypotentaculata.
Three new cytotoxic sesquiterpenes, GN78-14-3a-B (10)、GN78-22-8I-B (11)、GN78-17-3a-B (12) and five known terpenoides, GN78-12-5-B-G (13)、GN78-14-3a-N (14)、GN78-22-8-W (15)、GN78-22-8-H (16)、GN78-24-5-Q (17) were isolated from the Formosan soft coral Paralemnalia thyrsodes
Three known compounds, GN72-9-8-J (18)、GN72-7-4-2 (19)、GN72-19-6-8-E (20) were isolated from the methylene chloride solubles of the Formosan soft coral Dendronephthya divaricata
The structure of 4 was further confirmed by X-ray crystallographic analysis and the configuration of the hydroxyl at C-6 of 5 was further determined by Mosher’s reactions. It was suggested that the C-6 has the S configuration.
The inhibition of these metabolites toward the pro-inflammatory proteins (iNOS and COX-2) expression was also investigated. Compound 17 showed more specific inhibition against the up-regulation of the pro-inflammatory iNOS protein of LPS-stimulated RAW264.7 macrophage cells.

壹、緒論 1
一、前言 1
二、Cespitularia 屬之天然物化學研究文獻回顧 4
三、Paralemnalia 屬之天然物化學研究文獻回顧 12
四、Dendronephthya屬之天然物化學研究文獻回顧 15
五、研究動機 19
貳、傘軟珊瑚 Cespitularia hypotentaculata 化學成分之研究 20
一、傘軟珊瑚生物材料採集與鑑定 20
二、傘軟珊瑚 Cespitularia hypotentaculata 之分類地位 20
三、傘軟珊瑚化學成分之萃取與分離流程 21
四、傘軟珊瑚化學成分之分離純化 23
1. GN67-12-5-4-2 (1) 之分離純化 23
2. GN67-12-6-4-2 (2) 之分離純化 26
3. GN67-20-4-3 (3) 之分離純化 29
4. GN67-25-6-1 (4) 之分離純化 32
5. GN67-12-5-12-1 (5) 之分離純化 35
6. GN67-12-5-12 (6) 之分離純化 38
7. GN67-12-5-12 (6) 之 (S)-MTPA ester 製備 41
8. GN67-12-5-12 (6) 之 (R)-MTPA ester 製備 43
9. GN67-28-5-3-3 (7) 之分離純化 45
10. GN67-28-5-4 (8) 之分離純化 48
11. GN67-23-4 (9) 之分離純化 51
五、傘軟珊瑚化學成分之結構解析 54
1. GN67-12-5-4-2 (1) 之結構解析 54
2. GN67-12-6-4-2 (2) 之結構解析 75
3. GN67-20-4-3 (3) 之結構解析 95
4. GN67-25-6-1 (4) 之結構解析 117
5. GN67-12-5-12-1 (5) 之結構解析 141
6. GN67-12-5-12 (6) 之結構解析 164
7. GN67-28-5-3-3 (7) 之結構解析 175
8. GN67-28-5-4 (8) 之結構解析 181
9. GN67-23-4 (9) 之結構解析 187
六、傘軟珊瑚 Cespitularia hypotentaculata 所分離出 norverticillane
骨架化合物之生合成路徑推論 192
叁、仿穗軟珊瑚 Paralemnalia thyrsodes 化學成分之研究 193
一、仿穗軟珊瑚生物材料採集與鑑定 193
二、仿穗軟珊瑚 Paralemnalia thyrsodes 之分類地位 193
三、仿穗軟珊瑚化學成分之萃取與分離流程 194
四、仿穗軟珊瑚化學成分之分離純化 196
1. GN78-14-3a-B (10) 之分離純化 196
2. GN78-22-8I-B (11) 之分離純化 199
3. GN78-17-3a-B’ (12) 之分離純化 202
4. GN78-12-5-B-G (13) 之分離純化 205
5. GN78-14-3a-N (14) 之分離純化 208
6. GN78-22-8-W (15) 之分離純化 211
7. GN78-22-8-H (16) 之分離純化 214
8. GN78-24-5-Q (17) 之分離純化 217
五、仿穗軟珊瑚化學成分之結構解析 220
1. GN78-14-3a-B (10) 之結構解析 220
2. GN78-22-8I-B (11) 之結構解析 232
3. GN78-17-3a-B’ (12) 之結構解析 244
4. GN78-12-5-B-G (13) 之結構解析 256
5. GN78-14-3a-N (14) 之結構解析 260
6. GN78-22-8-W (15) 之結構解析 264
7. GN78-22-8-H (16) 之結構解析 268
8. GN78-24-5-Q (17) 之結構解析 272
六、仿穗軟珊瑚 Paralemnalia thyrsodes 所分離出化合物之生合成路徑推論 276
1. nardosinane 類化合物之生合成路徑推論 276
2. eremophilane 類化合物之生合成路徑推論 276
肆、多刺棘穗軟珊瑚 Dendronephthya divaricata 化學成分之研究 277
一、多刺棘穗軟珊瑚生物材料採集與鑑定 277
二、多刺棘穗軟珊瑚 Dendronephthya divaricata 之分類地位 277
三、多刺棘穗軟珊瑚化學成分之萃取與分離流程 278
四、多刺棘穗軟珊瑚化學成分之分離純化 280
1. GN72-9-8-J (18) 之分離純化 280
2. GN72-7-4-2 (19) 之分離純化 283
3. GN72-19-6-8-E (20) 之分離純化 286
五、多刺棘穗軟珊瑚化學成分之結構解析 289
1. GN72-9-8-J (18) 之結構解析 289
2. GN72-7-4-2 (19) 之結構解析 292
3. GN72-19-6-8-E (20) 之結構解析 295
伍、傘軟珊瑚、仿穗軟珊瑚之生物活性 298
一、傘軟珊瑚之化學成分抗發炎測試 298
二、仿穗軟珊瑚之化學成分抗發炎測試 300
陸、結論 301
柒、參考文獻 303
捌、附錄 310
一、抗發炎活性試驗原理與方法 310
二、X-ray 單晶繞射資料 315
1. GN67-20-4-3 (3) 之 X-ray 單晶繞射資料 315
2. GN78-24-5-Q (17) 之 X-ray 單晶繞射資料 325
三、儀器與材料 340

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