臺灣博碩士論文加值系統

穗珊瑚屬Nephthea 從文獻中可以得知含有豐富的雙萜類及固醇類化合物，而從台灣產白穗珊瑚Nephthea chabrolii 之丙酮及二氯甲烷/甲醇粗萃物，經過矽膠管柱層析及高效能液相層析儀 (HPLC) 分離純化後得到13 個新的固醇類化合物，其中有九個為4α-methylated steroids (1−6, 8−10)；另有三個為19-oxygenated steroids (11−13)；以及包含了一個新骨架的19-norsteroid (7)。以上這些新化合物的結構是經由各種光譜分析 (1D、2D NMR, IR, UV, HRESI-MS) 而建立，在生物活性方面對化合物進行抗發炎活性測試，當測試的最終濃度在10 μM 時，化合物 1−2, 4−5, 7−11 與13 對於iNOS (誘發型一氧化氮合成酶) 有良好的抗發炎效果；而化合物 2, 4, 6−7 及 10−11 則對於COX-2 (環氧酶-2) 有抗發炎活性，且化合物2, 4, 7, 10 和11 同時具有抑制iNOS（誘發型一氧化氮合成酶）和 COX-2 (環氧酶-2) 的抗發炎活性。所有測試的化合物在最終濃度為10 μM 時並不會影響到細胞的β-actin 表現量。

Soft corals belonging to the genus Nephthea have been found to be a rich source of terpenoids and steroids. Chromatographic separation of acetone and CH2Cl2/MeOH extracts of Formosan soft coral Nephthea chabrolii resulted in the isolation of thirteen new steroids, including nine 4α-methylated steroids (1−6, 8−10), three 19-oxygenated steroids (11−13), and a novel skeleton 19-norsteroid (7). The structures of these metabolites were elucidated by extensive spectral analyses and anti-inflammatory activities were measured in vitro. Compounds 1−2, 4−5, 7−11 and 13 at a concentration of 10 μM significantly reduce the levels of iNOS (inducible nitric oxide synthase ). Compounds 2, 4, 6−7 and 10−11 at a concentration of 10 μM also significantly reduce the levels of COX-2 (cyclooxygenase-2). Compounds 2, 4, 7, 10 and 11 can reduce the levels of both iNOS and COX-2. All compounds at a concentration of 10 μM did not affect the housekeeping β-actin protein expression.

中文摘要 iii
英文摘要 iv
壹、緒論 1
一、前言 1
二、Nephthea 屬軟珊瑚所含steroid 類天然物化學文獻回顧 3
三、研究目的與動機 14
貳、白穗軟珊瑚Nephthea chabrolii 化學成分之研究 15
一、生物材料採集與鑑定 15
二、白穗軟珊瑚Nephthea chabrolii 之分類地位 15
三、白穗軟珊瑚Nephthea chabrolii 化學成分之萃取與分離流程 16
四、白穗軟珊瑚Nephthea chabrolii 各化學成分之分離純化流程 17
1. SL03-12-24-2 (1) 之分離純化 17
2. SL03-12-30-3 (2) 之分離純化 18
3. SL03-12-52-2 (3) 之分離純化 19
4. SL03-12-52-5 (4) 之分離純化 20
5. SL03-11-31-3 (5) 之分離純化 21
6. SL03-12-24-3 (6) 之分離純化 22
7. SL03-12-36-5 (7) 之分離純化 23
8. SL03-11-19-1 (8) 之分離純化 24
9. SL03-12-31-1 (9) 之分離純化 25
10. SL03-11-31-7 (10) 之分離純化 26
11. SL03-11-19-10 (11) 之分離純化 27
12. SL03-11-48-7 (12) 之分離純化 28
13. SL03-11-19-9 (13) 之分離純化 29
五、白穗軟珊瑚Nephthea chabrolii 化學成分之結構解析 30
1. SL03-12-24-2 (1) 之結構解析 30
2. SL03-12-30-3 (2) 之結構解析 32
3. SL03-12-52-2 (3) 之結構解析 34
4. SL03-12-52-5 (4) 之結構解析 36
5. SL03-11-31-3 (5) 之結構解析 38
6. SL03-12-24-3 (6) 之結構解析 40
7. SL03-12-36-5 (7) 之結構解析 42
8. SL03-11-19-1 (8) 之結構解析 45
9. SL03-12-31-1 (9) 之結構解析 47
10. SL03-11-31-7 (10) 之結構解析 49
11. SL03-11-19-10 (11) 之結構解析 51
12. SL03-11-48-7 (12) 之結構解析 53
13. SL03-11-19-9 (13) 之結構解析 55
參、生物活性之研究 57
一、抗發炎活性檢測原理與方法 57
二、白穗軟珊瑚Nephthea chabrolii 之化學成分抗發炎測試結果 60
肆、結論 61
伍、參考文獻 63
陸、附錄 68
一、儀器 68
二、材料 69

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