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論文名稱 Title |
台灣產白穗珊瑚化學成分及其抗發炎活性之研究 Chemical Constituents and Anti-inflammatory Activity Studies of Formosan Soft Coral Nephthea chabrolii |
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系所名稱 Department |
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畢業學年期 Year, semester |
語文別 Language |
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學位類別 Degree |
頁數 Number of pages |
81 |
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研究生 Author |
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指導教授 Advisor |
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召集委員 Convenor |
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口試委員 Advisory Committee |
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口試日期 Date of Exam |
2008-07-16 |
繳交日期 Date of Submission |
2008-08-08 |
關鍵字 Keywords |
白穗珊瑚、抗發炎 Nephthea chabrolii, Anti-inflammatory activity, 4-Methylated steroids |
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統計 Statistics |
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中文摘要 |
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。 |
Abstract |
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. |
目次 Table of Contents |
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 |
參考文獻 References |
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