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博碩士論文 etd-0808108-120913 詳細資訊
Title page for etd-0808108-120913
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
系所名稱
Department
畢業學年期
Year, semester
語文別
Language
學位類別
Degree
頁數
Number of pages
81
研究生
Author
指導教授
Advisor
召集委員
Convenor
口試委員
Advisory Committee
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
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
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