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研究生:黃品彰
研究生(外文):Pin-Chang Huang
論文名稱:紫皮珊瑚Briareum violaceum所含二次代謝物之研究
論文名稱(外文):Studies on the Secondary Matabolites from the Soft Coral Briareum violaceum
指導教授:宋秉鈞
指導教授(外文):Ping-Jyun Sung
口試委員:李宗徽耿全福宋秉鈞
口試委員(外文):Tzong-Huei LeeChuian-Fu KenPing-Jyun Sung
口試日期:2018-06-19
學位類別:碩士
校院名稱:國立東華大學
系所名稱:海洋生物研究所
學門:自然科學學門
學類:海洋科學學類
論文種類:學術論文
論文出版年:2018
畢業學年度:106
語文別:中文
論文頁數:152
中文關鍵詞:紫皮珊瑚cembranolide一氧化氮合成酶SAR
外文關鍵詞:Briareum violaceumcembranolideiNOSSAR
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本篇研究從養殖型紫皮珊瑚Briareum violaceum中,分離出十二個cembranolide類的化合物,包含七個新的化合物: briaviols A–G (1–7),及五個已知的化合物: briaviodiol A (8)、 pachyclavulariolides E–H (9–11) 和K (12)。其中我們也發現三對立體異構物。透過光譜資料的分析,建構出化合物1–7的相對立體構型。在生物活性分析上,這些化合物被拿來評估是否具有抗發炎的活性。化合物2、4–6、8、11及12在10 M的濃度下,對經LPS誘發小鼠之巨噬細胞RAW 264.7所產生的一氧化氮合成酶 (iNOS) 具有顯著的抑制效果。此外,在本次研究中,我們也討論了化合物結構與活性的關係。
Twelve cembranolides, including seven new compounds, briaviols A–G (1–7), as well as five known analogues, briaviodiol A (8), pachyclavulariolides E–H (9–11) and K (12), were isolated from a cultured octocoral identified as Briareum violaceum. We also discovered three pairs of stereoisomers in these compounds. The structures, including the relative configuration of compounds 1–7, were established by spectroscopic analyses. These compounds were evaluated for their anti-inflammatory activities. In terms of anti-inflammatory test, compounds 2, 4–6, 8, 11 and 12 have showed significant inhibitory effects on the iNOS protein expression in LPS-induced mouse macrophage RAW 264.7 at the concentration of 10 M. In addition, we also discussed these structure-activity relationship (SAR) in this study.
第一章、緒論 1
第一節、前言 1
第二節、研究動機 7
第三節、紫皮珊瑚 (B. violaceum) 之文獻回顧 9
一、Cembrane-type compounds 10
二、Briarane-type compounds 13
三、Briarellin-type compounds 19
四、Secosterol-type compounds 20
第二章、實驗器材 21
第一節、儀器 21
第二節、藥品試劑 23
第三章、生物材料與研究方法 25
第一節、生物材料的採集與分類 25
第二節、生物樣品的萃取與分離 31
第三節、生物活性檢測 33
一、細胞毒殺活性試驗 33
二、抗發炎活性試驗 34
第四章、結果與討論 37
第一節、紫皮珊瑚 (B. violaceum) 所含天然物之結構解析 37
一、Briaviol A (1) 之結構解析 37
二、Briaviol B (2) 之結構解析 49
三、Briaviol C (3) 之結構解析 59
四、Briaviol D (4) 之結構解析 69
五、Briaviol E (5) 之結構解析 79
六、Briaviol F (6) 之結構解析 89
七、Briaviol G (7) 之結構解析 99
八、Briaviodiol A (8) 之結構解析 109
九、Pachyclavulariolide E (9) 之結構解析 115
十、Pachyclavulariolide G (10) 之結構解析 121
十一、Pachyclavulariolide H (11) 之結構解析 127
十二、Pachyclavulariolide K (12) 之結構解析 133
第二節、化合物實驗數據整理 138
第三節、化合物之生物活性檢測結果 140
一、細胞毒殺活性試驗 140
二、抗發炎活性試驗 141
第五章、結論 145
第六章、參考文獻 149
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