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博碩士論文 etd-0222101-150819 詳細資訊
Title page for etd-0222101-150819
論文名稱
Title
台灣產聚指軟珊瑚及相關抗癌活性天然成分之研究
Chemical Constituents and Cytotoxicity of Formosan Soft Coral Sinularia numerosa and Related Natural Products
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
182
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
2001-01-31
繳交日期
Date of Submission
2001-02-22
關鍵字
Keywords
聚指軟珊瑚、軟珊瑚、抗癌或活性
Sinularia numerosa
統計
Statistics
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中文摘要
綠島產聚指軟珊瑚(Sinularia numerosa)之甲醇粗萃取物,分離後得到兩個norcembrane norditerpenoid化合物,分別為(1R*,5S*,8R*,10S*,11R*)-11-hydroxy-1-isopropenyl-8-methyl-3,6-dioxo - 5, 8 - epoxy- cyclotetradec-12-ene-10, 12- carbolactone (19)及(1R*,5S*,8R*,10S*,11S*)-11-hydroxy-1-isopropenyl-8-methyl-3,6-dioxo-5,8-epoxy-cyclotetradec-12-ene-10,12-carbolactone (33)。
大葉樹蘭(Aglaia elliptifolia)之三氯甲烷粗萃取物分離後得到六個化合物,分別為3-hydroxy-5,7,4’-trimethoxyflavone (295)、dehydrodorin (135)、piriferine (133)、foveolin B (218)和AELF-282 (298)。 其中 AELF-75K (295)、AELF-67 (135)、AELF-357 (133)、AELF-145 (186)、AELF-274 (218)為四個已知化合物;而 AELF-145 (186)與 AELF-282 (298)為自然界第一次發現的物質。
經過癌細胞毒殺測試,得知取自綠島聚指形軟珊瑚的對四種癌細胞皆有毒殺活性;而取自大葉樹蘭的化合物只有AELF-145 (186)有顯著活性,其餘的 ED50 > 4 μg/mL。
Abstract
Abstract
Chromatographic purification of a methinol extract of Formosan soft coral Sinularia numerosa (collected in Green Island) led to the isolation of two norcembrane norditerpenoids, (1R*,5S*,8R*,10S*,11R*)–11–hydroxy–1–isopropenyl–8–methyl–3,6–dioxo–5,8–epoxy–cyclotetradec–12–ene–10,12-carbolactone (19) and (1R*,5S*,8R*,10S*,11S*)–11–hydroxy–1–isopropenyl–8–methyl–3,6–dioxo–5,8–epoxy–cyclotetradec–12–ene–10,12-carbolactone (33).
Purification of a chloroform extract of the Formosan plant Aglaia elliptifolia (collected in Green Island) resulted in the isolation of six compounds, 3-hydroxy-5,7’,4’-trimethoxyflavone (295), dehydrodorin (135), piriferine (133), foveolin B (218), cyclopenta[b]benzofuran ligan derivative (186) and a new compound (298). Compounds 295,135,133 and 218 are known compounds; compounds 186 and 298 are new compounds.
In cytotoxicity assays, compounds from Sinulari numerosa, 19 and 33 exhibited significant cytotoxicities against four cancer cell lines. However, just one compound, 186 from Aglaia elliptifolia , showed significant cytotoxicity; the other compounds were not cytotoxic (ED50 ≧4μg/mL).
目次 Table of Contents
目 錄
壹、 緒論 頁次
一、前言……………………………………………………………1
二、Sinularia屬軟珊瑚之化學成分研究回顧…………….……2
三、Aglaia屬之化學成分研究回顧……………………………24
四、研究動機和目的…………………………………………..…52
貳、綠島指形軟珊瑚化學成分之研究
一、綠島聚指形軟珊瑚材料之採集與鑑定.………….…………53
二、軟珊瑚之分類地位……………………………………………53
三、綠島聚指形軟珊瑚之萃取和分離流程………………………54
(1)、GN06-16K (19)之分離純化……………………………..56
(2)、GN06-19K (33)之分離純化……………………………..58
四、綠島聚指形軟珊瑚化學成分之結構解析
(1)、GN06-16K (19)之結構解析……………………………..61
(2)、GN06-19K (33)之結構解析 ……………………………63
參、大葉樹蘭葉部化學成分之研究
一、 大葉樹蘭葉部材料之採集與鑑定………………………..66
二、 大葉樹蘭之分類學地位…………………………………..66
三、 大葉樹蘭葉化學成分之萃取……………………………..67
四、 大葉樹蘭葉部化學成分之分離純化
(1)、AELF-075K (295)之分離純化…………………………69
(2)、AELF-067 (135)之分離純化………………………….71
(3)、AELF-357K (133)之分離純化…………………………73
(4)、AELF-145 (186)之分離純化………………………….76
(5)、AELF-274 (218)之分離純化………………………….78
(6)、AELF-282 (298)之分離純化………………………….81
五、 大葉樹蘭葉部化學成分之結構解析
(1)、AELF-075K (295)之結構解析…………………………84
(2)、AELF-067K (135)之結構解析…………………………87
(3)、AELF-357K (133)之結構解析…………………………90
(4)、AELF-145 (186)之結構解析………………………….93
(5)、AELF-274 (218)之結構解析………………………….97
(6)、AELF-282 (298)之結構解析………………………….99
肆、綠島聚指形軟珊瑚及大葉樹蘭化學成分之癌細胞
毒殺活性…………………………………………………….102
伍、結論…………………………………………………………….104
陸、參考文獻………………………………………………………106
柒、附錄
一、儀器及材料………………………………………………….125
二、癌細胞毒殺活性測試之分析方法………………………….126
三、MTT分析原理………………………………………………..127
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