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研究生:呂蕙怡
研究生(外文):Hui Yii Lu
論文名稱:指型軟珊瑚之化學成分與生物活性研究
論文名稱(外文):Chemical and Biological Investigations of Sinularia spp.
指導教授:呂彥禮
指導教授(外文):Y. L. Leu
學位類別:碩士
校院名稱:長庚大學
系所名稱:天然藥物研究所
學門:醫藥衛生學門
學類:藥學學類
論文種類:學術論文
論文出版年:2009
畢業學年度:97
論文頁數:158
中文關鍵詞:指型軟珊瑚固醇類癌細胞毒殺活性
外文關鍵詞:Sinularia flexibilisSinularia sp.steroidscytotoxicity
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研究指出軟珊瑚屬中的多氧取代固醇類化合物對各類癌細胞具有生物毒殺活性。我們分析屏東海洋生物博物館所養殖的指型軟珊瑚NO.9(Sinularia sp.)及NO.20( Sinularia flexibilis)所具有的化學成分,NO.9分離得到20個化合物,NO.20得到29個化合物,其中以固醇類化合物為主要成分。
生物活性研究中,將粗抽物及所分離到的主成分化合物進行藥理試驗後,發現NO.9、NO.20珊瑚的乙酸乙酯可溶層皆對人類肺癌細胞A549有毒殺效果;且NO.20珊瑚的主成分化合物chabrolosteroid I對人類腸癌HT-29( human colon carcinoma cells)、人類肺癌A549( human lung carcinoma cells)、人類肝癌Hep 3B ( human hepatocellular carcinoma cells) 細胞具有生物毒殺活性,將對此化合物進一步進行完整的生物毒殺活性試驗。而其他化合物對癌細胞則不具有毒殺活性。
Previous investigations on the polyhydroxygenated steroids of the soft coral species, some compounds have been showed to exhibit cytotoxic activity against the growth of the various cancer cell lines.
We have studied the chemical constituents of two cultured soft coral Sinularia flexibilis (NO.20) and Sinularia sp. (NO.9), collected from the National Museum of Marine Biology & Aquarium, Taiwan. The Sinularia sp. (NO.9) had led to the isolation of twenty compounds and twenty-nine compounds were isolated from the crude extract of Sinularia flexibilis (NO.20). Among them, the structures of twenty-three compounds were determined by spectral analysis. They included eleven steroids, which are major components of Sinularia spp.
In the cytotoxicity experiments, EtOAc-soluble portion of metholic extract of the soft coral showed significant cytotoxicity in cell culture of A549(human lung carcinoma) cell line. The major compound( chabrolosteroid I ) of NO.20 soft coral was found to exhibit cytotoxicity against the growth of the cancer HT-29 ( human colon carcinoma ), A549 ( human lung carcinoma ) and Hep 3B ( human hepatocellular carcinoma ) cell lines.
目 錄
指導教授推薦書…………………………………………………………………
口試委員審定書…………………………………………………………………
授權書 ……………………………………………………………………………
致謝 ………………………………………………………………………………iv
目錄 ………………………………………………………………………………v
縮寫表……………………………………………………………………………vii
中文摘要………………………………………………………………………viii
英文摘要…………………………………………………………………………ix
第一章 緒論……………………………………………………………………1
第一節 前言 ………………………………………………………………… 1
第二節 研究動機………………………………………………………………2
第二章 化學成分及藥理文獻回顧……………………………………………5
第三章 生物材料與抽取分離 ………………………………………………50
第一節 生物材料 ……………………………………………………………50
第二節 生物樣品分類 ………………………………………………………50
第三節 萃取與分離 …………………………………………………………50
第四章 化合物之結構解析 …………………………………………………59
第一節 (Z)-N-[2-(4-Hydroxyphenyl)ethyl]-3-methyldodec-2-enamide( 1 )之構造研究……………………………………………………59
第二節 Chabrolosteroid I( 2 )之構造研究 …………………………63
第三節 24-Methylenecholesterol ( 3 ) 之構造研究………………70
第四節 11α-Acetoxy-24-methylenecholesta-3β,5α,6β-triol( 4 )之構造研究 ……………………………………………………………………74
第五節 Pregnenolone( 6 )之構造研究…………………………………81
第六節 3β-Hydroxy-24-methylene-5-cholesten-7-one ( 16 )之構造研究 …………………………………………………………………………88
第七節 Gorgostane-1α,3β,5α,6β,11α-pentaol ( 17 )之構造研究 ……………………………………………………………………………………95
第八節 (Z)-3-[3-[3-[(Z)-3-Amino-3-oxoprop-1-enyl]-6-hydroxy-2- methoxyphenyl]-4-hydroxy-2-methoxyphenyl]prop-2-enamide( 9 )之構造研究……………………………………………………102
第五章 生物活性試驗…………………………………………………………108
第一節 粗抽物毒殺人類肺癌細胞株A549測定 ……………………………108
第二節 純化合物毒殺人類癌細胞株HT-29、A549、Hep 3B測定 ………109
第六章 實驗部份 ……………………………………………………………110
第一節 儀器及藥品……………………………………………………………110
第二節 指型軟珊瑚成分之分離與純化 …………………………………… 112
第三節 生物活性試驗方法……………………………………………………115
第七章 結論……………………………………………………………………116
光譜數據整理 …………………………………………………………………118
參考文獻 ………………………………………………………………………132
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