二位取代之4-苯胺基喹啉類衍生物的合成以及抗增生活性評估

Synthesis and Antiproliferative Evaluations of 2-Substituted 4-Anilinoquinoline Derivatives

駱柏誠(Bo-Cheng Luo)

指導教授 ： 曾誠齊

高雄醫學大學/生命科學院/醫藥暨應用化學研究所/碩士(2011年)

摘要

具有喹啉環的衍生物近年來已被發現存在許多不錯的生物活性，本研究主要探討合成出一系列在2 位有不同取代基的4-苯胺喹啉類衍生物。
第一部分我們合成4-苯胺-2-呋喃乙烯基喹啉衍生物，在喹啉環主環部分以氫或甲氧基取代，呋喃部分以氫或硝基取代，乙醯基部分以肟側鏈取代。以這些化合物對於H460 肺癌細胞、H1299 肺癌細胞、MB231 乳癌細胞、AGS 胃癌細胞、Hela 子宮頸癌細胞等五種常見類癌細胞株進行抗增生活性評估，其結果證實具有很強的抗腫瘤性。
由於第一部分的化合物對於MRC-5 正常肺細胞的毒性極強，於是我們對結構做了修飾，將第一部分的化合物具有活性的肟側鏈移到2 位上，合成出4-苯胺喹啉-2-甲醛肟衍生物，以得到較低的細胞毒性。

關鍵字

喹啉硝基呋喃 ； 抗癌

並列摘要

Certain 4-anilinoquinoline derivatives have been found to possess significant antiproliferative activities. The aim of this thesis is to study the influence of substituent at the 4-anilino moiety with respect to the antiproliferative potency and cytotoxic selectivity. A number of 4-anilino-2-furanylvinylquinoline derivatives with various aminoalkyl side chains at the para-position of 4-anilino moiety have been synthesized and evaluated for their antiproliferative activities. Results indicated that these newly synthesized compounds exhibited potent activities against the growth of all the cancer cells tested including lung cancer (H460) cells, lung cancer cells (H1299), breast cancer cells (MB231), human stomach adenocarcinoma (AGS), and human cervical epithelioid carcinoma (Hela). In addition, certain 4-anilinoquinoline-2-carbaldehyde oxime derivatives have also been synthesized for antiproliferative evaluation in a hope that these oxime derivatives will exhibit better selective cytotoxicities.

並列關鍵字

Quinoline ； nitrofuran ； anti-cancer

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