Synthesis and cytotoxic evaluation of hybrids of indolin-2-one and quinazoline-4(3H)-one linked via carbon-carbon double bond  

通过碳碳双键连接的吲哚-2-酮与喹唑啉-4(3H)-酮杂合物的合成与抗肿瘤活性评价(英文)

作　　者：史博颖[1,2] 张晶晶[1] 曹胜利[1] 高曼[1] 丁盼盼[1] 李中峰[1] 廖蓟[3,4] 许兴智[3,4] 

机构地区：[1]首都师范大学化学系,北京100048 [2]国家知识产权局专利局专利审查协作北京中心,北京100081 [3]DNA损伤应答北京市重点实验室 [4]首都师范大学生命科学学院,北京100048

出　　处：《Journal of Chinese Pharmaceutical Sciences》2014年第11期765-771,共7页中国药学（英文版）

基　　金：National Natural Science Foundation of China (Grant No.20972099,31130017);Beijing Municipal Commission of Education (Grant No.KZ201210028035);Scientific Research Base Development Program of the Beijing Municipal Commission of Education;the 973 Project (Grant No.2013CB911000)

摘　　要：A novel series of compounds combining indolin-2-one and quinazolin-4（3H）-one moiety via a carbon-carbon double bond were synthesized by aldol-condensation of 2-methylquinazolin-4（3H）-one-6-carbaldehyde with various indolin-2-ones. The synthesized compounds were evaluated for their cytotoxic activity against five human cancer cell lines, namely, A549, MCF-7, HeLa, HT-29 and HCT-116. We found that compound 5e with two bromine atoms at the 5- and 7-positions of the indolin-2-one ring was most potent, which inhibited proliferation of five cancer cell lines in the range of 32.0%-62.3% at a concentration of 50 p,M. Our results further indicate that the connection of 5,7-dibromoindolin-2-one and 2-methylquinazolin- 4（3H）-one moiety with a carbon-carbon double bond is essential for compound 5e to exert cytotoxicity.通过2-甲基-4-氧代喹唑啉-6-甲醛与不同的吲哚-2-酮的缩合反应,制备了一系列吲哚-2-酮与喹唑啉-4(3H)-酮的杂合物5a–j。MTT法测试结果表明,只有化合物5e对人肿瘤细胞A549、MCF-7、He La、HT-29和HCT-116表现出一定的细胞毒活性,50μM浓度下的抑制率为32.0%–62.3%。

关 键 词：INDOLIN-2-ONE Quinazolin-4（3H）-one Cytotoxic activity 

分 类 号：R914[医药卫生—药物化学]