5-甲基-4-[3-氯-4-(3-氟苄氧基)苯氨基]吡咯并三嗪-6-甲酸乙酯的合成及其抗肿瘤活性  

Synthesis and antitumor activity of ethyl 5-methyl-4-[3-chloro-4-( 3-fluoro-benzyloxy)-phenylamino]-pyrrolo-triazine-6-carboxylate

作　　者：马沙沙 张娅玲[1] 张喜全 顾红梅 李宝林[1] 

机构地区：[1]药用资源与天然药物化学教育部重点实验室陕西师范大学化学化工学院,陕西西安710062 [2]正大天晴药业集团股份有限公司,江苏南京210042

出　　处：《化学研究与应用》2015年第6期870-874,共5页Chemical Research and Application

基　　金：国家自然科学基金项目(21272144)资助

摘　　要：以3-甲基-2-氰基吡咯-4-甲酸乙酯为原料,采用新的路线,经3步反应合成了5-甲基-4-[3-氯-4-(3-氟苄氧基)苯氨基]吡咯并[2,1-f][1,2,4]三嗪-6-甲酸乙酯。通过对其合成过程中的反应条件优化,使反应收率得以提高,三步反应总收率26.4%。借助核磁共振、质谱等检测手段对反应中间体和目标化合物进行了结构表征。通过对人系肿瘤细胞SW480、A549和A431生长抑制活性实验,表明所得目标化合物能够选择性抑制肿瘤细胞A431的增殖(IC50:2.62±1.82μM)。Ethyl 5-methyl-4-[3-chloro-4-（3-fluoro-benzyloxy）-phenylamino]-pyrrolo-triazine-6-carboxylate was synthesized from ethyl 3-methyl-2-cyanopyrrole-4-carboxylate through a novel synthesis route included 3 step reactions with an overall yield of 26.4%.The structures of intermediates and target compounds were characterized by NMR and HRMS.The anti-tumor activities of target compounds on SW480、A549 and A431 were tested preliminarily in vitro experiment.The results indicated that the target compounds could selectively inhibit the growth of A431 tumor cells（IC50： 2.62±1.82 μM）.

关 键 词：吡咯并三嗪 合成 抗肿瘤 

分 类 号：O626[理学—有机化学]