基于喹喔啉结构的异吲哚啉-1-酮类化合物合成及抗肿瘤活性  

Synthesis and In Vitro Antitumor Activity of Novel Quinoxaline-Based Isoindolin-1-Ones

作　　者：常明琴 奚倩 纪铭 黄文远 高婷妤 李阳 Chang Mingqin;Xi Qian;Ji Ming;Huang Wenyuan;Gao Tingyu;Li Yang(College of Chemistry and Chemical Engineering,Bohai University,Jinzhou,121000;Liaoyang Bureau of Quality and Technical Supervision,Liaoyang,111099;Fuxin Institute For Drug Control,Fuxin,123000)

机构地区：[1]渤海大学化学化工学院,院锦州121000 [2]辽阳市质量技术监督局,辽阳111099 [3]阜新市药品检验所,阜新123000

出　　处：《化学通报》2021年第2期154-161,171,97,共10页Chemistry

基　　金：国家自然科学基金项目(21878023,U1608222);辽宁省特聘教授支持计划项目;辽宁省教育厅“青年育苗”项目(LQ2019006);辽宁省科技厅博士启动项目(2019-BS-004)资助。

摘　　要：本文通过3-溴甲基喹喔啉-2-羧酸乙酯与芳胺或脂肪胺在回流的乙醇中经一步反应简便而有效合成了一系列结构新颖的基于喹喔啉结构的异吲哚啉酮类化合物。采用MTT法初步评价了目标化合物对肺癌细胞株A549和直肠癌细胞株HT29的体外增殖抑制活性。结果表明,含有卤素(F,Cl,Br,I)取代的化合物7h~7k对这两个细胞株表现出良好的抑制活性,其中氟取代的化合物7h的活性最高,其IC50值分别为1.50和3.77μg/mL,活性高于参考药物顺铂。In the present investigation,a simple and facile synthesis of a series of structurally novel and intriguing quinoxaline-based isoindolin-1-ones through the one-step reaction of ethyl 3-bromomethylquinoxaline-2-carboxylatewith with arylamines or aliphatic amines in refluxing ethanol medium has been described. The preliminary screening for their in vitro anti-tumor activity against A549 and HT29 using the MTT assay revealed that halosubstituted( F,Cl,Br,I) compounds 7 h ~ 7 k showed promising inhibitory activity,among which fluro-substituted7 h possessed the best activity against the two cell lines with the IC50 values of 1. 50 and 3. 77 μg/m L,respectively,which were higher than that of the reference drug cisplatin.

关 键 词：喹喔啉 异吲哚啉-1-酮 一步反应 抗肿瘤活性 

分 类 号：TQ460.1[化学工程—制药化工] O626[理学—有机化学]