2,5-二取代吲哚碳酰肼衍生物的合成及活性研究  

Study on the synthesis and activity of 2,5-disubstituted indole carbohydrazide derivatives

作　　者：李正辉[1] 袁歆瑜 盛含晶 张伟东 鲁雅 严晓阳[2] 胡鸿雨[2] LI Zheng-hui;YUAN Xing-yu;SHENG Han-jing;ZHANG Wei-dong;LU Ya;YAN Xiao-yang;HU Hong-yu(School of Materials and Chemical Engineering,Ningbo University of Technology,Ningbo 315000,China;Xingzhi College,Zhejiang Normal University,Lanxi 321004,China;Jin Hua Municipal Central Hospital,Jinhua 321000,China)

机构地区：[1]宁波工程学院材料与化学工程学院,浙江宁波315000 [2]浙江师范大学行知学院,浙江兰溪321004 [3]金华市中心医院,浙江金华321000

出　　处：《化学研究与应用》2020年第5期789-794,共6页Chemical Research and Application

基　　金：浙江省教育厅一般课题项目(Y201941989)资助;金华市科技计划项目(2019-4-005)资助;国家级大学生创新创业训练计划项目(201913276001)资助。

摘　　要：以对硝基苯肼为起始原料,采用费舍尔吲哚合成法合成中间体5-硝基吲哚-2-羧酸酯(3),经还原合成5-氨基吲哚-2-羧酸酯(4),再与氯甲酸苯酯合成酰胺(5),5在水合肼作用下形成2,5-碳酰肼吲哚(6),化合物6和取代醛反应,合成了7个2,5-二取代吲哚碳酰肼衍生物(7a^7g)。目标化合物经1HNMR、13CNMR、HR-MS结构确证。采用MTT法研究了目标化合物的细胞毒活性。结果显示,目标化合物对所选肿瘤细胞的增殖活性具有一定抑制作用。其中7c对宫颈癌细胞(Hela)、乳腺癌细胞(MCF-7)和人肝癌细胞(HepG-2)的抑制活性与阳性药顺铂活性相近。5-Nitroindole-2-carboxylic acid ester,was prepared by the Fisher indole synthesis method using p-nitrophenylhydrazine as the starting material.5-Aminoindole-2-carboxylic acid ester(4)was synthesized by reduction,and amide(5)was synthesized with phenyl chloroformate,Then compund 5 was used to form 2,5-carbon hydrazide indole(6)under the action of hydrazine hydrate.Compound 6 reacted with substituted aldehyde to synthesize seven 2,5-disubstituted indole carbazide derivatives(7 a^7 g).The target compounds were confirmed by 1HNMR,13CNMR and HR-MS structures.The cytotoxic activity of the target compounds were studied by MTT method.The results showed that the target compounds had a certain inhibitory effect on the proliferation activity of selected tumor cells.Among them,the inhibitory activity of 7 c on cervical cancer cells(Hela),breast cancer cells(MCF-7)and human liver cancer cells(HepG-2)was similar to that of the positive drug cisplatin.

关 键 词：吲哚 碳酰肼 合成 抗肿瘤活性 

分 类 号：O626.4[理学—有机化学]