新型HuR抑制剂1-苯磺酰基-3-苯基吲哚-4,5-二酮的合成  

HuR inhibitor: synthesis of 1-phenylsulfonyl-3-phenyl indole-4,5-dione

作　　者：赵胤 殷珊 吴艳丹 徐成 倪广惠 ZHAO Yin;YIN Shan;WU Yan-dan;XU Cheng;NI Guang-hui(Yunnan University of Chinese Medicine,School of Chinese Materia Medica,Kunming 650500,China)

机构地区：[1]云南中医药大学中药学院,云南昆明650500

出　　处：《云南民族大学学报（自然科学版）》2022年第5期521-524,共4页Journal of Yunnan Minzu University:Natural Sciences Edition

基　　金：云南省南药可持续利用重点实验室开放课题重点项目(202005AG070157-YZ202102)。

摘　　要：1-苯磺酰基-3-苯基吲哚-4,5-二酮是一种有效的HuR抑制剂.HuR作为一种应激反应蛋白,可调节编码炎症和肿瘤发生的蛋白质靶基因的表达,是潜在的药物靶点.以5-甲氧基吲哚为起始原料,5-甲氧基吲哚的C-3位与芳基卤化物芳基化,再用苯磺酰氯处理制备1-苯磺酰基-3-苯基吲哚,最后经去甲基化和氧化,共4步反应合成1-苯磺酰基-3-苯基吲哚-4,5-二酮.产物结构经~1H NMR、C NMR进行确证.此合成路线具有合成方法简单,反应时间短,操作简单等优点.1-phenylsulfonyl-3-phenyl indole-4,5-dione is an effective HuR inhibitor. HuR, as a stress response protein, can regulate the expression of protein target genes encoding inflammation and tumorigenesis, and is a potential drug target. In order to optimize the synthetic route, taking 5-methoxyindole as the raw materials, arylation of 5-methoxyindole at C-3 position and aryl halides, treating with benzenesulfonyl chloride to afford 1-phenylsulfonyl-3-phenylindole, After demethylation and oxidation, the synthesis gradually went through the following four-step reaction. The structures were confirmed by ~1H NMR,C NMR analysis. This synthetic route has the advantages of simple synthetic route, short reaction time and simple operation.

关 键 词：5-甲氧基吲哚 1-苯磺酰基-3-苯基吲哚-4 5-二酮 合成 HuR抑制剂 

分 类 号：O626[理学—有机化学]