5-卤代-2’-脱氧-2’-β-氟-4’-叠氮嘧啶核苷的合成与抗乙肝病毒活性研究  

Synthesis and Anti-HBV Evaluation of 5-Halogenated 2’-Deoxy-2’-β-fluoro-4’-azido Pyrimidine Nucleosides

作　　者：郭美超 康进峰[1] 侯姣 张倩倩 于文全[1] 常俊标[1,2] GuoMeichao;Kang Jinfeng;Hou Jiao;Zhang Qianqian;Yu Wenquan;Chang Junbiao(College of Chemistry,Zhengzhou University,Zhengzhou 450001;Henan Key Laboratory of Organic Functional Molecules and Drug Innovation,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,He'nan 453007)

机构地区：[1]郑州大学化学学院,郑州450001 [2]河南师范大学化学化工学院,河南省有机功能分子和药物创新重点实验室,河南新乡453007

出　　处：《有机化学》2020年第1期221-225,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.81773570,U1804283);郑州大学青年骨干教师基金(No.2017ZDGGJS020)资助项目。

摘　　要：以(间氯)苯甲酰基保护的2’-脱氧-2’-β-氟-4’-叠氮尿苷为起始原料,经过硝酸铈铵(CAN)介导的卤代、三氮唑活化、胺化、脱保护合成了一系列5-卤代的2’-脱氧-2’-β-氟-4’-叠氮嘧啶核苷类化合物.体外生物活性评价研究表明, 5-氯代(6a)和5-碘代(6c)核苷衍生物具有很好的抗乙肝病毒活性,而且细胞毒性较小.A series of 5-halogenated 2’-deoxy-2’-β-fluoro-4’-azido pyrimidine nucleosides were synthesized from m-chlorobenzoyl protected 2’-deoxy-2’-β-fluoro-4’-azido uridine via ammonium cerium nitrate(CAN)-mediated halogenation, activation by triazole, amination, and deprotection. In vitro biological evaluation demonstrated that 5-chloro(6 a) and 5-iodo(6 c) nucleoside derivatives possess potent anti-HBV(hepatitis B virus) activity with low cytotoxicity.

关 键 词：5-卤代 嘧啶核苷 合成 抗乙肝病毒活性 

分 类 号：TQ463[化学工程—制药化工]