Citation: Guo Meichao, Kang Jinfeng, Hou Jiao, Zhang Qianqian, Yu Wenquan, Chang Junbiao. Synthesis and Anti-HBV Evaluation of 5-Halogenated 2'-Deoxy-2'-β-fluoro-4'-azido Pyrimidine Nucleosides[J]. Chinese Journal of Organic Chemistry, ;2020, 40(1): 221-225. doi: 10.6023/cjoc201907054 shu

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

a.
College of Chemistry, Zhengzhou University, Zhengzhou 450001
b.
Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, He'nan 453007

Corresponding author: Yu Wenquan, wenquan_yu@zzu.edu.cn Chang Junbiao, changjunbiao@zzu.edu.cn
Received Date: 30 July 2019
Revised Date: 9 September 2019
Available Online: 18 January 2019
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 81773570, U1804283) and the Young Backbone Teachers Fund of Zhengzhou University (No. 2017ZDGGJS020)the National Natural Science Foundation of China U1804283the National Natural Science Foundation of China 81773570the Young Backbone Teachers Fund of Zhengzhou University 2017ZDGGJS020

Figures(1)

A series of 5-halogenated 2'-deoxy-2'-β-fluoro-4'-azido pyrimidine nucleosides were synthesized from m-chloro-benzoyl 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 (6a) and 5-iodo (6c) nucleoside derivatives possess potent anti-HBV (hepatitis B virus) activity with low cytotoxicity.
- 5-halogenated,
- pyrimidine nucleoside,
- synthesis,
- anti-HBV activity
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