Synthesis and anti-HIV evaluation of 2', 3'-dideoxyribo-5-chloropyrimidine analogs: reduced toxicity of 5-chlorinated 2', 3'-dideoxynucleosides

A Van Aerschot, D Everaert, J Balzarini…

Index: Aerschot, Arthur Van; Everaert, Dirk; Balzarini, Jan; Augustyns, Koen; Jie, Liu; at al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 6 p. 1833 - 1839

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Citation Number: 49

Abstract

In view of the selective anti-HIV activity of 2', 3'-dideoxy-3'-fluoro-5-chlorouridine (1 l), a series of eight 2', 3'-di-deoxy-5-chloropyrimidines were synthesized and evaluated for their inhibitory activity against human immunodeficiency virus type 1 (HIV-1) replication in MT-4 cells. A marked improvement in selectivity was noted for the 5-chlorouracil derivatives of 2, 3- dideoxyribofuranose, 3-azido-2, 3-dideoxyribofuranose, and 3-fluoro-2, 3- ...