Synthesis and anti-HIV activity of 2′-deoxy-2′-fluoro-4′-C-ethynyl nucleoside analogs

…, C Song, K Qian, CH Chen, KH Lee, J Chang

Index: Wang, Qiang; Li, Yanfeng; Song, Chuanjun; Qian, Keduo; Chen, Chin-Ho; Lee, Kuo-Hsiung; Chang, Junbiao Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 14 p. 4053 - 4056

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Citation Number: 15

Abstract

Based on the favorable antiviral profiles of 4′-substituted nucleosides, novel 1-(2′-deoxy- 2′-fluoro-4′-C-ethynyl-β-d-arabinofuranosyl)-uracil (1a),-thymine (1b), and-cytosine (2) analogs were synthesized. Compounds 1b and 2 exhibited potent anti-HIV-1 activity with IC50 values of 86 and 1.34 nM, respectively, without significant cytotoxicity. Compound 2 was 35-fold more potent than AZT against wild-type virus, and also retained nanomolar ...