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

Journal Article (Journal Article)

Based on the favorable antiviral profiles of 4'-substituted nucleosides, novel 1-(2'-deoxy-2'-fluoro-4'-C-ethynyl-beta-D-arabinofuranosyl)-uracil (1a), -thymine (1b), and -cytosine (2) analogs were synthesized. Compounds 1b and 2 exhibited potent anti-HIV-1 activity with IC(50) 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 antiviral activity against resistant strains, NL4-3 (K101E) and RTMDR. Thus, 2 merits further development as a novel NRTI drug.

Full Text

Duke Authors

Cited Authors

  • Wang, Q; Li, Y; Song, C; Qian, K; Chen, C-H; Lee, K-H; Chang, J

Published Date

  • July 15, 2010

Published In

Volume / Issue

  • 20 / 14

Start / End Page

  • 4053 - 4056

PubMed ID

  • 20542430

Pubmed Central ID

  • PMC2915458

Electronic International Standard Serial Number (EISSN)

  • 1464-3405

Digital Object Identifier (DOI)

  • 10.1016/j.bmcl.2010.05.090


  • eng

Conference Location

  • England