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

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

  • Bioorg Med Chem Lett. 2010 Jul 15;20(14):4053-6. doi: 10.1016/j.bmcl.2010.05.090.
Qiang Wang 1,  Yanfeng Li,  Chuanjun Song,  Keduo Qian,  Chin-Ho Chen,  Kuo-Hsiung Lee,  Junbiao Chang
Affiliations

Affiliation

  • 1 Department of Chemistry, Zhengzhou University, PR China.
PMID: 20542430 DOI: 10.1016/j.bmcl.2010.05.090
Abstract

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.

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