Synthesis and evaluation of 3'-azido-2',3'-dideoxypurine nucleosides as inhibitors of human immunodeficiency virus

Bioorg Med Chem Lett. 2010 Jan 1;20(1):60-4. doi: 10.1016/j.bmcl.2009.11.031. Epub 2009 Nov 13.

Abstract

Based on the promising drug resistance profile and potent anti-HIV activity of beta-d-3'-azido-2',3'-dideoxyguanosine, a series of purine modified nucleosides were synthesized by a chemical transglycosylation reaction and evaluated for their antiviral activity, cytotoxicity, and intracellular metabolism. Among the synthesized compounds, several show potent and selective anti-HIV activity in primary lymphocytes.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / toxicity
  • Dideoxynucleosides / chemical synthesis*
  • Dideoxynucleosides / chemistry
  • Dideoxynucleosides / toxicity
  • Glycosylation
  • HIV Reverse Transcriptase / antagonists & inhibitors*
  • HIV Reverse Transcriptase / metabolism
  • Humans
  • Lymphocytes / drug effects
  • Lymphocytes / immunology

Substances

  • Anti-HIV Agents
  • Dideoxynucleosides
  • 3'-azido-2',3'-dideoxyguanosine
  • HIV Reverse Transcriptase