Synthesis and biological evaluation of phosphonated carbocyclic 2'-oxa-3'-aza-nucleosides

Bioorg Med Chem. 2006 Feb 15;14(4):955-9. doi: 10.1016/j.bmc.2005.09.024. Epub 2005 Oct 5.

Abstract

The synthesis of carbocyclic 2'-oxa-3'-aza-nucleosides has been described, based on the 1,3-dipolar cycloaddition of a new phosphonated nitrone with vinyl acetate followed by coupling with silylated nucleobases. The obtained compounds have been evaluated for their ability to inhibit the reverse transcriptase of avian myeloblastosis retrovirus: no significant activity has been observed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Antiviral Agents / toxicity
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacology*
  • Cell Line
  • Humans
  • Molecular Structure
  • Phosphorus / chemistry*
  • Purine Nucleosides / chemistry*

Substances

  • Antiviral Agents
  • Aza Compounds
  • Purine Nucleosides
  • oxanine
  • Phosphorus