Synthesis of 5-aza-7-deazaguanine nucleoside derivatives as potential anti-flavivirus agents

Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):671-4. doi: 10.1081/ncn-200060228.

Abstract

Coupling suitable sugars (D- or L-ribofuranose, 2' or 3-deoxysugar, branched sugars) with 2-aminoimidazo[1,2-a]-s-triazin-4-one was carried out using the different reaction conditions: 1) condensation in the presence of sodium hydride; or 2) condensation using Vorbrüggen's methods. The 5-aza- 7-deazaguanine nucleoside analogues obtained were evaluated in cell culture experiments for the inhibition of the replication of a number of RNA viruses, including BVDV, YFV, and WNV.

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Flavivirus / metabolism*
  • Flavivirus Infections / drug therapy*
  • Guanine / analogs & derivatives*
  • Guanine / chemical synthesis
  • Guanosine / analogs & derivatives*
  • Guanosine / chemical synthesis
  • Humans
  • Models, Chemical
  • Nucleosides / chemistry
  • Pyrimidine Nucleosides / chemistry
  • Ribonucleosides / chemistry

Substances

  • Antiviral Agents
  • Nucleosides
  • Pyrimidine Nucleosides
  • Ribonucleosides
  • Guanosine
  • Guanine
  • 7-deazaguanine