2'-Modified Guanosine Analogs for the Treatment of HCV

Nucleosides Nucleotides Nucleic Acids. 2016 Jun 2;35(6):277-94. doi: 10.1080/15257770.2016.1154968. Epub 2016 Apr 22.

Abstract

Novel 2'-modified guanosine nucleosides were synthesized from inexpensive starting materials in 7-10 steps via hydroazidation or hydrocyanation reactions of the corresponding 2'-olefin. The antiviral effectiveness of the guanosine nucleosides was evaluated by converting them to the corresponding 5'-O-triphosphates (compounds 38-44) and testing their biochemical inhibitory activity against the wild-type NS5B polymerase.

MeSH terms

  • Alkenes / chemical synthesis
  • Antiviral Agents / chemical synthesis*
  • Azides / chemical synthesis
  • Guanine Nucleotides / chemical synthesis*
  • Hepacivirus / enzymology
  • Nucleic Acid Synthesis Inhibitors / chemical synthesis*
  • Viral Nonstructural Proteins / antagonists & inhibitors*
  • Viral Nonstructural Proteins / chemistry

Substances

  • Alkenes
  • Antiviral Agents
  • Azides
  • Guanine Nucleotides
  • Nucleic Acid Synthesis Inhibitors
  • Viral Nonstructural Proteins
  • NS-5 protein, hepatitis C virus