Synthesis and antiviral activity evaluation of some novel acyclic C-nucleosides

Chem Pharm Bull (Tokyo). 2008 Jun;56(6):775-80. doi: 10.1248/cpb.56.775.

Abstract

The preparation of novel 5-amino or 7-hydroxy substituted pyrazolo[4,3-b]pyridine and pyrazolo[3,4-c]pyridine acyclic C-nucleosides is described. Their synthesis was carried out by condensation of suitably substituted lithiated picolines with 2-benzyloxyethoxymethylchloride followed by pyrazole ring annulation. The compounds were evaluated for their antiviral activity against a wide panel of viruses, but were found inactive at subtoxic concentrations.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Chlorocebus aethiops
  • Cytopathogenic Effect, Viral
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Indicators and Reagents
  • Leukemia L1210 / drug therapy
  • Magnetic Resonance Spectroscopy
  • Mice
  • Nucleosides / chemical synthesis*
  • Nucleosides / pharmacology*
  • Structure-Activity Relationship
  • T-Lymphocytes / drug effects
  • Vero Cells

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Indicators and Reagents
  • Nucleosides