Synthesis and antiviral activity of novel isodideoxy nucleosides with exocyclic methylene

Bioorg Med Chem Lett. 1998 Apr 7;8(7):847-52. doi: 10.1016/s0960-894x(98)00122-x.

Abstract

Novel isodideoxy nucleosides with exocyclic methylene were synthesized starting from L-xylose utilizing anomeric demethoxylation, Wittig reaction and Mitsunobu reaction as key steps and evaluated for antiviral activity.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acyclovir / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Cell Survival / drug effects
  • Cytomegalovirus / drug effects
  • Dideoxynucleosides / chemical synthesis*
  • Dideoxynucleosides / chemistry
  • Dideoxynucleosides / pharmacology
  • Drug Design
  • Ganciclovir / pharmacology
  • HIV-1 / drug effects
  • Herpesvirus 1, Human / drug effects
  • Herpesvirus 2, Human / drug effects
  • Humans
  • Hydrocarbons
  • Indicators and Reagents
  • Methane / analogs & derivatives*
  • Microbial Sensitivity Tests
  • Structure-Activity Relationship
  • Xylose
  • Zidovudine / pharmacology

Substances

  • Antiviral Agents
  • Dideoxynucleosides
  • Hydrocarbons
  • Indicators and Reagents
  • carbene
  • Zidovudine
  • Xylose
  • Methane
  • Ganciclovir
  • Acyclovir