Synthesis of 4'-C-ethynyl and 4'-C-cyano purine nucleosides from natural nucleosides and their anti-HIV activity

Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):887-9. doi: 10.1081/NCN-120022678.

Abstract

Purine 2'-deoxynucleosides bearing an ethynyl or a cyano group at C-4' of the sugar moiety were synthesized from the corresponding 2'-deoxynucleosides. These compounds exhibited very potent anti-HIV activity, and remained active against drug resistant HIV strains.

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology
  • Deoxyribonucleosides / chemical synthesis
  • Deoxyribonucleosides / chemistry
  • Deoxyribonucleosides / pharmacology
  • Drug Resistance, Viral
  • Guanine / analogs & derivatives
  • Guanine / chemical synthesis
  • Guanine / pharmacology
  • HIV / classification
  • HIV / drug effects*
  • Microbial Sensitivity Tests
  • Purine Nucleosides / chemical synthesis*
  • Purine Nucleosides / chemistry
  • Purine Nucleosides / pharmacology*

Substances

  • Anti-HIV Agents
  • Deoxyribonucleosides
  • Purine Nucleosides
  • Guanine