4'-Ethynylstavudine (4'-Ed4T) has potent anti-HIV-1 activity with reduced toxicity and shows a unique activity profile against drug-resistant mutants

Antivir Chem Chemother. 2005;16(4):217-21. doi: 10.1177/095632020501600402.

Abstract

A nucleoside analogue 4'-ethynylstavudine (4'-Ed4T) was recently synthesized during chemical studies directed towards the development of a new route to 4'-carbon-substituted nucleosides. This compound was found to be more anti-HIV-1 active than the parent compound stavudine (d4T) and much less toxic to various cells and also to mitochondrial DNA synthesis. It became apparent that 4'-Ed4T is a better substrate for human thymidine kinase than d4T, and very much more resistant to catabolism by thymidine phosphorylase. The study of 4'-Ed4T against various drug-resistant HIV-1 mutants has disclosed its unique activity profile.

Publication types

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

MeSH terms

  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology*
  • Cell Line
  • DNA, Mitochondrial / drug effects
  • DNA, Mitochondrial / metabolism
  • Drug Resistance, Viral / genetics
  • HIV-1 / drug effects*
  • HIV-1 / genetics
  • Humans
  • Molecular Structure
  • Mutation
  • Stavudine / analogs & derivatives*
  • Stavudine / chemistry
  • Stavudine / pharmacology
  • Structure-Activity Relationship
  • Substrate Specificity
  • Thymidine Kinase / metabolism
  • Thymidine Phosphorylase / metabolism

Substances

  • 4'-ethynylstavudine
  • Anti-HIV Agents
  • DNA, Mitochondrial
  • Stavudine
  • Thymidine Phosphorylase
  • Thymidine Kinase