Synthesis and anti-HIV activity of some novel lactyl and glycolyl phosphate derivatives

Antiviral Res. 1992 Mar;17(3):197-212. doi: 10.1016/0166-3542(92)90041-3.

Abstract

Novel phosphate triester derivatives of 3'-acetylthymidine, and of the anti-HIV nucleoside analogue AZT have been prepared by phosphorochloridate chemistry. These materials are designed to act as membrane-soluble pro-drugs of the bio-active free nucleotides. In particular, novel glycolate and lactate phosphate derivatives have been prepared. In vitro evaluation revealed the AZT compounds to have a pronounced and selective antiviral effect, the magnitude of which varied considerably with the nature of the phosphate blocking group.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology*
  • HIV / drug effects*
  • Organophosphorus Compounds / chemical synthesis*
  • Organophosphorus Compounds / pharmacology*
  • Zidovudine / analogs & derivatives*
  • Zidovudine / chemical synthesis
  • Zidovudine / pharmacology

Substances

  • Antiviral Agents
  • Organophosphorus Compounds
  • Zidovudine