A pro-drug of zidovudine with enhanced efficacy against human immunodeficiency virus

Biochem Biophys Res Commun. 1989 Apr 28;160(2):656-61. doi: 10.1016/0006-291x(89)92483-2.

Abstract

In an attempt to alleviate the drug-related toxicity of zidovudine in patients with AIDS, a pro-drug of zidovudine, 5'-[(1,4-dihydro-1-methyl-3-pyridinylcarbonyl)oxy]-3'-azido-2',3'- dideoxythymidine (DP-AZT), has been evaluated. Cellular uptake by H9 cells and peripheral blood lymphocytes (PBL) with zidovudine and DP-AZT showed at least a 50% greater intracellular concentration of DP-AZT within 2 hr. DP-AZT was significantly less toxic to murine bone marrow cells as measured by CFU-E assay. The ED50 concentration to inhibit the production of HIV specific p24 antigen was 0.05 microM for DP-AZT whereas zidovudine required 0.125 microM. These results demonstrated that DP-AZT has a higher therapeutic ratio than zidovudine as an anti-HIV-1 agent.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Bone Marrow
  • Cell Line, Transformed
  • Cell Membrane Permeability / drug effects
  • Colony-Forming Units Assay
  • Cytoplasm / metabolism
  • HIV-1 / drug effects*
  • Hematopoietic Stem Cells / drug effects
  • Humans
  • Hydrolysis
  • Lymphocytes / drug effects
  • Mice
  • Prodrugs / metabolism
  • Prodrugs / pharmacology*
  • Prodrugs / toxicity
  • Virus Replication / drug effects
  • Zidovudine / metabolism
  • Zidovudine / pharmacology*
  • Zidovudine / toxicity

Substances

  • Prodrugs
  • Zidovudine