AZT-5'-(p-bromophenyl methoxyalaninyl phosphate) as a potent and non-toxic anti-human immunodeficiency virus agent

Antivir Chem Chemother. 1999 Jan;10(1):47-52. doi: 10.1177/095632029901000106.

Abstract

The potency and selectivity index of the AZT-phenyl phosphate derivatives in thymidine kinase (TK)-deficient T cells were substantially enhanced by introducing a single para-bromo substitutent in the phenyl moiety. AZT-5'-(p-bromophenyl methoxyalaninyl phosphate) was 43-fold more potent than AZT-5'-(phenyl methoxyalaninyl phosphate) and was fivefold more potent than AZT in inhibiting human immunodeficiency virus (HIV) replication in TK-deficient CEM cells.

MeSH terms

  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / pharmacology*
  • Dideoxynucleotides
  • HIV Reverse Transcriptase / antagonists & inhibitors
  • HIV-1 / drug effects
  • HIV-1 / enzymology
  • HIV-1 / genetics
  • Humans
  • Organophosphorus Compounds / pharmacology
  • Organophosphorus Compounds / therapeutic use*
  • Thymine Nucleotides
  • Virus Replication / drug effects
  • Virus Replication / genetics
  • Zidovudine / analogs & derivatives*
  • Zidovudine / chemical synthesis
  • Zidovudine / pharmacology*
  • Zidovudine / therapeutic use

Substances

  • 3'-azido-3'-deoxythymidine-5'-(4-bromophenyl methoxyalaninyl phosphate)
  • Anti-HIV Agents
  • Dideoxynucleotides
  • Organophosphorus Compounds
  • Thymine Nucleotides
  • Zidovudine
  • HIV Reverse Transcriptase