SATE (aryl) phosphotriester series. I. Synthesis and biological evaluation

Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):903-5. doi: 10.1081/NCN-120022682.

Abstract

Synthesis and biological activities of several phosphotriester derivatives of 3'-azido-2',3'-dideoxythymidine (AZT) bearing a S-pivaloyl-2-thioethyl (tBuSATE) group and aryl residues derived from L-tyrosine are reported. All compounds showed marked anti-HIV activity in thymidine kinase-deficient CEM cells demonstrating their ability to deliver intracellularly the parent 5'-mononucleotide.

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / pharmacokinetics
  • Anti-HIV Agents / pharmacology
  • Biological Transport
  • Cell Line
  • Dideoxynucleotides
  • HIV / drug effects*
  • Humans
  • Molecular Structure
  • Thymidine Kinase / deficiency
  • Thymine Nucleotides / pharmacokinetics
  • Zidovudine / analogs & derivatives*
  • Zidovudine / chemical synthesis
  • Zidovudine / pharmacokinetics
  • Zidovudine / pharmacology

Substances

  • Anti-HIV Agents
  • Dideoxynucleotides
  • Thymine Nucleotides
  • Zidovudine
  • zidovudine triphosphate
  • Thymidine Kinase