SATE (aryl) phosphotriester series. II. Stability studies and physicochemical parameters

G Coussot; I Lefebvre; D Dimalta; S Peyrottes; A Pompon; G Gosselin; C Périgaud

doi:10.1081/NCN-120022683

SATE (aryl) phosphotriester series. II. Stability studies and physicochemical parameters

Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):907-9. doi: 10.1081/NCN-120022683.

Authors

G Coussot¹, I Lefebvre, D Dimalta, S Peyrottes, A Pompon, G Gosselin, C Périgaud

Affiliation

¹ Université Montpellier II, UMR 5625 CNRS, Montpellier, France.

PMID: 14565308
DOI: 10.1081/NCN-120022683

Abstract

The stability of phosphotriester derivatives of 3'-azido-2',3'-dideoxythymidine (AZT) bearing a S-pivaloyl-2-thioethyl (tBuSATE) group and various aryl residues derived from L-tyrosine was evaluated in biological media. The results demonstrate that such compounds give rise to intracellular delivery of the parent mononucleotide through esterase and phosphodiesterase hydrolytic steps, successively.

MeSH terms

Cell Line
Dideoxynucleotides
Drug Stability
HIV / drug effects*
Humans
Indicators and Reagents
Thymidine Kinase / deficiency
Thymine Nucleotides / pharmacokinetics
Tyrosine / analogs & derivatives
Zidovudine / analogs & derivatives*
Zidovudine / chemistry*
Zidovudine / pharmacokinetics

Substances

Dideoxynucleotides
Indicators and Reagents
Thymine Nucleotides
3'-azido-3'-deoxythymidine 5'phosphate
Tyrosine
Zidovudine
Thymidine Kinase