SATE (aryl) phosphotriester series. I. Synthesis and biological evaluation.
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.
Peyrottes
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Laboratoire de Chimie Organique Biomoléculaire de Synthèse, Université Montpellier II, UMR 5625 CNRS, Montpellier, France. peyrottes@univ-montp2.fr
Gosselin
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Aubertin
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Périgaud
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D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D001692:Biological Transport; D002460:Cell Line; D054306:Dideoxynucleotides; D006678:HIV / Q000187:drug effects*; D006801:Humans; D015394:Molecular Structure; D013937:Thymidine Kinase / Q000172:deficiency; D013942:Thymine Nucleotides / Q000493:pharmacokinetics; D015215:Zidovudine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000493:pharmacokinetics / Q000494:pharmacology
D019380:Anti-HIV Agents; D054306:Dideoxynucleotides; D013942:Thymine Nucleotides; D015215:Zidovudine; C052873:zidovudine triphosphate; D013937:Thymidine Kinase