Synthesis, decomposition pathways and 'in vitro' evaluation of bioreversible phosphotriesters of AZT

Article abstract of DOI:10.1080/15257779508012467

The synthesis, pharmacokinetic data and biological evaluation of a series of phosphotriesters containing S-acyl-2-thioethyl groups as enzyme-labile phosphate protecting groups and AZT as a model are described. A comparison of pharmacokinetic data and 'in vitro' experiments show that such bioreversible phosphotriesters of AZT are able to cross cell membranes and deliver the corresponding nucleoside monophosphate inside the cell. Moreover, kinetic data show that modification of the protecting groups can allow to modulate both the extracellular stability of the parent compond and the delivery of nucleoside monophosphate inside the cell.

Full text of DOI:10.1080/15257779508012467

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Synthesis, Decomposition Pathways and
“In Vitro” Evaluation of Bioreversible
Phosphotriesters of Azt
Isabelle Lefebvre a , Alain Pompon a , Christian Périgaud a , Jean-Luc
Girardet a , Gilles Gosselin a , Anné-Marie Aubertin b , Andre Kirn b &
Jean-Louis Imbach a
a Laboratoire de Chimie Bio-Organique, U.R.A. 488 C.N.R.S. ,
Université de Montpellier II, Sciences et Techniques du Languedoc ,
case courrier 008, 34095, Montpellier Cedex, 5, France
b Institut de Virologie, Faculté de Médecine de Strasbourg, Unité I.
N. S. E. R. M. 74, 3 rue Koeberlé , 67000, Strasbourg, France
Published online: 16 Feb 2007.
To cite this article: Isabelle Lefebvre , Alain Pompon , Christian Périgaud , Jean-Luc Girardet , Gilles
Gosselin , Anné-Marie Aubertin , Andre Kirn & Jean-Louis Imbach (1995) Synthesis, Decomposition
Pathways and “In Vitro” Evaluation of Bioreversible Phosphotriesters of Azt, Nucleosides and
Nucleotides, 14:3-5, 763-766
To link to this article: http://dx.doi.org/10.1080/15257779508012467
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