Homo dinucleoside-α-hydroxyphosphonate diesters as prodrugs of the antiviral nucleoside analogues 2',3'-dideoxythymidine and 3'-azido-2',3'- dideoxythymidine

Article abstract of DOI:10.1080/15257779508012466

The synthesis of a new prodrug system for antiviral nucleosides AZT (1) and ddT (2) based on α-hydroxyhenzylphosphonates 3 is described. 3 hydrolyze via different mechanisms yielding the H-phosphonate monoesters 4 or nucleoside monophosphates 5, respectively, 3 were more lipophilic than 1, 2 and showed marked activity against HIV-1/2.

Full text of DOI:10.1080/15257779508012466

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Nucleosides and Nucleotides
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Homo Dinucleoside-α-
hydroxyphosphonate Diesters as
Prodrugs of the Antiviral Nucleoside
Analogues 2′,3′-Dideoxythymidine and
3′-Azido-2′,3′-dideoxythymidine
Chris Meier a , Lothar Habel a , Wolfgang Laux a , Erik De Clercq b &
Jan Balzarini b
a Institute of Organic Chemistry, University of Frankfurt, Marie-
Curie-Str. 11, D-60439, Frankfurt/Main, Germany
b Rega Institute for Medical Research, Katholieke Universiteit
Leuven, B-3000, Leuven, Belgium
Published online: 16 Feb 2007.
To cite this article: Chris Meier , Lothar Habel , Wolfgang Laux , Erik De Clercq & Jan Balzarini
(1995): Homo Dinucleoside-α-hydroxyphosphonate Diesters as Prodrugs of the Antiviral Nucleoside
Analogues 2′,3′-Dideoxythymidine and 3′-Azido-2′,3′-dideoxythymidine, Nucleosides and
Nucleotides, 14:3-5, 759-762
To link to this article: http://dx.doi.org/10.1080/15257779508012466
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