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Title: Synthesis and antiviral activity of boranophosphonate isosteres of AZT and d4T monophosphates
Authors: Barral, Karine ×
Priet, Stéphane
De Michelis, Céline
Sire, Joséphine
Neyts, Johan
Balzarini, Jan
Canard, Bruno
Alvarez, Karine #
Issue Date: Feb-2010
Series Title: European Journal of Medicinal Chemistry vol:45 issue:2 pages:849-856
Abstract: We report synthesis, in vitro antiviral activity, and stability studies in biological media of original boranophosphonate isosteres of AZT and d4T monophophates. A convenient route for the synthesis of 3'-Azido-3'-deoxythymidine-5'-boranophosphonate 8 and 2',3'-Didehydro-3'-dideoxythymidine-5'-boranophosphonate 12 is described. H-phosphinates 7 and 11, and alpha-boranophosphonates 8 and 12 exhibited no significant in vitro activity against HIV-infected cells, neither against a broad panel of viruses, up to 200 microM. The absence of activity of target compounds 8 and 12 can be partially explained by their short half-life in culture medium.
URI: 
ISSN: 0223-5234
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
× corresponding author
# (joint) last author

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