Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1395022 | European Journal of Medicinal Chemistry | 2010 | 8 Pages |
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 α-boranophosphonates 8 and 12 exhibited no significant in vitro activity against HIV-infected cells, neither against a broad panel of viruses, up to 200 μM. The absence of activity of target compounds 8 and 12 can be partially explained by their short half-life in culture medium.
Graphical abstractNucleoside α-boranophosphonate analogues of AZT and d4TFigure optionsDownload full-size imageDownload as PowerPoint slide