6-substituted derivatives of carbovir: Anti-HIV activity

Robert Vince, John Kilama, Phuong T. Pham, Scott A. Beers, Bonnie J. Bowdon, Kathy A. Keith, William B. Parker

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A series of 6-alkoxy and 6-alkylamino carbovir derivatives were synthesized in order to evaluate prodrug approaches to increased bioavailability of the anti-HIV agent, carbovir. All of the compounds were active against HIV with the N-alkyl derivatives less active than the corresponding O-alkyl derivatives. The adenosine deaminase inhibitor, EHNA, had no effect on the anti-HIV activity of 6-propoxycarbovir, while the adenylic acid deaminase inhibitor, 2’ -deoxycoformycin, significantly decreased antiviral activity. These observations suggest that the 6-alkoxycarbovirs are metabolized directly to the monophosphates and are subsequently converted to carbovir monophosphate via adenylic acid deaminase.

Original languageEnglish (US)
Pages (from-to)1703-1708
Number of pages6
JournalNucleosides and Nucleotides
Issue number8
StatePublished - Jan 1 1995

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    Vince, R., Kilama, J., Pham, P. T., Beers, S. A., Bowdon, B. J., Keith, K. A., & Parker, W. B. (1995). 6-substituted derivatives of carbovir: Anti-HIV activity. Nucleosides and Nucleotides, 14(8), 1703-1708. https://doi.org/10.1080/15257779508009751