Synthesis of N3,5′-cyclo-4-(β-D-ribofuranosyl)-vic- triazolo[4,5-b]pyridin-5-one and its 3′-deoxysugar analogue as potential anti-hepatitis C virus agents

Peiyuan Wang, Laurent Hollecker, Krzysztof W. Pankiewicz, Steven E. Patterson, Tony Whitaker, Tamara R. McBrayer, Phillip M. Tharnish, Lieven J. Stuyver, Raymond F. Schinazi, Michael J. Otto, Kyoichi A. Watanabe

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Abstract

We recently discovered a novel compound, identified as N 3,5′-cyclo-4-(β-D-ribofuranosyl)-vic-triazolo[4,5-b] pyridinin-5-one, with anti-hepatitis C virus (HCV) activity in vitro. The structure was confirmed by chemical synthesis from 2-hydroxy-5-nitropyridine. It showed anti-HCV activity with EC50 = 19.7 μM in replicon cells. Its 3′-deoxy sugar analogue was also synthesized, but was inactive against HCV in vitro.

Original languageEnglish (US)
Pages (from-to)957-960
Number of pages4
JournalNucleosides, Nucleotides and Nucleic Acids
Volume24
Issue number5-7
DOIs
StatePublished - Oct 20 2005

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    Wang, P., Hollecker, L., Pankiewicz, K. W., Patterson, S. E., Whitaker, T., McBrayer, T. R., Tharnish, P. M., Stuyver, L. J., Schinazi, R. F., Otto, M. J., & Watanabe, K. A. (2005). Synthesis of N3,5′-cyclo-4-(β-D-ribofuranosyl)-vic- triazolo[4,5-b]pyridin-5-one and its 3′-deoxysugar analogue as potential anti-hepatitis C virus agents. Nucleosides, Nucleotides and Nucleic Acids, 24(5-7), 957-960. https://doi.org/10.1081/NCN-200059314