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Issue 37, 2016
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Bifunctional aryloxyphosphoramidate prodrugs of 2′-C-Me-uridine: synthesis and anti-HCV activity

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Abstract

In an attempt to identify novel nucleoside phosphoramidate analogues for improving the anti-HCV activity of 2′-C-Me-uridine, we have synthesized for the first time a series of L-glutamic acid, L-serine, L-threonine and L-tyrosine containing aryloxyphosphoramidate prodrugs of 2′-C-Me-uridine. Evaluation of their activity against HCV revealed that they displayed very potent anti-HCV activity, with EC50 values that are in the same range as of Sofosbuvir.

Graphical abstract: Bifunctional aryloxyphosphoramidate prodrugs of 2′-C-Me-uridine: synthesis and anti-HCV activity

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Supplementary files

Article information


Submitted
01 Jun 2016
Accepted
22 Aug 2016
First published
30 Aug 2016

Org. Biomol. Chem., 2016,14, 8743-8757
Article type
Paper

Bifunctional aryloxyphosphoramidate prodrugs of 2′-C-Me-uridine: synthesis and anti-HCV activity

M. Maiti, L. Gao, C. Huang, R. G. Ptak, M. G. Murray, S. De Jonghe and P. Herdewijn, Org. Biomol. Chem., 2016, 14, 8743
DOI: 10.1039/C6OB01189F

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