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


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.

SUBMITTER: Maiti M 

PROVIDER: S-EPMC5079539 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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

Maiti Munmun M   Gao Ling-Jie LJ   Huang Chunsheng C   Ptak Roger G RG   Murray Michael G MG   De Jonghe Steven S   Herdewijn Piet P  

Organic & biomolecular chemistry 20160901 37


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 EC<sub>50</sub> values that are in the same range as of Sofosbuvir. ...[more]

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