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Design, synthesis and biological evaluation of 2'-deoxy-2',2'-difluoro-5-halouridine phosphoramidate ProTides

Quintiliani, Maurizio, Persoons, Leentje, Solaroli, Nicola, Karlsson, Anna, Andrei, Graciela, Snoeck, Robert, Balzarini, Jan and McGuigan, Christopher 2011. Design, synthesis and biological evaluation of 2'-deoxy-2',2'-difluoro-5-halouridine phosphoramidate ProTides. Bioorganic & Medicinal Chemistry 19 (14) , pp. 4338-4345. 10.1016/j.bmc.2011.05.037

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Abstract

We report the synthesis of a series of novel 2′-deoxy-2′,2′-difluoro-5-halouridines and their corresponding phosphoramidate ProTides. All compounds were evaluated for antiviral activity and for cellular toxicity. Interestingly, 2′-deoxy-2′,2′-difluoro-5-iodo- and -5-bromo-uridines showed selective activity against feline herpes virus replication in cell culture due to a specific recognition (activation) by the virus-encoded thymidine kinase.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Pharmacy
Systems Immunity Research Institute (SIURI)
Subjects: R Medicine > RS Pharmacy and materia medica
Uncontrolled Keywords: Antiviral; Herpes virus; Feline herpes; Nucleoside; Nucleotide; ProTide; Phosphoramidate; Pro-drug
ISSN: 09680896
Last Modified: 18 Oct 2017 13:25
URI: http://orca.cf.ac.uk/id/eprint/6967

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