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2 '-Fluorosugar analogues of the highly potent anti-varicella-zoster virus bicyclic nucleoside analogue (BCNA) Cf 1743

McGuigan, Christopher, Derudas, Marco, Quintiliani, Maurizio, Andrei, Graciela, Snoeck, Robert, Henson, Geoffrey and Balzarini, Jan 2009. 2 '-Fluorosugar analogues of the highly potent anti-varicella-zoster virus bicyclic nucleoside analogue (BCNA) Cf 1743. Biorganic and Medicinal Chemistry Letters 19 (22) , pp. 6264-6267. 10.1016/j.bmcl.2009.09.116

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Abstract

We report the preparation of 2′-α-F, 2′-β-F and 2′,2′-difluoro analogues of the leading anti-varicella zoster virus (VZV) pentylphenyl BCNA Cf 1743. VZV thymidine kinase showed the highest phosphorylating capacity for the β-fluoro derivative, that retained equal antiviral potency as the parent compound. In contrast, the α-fluoro- and 2′,2′-difluoro BCNA derivatives were markedly less (∼100-fold) antivirally active.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Pharmacy
Systems Immunity Research Institute (SIURI)
Subjects: R Medicine > RM Therapeutics. Pharmacology
R Medicine > RS Pharmacy and materia medica
Uncontrolled Keywords: VZV; BCNAs; Cf 1743; Thymidine kinase; Zoster; Shingles; Nucleosides; Herpes; Fluorosugars
Publisher: Elsevier
ISSN: 0960-894X
Last Modified: 18 Oct 2017 13:14
URI: http://orca.cf.ac.uk/id/eprint/6641

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