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. Bioorganic and Medicinal Chemistry Letters, 19 (22). pp. 6264-6267. ISSN 0960-894X

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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
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Marco Derudas
Date Deposited: 28 Jul 2015 11:05
Last Modified: 28 Jul 2015 11:05
URI: http://sro.sussex.ac.uk/id/eprint/55779
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