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

  • Bioorg Med Chem Lett. 2009 Nov 15;19(22):6264-7. doi: 10.1016/j.bmcl.2009.09.116.
Christopher McGuigan  1 ,  Marco Derudas ,  Maurizio Quintiliani ,  Graciela Andrei ,  Robert Snoeck ,  Geoffrey Henson ,  Jan Balzarini
Affiliations
  • 1. Welsh School of Pharmacy, Cardiff University, King Edward VII Avenue, Cardiff CF103XF, UK. [email protected]
PMID: 19833513 DOI: 10.1016/j.bmcl.2009.09.116
Abstract

We report the preparation of 2'-alpha-F, 2'-beta-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 beta-fluoro derivative, that retained equal Antiviral potency as the parent compound. In contrast, the alpha-fluoro- and 2',2'-difluoro BCNA derivatives were markedly less (approximately 100-fold) antivirally active.

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