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

Authors :
McGuigan C
Derudas M
Quintiliani M
Andrei G
Snoeck R
Henson G
Balzarini J
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2009 Nov 15; Vol. 19 (22), pp. 6264-7. Date of Electronic Publication: 2009 Oct 03.
Publication Year :
2009

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.

Details

Language :
English
ISSN :
1464-3405
Volume :
19
Issue :
22
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
19833513
Full Text :
https://doi.org/10.1016/j.bmcl.2009.09.116