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2'-Fluorosugar analogues of the highly potent anti-varicella-zoster virus bicyclic nucleoside analogue (BCNA) Cf 1743.
- 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.
- Subjects :
- Bridged Bicyclo Compounds chemistry
Bridged Bicyclo Compounds pharmacology
Bromodeoxyuridine chemistry
Bromodeoxyuridine pharmacology
Cell Line
Drug Interactions
Fluorides chemistry
HeLa Cells
Herpesvirus 3, Human metabolism
Humans
Microbial Sensitivity Tests
Models, Molecular
Nucleosides chemistry
Pyrimidine Nucleosides administration & dosage
Structure-Activity Relationship
Substrate Specificity
Thymidine Kinase metabolism
Virus Replication physiology
Antiviral Agents pharmacology
Drug Design
Herpesvirus 3, Human drug effects
Nucleosides pharmacology
Pyrimidine Nucleosides pharmacology
Virus Replication drug effects
Subjects
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