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Design, synthesis and biological evaluation of 2'-deoxy-2',2'-difluoro-5-halouridine phosphoramidate ProTides.
- Source :
-
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2011 Jul 15; Vol. 19 (14), pp. 4338-45. Date of Electronic Publication: 2011 May 27. - Publication Year :
- 2011
-
Abstract
- We report the synthesis of a series of novel 2'-deoxy-2',2'-difluoro-5-halouridines and their corresponding phosphoramidate ProTides. All compounds were evaluated for antiviral activity and for cellular toxicity. Interestingly, 2'-deoxy-2',2'-difluoro-5-iodo- and -5-bromo-uridines showed selective activity against feline herpes virus replication in cell culture due to a specific recognition (activation) by the virus-encoded thymidine kinase.<br /> (Crown Copyright © 2011. Published by Elsevier Ltd. All rights reserved.)
- Subjects :
- Amides chemical synthesis
Amides chemistry
Animals
Antineoplastic Agents chemical synthesis
Antineoplastic Agents chemistry
Antiviral Agents chemical synthesis
Antiviral Agents chemistry
Cell Proliferation drug effects
Cells, Cultured
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Floxuridine chemical synthesis
Floxuridine chemistry
Floxuridine pharmacology
Humans
Mice
Microbial Sensitivity Tests
Molecular Conformation
Phosphoric Acids chemical synthesis
Phosphoric Acids chemistry
Stereoisomerism
Structure-Activity Relationship
Virus Replication drug effects
Amides pharmacology
Antineoplastic Agents pharmacology
Antiviral Agents pharmacology
Drug Design
Floxuridine analogs & derivatives
Hepacivirus drug effects
Phosphoric Acids pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3391
- Volume :
- 19
- Issue :
- 14
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 21696963
- Full Text :
- https://doi.org/10.1016/j.bmc.2011.05.037