Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 14, Issue 3, Pages 667-671Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2003.11.034
Keywords
NSAIDS; slow tight-binding inhibitors; flurbiprofen; ibuprofen
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Funding
- NIGMS NIH HHS [R01-GM55171] Funding Source: Medline
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The nonsteroidal anti-inflammatory drugs flurbiprofen and ibuprofen were modified in an attempt to alter the kinetics of inhibitor binding by COX-1. Contrary to prior predictions, a halogen substituent is not sufficient to confer slow tight-binding behavior. Conversion of the carboxylate moiety of flurbiprofen to an ester or amide abolishes slow tight-binding behavior, regardless of halogenation state. (C) 2003 Elsevier Ltd. All rights reserved.
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