Manipulation of kinetic profiles in 2-aryl propionic acid cyclooxygenase inhibitors.

Kushol Gupta, Carl J Kaub, Kristen N Carey, Eduard G Casillas, Barry S Selinsky, Patrick J Loll

Department of Biochemistry, Drexel University College of Medicine, Philadelphia, PA 19102, USA.

Bioorganic & medicinal chemistry letters 2004 Feb 9

filter terms:

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.

Citation

Kushol Gupta, Carl J Kaub, Kristen N Carey, Eduard G Casillas, Barry S Selinsky, Patrick J Loll. Manipulation of kinetic profiles in 2-aryl propionic acid cyclooxygenase inhibitors. Bioorganic & medicinal chemistry letters. 2004 Feb 9;14(3):667-71