Structure-Based Design, Synthesis, and Biological Evaluation of Indomethacin Derivatives as Cyclooxygenase-2 Inhibiting Nitric Oxide Donors §

SJ Wey, ME Augustyniak, ED Cochran…

Index: Wey, Shiow-Jyi; Augustyniak, Michael E.; Cochran, Edward D.; Ellis, James L.; Fang, Xinqin; Garvey, David S.; Janero, David R.; Letts, L. Gordon; Martino, Allison M.; Melim, Terry L.; Murty, Madhavi G.; Richardson, Steward K.; Schroeder, Joseph D.; Selig, William M.; Trocha, A. Mark; Wexler, Roseanne S.; Young, Delano V.; Zemtseva, Irina S.; Zifcak, Brian M. Journal of Medicinal Chemistry, 2007 , vol. 50, # 25 p. 6367 - 6382

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Citation Number: 43

Abstract

Indomethacin, a nonselective cyclooxygenase (COX) inhibitor, was modified in three distinct regions in an attempt both to increase cyclooxygenase-2 (COX-2) selectivity and to enhance drug safety by covalent attachment of an organic nitrate moiety as a nitric oxide donor. A human whole-blood COX assay shows the modifications on the 3-acetic acid part of the indomethacin yielding an amide-nitrate derivative 32 and a sulfonamide-nitrate derivative ...

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