Benzoxazolamines and benzothiazolamines: Potent, enantioselective inhibitors of leukotriene biosynthesis with a novel mechanism of action

ES Lazer, CK Miao, HC Wong, R Sorcek…

Index: Lazer, Edward S.; Miao, Clara K.; Wong, Hin-Chor; Sorcek, Ronald; Spero, Denice M.; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 7 p. 913 - 923

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Citation Number: 42

Abstract

A series of benzoxazolamine and benzothiazolamine analogs that inhibit leukotriene (LT) biosynthesis are described. The initial lead,(S)-N-(benzothiazol-2-yl) phenylalanine ethyl ester (5a), was discovered in a screening program for inhibition of Ca-ionophore-A23187- induced LTB4 release in human polymorphonuclear leukocytes (ICs0 0.23 pM). Through structural modification, it was determined that hydrophobic substituents in the 5-position ...