Bioorganic & Medicinal Chemistry Letters

2-[(Alkylsulfonyl) oxy]-6-substituted-1H-isoindole-1, 3 (2H)-dione mechanism-based inhibitors of human leukocyte elastase

JE Kerrigan, JJ Shirley

Index: Kerrigan, John E.; Shirley, Jennifer J. Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 4 p. 451 - 456

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Citation Number: 9

Abstract

Derivatives of 2-[(alkylsulfonyl) oxy]-1H-isoindole-1, 3 (2H)-diones (N-(sulfonyloxy) phthalimides) with ring substituents in the 6-position were found to exhibit enhanced inhibitory potency and selectivity for HLE. The most potent inhibitor of HLE in this series was 6-amino-2-[(methylsulfonyl) oxy]-1H-isoindole-1, 3 (2H)-dione10 with ak obs [I] of 110,000 M− 1 s− 1.