Discovery of γ-Lactam Hydroxamic Acids as Selective Inhibitors of Tumor Necrosis Factor α Converting Enzyme: Design, Synthesis, and Structure-Activity …

…, Z Lu, RQ Liu, MB Covington, M Qian…

Index: Xue; He; Corbett; Roderick; Wasserman; Liu; Jaffee; Covington; Qian; Trzaskos; Newton; Magolda; Wexler; Decicco Journal of Medicinal Chemistry, 2001 , vol. 44, # 21 p. 3351 - 3354

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Citation Number: 104

Abstract

New γ-lactam TACE inhibitors were designed from known MMP inhibitors. A homology model of TACE was built and examined to identify the S1'site as the key area for TACE selectivity over MMPs. Rational exploration of the P1'-S1'interactions resulted in the discovery of the 3, 5-disubstituted benzyl ether as a TACE-selective P1'group. Further optimization led to the discovery of IK682 as a selective and orally bioavailable TACE ...

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