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Abstract
Conformationally constrained 1,2-, 1,3-, and 1,4-benzene-di- N-octylcarbamates are potent reversible competitive inhibitors of Naja mocambique mocambique phospholipase A 2 with the K i values of 11, 4, and 15 μM, respectively. With the angle of 120 o between two C(benzene)–O bonds, 1,3-benzene-di- N-octylcarbamate mimics the preferable eclipsed C( sn-2)–O/C( sn-3)–O conformer of phospholipid in the enzyme-phospholipid complex. Further, a three-step phospholipase A 2 inhibition mechanism by the inhibitor is proposed.
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