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ID: ALA1149216

Journal: Bioorg Med Chem Lett

Title: Benzene-di-N-octylcarbamates as conformationally constrained phospholipase A(2) inhibitors.

Authors: Lin G, Lin YF, Hwang MT, Lin YZ.

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 microM, 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.

CiteXplore: 14741283

DOI: 10.1016/j.bmcl.2003.11.047