Issue 0, 1987

Inhibitors of human leucocyte elastase. Peptides incorporating an α-azanorvaline residue or a thiomethylene linkage in place of a peptide bond

Abstract

Peptides containing an α-azanorvaline residue at the C-terminus and N-[(1-methoxycarbonylalkyl)carbamoyl] group at the N-terminus have been made as inhibitors of human leucocyte elastase. A number of analogues with an amide bond replaced by a thiomethylene group have also been prepared. The analogues were tested against leucocyte elastase using MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide as a substrate and the results were obtained as IC50 values. Both types of analogues inhibited the leucocyte elastase; the most potent of these was N-[(1-methoxycarbonylbutyl)carbamoyl]-L-valyl-L-prolyl-α-azanorvaline phenyl ester (2)(IC50, 0.28 µM, Ki 0.02 µM).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 111-120

Inhibitors of human leucocyte elastase. Peptides incorporating an α-azanorvaline residue or a thiomethylene linkage in place of a peptide bond

A. S. Dutta, M. B. Giles, J. J. Gormley, J. C. Williams and E. J. Kusner, J. Chem. Soc., Perkin Trans. 1, 1987, 111 DOI: 10.1039/P19870000111

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