Inhibition of renin by substrate analog inhibitors containing the olefinic amino acid 5(S)-amino-7-methyl-3(E)-octenoic acid

Abstract

The olefinic dipeptide 5(S)-amino-7-methyl-3(E)-octenoic acid (1) was synthesized and used to make the olefinic peptides Leu psi [E-CH = CH]Gly-Val-Phe-OCH3 (2) and His-Leu psi [E-CH = CH]Gly-Val-Phe-OCH3 (3). These olefinic peptides were found to exhibit renin inhibitory activity against both hog kidney renin and human amniotic renin that was comparable to the substrate analogue inhibitors Leu-Leu-Val-Phe-OCH3 and His-Leu-Leu-Val-Phe-OCH3.