Inhibition of Renin by Substrate Analogue Inhibitors Containing the Olefinic Amino Acid 5(S)-Amino-7-Methyl-3(E)-octenoic Acid

The olefinic dipeptide 5(S)-amino-7-methyl-3(E)-octenoic acid (1) was synthesized and used to make the olefinic peptides Leuφ[CH=CH]Gly-Val-Phe-OCH₃ (2) and His-Leuφ[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.