Inhibition of angiotensin-converting enzyme by dipeptide analogs

Several dipeptide analogs containing an acyclic teritary amide group are effective angiotensin-converting enzyme (ACE) inhibitors with I50 values comparable to those of the best natural dipeptide inhibitors (e.g. Val-Trp). The most potent inhibitors studied feature a p-tolyl or norbornyl substituent on the amide nitrogen atom and a methyl or butylamino substituent on the carbon atom alpha to the amide group. REV 5277-R, alanyl-N-exo-norbornyl-glycine, is a competitive inhibitor of rabbit lung ACE with a Ki value of 9 microM.