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We previously synthesized N-mercaptoalkanoyl derivatives of sulfur-containing amino acids, and reported that compound 8, having benzyl at the R' position, ethyl at the R2 position and hydrogen at the R3 and R4 positions in Fig. 1, was a rather potent inhibitor of angiotensin I converting enzyme (ACE)." As part of an effort to develop active ACE inhibitors, we synthesized additional N-mercaptoalkanoyl derivatives of sulfur-containing amino acids. We examined the effects of these compounds, which showed potent ACEinhibitory action in vitro, on the pressor responses to angiotensin I (Al) and the depressor responses to bradykinin (BK) in anesthetized rats.

Sulfur-containing acylamino acids. II. Syntheses and angiotensin I converting enzyme-inhibitory activites of N-mercaptoalkanoyl-S-ethyl-L-cysteine.