Synthesis and antihypertensive activity of N-(mercaptoacyl)-thiazolidinecarboxylic acids.

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Abstract
The synthesis and antihypertensive activity of a new series of N-(mercaptoacyl)-thiazolidinecarboxylic acids are described. Antihypertensive activity was evaluated in terms of angiotensin I-converting enzyme (ACE) inhibitory activity. The activities of these compounds were compared with that of (2S)-1-[(2S)-3-mercapto-2-methylpropanoyl]proline, SQ 14225 [captopril] and many of them were relatively potent ACE inhibitors. The most potent was (4R)-2-(2-hydroxyphenyl)-3-(3-mercaptopropanoyl)-4-thiazolidinecarboxylic acid. Structure-activity relationships among the thiazolidines and some related compounds are discussed.