Sulfur-Containing Acylamino Acids. II. Syntheses and Angiotensin I Converting Enzyme-Inhibitory Activities of N-Mercaptoalkanoyl-S-ethyl-L-cysteine

TAKETOSHI KOMORI; KATSUMI ASANO; YASUTO SASAKI; HIROMI HANAI; SHIRO MORIMOTO; MIKIO HORI

doi:10.1248/cpb.35.2388

TAKETOSHI KOMORI, KATSUMI ASANO, YASUTO SASAKI, HIROMI HANAI, SHIRO MORIMOTO, MIKIO HORI

Author information

Keywords: angiotensin I converting enzyme (ACE), ACE inhibitor, antihypertensive agent, N-mercaptoalkanoyl-S-ethyl-L-cysteine, structure-activity relationship

JOURNAL FREE ACCESS

1987 Volume 35 Issue 6 Pages 2388-2393

DOI https://doi.org/10.1248/cpb.35.2388

Details

Abstract

N-Mercaptoalkanoyl derivatives of sulfur-containing amino acids were synthesized as candidate angiotensin I converting enzyme (ACE) inhibitors. Among them, N-[3-mercapto-2- (4-methoxybenzyl) propanoyl] -S-ethyl-L-cysteine (5d) was found to be the most potent inhibitor of ACE, with an IC₅₀ value of 0.045μ_M. The maximum hypotensive effect of this compound was almost equal to that of captopril in anesthetized rats.

Corresponding author

Register with J-STAGE for free!