Studies on angiotensin converting enzyme inhibitors. VI. Synthesis and angiotensin converting enzyme inhibitory activities of the dicarboxylic acid derivative of imidapril and its diastereoisomers.
All possible diastereoisomers of the dicarboxylic acid (10a), the biologically active form of imidapril (1), were synthesized, and their inhibitory activity against angiotensin converting enzyme (ACE) was examined. The in vitro ACE inhibitory activity of these compounds greatly depended on the configurations of the three asymmetric carbons in each molecule. The (S,S,S) isomer (10a) showed much more potent activity than the others.
Kubota
H
H
Research Laboratory of Applied Biochemistry, Tanabe Seiyaku Co., Ltd., Osaka, Japan.
Nunami
K
K
Hayashi
K
K
Hashimoto
Y
Y
Ogiku
N
N
Matsuoka
Y
Y
Ishida
R
R
D000806:Angiotensin-Converting Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D007093:Imidazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D048289:Imidazolidines; D066298:In Vitro Techniques; D007672:Kidney Cortex / Q000187:drug effects; D013237:Stereoisomerism; D013552:Swine
D000806:Angiotensin-Converting Enzyme Inhibitors; D007093:Imidazoles; D048289:Imidazolidines; C065166:imidapril