Angiotensin converting enzyme inhibitors: N-substituted D-glutamic acid .gamma.-dipeptides
- 1 November 1985
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 28 (11) , 1606-1611
- https://doi.org/10.1021/jm00149a011
Abstract
The preparation of two series of N-carbobenzoxy-.gamma.-D-glutamyl secondary 2S amino acids and (N-substituted .gamma.-D-glutamyl)indoline-2(S)-carboxylic acid dipeptides is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship is discussed. Oral and iv inhibition of AI pressor response in vivo of selected compounds in Table II is also discussed. The most potent compounds in vitro, 3 and 6a, had an ACE IC50 of 7 and 2.7 .times. 10-9 M, respectively.This publication has 10 references indexed in Scilit:
- Angiotensin converting enzyme inhibitors: 1-glutarylindoline-2-carboxylic acid derivativesJournal of Medicinal Chemistry, 1983
- Angiotensin converting enzyme inhibitors: N-Substituted monocyclic and bicyclic amino acid derivativesJournal of Medicinal Chemistry, 1983
- Antihypertensive agents: angiotensin converting enzyme inhibitors. 1-[3-(Acylthio)-3-aroylpropionyl]-L-prolinesJournal of Medicinal Chemistry, 1983
- Derivatives of the potent angiotensin converting enzyme inhibitor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline: effect of changes at postions 2 and 5 of the hexanoic acid portionJournal of Medicinal Chemistry, 1982
- Drug latentiation by .gamma.-glutamyl transpeptidaseJournal of Medicinal Chemistry, 1982
- Angiotensin-converting enzyme inhibitors: importance of the amide carbonyl of mercaptoacyl amino acids for hydrogen bonding to the enzymeJournal of Medicinal Chemistry, 1982
- EFFECT OF N-[(S)-1-CARBOXY-3-PHENYLPROPYL]-L-ALA-L-PRO AND ITS ETHYL-ESTER (MK-421) ON ANGIOTENSIN CONVERTING ENZYME INVITRO AND ANGIOTENSIN-I PRESSOR-RESPONSES INVIVO1981
- A new class of angiotensin-converting enzyme inhibitorsNature, 1980
- Design of potent competitive inhibitors of angiotensin-converting enzyme. Carboxyalkanoyl and mercaptoalkanoyl amino acidsBiochemistry, 1977
- Design of Specific Inhibitors of Angiotensin-Converting Enzyme: New Class of Orally Active Antihypertensive AgentsScience, 1977