Synthesis and structure activity relationships of potent new angiotensin converting enzyme inhibitors containing saturated bicyclic amino acids

CJ Blankley, JS Kaltenbronn, DE DeJohn…

Index: Blankley; Kaltenbronn; DeJohn; Werner; Bennett; Bobowski; Krolls; Johnson; Pearlman; Hoefle Journal of Medicinal Chemistry, 1987 , vol. 30, # 6 p. 992 - 998

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Citation Number: 54

Abstract

The synthesis of a series of novel, potent angiotensin converting enzyme (ACE) inhibitors containing saturated bicyclic amino acids in place of proline is described. Octahydroindole-2- carboxylic acid, octahydroisoindole-1-carboxylic acid, and octahydro-3-oxoisoindole-1- carboxylic acid can replace proline in both sulfhydryl and non-sulfhydryl ACE inhibitors to give compounds equipotent to captopril and enalapril both in vitro and in vivo. Structure- ...

Practical access to the proline analogs (S, S, S)??and (R, R, R)??2??methyloctahydroindole??2??carboxylic acids by HPLC enantioseparation

[Sayago, Francisco J.; Pueyo, Maria J.; Calaza, M. Isabel; Jimenez, Ana I.; Cativiela, Carlos Chirality, 2011 , vol. 23, # 7 p. 507 - 513]

Synthesis and structure activity relationships of potent new angiotensin converting enzyme inhibitors containing saturated bicyclic amino acids

[Journal of Medicinal Chemistry, , vol. 30, # 6 p. 992 - 998]

Stereoselective synthesis of a new perhydroindole derivative of chiral iminodiacid, a potent inhibitor of angiotensin converting enzyme

[Tetrahedron Letters, , vol. 23, # 16 p. 1677 - 1680]