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-activity relationships are discussed. Compound 11a (CI-907, indolapril) has advanced to clinical evaluation.
journal_name
J Med Chemjournal_title
Journal of medicinal chemistryauthors
Blankley CJ,Kaltenbronn JS,DeJohn DE,Werner A,Bennett LR,Bobowski G,Krolls U,Johnson DR,Pearlman WM,Hoefle MLdoi
10.1021/jm00389a006subject
Has Abstract,Author List Incompletepub_date
1987-06-01 00:00:00pages
992-8issue
6eissn
0022-2623issn
1520-4804journal_volume
30pub_type
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