Document Detail


Mercaptoacyl amino acid inhibitors of atriopeptidase. 1. Structure-activity relationship studies of methionine and S-alkylcysteine derivatives.
MedLine Citation:
PMID:  8057292     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A broad series of N-(3-mercaptoacyl) amino acid derivatives was evaluated for their ability to inhibit atriopeptidase (neutral endopeptidase, EC 3.4.24.11) in vitro and in vivo. Structural parameters studied were (i) the substituent on the 2-position of the 3-mercaptopropionyl moiety, (ii) the amino acid component, (iii) the S-terminal derivative, and (iv) the C-terminal derivative. Optimum activity was observed for derivatives of methionine and S-alkylcysteines. N-[3-Mercapto-2(S)-[(2-methylphenyl)methyl]-1-oxopropyl]-L-methionine was identified as a highly effective inhibitor of atriopeptidase meriting evaluation as a potential cardiovascular therapeutic agent.
Authors:
B R Neustadt; E M Smith; T L Nechuta; A A Bronnenkant; M F Haslanger; R W Watkins; C J Foster; E J Sybertz
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  37     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  1994 Jul 
Date Detail:
Created Date:  1994-09-12     Completed Date:  1994-09-12     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  2461-76     Citation Subset:  IM    
Affiliation:
Schering-Plough Research Institute, Kenilworth, New Jersey 07033-0539.
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MeSH Terms
Descriptor/Qualifier:
Amino Acid Sequence
Amino Acids / chemistry,  pharmacology*
Animals
Antihypertensive Agents / pharmacology*
Atrial Natriuretic Factor / pharmacology
Cholinesterase Inhibitors / pharmacology
Cysteine / analogs & derivatives*
Male
Methionine / chemistry*
Molecular Sequence Data
Neprilysin / antagonists & inhibitors*
Rats
Rats, Inbred SHR
Rats, Sprague-Dawley
Structure-Activity Relationship
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Antihypertensive Agents; 0/Cholinesterase Inhibitors; 52-90-4/Cysteine; 63-68-3/Methionine; 85637-73-6/Atrial Natriuretic Factor; EC 3.4.24.11/Neprilysin

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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