Document Detail

Synthesis and biological activity of LH-RH antagonists modified in position 1.
MedLine Citation:
PMID:  6762537     Owner:  NLM     Status:  MEDLINE    
As part of our studies on the design of more potent antagonists of the LH-RH (luteinizing hormone-releasing hormone) decapeptide, twelve new highly soluble D-Arg6-analogs have been synthesized. These peptides contain modifications in position 1 and are typified by the general formula (N-acetyl-X1, D-p-Cl-Phe2, D-Trp3, D-Arg6, D-Ala10) LH-RH. We have found that a lyophilic, aromatic substituent is required in position 1 in order to elicit antiovulatory activity at a dose as low as 3 micrograms. The larger the hydrophobic amino acid (X: p-Br-Phe, beta-Nal-2) in position 1, the higher is the antiovulatory activity that can be attained. Analogs with non-aromatic or hydrophilic amino acids (X: Gly, Leu, Arg, His, Glu) in position 1 generally have much lower activities in this series of LH-RH antagonists.
A Horvath; D H Coy; M V Nekola; E J Coy; A V Schally; I Teplan
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Peptides     Volume:  3     ISSN:  0196-9781     ISO Abbreviation:  Peptides     Publication Date:    1982 Nov-Dec
Date Detail:
Created Date:  1983-05-27     Completed Date:  1983-05-27     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  8008690     Medline TA:  Peptides     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  969-71     Citation Subset:  IM    
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MeSH Terms
Amino Acids / analysis
Gonadotropin-Releasing Hormone / analogs & derivatives*,  antagonists & inhibitors*,  chemical synthesis,  pharmacology
Ovulation / drug effects
Structure-Activity Relationship
Grant Support
Reg. No./Substance:
0/Amino Acids; 33515-09-2/Gonadotropin-Releasing Hormone

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

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