LH-RH antagonists: Further analogs with ring-substituted aromatic residues

Judit Erchegi; David H. Coy; Mary V. Nekola; Escipion Pedroza; Esther J. Coy; Imre Mezo; Andrew V. Schally

doi:10.1016/S0196-9781(81)80114-3

LH-RH antagonists: Further analogs with ring-substituted aromatic residues

Judit Erchegi, David H. Coy, Mary V. Nekola, Escipion Pedroza, Esther J. Coy, Imre Mezo, Andrew V. Schally

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

Although the systematic substitution of benzene and other aromatic ring systems with various atoms and groups has been a standard approach in conventional pharmaceutical research, it has only recently received the attention it deserves in peptide research. The observation that D-p-Cl-Phe inserted in position 2 of certain LH-RH (luteinizing hormone-releasing hormone) analogs results in large improvements in antagonist activity led us to examine the effect of this and other substituents on position 1 and 2 D-phenylalanyl analog side chains. Analogs containing two D-p-Cl-phenylalanines were found to be particularly powerful competitive inhibitors when assayed in cycling rat for blockade of ovulation. Analogs with non-aromatic amino acids in the first position exhibited much lower activities.

Original language	English (US)
Pages (from-to)	251-253
Number of pages	3
Journal	Peptides
Volume	2
Issue number	3
DOIs	https://doi.org/10.1016/S0196-9781(81)80114-3
State	Published - Jan 1 1981
Externally published	Yes

Keywords

Anti-ovulatory studies
LH-RH antagonists
Ring-substituted-phenylalanines

ASJC Scopus subject areas

Biochemistry
Endocrinology
Physiology
Cellular and Molecular Neuroscience

Access to Document

10.1016/S0196-9781(81)80114-3

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abstract = "Although the systematic substitution of benzene and other aromatic ring systems with various atoms and groups has been a standard approach in conventional pharmaceutical research, it has only recently received the attention it deserves in peptide research. The observation that D-p-Cl-Phe inserted in position 2 of certain LH-RH (luteinizing hormone-releasing hormone) analogs results in large improvements in antagonist activity led us to examine the effect of this and other substituents on position 1 and 2 D-phenylalanyl analog side chains. Analogs containing two D-p-Cl-phenylalanines were found to be particularly powerful competitive inhibitors when assayed in cycling rat for blockade of ovulation. Analogs with non-aromatic amino acids in the first position exhibited much lower activities.",

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AU - Erchegi, Judit

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AU - Nekola, Mary V.

AU - Pedroza, Escipion

AU - Coy, Esther J.

AU - Mezo, Imre

AU - Schally, Andrew V.

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