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1989•International journal of peptide & protein researchRequires access

Synthesis and central nervous system actions of thyrotropin‐releasing hormone analogs containing a 1‐substituted 2‐oxoimadazolidine moiety*

Hiroshi Maéda, Mamoru Suzuki, Hiroshi Sugano, Michio Yamamura, Ryuichi Ishida

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Abstract

A series of thyrotropin-releasing hormone (TRH) analogs in which the pyroglutamic acid residue was replaced by (S)-2-oxoimidazolidine-4-carboxylic acid (Oic-OH) and the related derivatives was prepared, and the central nervous system (CNS) actions were examined. Of these, 1-benzyl-Oic-His-Pro-NH2 (2c) showed the most potent activities, which were 1.5-8 times greater than those of TRH. Moreover, the thyrotropin (TSH)-releasing activity of 2c was about 1/16 times weaker than that of TRH.

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What this paper is about

A series of thyrotropin-releasing hormone (TRH) analogs in which the pyroglutamic acid residue was replaced by (S)-2-oxoimidazolidine-4-carboxylic acid (Oic-OH) and the related derivatives was prepared, and the central nervous system (CNS) actions were examined. Of these, 1-benzyl-Oic-His-Pro-NH2 (2c) showed the most potent activities, which were 1.5-8 times greater than those of TRH. Moreover, the thyrotropin (TSH)-releasing activity of 2c was about 1/16 times weaker than that of TRH.

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Available abstract

A series of thyrotropin-releasing hormone (TRH) analogs in which the pyroglutamic acid residue was replaced by (S)-2-oxoimidazolidine-4-carboxylic acid (Oic-OH) and the related derivatives was prepared, and the central nervous system (CNS) actions were examined. Of these, 1-benzyl-Oic-His-Pro-NH2 (2c) showed the most potent activities, which were 1.5-8 times greater than those of TRH. Moreover, the thyrotropin (TSH)-releasing activity of 2c was about 1/16 times weaker than that of TRH.

Key concepts: Thyrotropin-releasing hormone, Moiety, Central nervous system, Chemistry, Hormone, Residue (chemistry), Pyroglutamic acid, Stereochemistry

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Synthesis and central nervous system actions of thyrotropin‐releasing hormone analogs containing a 1‐substituted 2‐oxoimadazolidine moiety* — Research Paper | ScholarLens