Synthesis and central nervous system actions of thyrotropin-releasing hormone analogs containing a 1-substituted 2-oxoimidazolidine moiety

Int J Pept Protein Res. 1989 Jun;33(6):403-11. doi: 10.1111/j.1399-3011.1989.tb00216.x.

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.

MeSH terms

  • Animals
  • Body Temperature / drug effects
  • Brain / drug effects*
  • Brain / physiology
  • Chemical Phenomena
  • Chemistry
  • Male
  • Mice
  • Mice, Inbred Strains
  • Motor Activity / drug effects
  • Pentobarbital / pharmacology
  • Rats
  • Rats, Inbred Strains
  • Reserpine / toxicity
  • Thyrotropin-Releasing Hormone / analogs & derivatives
  • Thyrotropin-Releasing Hormone / chemical synthesis*
  • Thyrotropin-Releasing Hormone / pharmacology

Substances

  • Thyrotropin-Releasing Hormone
  • Reserpine
  • Pentobarbital