Thyrotropin-releasing hormone (TRH) analogues that exhibit selectivity to TRH receptor subtype 2

J Med Chem. 2005 Sep 22;48(19):6162-5. doi: 10.1021/jm0505462.

Abstract

Thyrotropin-releasing hormone (TRH) analogues in which the C-2 position of the imidazole ring of the centrally placed histidine residue is substituted with various alkyl groups were synthesized and studied as agonists for TRH receptor subtype 1 (TRH-R1) and subtype 2 (TRH-R2). Several analogues were found to be selective agonists for TRH-R2 exhibiting no activation of TRH-R1. For example, analogue 4 (R= c-C3H5) was found to activate TRH-R2 with a potency (EC50) of 0.41 microM but did not activate TRH-R1 (potency > 100 microM). This study describes the first discovery of TRH-R2-specific agonists and provides impetus to design predominately CNS-effective TRH peptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line
  • Central Nervous System Agents / chemical synthesis*
  • Central Nervous System Agents / chemistry
  • Central Nervous System Agents / pharmacology
  • Humans
  • Imidazoles / chemistry
  • Receptors, Thyrotropin-Releasing Hormone / agonists*
  • Structure-Activity Relationship
  • Thyrotropin-Releasing Hormone / analogs & derivatives*
  • Thyrotropin-Releasing Hormone / chemical synthesis*
  • Thyrotropin-Releasing Hormone / pharmacology

Substances

  • Central Nervous System Agents
  • Imidazoles
  • Receptors, Thyrotropin-Releasing Hormone
  • Thyrotropin-Releasing Hormone