2,4-diaminopyrimidine derivatives as potent growth hormone secretagogue receptor antagonists

J Med Chem. 2006 Apr 20;49(8):2568-78. doi: 10.1021/jm0510934.

Abstract

Ghrelin, a gut-derived orexigenic hormone, is an endogenous ligand of the growth hormone secretagogue receptor (GHS-R). Centrally administered ghrelin has been shown to cause hunger and increase food intake in rodents. Inhibition of ghrelin actions with ghrelin antibody, peptidyl GHS-R antagonists, and antisense oligonucleosides resulted in weight loss and food intake decrease in rodents. Here we report the effects of GHS-R antagonists, some of which were potent, selective, and orally bioavailable. A structure-activity relationship study led to the discovery of 8a, which was effective in decreasing food intake and body weight in several acute rat studies.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • CHO Cells
  • Cricetinae
  • Drug Evaluation, Preclinical
  • Humans
  • Ligands
  • Molecular Structure
  • Pyrimidines / chemical synthesis
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology*
  • Receptors, G-Protein-Coupled / antagonists & inhibitors*
  • Receptors, Ghrelin
  • Stereoisomerism
  • Structure-Activity Relationship
  • Time Factors

Substances

  • Ligands
  • Pyrimidines
  • Receptors, G-Protein-Coupled
  • Receptors, Ghrelin
  • 2,4-diaminopyrimidine