Discovery of 3-aryl-4-isoxazolecarboxamides as TGR5 receptor agonists

J Med Chem. 2009 Dec 24;52(24):7962-5. doi: 10.1021/jm901434t.

Abstract

A series of 3-aryl-4-isoxazolecarboxamides identified from a high-throughput screening campaign as novel, potent small molecule agonists of the human TGR5 G-protein coupled receptor is described. Subsequent optimization resulted in the rapid identification of potent exemplars 6 and 7 which demonstrated improved GLP-1 secretion in vivo via an intracolonic dose coadministered with glucose challenge in a canine model. These novel TGR5 receptor agonists are potentially useful therapeutics for metabolic disorders such as type II diabetes and its associated complications.

MeSH terms

  • Amides / chemistry
  • Amides / pharmacokinetics
  • Amides / pharmacology
  • Animals
  • Diabetes Mellitus, Type 2 / drug therapy
  • Diabetes Mellitus, Type 2 / metabolism
  • Disease Models, Animal
  • Dogs
  • Glucagon-Like Peptide 1 / metabolism
  • Glucose / administration & dosage
  • Humans
  • Isoxazoles / chemistry
  • Isoxazoles / pharmacokinetics
  • Isoxazoles / pharmacology*
  • Rats
  • Receptors, G-Protein-Coupled / agonists*

Substances

  • Amides
  • GPBAR1 protein, human
  • Isoxazoles
  • Receptors, G-Protein-Coupled
  • Glucagon-Like Peptide 1
  • Glucose