Identification of potent, nonabsorbable agonists of the calcium-sensing receptor for GI-specific administration

Bioorg Med Chem Lett. 2017 Oct 15;27(20):4673-4677. doi: 10.1016/j.bmcl.2017.09.008. Epub 2017 Sep 7.

Abstract

Modulation of gastrointestinal nutrient sensing pathways provides a promising a new approach for the treatment of metabolic diseases including diabetes and obesity. The calcium-sensing receptor has been identified as a key receptor involved in mineral and amino acid nutrient sensing and thus is an attractive target for modulation in the intestine. Herein we describe the optimization of gastrointestinally restricted calcium-sensing receptor agonists starting from a 3-aminopyrrolidine-containing template leading to the identification of GI-restricted agonist 19 (GSK3004774).

Keywords: Calcium sensing receptor; GI-restricted; Nutrient sensing.

MeSH terms

  • Animals
  • Calcium / metabolism
  • Cell Membrane Permeability / drug effects
  • Dogs
  • Gastrointestinal Tract / metabolism
  • HEK293 Cells
  • Humans
  • Madin Darby Canine Kidney Cells
  • Pyrrolidines / chemistry
  • Pyrrolidines / metabolism
  • Pyrrolidines / pharmacology
  • Receptors, Calcium-Sensing / agonists*
  • Receptors, Calcium-Sensing / genetics
  • Receptors, Calcium-Sensing / metabolism
  • Structure-Activity Relationship

Substances

  • Pyrrolidines
  • Receptors, Calcium-Sensing
  • pyrrolidine
  • Calcium