Discovery of 1-((6-Aminopyridin-3-yl)Methyl)-3-(4-Bromophenyl)Urea as a Potent, Irreversible Myeloperoxidase Inhibitor

J Pharmacol Exp Ther. 2018 Oct;367(1):147-154. doi: 10.1124/jpet.118.248435. Epub 2018 Aug 3.

Abstract

Myeloperoxidase (MPO) is a leukocyte-derived redox enzyme that has been linked to oxidative stress and damage in many inflammatory states, including cardiovascular disease. We have discovered aminopyridines that are potent mechanism-based inhibitors of MPO, with significant selectivity over the closely related thyroid peroxidase. 1-((6-Aminopyridin-3-yl)methyl)-3-(4-bromophenyl)urea (Aminopyridine 2) inhibited MPO in human plasma and blocked MPO-dependent vasomotor dysfunction ex vivo in rat aortic rings. Aminopyridine 2 also showed high oral bioavailability and inhibited MPO activity in vivo in a mouse model of peritonitis. Aminopyridine 2 could effectively be administered as a food admixture, making it an important tool for assessing the relative importance of MPO in preclinical models of chronic inflammatory disease.

MeSH terms

  • Aminopyridines / pharmacology*
  • Animals
  • Aorta / drug effects
  • Aorta / metabolism
  • Biological Availability
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Inflammation / drug therapy
  • Inflammation / metabolism
  • Male
  • Mice
  • Mice, Inbred C57BL
  • Peroxidase / antagonists & inhibitors*
  • Rats
  • Rats, Sprague-Dawley

Substances

  • Aminopyridines
  • Enzyme Inhibitors
  • Peroxidase