Discovery of highly potent, lung-localized epithelial sodium channel inhibitors

Bioorg Med Chem Lett. 2015 Nov 1;25(21):4797-4801. doi: 10.1016/j.bmcl.2015.07.015. Epub 2015 Jul 14.

Abstract

The design, synthesis and biological evaluation of novel dimeric pyrazinoylguanidines for the treatment of cystic fibrosis (CF) are reported herein. When administered directly to the lung in a guinea pig tracheal potential difference (TPD) model, the dimeric compounds were found to have superior potency, longer duration of action in the lung, and significantly reduced extra-pulmonary exposure in comparison to the corresponding monomeric ENaC blockers, which have been evaluated in the clinic but shown to have dose-limiting kidney toxicity.

Keywords: Dimeric pyrazinoylguanidine; ENaC inhibitors; Guinea pig tracheal potential difference; Non-systemic.

MeSH terms

  • Animals
  • Dose-Response Relationship, Drug
  • Drug Discovery*
  • Epithelial Sodium Channel Blockers / adverse effects
  • Epithelial Sodium Channel Blockers / chemistry
  • Epithelial Sodium Channel Blockers / pharmacokinetics*
  • Epithelial Sodium Channel Blockers / pharmacology*
  • Epithelial Sodium Channels / metabolism*
  • Guanidines / adverse effects
  • Guanidines / chemistry
  • Guanidines / pharmacokinetics*
  • Guanidines / pharmacology*
  • Guinea Pigs
  • Kidney / drug effects
  • Lung / drug effects*
  • Lung / metabolism*
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Epithelial Sodium Channel Blockers
  • Epithelial Sodium Channels
  • Guanidines