Design, synthesis and biological evaluation of novel substituted benzoylguanidine derivatives as potent Na+/H+ exchanger inhibitors

Bioorg Med Chem Lett. 2009 Jun 15;19(12):3283-7. doi: 10.1016/j.bmcl.2009.04.079. Epub 2009 Apr 23.

Abstract

A novel series of substituted benzoylguanidine derivatives were designed and synthesized as potent NHE1 inhibitors. Most compounds can significantly inhibit NHE1-mediated platelet swelling in a concentration-dependent manner, among which compound 5f (IC(50)=3.60 nM) and 5l (IC(50)=4.48 nM) are 18 and 14 times respectively more potent than cariporide (IC(50)=65.0 nM). Furthermore, when tested in vivo and in vitro, compound 5f showed superior cardioprotective effects against SD rat myocardial ischemic-reperfusion injury over cariporide, representing a promising lead compound for further exploration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzoates / chemical synthesis*
  • Benzoates / pharmacology
  • Blood Platelets / drug effects
  • Blood Platelets / metabolism
  • Cardiotonic Agents / chemical synthesis*
  • Cardiotonic Agents / pharmacology
  • Dose-Response Relationship, Drug
  • Drug Design
  • Guanidines / chemical synthesis*
  • Guanidines / pharmacology
  • Inhibitory Concentration 50
  • Myocardial Ischemia / prevention & control
  • Rats
  • Sodium-Hydrogen Exchangers / antagonists & inhibitors*

Substances

  • Benzoates
  • Cardiotonic Agents
  • Guanidines
  • Sodium-Hydrogen Exchangers