N-[1-Aryl-2-(1-imidazolo)ethyl]-guanidine derivatives as potent inhibitors of the bovine mitochondrial F1F0 ATP hydrolase

Bioorg Med Chem Lett. 2004 Feb 23;14(4):1027-30. doi: 10.1016/j.bmcl.2003.11.077.

Abstract

A series of substituted guanidine derivatives were prepared and evaluated as potent and selective inhibitors of mitochondrial F(1)F(0) ATP hydrolase. The initial thiourethane derived lead molecules possessed intriguing in vitro pharmacological profiles, though contained moieties considered non-drug-like. Analogue synthesis efforts led to compounds with maintained potency and superior physical properties. Small molecules in this series which potently and selectivity inhibit ATP hydrolase and not ATP synthase may have utility as cardioprotective agents.

MeSH terms

  • Adenosine Triphosphate / metabolism*
  • Animals
  • Cattle
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology*
  • Guanidines / chemical synthesis
  • Guanidines / pharmacology*
  • Mitochondria / enzymology*
  • Mitochondrial Proton-Translocating ATPases / antagonists & inhibitors*
  • Mitochondrial Proton-Translocating ATPases / metabolism
  • Structure-Activity Relationship

Substances

  • Enzyme Inhibitors
  • Guanidines
  • Adenosine Triphosphate
  • Mitochondrial Proton-Translocating ATPases