Aryl-indolyl maleimides as inhibitors of CaMKIIdelta. Part 1: SAR of the aryl region

Bioorg Med Chem Lett. 2008 Apr 1;18(7):2390-4. doi: 10.1016/j.bmcl.2008.02.059. Epub 2008 Mar 4.

Abstract

A family of aryl-substituted maleimides was prepared and studied for their activity against calmodulin dependant kinase. Inhibitory activities against the enzyme ranged from 34nM to >20microM and were dependant upon both the nature of the aryl group and the hydrogen bond donating potential of the maleimide ring. Key interactions with the kinase ATP site and hinge region were found to be consistent with homology modeling predictions.

MeSH terms

  • Adenosine Triphosphate / metabolism
  • Benzene Derivatives / chemical synthesis
  • Benzene Derivatives / pharmacology*
  • Binding Sites
  • Calcium-Calmodulin-Dependent Protein Kinase Type 2 / antagonists & inhibitors*
  • Drug Design*
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology*
  • Indoles / chemical synthesis
  • Indoles / pharmacology*
  • Maleimides / chemical synthesis
  • Maleimides / pharmacology*
  • Models, Chemical
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Benzene Derivatives
  • Enzyme Inhibitors
  • Indoles
  • Maleimides
  • Adenosine Triphosphate
  • CAMK2D protein, human
  • Calcium-Calmodulin-Dependent Protein Kinase Type 2