6-(4-Pyridyl)pyrimidin-4(3H)-ones as CNS penetrant glycogen synthase kinase-3β inhibitors

Bioorg Med Chem Lett. 2013 Dec 15;23(24):6928-32. doi: 10.1016/j.bmcl.2013.09.021. Epub 2013 Sep 17.

Abstract

The discovery of a series of 6-(4-pyridyl)pyrimidin-4(3H)-ones derived from a hit compound with low molecular weight and sufficient chemical space is reported. Transformation of substituents led to subnanomolar potent inhibitors with in vivo tau phoshorylation lowering activity.

Keywords: Alzheimer’s disease; Glycogen synthase kinase 3β; Hyperphoshorylation; Pyrimidin-4(3H)-one; Tau protein.

MeSH terms

  • Binding Sites
  • Enzyme Activation
  • Glycogen Synthase Kinase 3 / antagonists & inhibitors*
  • Glycogen Synthase Kinase 3 / metabolism
  • Glycogen Synthase Kinase 3 beta
  • Molecular Docking Simulation
  • Protein Binding / drug effects
  • Protein Kinase Inhibitors / chemical synthesis
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / metabolism
  • Protein Kinase Inhibitors / pharmacology
  • Protein Structure, Tertiary
  • Pyrimidinones / chemical synthesis
  • Pyrimidinones / chemistry*
  • Pyrimidinones / metabolism
  • Pyrimidinones / pharmacology
  • Structure-Activity Relationship

Substances

  • Protein Kinase Inhibitors
  • Pyrimidinones
  • Glycogen Synthase Kinase 3 beta
  • Glycogen Synthase Kinase 3