Design, synthesis and evaluation of 7-azaindazolyl-indolyl-maleimides as glycogen synthase kinase-3β (GSK-3β) inhibitors

Eur J Med Chem. 2013 Oct:68:361-71. doi: 10.1016/j.ejmech.2013.07.046. Epub 2013 Aug 9.

Abstract

A series of 7-azaindazolyl-indolyl-maleimides were designed, synthesized and evaluated for their GSK-3β inhibitory activity. Most compounds exhibited potent activity against GSK-3β. Among them, compounds 17a, 17b, 17g, 17i, 29a and 30 significantly reduced Aβ-induced Tau hyperphosphorylation, showin;g the inhibition of GSK-3β at the cell level. Preliminary structure-activity relationships were discussed based on the experimental data obtained.

Keywords: 7-Azaindazolyl-indolyl-maleimides; Cellular activity; Enzymatic activity; GSK-3β inhibitors.

MeSH terms

  • Aza Compounds / chemical synthesis
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacology
  • Blotting, Western
  • Cell Line, Tumor
  • Drug Design*
  • Enzyme Activation / drug effects
  • Glycogen Synthase Kinase 3 / antagonists & inhibitors*
  • Humans
  • Indoles / chemical synthesis
  • Indoles / chemistry
  • Indoles / pharmacology
  • Inhibitory Concentration 50
  • Maleimides* / chemical synthesis
  • Maleimides* / chemistry
  • Maleimides* / pharmacology
  • Molecular Structure
  • Protein Kinase Inhibitors / chemical synthesis
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacology

Substances

  • Aza Compounds
  • Indoles
  • Maleimides
  • Protein Kinase Inhibitors
  • Glycogen Synthase Kinase 3