Novel insights on the molecular mechanism of action of the anti-angiogenic pyrazolyl-urea GeGe-3 by functional proteomics

Bioorg Chem. 2021 Oct:115:105168. doi: 10.1016/j.bioorg.2021.105168. Epub 2021 Jul 14.

Abstract

In recent years, 5-pyrazolyl-ureas have mostly been known for their attractive poly-pharmacological outline and, in particular, ethyl 1-(2-hydroxypentyl)-5-(3-(3-(trifluoromethyl) phenyl) ureido)-1H-pyrazole-4-carboxylate (named GeGe-3) has emerged as a capable anti-angiogenic compound. This paper examines its interactome by functional proteomics using a label-free mass spectrometry based platform, coupling Drug Affinity Responsive Target Stability and targeted Limited Proteolysis-Multiple Reaction Monitoring. Calreticulin has been recognized as the GeGe-3 principal target and this evidence has been supported by immunoblotting and in silico molecular docking. Furthermore, cell studies have shown that GeGe-3 lowers cell calcium mobilization, cytoskeleton organization and focal adhesion kinase expression, thus linking its biological potential to calreticulin binding and, ultimately, shedding light on the reasonable action mechanism of this molecule as an anti-angiogenic factor.

Keywords: Angiogenesis; Calcium homeostasis; Drug affinity responsive target stability; Functional proteomics; Limited proteolysis; Molecular docking; Protein–ligand interactions; Target discovery.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiogenesis Inhibitors / chemistry*
  • Angiogenesis Inhibitors / metabolism
  • Angiogenesis Inhibitors / pharmacology
  • Binding Sites
  • Calcium / metabolism
  • Calreticulin / chemistry
  • Calreticulin / metabolism
  • Down-Regulation / drug effects
  • Focal Adhesion Kinase 1 / metabolism
  • Human Umbilical Vein Endothelial Cells
  • Humans
  • Ionomycin / pharmacology
  • Molecular Docking Simulation
  • Proteome / drug effects
  • Proteome / metabolism*
  • Proteomics / methods*
  • Pyrazoles / chemistry*
  • Urea / chemistry*

Substances

  • Angiogenesis Inhibitors
  • Calreticulin
  • Proteome
  • Pyrazoles
  • pyrazole
  • Ionomycin
  • Urea
  • Focal Adhesion Kinase 1
  • PTK2 protein, human
  • Calcium