Antiangiogenic Effect of (±)-Haloperidol Metabolite II Valproate Ester [(±)-MRJF22] in Human Microvascular Retinal Endothelial Cells

J Med Chem. 2016 Nov 10;59(21):9960-9966. doi: 10.1021/acs.jmedchem.6b01039. Epub 2016 Oct 25.

Abstract

(±)-MRJF22 [(±)-2], a novel prodrug of haloperidol metabolite II (sigma-1 receptor antagonist/sigma-2 receptor agonist ligand) obtained by conjugation to valproic acid (histone deacetylase inhibitor) via an ester bond, exhibits antiangiogenic activity, being able to reduce human retinal endothelial cell (HREC) viability in a comparable manner to bevacizumab. Moreover, (±)-2 was able to significantly reduce viable cells count, endothelial cell migration, and tube formation in vascular endothelial growth factor A (VEGF-A) stimulated HREC cultures.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiogenesis Inhibitors / chemical synthesis
  • Angiogenesis Inhibitors / chemistry
  • Angiogenesis Inhibitors / pharmacology*
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Endothelial Cells / cytology
  • Endothelial Cells / drug effects*
  • Haloperidol / chemical synthesis
  • Haloperidol / chemistry
  • Haloperidol / pharmacology*
  • Humans
  • Microvessels / drug effects*
  • Molecular Structure
  • Neovascularization, Physiologic / drug effects*
  • Retina / cytology*
  • Structure-Activity Relationship
  • Valproic Acid / chemical synthesis
  • Valproic Acid / chemistry
  • Valproic Acid / pharmacology*

Substances

  • Angiogenesis Inhibitors
  • Valproic Acid
  • Haloperidol