Organofluorine Hydrazone Derivatives as Multifunctional Anti-Alzheimer's Agents with CK2 Inhibitory and Antioxidant Features

ChemMedChem. 2021 Jun 17;16(12):1927-1932. doi: 10.1002/cmdc.202100047. Epub 2021 Apr 8.

Abstract

A set of novel hydrazone derivatives were synthesized and analyzed for their biological activities. The compounds were tested for their inhibitory effect on the phosphorylating activity of the protein kinase CK2, and their antioxidant activity was also determined in three commonly used assays. The hydrazones were evaluated for their radical scavenging against the DPPH, ABTS and peroxyl radicals. Several compounds have been identified as good antioxidants as well as potent protein kinase CK2 inhibitors. Most hydrazones containing a 4-N(CH3 )2 residue or perfluorinated phenyl rings showed high activity in the radical-scavenging assays and possess nanomolar IC50 values in the kinase assays.

Keywords: Alzheimer's disease; antioxidants; hydrazones; organofluorine; protein kinase CK2; radical scavenging.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / drug therapy*
  • Alzheimer Disease / metabolism
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Benzothiazoles / antagonists & inhibitors
  • Biphenyl Compounds / antagonists & inhibitors
  • Casein Kinase II / antagonists & inhibitors*
  • Casein Kinase II / metabolism
  • Fluorocarbons / chemical synthesis
  • Fluorocarbons / chemistry
  • Fluorocarbons / pharmacology*
  • Humans
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry
  • Hydrazones / pharmacology*
  • Picrates / antagonists & inhibitors
  • Protein Kinase Inhibitors / chemical synthesis
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacology*
  • Sulfonic Acids / antagonists & inhibitors

Substances

  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Fluorocarbons
  • Hydrazones
  • Picrates
  • Protein Kinase Inhibitors
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • 1,1-diphenyl-2-picrylhydrazyl
  • Casein Kinase II