The synthesis of a novel chalcone and evaluation for anti-free radical activity and antagonizing the learning impairments in Alzheimer's model

Cell Physiol Biochem. 2012;29(5-6):949-58. doi: 10.1159/000188336. Epub 2012 May 11.

Abstract

We synthesized a new chalcone (4,2'-dihydroxy-3methoxy-5-bromine chalcone; C) and structurally identified it via infrared spectrometry (IR), (1)H-NMR, mass spectrometry (MS) and element analysis (EA). C was confirmed to be highly potent in scavenging 2, 2-diphenyl-1-picrylhydrazyl (DPPH) and OH free radicals in vitro. Tests of anti-free radical activity in response to oxidative stress in mice revealed that C could elevate glutathione peroxidase (GSH-PX) and super oxide dismutase (SOD) levels and lower malonaldehyde (MDA) level in a free-radical-injured scopolamine-induced Alzheimer's model. Further behavioral tests with the Morris water maze showed that C could antagonize the learning impairments in the Alzheimer's model, which suggests that C has a potential role in Alzheimer's disease.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / enzymology
  • Alzheimer Disease / metabolism*
  • Animals
  • Chalcones / chemical synthesis*
  • Chalcones / pharmacology*
  • Disease Models, Animal*
  • Free Radical Scavengers / pharmacology*
  • Glutathione Reductase / metabolism
  • Hepatocytes / drug effects
  • Hepatocytes / enzymology
  • L-Lactate Dehydrogenase / metabolism
  • Learning Disabilities / enzymology
  • Learning Disabilities / metabolism*
  • Magnetic Resonance Spectroscopy
  • Malondialdehyde / metabolism
  • Mass Spectrometry
  • Maze Learning
  • Mice
  • Oxidative Stress
  • Spectrophotometry, Infrared
  • Superoxide Dismutase / metabolism

Substances

  • 4,2'-dihydroxy-3-methoxy-5-bromine chalcone
  • Chalcones
  • Free Radical Scavengers
  • Malondialdehyde
  • L-Lactate Dehydrogenase
  • Superoxide Dismutase
  • Glutathione Reductase