Hydroxyquinoline based binders: promising ligands for chelatotherapy?

J Inorg Biochem. 2011 Mar;105(3):490-6. doi: 10.1016/j.jinorgbio.2010.08.014. Epub 2010 Sep 16.

Abstract

We report here a thorough physico-chemical study of the coordination properties of clioquinol, an oxine-type active neurological drug in Alzheimer's disease, toward biologically relevant divalent metal ions (Cu, Zn, Ni, Co and Mn). Using a fruitful combination of electrospray mass spectrometry, absorption spectrophotometry and potentiometry, we have characterized the mono- and bis-chelated metal ion species. The determination of the stability constants showed a classical thermodynamic behavior along the studied series with the cupric complexes being by far the most stable species. Our data are discussed within the scope of Alzheimer's disease.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / drug therapy
  • Alzheimer Disease / metabolism
  • Alzheimer Disease / pathology
  • Cations, Divalent
  • Chelating Agents / chemistry
  • Chelating Agents / metabolism*
  • Chelating Agents / therapeutic use*
  • Clioquinol / chemistry
  • Clioquinol / metabolism
  • Clioquinol / therapeutic use
  • Colorimetry
  • Drug Stability
  • Humans
  • Hydrogen-Ion Concentration
  • Hydroxyquinolines / chemistry
  • Hydroxyquinolines / metabolism*
  • Hydroxyquinolines / therapeutic use*
  • Ligands
  • Metals / chemistry*
  • Potentiometry
  • Spectrophotometry
  • Thermodynamics

Substances

  • Cations, Divalent
  • Chelating Agents
  • Hydroxyquinolines
  • Ligands
  • Metals
  • Clioquinol