Synthesis, physico-chemical properties and biological analysis of newly obtained copper(II) complexes with pyrazole derivatives

J Inorg Biochem. 2014 Jun:135:68-76. doi: 10.1016/j.jinorgbio.2014.02.014. Epub 2014 Mar 10.

Abstract

Three new copper(II) complexes containing two different pyrazole bound ligands (1, 2) have been synthesized and characterized by IR, LSI-MS (liquid secondary ion mass spectrometry) and elemental analysis. (1)H NMR spectra of the organic ligands have been recorded. We describe the influence of these complexes on particular cancer cell lines and DNA structure by MTT-assay [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide], APA (acid phosphatase activity)-assay or CD-spectroscopy and agarose gel electrophoresis methods, together with their physico-chemical properties such as lipophilicity and stability in aqueous solution. The cytotoxic effect on HUVEC (endothelial cells) for the most active complex 4 has been also investigated. Moreover, the ability of these complexes to induce apoptosis in cancer cells has been assessed by using fluorescence microscopy. Our results indicate that dichloridobis{1-[amino(thioxo)methyl]-5-hydroxy-3-phenyl-1H-pyrazole-κN2}copper(II) is the most potent complex among the tested complexes.

Keywords: Cancer cells; Cytotoxic effect; DNA interactions; Metal(II) complexes; Pyrazole derivative.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Apoptosis / drug effects
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / pharmacology
  • Copper / chemistry*
  • Drug Screening Assays, Antitumor
  • Drug Stability
  • Human Umbilical Vein Endothelial Cells / drug effects
  • Human Umbilical Vein Endothelial Cells / physiology
  • Humans
  • Inhibitory Concentration 50
  • Pyrazoles / chemistry*

Substances

  • Antineoplastic Agents
  • Coordination Complexes
  • Pyrazoles
  • Copper