Synthesis, characterization, cytotoxic activity and DNA binding properties of the novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide

J Inorg Biochem. 2011 Sep;105(9):1196-203. doi: 10.1016/j.jinorgbio.2011.05.024. Epub 2011 Jun 13.

Abstract

A novel dinuclear cobalt(III) complex with the condensation product of 2-acetylpyridine and malonic acid dihydrazide, N',N'(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide was synthesized and characterized by elemental analysis, spectroscopy (NMR and infrared), and X-ray crystal analysis. The complex showed a moderate activity towards Artemia salina. The highest cytotoxic potential of the complex was observed on the epithelial breast cancer (MDA-361) cell line. The investigated complex induced apoptosis, the early apoptotic cells comprising 28.18%, compared to 5.64% of control cells in the same phase. The interaction of the complex with calf thymus DNA (CT-DNA) was monitored by blue shift and hyperchromism in the UV-vis spectra. The observed intrinsic binding constant (K(b)=4.2×10(5)M(-1)) together with structural analysis of the complex indicate the groove binding.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Artemia / drug effects
  • Artemia / growth & development
  • Azides / chemistry*
  • Breast Neoplasms / drug therapy*
  • Breast Neoplasms / pathology
  • Cell Line, Tumor
  • Circular Dichroism
  • Cobalt / chemistry*
  • DNA / metabolism
  • Epithelial Cells / cytology
  • Epithelial Cells / drug effects*
  • Female
  • Humans
  • Intercalating Agents / chemical synthesis
  • Intercalating Agents / metabolism
  • Intercalating Agents / pharmacology*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Malonates / chemistry*
  • Pyridines / chemistry*
  • Spectrometry, Fluorescence
  • Spectrum Analysis

Substances

  • Antineoplastic Agents
  • Azides
  • Intercalating Agents
  • Malonates
  • Pyridines
  • Cobalt
  • 2-acetylpyridine
  • DNA
  • calf thymus DNA
  • malonic acid