Synthesis of novel heterobimetallic copper(I) hydrazone Schiff base complexes: a comparative study on the effect of heterocyclic hydrazides towards interaction with DNA/protein, free radical scavenging and cytotoxicity

Metallomics. 2012 May;4(5):498-511. doi: 10.1039/c2mt00004k. Epub 2012 Apr 10.

Abstract

Two new copper(I) hydrazone complexes have been synthesised from bivalent copper precursor [CuCl(2)(PPh(3))(2)] and ferrocene containing bidentate hydrazone ligands HL(1) (1) or HL(2) (2). Based on the elemental analyses and spectroscopic data, the complexes are best formulated as [CuL(1)(PPh(3))(2)] (3) and [CuL(2)(PPh(3))(2)] (4) of the monovalent copper ion. Solid state structures of ligand 2 and its corresponding complex 4 were also determined. The DNA/albumin interactions of all the synthesised compounds were investigated using absorption, emission and synchronous fluorescence studies. Further, antioxidant properties of all the compounds have also been checked against ABTS, O(2)(-) and OH radicals. Additionally, the in vitro cytotoxic activity of compounds 1-4 was assessed using tumour (HeLa, A431) and non-tumour (NIH 3T3) cell lines.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry*
  • Antioxidants / metabolism
  • Antioxidants / pharmacology*
  • Binding, Competitive
  • Cattle
  • Cell Survival / drug effects
  • Copper / chemistry*
  • Crystallography, X-Ray
  • DNA / chemistry
  • DNA / metabolism
  • Ethidium / chemistry
  • Ethidium / metabolism
  • Ferrous Compounds / chemistry
  • HeLa Cells
  • Humans
  • Hydrazones / chemistry*
  • Metallocenes
  • Mice
  • Models, Molecular
  • NIH 3T3 Cells
  • Protein Binding
  • Schiff Bases / chemical synthesis
  • Schiff Bases / chemistry*
  • Schiff Bases / metabolism
  • Schiff Bases / pharmacology*
  • Serum Albumin, Bovine / chemistry
  • Serum Albumin, Bovine / metabolism
  • Spectrum Analysis

Substances

  • Antioxidants
  • Ferrous Compounds
  • Hydrazones
  • Metallocenes
  • Schiff Bases
  • Serum Albumin, Bovine
  • Copper
  • DNA
  • Ethidium
  • ferrocene