Synthesis, crystal structure, cytotoxic activities and DNA-binding properties of new binuclear copper(II) complexes bridged by N,N'-bis(N-hydroxyethylaminoethyl)oxamide

J Inorg Biochem. 2009 May;103(5):833-44. doi: 10.1016/j.jinorgbio.2009.02.007. Epub 2009 Mar 3.

Abstract

Two new micro-oxamido-bridged binuclear copper(II) complexes with formulae of [Cu(2)(heae)(pic)(2)] (1) and [Cu(2)(heae)(Me(2)phen)(2)](ClO(4))(2).H(2)O (2), where heae and pic stand for the anion of N,N'-bis(N-hydroxyethylaminoethyl)oxamide and 2,4,6-trinitrophenol, respectively, and Me(2)phen represents 2,9-dimethyl-1,10-phenanthroline; have been synthesized and characterized by elemental analyses, molar conductivity measurements, IR and electronic spectra studies. The crystal structures of the two binuclear copper(II) complexes have been determined by X-ray single-crystal diffraction. In both the two binuclear complexes the central two copper(II) atoms are bridged by trans-heae. In complex 1 the coordination environment around each copper(II) atom can be described as a distorted octahedral geometry, while in complex 2 each copper(II) atom displays a square-pyramid stereochemistry. Hydrogen bonding and pi-pi stacking interactions link the binuclear copper(II) complex 1 or 2 into a 3D infinite network. The cytotoxicities of the two binuclear copper(II) complexes were tested by Sulforhodamine B (SRB) assays against human hepatocellular carcinoma cell SMMC-7721 and human lung adenocarcinoma cell A549. Both of the two binuclear copper(II) complexes exhibit potent cytotoxic effects against SMMC-7721 and A549 cell lines. The interactions of the two binuclear complexes with herring sperm DNA (HS-DNA) are investigated by using absorption and emission spectra and electrochemical techniques and viscometry. The results suggest that both the two binuclear copper(II) complexes interact with HS-DNA in the mode of intercalation with the intrinsic binding constants of 1.73x10(5)M(-1) (1) and 1.92x10(6)M(-1) (2). The influence of structural variation of the terminal ligands in the binuclear complexes on DNA-binding properties is preliminarily discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Copper / chemistry*
  • Crystallography, X-Ray
  • DNA / chemistry*
  • Humans
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / pharmacology*

Substances

  • Organometallic Compounds
  • Copper
  • DNA