A V-shaped ligand 1,3-bis(1-methylbenzimidazol-2-yl)-2-oxapropane and its Cu(II) complex: synthesis, crystal structure, antioxidation and DNA-binding properties

J Photochem Photobiol B. 2011 Dec 2;105(3):190-7. doi: 10.1016/j.jphotobiol.2011.09.001. Epub 2011 Sep 22.

Abstract

A six-coordinate copper(II) complex with the ligand 1,3-bis(1-methylbenzimidazol-2-yl)-2-oxopropane (Meobb), with composition [Cu(Meobb)(2)](NO(3))(2)·2CH(3)OH, has been synthesized and characterized by elemental analysis, electrical conductivities, IR, UV-Vis spectral measurements. A study of the electro-chemistry of the copper(II) complex was carried out by using cyclic voltammetry. The molecular structures of the ligand Meobb and the Cu(II) complex were determined by X-ray crystal diffraction. The DNA-binding modes of the ligand and the complex were investigated by electronic absorption titration, ethidium bromide-DNA displacement experiments and viscosity measurements. The experimental evidence indicated the compounds interact with calf thymus DNA through intercalation. Additionally, the Cu(II) complex exhibited potential antioxidant properties in in vitro studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzimidazoles / chemistry*
  • Cattle
  • Chemistry Techniques, Synthetic*
  • Copper / chemistry*
  • Crystallography, X-Ray
  • DNA / metabolism*
  • Electrochemistry
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / metabolism
  • Free Radical Scavengers / pharmacology
  • Hydroxyl Radical / chemistry
  • Ligands
  • Models, Molecular
  • Molecular Conformation
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / metabolism*
  • Organometallic Compounds / pharmacology

Substances

  • 1,3-bis(1-methylbenzimidazol-2-yl)-2-oxapropane
  • Benzimidazoles
  • Free Radical Scavengers
  • Ligands
  • Organometallic Compounds
  • Hydroxyl Radical
  • Copper
  • DNA