Template synthesis and physico-chemical characterization of 14-membered tetraimine macrocyclic complexes, [MLX(2)] [M=Co(II), Ni(II), Cu(II) and Zn(II)]. DNA binding study on [CoLCl(2)] complex

Spectrochim Acta A Mol Biomol Spectrosc. 2009 Apr;72(3):591-6. doi: 10.1016/j.saa.2008.10.054. Epub 2008 Nov 13.

Abstract

The template condensation reaction between glyoxal and 1,8-diaminonaphthalene resulted a few novel mononuclear 14-membered tetraimine macrocyclic complexes of the type, [MLX(2)] [M=Co(II), Ni(II), Cu(II) and Zn(II), for X=Cl or NO(3)]. The stoichiometry and the nature of the complexes have been deduced from the results of elemental analyses and conductance data. The formation of macrocyclic framework has been inferred from the appearance of imine upsilon(CN) and upsilon(MN) band in IR spectra and the resonance signals observed in (1)H and (13)C-NMR spectra. However, the overall geometry of the complexes has been assigned on the positions of bands in electronic spectra and magnetic moment data. The distortion in Cu(II) complexes has been deduced on EPR data. The thermal behavior of these complexes has been studied by TGA analysis. Absorption and circular dichroism studies on the complex proved a significant binding to calf thymus DNA.

MeSH terms

  • 2-Naphthylamine / analogs & derivatives*
  • 2-Naphthylamine / chemistry
  • Animals
  • Calorimetry, Differential Scanning
  • Cattle
  • Chemical Phenomena
  • Circular Dichroism
  • Cobalt / chemistry
  • Cobalt / metabolism*
  • DNA / metabolism*
  • Electron Spin Resonance Spectroscopy
  • Glyoxal / chemistry*
  • Hot Temperature
  • Macrocyclic Compounds / chemical synthesis
  • Macrocyclic Compounds / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Schiff Bases / metabolism
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Macrocyclic Compounds
  • Schiff Bases
  • Cobalt
  • Glyoxal
  • DNA
  • calf thymus DNA
  • 2-Naphthylamine
  • 1,8-diaminonaphthalene