Spectroscopic and biological studies of new mononuclear metal complexes of a bidentate NN and NO hydrazone-oxime ligand derived from egonol

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 15:141:300-6. doi: 10.1016/j.saa.2014.12.074. Epub 2015 Jan 20.

Abstract

A novel ligand, vicinal dioxime ligand (egonol-hydrazone glyoxime) (LH2) was synthesized and characterized using (1)H NMR, (13)C NMR, MS, AAS, infrared spectroscopy, and magnetic susceptibility measurements. Mononuclear nickel (II), copper (II) and cobalt (II) complexes with a metal:ligand ratio of 1:2 for LH2 were also synthesized. Zn(II) forms complex [Zn(LH)Cl2] with a metal to ligand ratio of 1:1. IR spectrum shows that the ligand act in a bidentate manner and coordinates N4 donor groups of the ligands to Ni(II), Cu(II), Co(II) and Zn(II) ions. The detection of H-bonding (OH⋯O) in the [M(LH)2] metal complexes by IR spectra supported the square-planar MN4 coordination of Ni(II), Cu(II) and Co(II) complexes. The antimicrobial activities of compounds LH2 and their Ni(II), Cu(II), Co(II) and Zn(II) complexes were evaluated using the disc diffusion method against 16 bacteria and 5 yeasts. The minimal inhibitory concentrations (MICs) against all the bacteria and yeasts were also determined. Among the attempted test compounds, it is showed that all the compounds (L, LH2, [Ni(LH)2], [Cu(LH)2], [Co(LH)2(H2O)2], [Zn(LH)Cl2]) were effective against used test microorganisms.

Keywords: Antimicrobial activity; Egonol; Hydrazone; Styrax officinalis; Transition metal complex; vic-Dioxime.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Bacteria / drug effects
  • Benzodioxoles / chemistry*
  • Benzofurans / chemistry*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology*
  • Flowers / chemistry
  • Fungi / drug effects
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry
  • Hydrazones / pharmacology*
  • Ligands
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Oximes / chemical synthesis
  • Oximes / chemistry
  • Oximes / pharmacology*
  • Proton Magnetic Resonance Spectroscopy
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Styrax / chemistry

Substances

  • Anti-Bacterial Agents
  • Benzodioxoles
  • Benzofurans
  • Coordination Complexes
  • Hydrazones
  • Ligands
  • Oximes