Antimicrobial and SOD activities of novel transition metal ternary complexes of iminodiacetic acid containing alpha-diimine as auxiliary ligand

Eur J Med Chem. 2009 Jun;44(6):2517-22. doi: 10.1016/j.ejmech.2009.01.025. Epub 2009 Jan 31.

Abstract

Ternary complexes containing an alpha-diimine auxiliary ligand have been widely used as models for several mono and polynuclear metal enzymes. The present ternary complexes [M(IDA)(Phen)H(2)O] x xH(2)O (x = 2, 3 or 4) were prepared as novel antimicrobial agents employing reactions of Cu(OAc)(2) or MCl(2) (M = Co, Ni, Cr) with iminodiacetic acid (H(2)IDA) in the presence of 1,10-phenanthroline (Phen), whose chemical structure and bonding were elucidated by IR, FAB-Mass, (1)H, (13)C NMR, EPR spectral and elemental analyses. The antimicrobial activities against Escherichia coli (K-12), Bacillus subtilis (MTCC 121), Staphylococcus aureus (IOA-SA-22), Salmonella typhimurium (MTCC 98), Candida albicans, Aspergillus fumigatus and Penicillium marneffei (isolates from Department of Microbiology, Faculty of Agricultural Science, AMU) were investigated and significant activities were obtained. The superoxide dismutase activity of the Cu(II) complex was assessed by NBT assay. The single crystal X-ray structure for [Cu(IDA)(Phen)H(2)O] x 2 H(2)O indicates a triclinic unit cell in P-1 space group with structural parameters, a = 6.745(5), b = 10.551(5), c = 11.414(5)A, alpha = 95.770(5), beta = 91.396(5), gamma = 92.518(5) degrees and presence of an extensive H-bonding and pi-pi stacking interactions which generate a supramolecular framework.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Aspergillus fumigatus / drug effects
  • Bacillus subtilis / drug effects
  • Candida albicans / drug effects
  • Crystallography, X-Ray
  • Drug Design
  • Escherichia coli / drug effects
  • Imines / chemistry*
  • Imino Acids / chemistry*
  • Ligands
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Penicillium / drug effects
  • Salmonella typhimurium / drug effects
  • Staphylococcus aureus / drug effects
  • Stereoisomerism
  • Superoxide Dismutase / metabolism*
  • Transition Elements / chemistry*

Substances

  • Anti-Bacterial Agents
  • Imines
  • Imino Acids
  • Ligands
  • Organometallic Compounds
  • Transition Elements
  • Superoxide Dismutase
  • iminodiacetic acid