Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino)benzylidene]hydrazinecarboxylate and monodentate pseudohalides

Eur J Med Chem. 2013 Oct:68:111-20. doi: 10.1016/j.ejmech.2013.07.039. Epub 2013 Aug 11.

Abstract

Three square-planar complexes of nickel(II) with the tridentate condensation derivative of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate, and monodentate pseudohalides, have been synthesized. Their crystal structures have been determined. All the complexes showed a significant antifungal activity, while only the azido complex displayed antibacterial activity. All the complexes were cytotoxic to a panel of six tumor cell lines, the azido complex showing a similar activity as cisplatin to leukemia cell line K562 and lower toxicity to normal MRC-5 cells than that anticancer agent. The complexes interfered with cell cycle of tumor cells and induced plasmid DNA cleavage.

Keywords: Antimicrobial activity; Cytotoxicity; Nickel(II) complexes; Pseudohalides; X-ray crystal structures.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Carboxylic Acids / chemical synthesis
  • Carboxylic Acids / chemistry*
  • Carboxylic Acids / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology
  • Crystallography, X-Ray
  • DNA, Bacterial / drug effects
  • Humans
  • Hydrazines / chemical synthesis
  • Hydrazines / chemistry
  • Hydrazines / pharmacology
  • K562 Cells
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Nickel / chemistry*
  • Phosphines / chemical synthesis
  • Phosphines / chemistry*
  • Phosphines / pharmacology

Substances

  • Antifungal Agents
  • Antineoplastic Agents
  • Carboxylic Acids
  • Coordination Complexes
  • DNA, Bacterial
  • Hydrazines
  • Phosphines
  • Nickel
  • phosphine