Characterization and biological studies on Co(II), Ni(II) and Cu(II) complexes of carbohydrazones ending by pyridyl ring

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Mar:104:26-34. doi: 10.1016/j.saa.2012.11.008. Epub 2012 Nov 16.

Abstract

The chelating behavior of ligands based on carbohydrazone core modified with pyridine end towards Co(II), Ni(II) and Cu(II) ions have been examined. The ligands derived from the condensation of carbohydrazide with 2-acetylpyridine (H(2)APC) and 4-acetylpyridine (H(2)APEC). The (1)H NMR, IR data and the binding energy calculations of H(2)APC revealed the presence of two stereoisomers syn and anti in the solid state and in the solution. The (1)H NMR, IR data and the binding energy calculations confirmed the presence of H(2)APEC in one keto form only in the solid state and in the solution. The spectroscopic data confirmed that H(2)APC behaves as a monobasic pentadentate in Co(II) and Cu(II) complexes and as mononegative tetradentate in Ni(II) complex. On the other hand, H(2)APEC acts as a mononegative tridentate in Co(II) complex, neutral tridentate in Ni(II) complex and neutral bidentate in Cu(II) complex. The electronic spectra and the magnetic measurements of complexes as well as the ESR of the copper complexes suggested the octahedral geometry. The bond length and bond angles were evaluated by DFT method using material studio program. The thermal behavior and the kinetic parameters of degradation were determined using Coats-Redfern and Horowitz-Metzger methods. The antioxidant (DDPH and ABTS methods), anti-hemolytic and in vitro Ehrlich ascites of the compounds have been screened.

MeSH terms

  • Animals
  • Antineoplastic Agents / pharmacology
  • Antioxidants / pharmacology
  • Benzothiazoles / pharmacology
  • Biphenyl Compounds / chemistry
  • Carcinoma, Ehrlich Tumor / pathology
  • Cobalt / pharmacology*
  • Copper / pharmacology*
  • Electron Spin Resonance Spectroscopy
  • Electrons
  • Erythrocytes / drug effects
  • Free Radical Scavengers / chemistry
  • Hemolysis / drug effects
  • Hydrazones / pharmacology*
  • Inhibitory Concentration 50
  • Kinetics
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Mice
  • Models, Molecular
  • Nickel / pharmacology*
  • Picrates / chemistry
  • Pyridines / chemistry*
  • Rats
  • Spectrophotometry, Infrared
  • Sulfonic Acids / pharmacology
  • Thermogravimetry

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Hydrazones
  • Ligands
  • Picrates
  • Pyridines
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • Cobalt
  • 2-acetylpyridine
  • Copper
  • Nickel
  • 1,1-diphenyl-2-picrylhydrazyl
  • 4-acetylpyridine