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Synthesis and characterization of transition metal 2,6-pyridinedicarboxylic acid derivatives, interactions of Cu(II) and Ni(II) complexes with DNA in vitro

Department of Chemistry, Aligarh Muslim University, Aligarh 202002, India; Department of Biochemistry, Aligarh Muslim University, Aligarh 202002, India
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy DOI:10.1016/j.saa.2008.10.001 pp.421-428

ABSTRACT Mononuclear complexes M(L)Cl2 where M = Mn(II), Fe(II), Co(II), Ni(II) and Cu(II) and (L = N,N-diethylpiperazinyl,2,6-pyridinedicarboxylate), have been synthesized and characterized by elemental analysis, FT-IR, 1H NMR spectroscopy, UV–vis, magnetic moment, TGA/DSC, cyclic voltammetry and conductivity measurement data. The spectral data suggests that the dipicolinic acid acts as a bidentate ligand and is coordinated to the metal ion through the carboxylate oxygen. The cyclic voltammogram for Cu(L)Cl2 complex was found to display two reversible Cu(II)/Cu(I) and Cu(II)/Cu(III) redox couple. The ligand exhibits a two-step thermolytic pattern while the complexes decompose in three stages respectively. An octahedral geometry has been proposed for both the complexes. The investigation of the interaction of the complexes with calf thymus DNA has been performed with absorption spectroscopy and fluorescence quenching experiments, which showed that the complexes are avid binders of calf thymus DNA. Also the interaction of the Cu(II) and Ni(II) complexes with plasmid DNA (pUC 19) was studied using agarose gel electrophoresis. The results revealed that these complexes can act as effective DNA cleaving agents resulting in the nicked form of DNA (pUC 19) under physiological conditions. The gel was run both in the absence and presence of an oxidizing agent (H2O2). The ligand and its complexes have also been screened against microbes in order to study their antibacterial action. The results revealed that the Cu(II) complex has activity comparable with the reference drugs gentamycin and flucanzole.

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Keywords

1H NMR spectroscopy
 
agarose gel electrophoresis
 
antibacterial action
 
bidentate ligand
 
calf thymus DNA
 
conductivity measurement data
 
Cu(L)Cl2 complex
 
cyclic voltammetry
 
cyclic voltammogram
 
dipicolinic acid acts
 
effective DNA cleaving agents
 
elemental analysis
 
fluorescence quenching experiments
 
ligand exhibits
 
magnetic moment
 
metal ion
 
Mononuclear complexes M(L)Cl2
 
nicked form
 
plasmid DNA
 
two-step thermolytic pattern
 

Sadaf Khan