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Synthesis, DNA binding, and antimicrobial studies of novel metal complexes containing a pyrazolone derivative Schiff base

Natarajan Raman, Ramaraj Jeyamurugan, Mariyyappan Subbulakshmi, Raja Boominathan, and Chithu Ramakrishnan Yuvarajan

Research Department of Chemistry, VHNSN College, Virudhunagar, 626 001, India

 

E-mail: drn_raman@yahoo.co.in

Received: 21 June 2009  Revised: 31 August 2009  Accepted: 4 September 2009

Abstract: A novel series of Co(II), Ni(II), Cu(II), Zn(II), and VO(IV) complexes has been synthesized from the Schiff base derived from 4-[(3,4-dimethoxybenzylidene)amino]-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one and 1,2-diaminobenzene. Structural features were determined by analytical and spectral techniques. Binding of synthesized complexes with calf thymus DNA (CT DNA) was studied by spectroscopic methods and viscosity measurements. Experimental results indicate that the complexes are able to form adducts with DNA and to distort the double helix by changing the base stacking. Lower DNA affinity of the VO(IV) complex is caused by the change of coordination geometry by the vanadyl ion resulting in a somewhat unfavorable configuration for the DNA binding. Oxidative DNA cleavage activities of the complexes were studied with supercoiled (SC) pUC19 DNA using gel electrophoresis; the mechanism studies revealed that the hydroxyl radical is likely to be the reactive species responsible for the cleavage of pUC19 DNA by the synthesized complexes. The in vitro antimicrobial screening effects of the investigated compounds were monitored by the disc diffusion method. The synthesized Schiff base complexes exhibit higher antimicrobial activity than the respective free Schiff base.

Keywords: pyrazolone - Schiff base - complexes - DNA binding - oxidative cleavage - antimicrobial

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-010-0003-0

 

Chemical Papers 64 (3) 318–328 (2010)

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