DNA binding and antimicrobial studies of polymer-copper(II) complexes containing 1,10-phenanthroline and L-phenylalanine ligands.

Some water-soluble polymer-copper(II) complexes, [Cu(phen)(l-phe)(BPEI)]ClO(4).4H(2)O (phen=1,10-phenanthroline, l-phe=l-phenylalanine, and BPEI=branched polyethyleneimine), with various amounts of copper(II) chelates in the polymer chain, were prepared by ligand substitution method in water-ethanol medium and characterized by infra-red, UV-visible, EPR spectral and elemental analysis methods. Binding of these complexes with calf thymus DNA (CT DNA) has been investigated by absorption spectroscopy, emission spectroscopy and gel electrophoresis techniques. The experimental results indicate that the amount of copper(II) chelate content in the polymer backbone have marked effect on the binding affinity to CT DNA. Interactions like electrostatic interaction, van der Waals interaction, hydrogen bonding and/or partial intercalation binding modes exist in this system. A sample of polymer-copper(II) complex was tested for its antibacterial and antifungal activity against certain human pathogenic organisms and it was found to have good antibacterial and antifungal activities.

[1]  B. Nair,et al.  Oxidative DNA cleavage mediated by a new copper (II) terpyridine complex: crystal structure and DNA binding studies. , 2005, Journal of inorganic biochemistry.

[2]  M. Devereux,et al.  Synthesis and anti- Candida activity of copper(II) and manganese(II) carboxylate complexes: X-ray crystal structures of [Cu(sal)(bipy)]·C2H5OH·H2O and [Cu(norb)(phen)2]·6.5H2O (salH2=salicylic acid; norbH2=cis-5-norbornene-endo-2,3-dicarboxylic acid; bipy=2,2′-bipyridine; phen=1,10-phenanthroline) , 1999 .

[3]  Pin Yang,et al.  Synthesis and DNA binding studies of CoIII mixed-ligand complex containing dipyrido [3,2-a: 2′,3′-c]phenazine and phen , 1997 .

[4]  F. Albert Cotton,et al.  Advanced Inorganic Chemistry , 1999 .

[5]  Qianling Zhang,et al.  DNA-binding and photocleavage studies of cobalt(III) polypyridyl complexes:. , 2001, Journal of inorganic biochemistry.

[6]  Lourdes Santana,et al.  Design, synthesis and photobiological properties of 3,4-cyclopentenepsoralens. , 2005, Bioorganic & medicinal chemistry.

[7]  Serge Kokot,et al.  Synchronous fluorescence, UV-visible spectrophotometric, and voltammetric studies of the competitive interaction of bis(1,10-phenanthroline)copper(II) complex and neutral red with DNA. , 2006, Analytical biochemistry.

[8]  A. Mikos,et al.  Poly(ethylenimine) and its role in gene delivery. , 1999, Journal of controlled release : official journal of the Controlled Release Society.

[9]  K. Geckeler,et al.  Preparation and application of water-soluble polymer-metal complexes , 1980 .

[10]  A. Kabanov,et al.  Recognition of DNA Topology in Reactions between Plasmid DNA and Cationic Copolymers , 2000 .

[11]  Jing Zhao,et al.  DNA-binding and cleavage studies of novel binuclear copper(II) complex with 1,1'-dimethyl-2,2'-biimidazole ligand. , 2007, Journal of inorganic biochemistry.

[12]  L. Qu,et al.  DNA-binding and cleavage studies of macrocyclic copper(II) complexes. , 2002, Journal of inorganic biochemistry.

[13]  M. Wilchek,et al.  Polymers in drug delivery: immunotargeting of carrier-supported cis-platinum complexes , 1995 .

[14]  D. W. Pack,et al.  A degradable polyethylenimine derivative with low toxicity for highly efficient gene delivery. , 2003, Bioconjugate chemistry.

[15]  D. Kivelson,et al.  ESR Studies on the Bonding in Copper Complexes , 1961 .

[16]  J. Olmsted,et al.  Mechanism of ethidium bromide fluorescence enhancement on binding to nucleic acids. , 1977, Biochemistry.

[17]  N. Turro,et al.  Mixed-ligand complexes of ruthenium(II): factors governing binding to DNA , 1989 .

[18]  Pin Yang,et al.  Crystal structure and DNA-binding studies of a new Cu(II) complex involving benzimidazole , 2006 .

[19]  Y. Li,et al.  Characterization of commercially available and synthesized polyethylenimines for gene delivery. , 2000, Journal of controlled release : official journal of the Controlled Release Society.

[20]  S. Arunachalam,et al.  DNA binding and antimicrobial studies of some polyethyleneimine-copper(II) complex samples containing 1,10-phenanthroline and l-theronine as co-ligands , 2007 .

[21]  S. Zanetti,et al.  An electron spin resonance study and antimicrobial activity of copper(II)-phenanthroline complexes. , 1996, Journal of inorganic biochemistry.

[22]  J. Lakowicz,et al.  Quenching of fluorescence by oxygen. A probe for structural fluctuations in macromolecules. , 1973, Biochemistry.

[23]  Jian Ding,et al.  A novel cytotoxic ternary copper(II) complex of 1,10-phenanthroline and L-threonine with DNA nuclease activity. , 2004, Journal of inorganic biochemistry.

[24]  J M Thornton,et al.  Distributions of water around amino acid residues in proteins. , 1988, Journal of molecular biology.

[25]  Qian-qian Zhang,et al.  Synthesis, crystal structure and DNA binding studies of a binuclear copper(II) complex with phenanthroline. , 2006, Journal of inorganic biochemistry.

[26]  Yuan-zong Li,et al.  The interaction of poly(ethylenimine) with nucleic acids and its use in determination of nucleic acids based on light scattering. , 2004, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[27]  Remo Guidieri Res , 1995, RES: Anthropology and Aesthetics.

[28]  J. Chaires,et al.  Tris(phenanthroline)ruthenium(II) enantiomer interactions with DNA: mode and specificity of binding. , 1993, Biochemistry.

[29]  B. Baguley,et al.  Quenching of DNA-ethidium fluorescence by amsacrine and other antitumor agents: a possible electron-transfer effect. , 1984, Biochemistry.

[30]  P. Yang,et al.  A simple copper(II)-L-histidine system for efficient hydrolytic cleavage of DNA. , 2000, Inorganic chemistry.

[31]  S. Arunachalam,et al.  DNA interaction of some polymer-copper(II) complexes containing 2,2'-bipyridyl ligand and their antimicrobial activities. , 2008, Journal of inorganic biochemistry.

[32]  A. Powell,et al.  A novel mixed-ligand antimycobacterial dimeric copper complex of ciprofloxacin and phenanthroline. , 2004, Bioorganic & medicinal chemistry letters.

[33]  L. Marky,et al.  A Thermodynamic Characterization of the Interaction of a Cationic Copolymer with DNA , 2001 .

[34]  Humberto González-Díaz,et al.  3D-QSAR study for DNA cleavage proteins with a potential anti-tumor ATCUN-like motif. , 2006, Journal of inorganic biochemistry.

[35]  G. G. Stokes "J." , 1890, The New Yale Book of Quotations.

[36]  J. Barton,et al.  On demonstrating DNA intercalation , 1990 .

[37]  K. M. Ponvel,et al.  Mixed ligand copper(II) complexes of phenanthroline/bipyridyl and curcumin diketimines as DNA intercalators and their electrochemical behavior under Nafion and clay modified electrodes. , 2005, Journal of inorganic biochemistry.

[38]  B. Howell,et al.  Noncovalent complexes of water-soluble polymers and organoplatinum compounds as potential time-release antitumor agents , 1988 .

[39]  S. Rice,et al.  A Further Examination of the Molecular Weight and Size of Desoxypentose Nucleic Acid , 1954 .

[40]  L. Kèlland,et al.  Overcoming the immortality of tumour cells by telomere and telomerase based cancer therapeutics--current status and future prospects. , 2005, European journal of cancer.

[41]  Hui-Bie F. Xu,et al.  DNA damage by copper(II) complexes: coordination-structural dependence of reactivities. , 1999, Journal of inorganic biochemistry.

[42]  S. Arunachalam,et al.  Synthesis, characterization and DNA binding studies of a polymer-cobalt(III) complex containing the 2,2′-bipyridyl ligand , 2006 .

[43]  Humberto González Díaz,et al.  Computational chemistry approach to protein kinase recognition using 3D stochastic van der Waals spectral moments , 2007, J. Comput. Chem..

[44]  P. Dastidar,et al.  Conformational isomerism and weak molecular and magnetic interactions in ternary copper(II) complexes of [Cu(AA)L']ClO4.nH2O, where AA = L-phenylalanine and L-histidine, L' = 1,10-phenanthroline and 2,2-bipyridine, and n = 1 or 1.5: synthesis, single-crystal X-ray structures, and magnetic resonance , 2001, Inorganic chemistry.

[45]  Yaonan Xiao,et al.  Studies on the interaction of DNA and water‐soluble polymeric Schiff base–nickel complexes , 2002 .