Synthesis, characterization, and superoxide dismutase activity of copper(II) complexes with bidentate ligands

Two new copper(II) complexes, [Cu(BH)(bipy)](ClO4)2(H2O)2 (1) and [Cu(BH)2(NO3)2] (2) (BH = benzoylhydrazine, bipy = 2,2′-bipyridine), have been synthesized and characterized. X-ray crystallographic analysis shows the copper to be four- and six-coordinate in the complexes. The magnetic and spectroscopic data indicate a distorted square-planar geometry for 1, while 2 is assigned a distorted octahedral geometry. The electron paramagnetic resonance spectra indicate a ground state (g ‖ > g ⊥ > 2.0023). Both complexes display quasireversible redox waves due to Cu(II)/Cu(I) reduction. The superoxide dismutase-mimetic activity of the complexes was investigated by nitro blue tetrazolium chloride DMSO assay.

[1]  N. Raman,et al.  Binuclear copper and zinc complexes possessing bio-potential ligands: synthesis, characterization, antimicrobial, SOD mimetic, DNA binding, and cleavage studies , 2010 .

[2]  Anurag Singh,et al.  Synthesis, characterization, crystal structures, and superoxide dismutase activity of copper(II) octahedral complexes containing tri- and monodentate ligands , 2010 .

[3]  P. Hou,et al.  Synthesis, crystal structures, and superoxide dismutase activity of two isostructural copper(II)–zinc(II) complexes derived from N,N′-bis(4-methoxysalicylidene)cyclohexane-1,2-diamine , 2010 .

[4]  Qian Wang,et al.  Synthesis, characterization, and antioxidant activities of three Cu(II) complexes with Schiff-base ligands , 2010 .

[5]  O. V. Kharissova,et al.  Recent advances on ditopic ligands , 2010 .

[6]  S. Keller.  Polyhedron , 2020, Encyclopedia of Database Systems.

[7]  R. Patel,et al.  Copper(II) complexes as superoxide dismutase mimics: Synthesis, characterization, crystal structure and bioactivity of copper(II) complexes , 2009 .

[8]  Maofa Ge,et al.  Two complexes (Cu, Zn) with 1,10-phenanthroline and a tridentate amino-Schiff-base: crystal structures, spectra, thermogravimetric analyses and superoxide dismutase activity , 2009 .

[9]  R. Villalonga,et al.  Antioxidative properties of copper(II) complexes , 2009 .

[10]  D. Patel,et al.  Synthesis, structure and properties of some copper(II) complexes containing an ONO donor Schiff base and substituted imidazole ligands , 2008 .

[11]  D. Choquesillo-Lazarte,et al.  Dinuclear EGTA-copper(II) chelates with imidazole as auxiliary ligand , 2006 .

[12]  R. Patel,et al.  Synthesis, structure and biomimetic properties of Cu(II)-Cu(II) and Cu(II)-Zn(II) binuclear complexes: possible models for the chemistry of Cu-Zn superoxide dismutase. , 2005, Journal of inorganic biochemistry.

[13]  A. Castiñeiras,et al.  Magnetic, spectroscopic, structural and biological properties of mixed-ligand complexes of copper(II) with N, N, N', N , N -pentamethyldiethylenetriamine and polypyridine ligands , 2004 .

[14]  Yi-zhi Li,et al.  Syntheses, structures, and properties of imidazolate-bridged Cu(II)-Cu(II) and Cu(II)-Zn(II) dinuclear complexes of a single macrocyclic ligand with two hydroxyethyl pendants. , 2003, Inorganic Chemistry.

[15]  Lisa S. Chen,et al.  Synthesis, characterization, redox properties, and representative X-ray structures of four- and five-coordinate copper(II) complexes with polydentate aminopyridine ligands , 2001 .

[16]  Wei Zhao,et al.  Synthesis, characterization and SOD-like activities of manganese-containing complexes with N,N,N′,N′-tetrakis(2′-benzimidazolyl methyl)-1,2-ethanediamine (EDTB) , 2001 .

[17]  G. Rajagopal,et al.  Synthesis, spectral and redox properties of metal complexes of macrocyclic tetraaza chiral Schiff bases , 2001 .

[18]  A. Mangrich,et al.  Coordination complexes of bifunctional compounds , 1999 .

[19]  P. Christidis,et al.  Crystal and molecular structures of [(2-amino-5-methyl-1,3-thiazole)(1,4,7-triazaheptane)copper(II)] dinitrate , 1999 .

[20]  Takehisa Matsumoto,et al.  Synthesis, crystal structures and electrochemical properties of CuII and NiII complexes with hexadentate ligands containing thioether-amido-pyridyl donor set , 1998 .

[21]  N. Veldman,et al.  High Superoxide Dismutase Activity of a Novel, Intramolecularly Imidazolato-Bridged Asymmetric Dicopper(II) Species. Design, Synthesis, Structure, and Magnetism of Copper(II) Complexes with a Mixed Pyrazole-Imidazole Donor Set. , 1997, Inorganic chemistry.

[22]  J. Legros,et al.  Stereochemistry of [Cu(Tridentate Ligand)2] entities. crystal and molecular structure and electronic properties of [Cu(tedpa)2](PF6)2 (tedpa = N,N,N′N′-tetraethyl pyridinedicarboxamide) , 1996 .

[23]  David R. Williams,et al.  Trace Elements Medicine and Chelation Therapy , 1995 .

[24]  T. Pandiyan,et al.  Synthesis, spectra and electrochemical behaviour of biomimetic copper(II) complexes with CuN5 and CuN6 chromophores , 1994 .

[25]  T. Hambley,et al.  Structure and Spectroscopy of the Copper(II) Complex of the Unsymmetric Encapsulating Ligand 1-Methyl-8-ammonio-3,13-dithia-6,10,16,19-tetraazabicyclo[6.6.6]icosane (AMN4S2sar) , 1994 .

[26]  V. Petruševski,et al.  Vibrational spectra of hexaaqua complexes III. Internal and external motions of the water molecules in the spectra of [Cr(H2O)6]Cl3 , 1993 .

[27]  T. S. Srivastava,et al.  Synthesis, characterization and superoxide dismutase activity of some ternary copper(II) dipeptide-2,2′-bipyridine, 1,10-phenanthroline and 2,9-dimethyl-1,10-phenanthroline complexes , 1991 .

[28]  A. Addison.  Is ligand topology an influence on the redox potentials of copper complexes , 1989 .

[29]  J. Lancaster,et al.  Bioinorganic Chemistry of Nickel , 2020 .

[30]  A. Müller,et al.  Synthetic, spectroscopic, and X-ray crystallographic studies on binuclear copper(II) complexes with a tridentate NNS-bonding 2-formylpyridine thiosemicarbazone ligand. The characterization of both neutral and deprotonated co-ordinated ligand structures , 1987 .

[31]  M. García-Vargas,et al.  Thiosemicarbazones derived from 2,6-diacetylpyridine as tri- and pentadentate ligands of heavy metal ions , 1986 .

[32]  D. L. Klayman,et al.  2-Acetylpyridine thiosemicarbazones. 5. 1-[1-(2-Pyridyl)ethyl]-3-thiosemicarbazides as potential antimalarial agents. , 1983, Journal of medicinal chemistry.

[33]  L. Pickart,et al.  Cytotoxic chelators and chelates 1. Inhibition of DNA synthesis in cultured rodent and human cells by aroylhydrazones and by a copper(II) complex of salicylaldehyde benzoyl hydrazone , 1982 .

[34]  B. Halliwell.  Metal ion activation of dioxygen , 1980 .

[35]  B. Sarkar.  Bioinorganic Chemistry of Nickel , 1980 .

[36]  E. Ulrich,et al.  Blue-copper proteins: nuclear magnetic resonance investigations , 1978 .

[37]  H. Beinert.  STRUCTURE AND FUNCTION OF COPPER PROTEINS , 1977 .

[38]  Stuart A. Rice,et al.  Inorganic Electronic Spectroscopy , 1968 .

[39]  G. Bryce.  Electron Paramagnetic Resonance Study of Cupric-Peptide Complexes1 , 1966 .

[40]  R. Clark,et al.  The Far-Infrared Spectra of Metal-Halide Complexes of Pyridine and Related Ligands , 1965 .

[41]  P. Murthy,et al.  PYRIDINE N-OXIDE COMPLEXES OF ZIRCONYL, THORIUM, AND URANYL PERCHLORATES , 1964 .

[42]  M. Ciampolini,et al.  45. Pseudo-tetrahedral structure of some α-branched copper(II) chelates with Schiff bases , 1964 .

[43]  S. Ross.  Forbidden transitions in the infra-red spectra of some tetrahedral anions—I. perchlorates , 1962 .

[44]  B. Malmström,et al.  Electron spin resonance of copper proteins and some model complexes , 1960 .