Synthesis, Crystal Structures, and DNA-Binding Properties of a Ternary Cadmium(II) Complex With Tripod Ligand Tris(2-benzimidazylmethyl)amine and Cinnamate

REFERENCES

• Devereux , M. , Shea , D. O. , Kellett , A. , McCann , M. , Walsh , M. , Egan , D. , Deegan , C. , Kedziora , K. and Rosair , G. 2007 . Synthesis, X-ray crystal structures and biomimetic and anticancer activities of novel copper(II)benzoate complexes incorporating 2-(4_-thiazolyl)benzimidazole (thiabendazole), 2- (2-pyridyl)benzimidazole and 1,10-phenanthroline as chelating nitrogen donor ligands . J. Inorg. Biochem. , 101 : 881 – 892 .
   PubMed Web of Science ®Google Scholar
• Devereux , M. , Shea , D. O. , Connor , M. O. , Grehan , H. , Connor , G. , McCann , M. , Rosair , G. , Lyng , F. , Kellett , A. , Walsh , M. , Egan , D. and Thati , B. 2007 . Synthesis, catalase, superoxide dismutase and antitumour activities of copper(II) carboxylate complexes incorporating benzimidazole, 1,10-phenanthroline and bipyridine ligands: X-ray crystal structures off [Cu(BZA)2(bipy)(H2O)], [Cu(SalH)2(BZDH)2] and [Cu(CH3COO)2(5,6-DMBZDH)2] (SalH2 = salicylic acid; BZAH = benzoic acid; BZDH = benzimidazole and 5,6-DMBZDH = 5,6-dimethylbenzimidazole) . Polyhedron , 26 : 4073 – 4084 .
   Web of Science ®Google Scholar
• Arjmand , F. , Mohani , B. and Ahmad , S. 2005 . Synthesis, antibacterial, antifungal activity and interaction of CT-DNA with a new benzimidazole derived Cu(II) complex . Eur. J. Med. Chem. , 40 : 1103 – 1110 .
   PubMed Web of Science ®Google Scholar
• Sondhi , S. M. , Rajvanshi , S. , Johar , M. , Bharti , N. , Azam , A. and Singh , A. K. 2002 . Anti-inflammatory, analgesic and antiamoebic activity evaluation of pyrimido [1,6-a] benzimidazole derivatives synthesized by the reaction of ketoisothiocyanates with mono and diamines . Eur. J. Med. Chem. , 37 : 835 – 843 .
   PubMed Web of Science ®Google Scholar
• Lu , X. Q. , Jiang , J. J. , Loye , H. C. , Kang , B. S. and Su , C. Y. 2005 . A noninterpenetrated 1D molecular ladder and 2D butterfly network: effect of positional isomerism of semirigid bis(pyridylmethyl)pyromellitic diimide ligands on the architecture of their metal(II) complexes . Inorg. Chem. , 44 : 1810 – 1817 .
   PubMed Web of Science ®Google Scholar
• Skalitzky , D. J. , Marakovits , J. T. , Maegley , K. A. , Ekker , A. , Yu , X. H. , Hostomsky , Z. , Webber , S. E. , Eastman , B. W. , Almassy , R. , Li , J. , Curtin , N. J. , Newell , D. R. , Calvert , A. H , Griffin , R. J. and Golding , B. T. 2003 . Tricyclic benzimidazoles as potent poly(ADP-ribose) polymerase-1 inhibitors . J. Med. Chem. , 46 : 210 – 213 .
   PubMed Web of Science ®Google Scholar
• Lalezari , J. P. , Aberg , J. A. , Wang , L. H. , Wire , M. B. , Miner , R. , Snowden , W. , Talarico , C. L. , Shaw , S. , Jacobson , M. A. and Drew , W. L. 2002 . Phase I dose escalation trial evaluating the pharmacokinetics, anti-human cytomegalovirus (HCMV) activity, and safety of 1263W94 in human immunodeficiency virus-infected men with asymptomatic HCMV shedding . Antimicrob. Agents Chemother. , 46 : 2969 – 2976 .
   PubMed Web of Science ®Google Scholar
• Hauel , N. H. , Nar , H. , Prirpke , H. , Ries , U. , Stassen , J. M. and Wienen , W. 2002 . Structure-based design of novel potent nonpeptide thrombin inhibitors . J. Med. Chem. , 45 : 1757 – 1766 .
   PubMed Web of Science ®Google Scholar
• Etienne , M. 1996 . Hydridotris(pyrazolyl)borato complexes of the group 5 metals: inorganic and organometallic chemistry . Coord. Chem. Rev. , 156 : 201 – 236 .
   Web of Science ®Google Scholar
• Szczepura , L. F. , Witham , L. M. and Takeuchi , K. J. 1998 . Tris(2-pyridyl) tripod ligands . Coord. Chem. Rev. , 174 : 5 – 32 .
   Web of Science ®Google Scholar
• Wu , H. L. and Gao , Y. C. 2006 . Synthesis, crystal structure and properties of manganese(II) complexes with the tripod ligand tris(2-benzimidazylmethyl) amine and a,b-unsaturated carboxylates . J. Coord. Chem. , 59 : 137 – 146 .
   Web of Science ®Google Scholar
• Satyanaryana , S. , Dabrowiak , J. C. and Chaires , J. B. 1993 . Tris(phenanthroline) ruthenium(II) enantiomer interactions with DNA: mode and specificity of binding . Biochemistry , 32 : 2573 – 2584 .
   PubMed Web of Science ®Google Scholar
• Marmur , J. 1961 . A procedure for the isolation of deoxyribonucleic acid from micro-organisms . J. Mol. Biol. , 3 : 208 – 218 .
   Web of Science ®Google Scholar
• Laurence , K. T. , Baratham , S. R. and Elizabeth , A. S. 1977 . Cobalt(II) and zinc(II) complexes of the ‘tripod’ ligand tris(2-benzimidazylmethyl)amine. Some five-coordinate derivatives and some with mixed stereochemistries . Can. J. Chem. , 55 : 878 – 888 .
   Web of Science ®Google Scholar
• Wu , H. L , Yun , R. R , Li , K. , Wang , K. T. , Huang , X. C. and Sun , T. 2009 . Synthesis, crystal structure and spectra properties of the nickel (II) complex with 1,3-bis(1-benzylbenzimidazol-2-yl)-2-oxopropane . Synth. React. Inorg. Met.-Org. Nano-Met. Chem. , 39 : 614 – 617 .
   Web of Science ®Google Scholar
• Bruker . 2000 . Smart Saint and Sadabs , Madison , WI : Bruker AXS, Inc. .
   Google Scholar
• Sheldrick , G. M. 1996 . SHELXTL , Madison , WI : Siemens Analytical X-Ray Instruments, Inc. .
   Google Scholar
• Catterick , J. and Thornton , P. 1977 . Structures and physical properties of polynuclear carboxylates . Adv. Inorg. Chem. , 20 : 291 – 295 .
   Google Scholar
• Musumeci , S. , Rizzarelli , E. , Sammartano , S. and Seminaba , A. 1977 . Copper(II) complexes with 2,2′-dipyridyl or 1,10-phenanthroline and dicarboxylic acids . Z. Anorg. Allg. Chem. , 433 : 297 – 304 .
   Web of Science ®Google Scholar
• Wang , Y. Y. , Shi , Q. , Shi , Q. Z. , Gao , Y. C. and Zhou , Z. Y. 1999 . Syntheses, characterization and crystal structure of copper(II) α,β-unsaturated carboxylate complexes with imidazole . Polyhedron , 18 : 2009 – 2015 .
   Web of Science ®Google Scholar
• Nakamoto , K. 1978 . Infrared. Raman Spectra of Inorganic and Coordination Compounds, 3rd edn. , New York : Wiley .
   Google Scholar
• Wu , H. L. and Gao , Y. C. 2004 . Synthesis, crystal structure and characterization of zinc(II) complexes with the tripod ligand tris(2-benzimidazolylmethyl) amine and a,b-unsaturated carboxylates . Transition Met. Chem. , 29 : 175 – 179 .
   Web of Science ®Google Scholar
• Xiao , L. E. , Zhang , M. and Sun , W. H. 2010 . Synthesis, characterization and ethylene oligomerization and polymerization of 2-(1H-2-benzimidazolyl)-6- (1-(arylimino)ethyl)pyridylchromium chlorides . Polyhedron , 29 : 142 – 147 .
   Web of Science ®Google Scholar
• Kang , D. , Seo , J. , Lee , S. Y. and Lee , J. Y. 2007 . First dicadmium(II) complex of tripodal amide ligand with one edge-sharing monocapped octahedral geometry . Inorg. Chem. Commun. , 10 : 1425 – 1428 .
   Web of Science ®Google Scholar
• Yoshikawa , N. , Yamabe , S. , Kanehisa , N. , Kai , Y. , Takashima , H. and Tsukahara , K. 2007 . Synthesis, characterization, and DFT investigation of IrIII tolylterpyridine complexes . Eur. J. Inorg. Chem. , 13 : 1911 – 1919 .
   Web of Science ®Google Scholar
• Barton , J. K. , Danishefsky , A. and Goldberg , J. 1984 . Tris(phenanthroline) ruthenium(II): stereoselectivity in binding to DNA . J. Am. Chem. Soc. , 106 : 2172 – 2176 .
   Web of Science ®Google Scholar
• Wolf , A. , Shimer , G. H. and Meehan , T. 1987 . Polycyclic aromatic hydrocarbons physically intercalate into duplex regions of denatured DNA . Biochemistry , 26 : 6392 – 6396 .
   PubMed Web of Science ®Google Scholar
• Liu , J. , Zhang , T. X. and Ji , L. N. 2002 . DNA-binding and cleavage studies of macrocyclic copper(II) complexes . J. Inorg. Biochem. , 91 : 269 – 276 .
   PubMed Web of Science ®Google Scholar
• Pyle , A. M. , Rehmann , J. P. , Meshoyrer , R. , Kumar , C. V. , Turro , N. J. and Barton , J. K. 1989 . Mixed-ligand complexes of ruthenium(II): factors governing binding to DNA . J. Am. Chem. Soc. , 111 : 3051 – 3058 .
   Web of Science ®Google Scholar
• Alan , W. , George , H. S. J. and Thomas , M. 1987 . Polycyclic aromatic hydrocarbons physically intercalate into duplex regions of denatured DNA . Biochemistry , 26 : 6392 – 6396 .
   PubMed Web of Science ®Google Scholar
• Bruce , C. B. and Marc , L. B. 1984 . Quenching of DNA-ethidium fluorescence by amsacrine and other antitumor agents: a possible electron-transfer effect . Biochemistry , 23 : 937 – 943 .
   PubMed Web of Science ®Google Scholar
• Lakowicz , J. R. and Webber , G. 1973 . Quenching of fluorescence by oxygen. Probe for structural fluctuations in macromolecules . Biochemistry , 12 : 4161 – 4170 .
   PubMed Web of Science ®Google Scholar
• Chauhan , M. , Banerjee , K. and Arjmand , F. 2007 . DNA binding studies of novel copper(II) complexes containing l-tryptophan as chiral auxiliary: in vitro antitumor activity of Cu−Sn2 complex in human neuroblastoma cells . Inorg. Chem. , 46 : 3072 – 3082 .
   PubMed Web of Science ®Google Scholar
• Sethuraman , M. and Mallayan , P. 1998 . Spectroscopic and voltammetric studies on copper complexes of 2,9-dimethyl-1,10-phenanthrolines bound to calf thymus DNA . Inorg Chem. , 37 : 693 – 700 .
   Web of Science ®Google Scholar
• Alessandor , B. T. and John , M. K. 1989 . A study of some polypyridylruthenium(II) complexes as DNA binders and photocleavage reagents . Photochem. Photobiol. , 49 : 545 – 556 .
   PubMed Web of Science ®Google Scholar
• Satyanarayana , S. , James , C. D. and Jonathan , B. C. 1993 . Tris(phenanthroline) ruthenium(II) enantiomer interactions with DNA: Mode and specificity of binding . Biochemistry , 32 : 2573 – 2584 .
   PubMed Web of Science ®Google Scholar
• Tan , C. P. , Liu , J. , Chen , L. M. , Shi , S. and Ji , L. N. 2008 . Synthesis, structural characteristics, DNA binding properties and cytotoxicity studies of a series of Ru(III) complexes . J. Inorg. Biochem. , 102 : 1644 – 1653 .
   PubMed Web of Science ®Google Scholar
• Satyanarayana , S. , James , C. D. and Jonathan , B. C. 1992 . Neither DELTA- nor LAMBDA-tris(phenanthroline)ruthenium(II) binds to DNA by classical intercalation . Biochemistry , 31 : 9319 – 9324 .
   PubMed Web of Science ®Google Scholar