Synthesis, Characterization, DNA Cleavage, and Antimicrobial Studies of Some Transition Metal Complexes With a Novel Schiff Base Derived From 2-Aminopyrimidine

REFERENCES

• Krishnamoorthy , P. , Sathyadevi , P. , Cowley , A. H. , Butorac , R. R. and Dharmaraj , N. 2011 . Evaluation of DNA binding, DNA cleavage, protein binding and in vitro cytotoxic activities of bivalent transition metal hydrazone complexes . Eur. J. Med. Chem. , 46 : 3376 – 3387 .
   PubMed Web of Science ®Google Scholar
• Sriram , D. , Bal , T. R. and Newer , P. Y. 2005 . Aminopyrimidinimino isatin analogues as non-nucleoside HIV-1 reverse transcriptase inhibitors for HIV and other opportunistic infections of AIDS: Design, synthesis and biological evaluation . Farmaco , 60 : 377 – 391 .
   PubMedGoogle Scholar
• Zhao , C. , Tovar , C. , Yin , X. , Xu , Q. , Todorov , I. T. , Vassilev , L. T. and Chen , L. 2009 . Synthesis and evaluation of pyrido-thieno-pyrimidines as potent and selective Cdc7 kinase inhibitors . Bioorg. Med. Chem. Lett. , 19 : 319 – 323 .
   PubMed Web of Science ®Google Scholar
• Golemovic , M. , Verstovsek , S. , Giles , F. , Cortes , J. , Manshouri , T. , Manley , P. W. , Mestan , J. , Dugan , M. , All , L. , Griffin , J. D. , Arlinghaus , R. B. , Sun , T. , Kantarjian , H. and Beran , M. 2005 . AMN107. A novel aminopyrimidine inhibitor of bcr-abl. has in vitro activity against imatinib-resistant chronic myeloid leukemia . Clin. Cancer Res. , 11 : 4941 – 4947 .
   PubMed Web of Science ®Google Scholar
• Jungwirth , U. , Kowol , C. R. , Keppler , B. K. , Hartinger , C. G. , Berger , W. and Heffeter , P. 2011 . Anticancer activity of metal complexes: involvement of redox processes . Antioxid Redox Signal. , 4 : 1085 – 1127 .
   Web of Science ®Google Scholar
• Jiao , K. , Wang , Q. X. , Sun , W. and Jian , F. F. 2005 . Synthesis, characterization and DNA-Binding properties of a new cobalt(II) complex: Co(bbt)2Cl2 . J. Inorg. Biochem. , 99 : 1369
   PubMed Web of Science ®Google Scholar
• Daier , V. , Biava , H. , Palopoli , C. , Shova , S. , Tuchagues , J. P. and Signorella , S. 2004 . Synthesis, characterisation and catalase-like activity of dimanganese(III) complexes of 1,5-bis(5-X-salicylidenamino)pentan-3-ol (X = nitro and chloro) . J. Inorg. Biochem. , 98 : 1806
   PubMed Web of Science ®Google Scholar
• Roblin , R. O. Jr. , Winnek , P. S. and English , J. P. 1942 . Studies in chemotherapy. IV. Sulfanilamidopyrimidines . J. Am. Chem. Soc. , 64 : 567 – 570 .
   Google Scholar
• Arias , H. R. , McCardy , E. A. , Gallagher , M. J. and Blanton , M. P. 2001 . Interaction of barbiturate analogs with the torped californica nicotinic acetylcholine receptor ion channel . Mol. Pharmacol. , 60 : 497 – 506 .
   PubMed Web of Science ®Google Scholar
• Nemeria , N. , Chakraborty , S. , Baykal , A. , Korotchkina , L. G. , Patel , M. S. and Jordan , F. 2007 . The 1′,4′-iminopyrimidine tautomer of thiamin diphosphate is poised for catalysis in asymmetric active centers on enzymes . Proc. Natl. Acad. Sci. USA , 104 : 78 – 82 .
   PubMed Web of Science ®Google Scholar
• Calza , P. , Medana , C. , Pazzi , M. , Baiocchi , C. and Pelizzetti , E. 2004 . Photocatalytic transformations of sulphonamides on titanium dioxide . Appl. Catal. B , 53 : 63 – 69 .
   Web of Science ®Google Scholar
• Martinat , C. , Amar , C. , Dansette , P. M. , Leclaire , J. , Garcia , L. P. , Cao , T. D. , N’Guyen , H. N. and Mansuy , D. 1992 . In vitro metabolism of isaxonine phosphate: Formation of two metabolites, 5-hydroxyisax-onine and 2-amino-pyrimidine, and covalent binding to microsomal proteins . Eur. J. Pharmacol. , 228 : 63 – 71 .
   PubMed Web of Science ®Google Scholar
• Vogel , A. I. 1962 . Text Book of Quantitative Inorganic Analysis , London : Longman .
   Google Scholar
• Offiong , E. O. and Martelli , S. 1994 . Antibacterial activity of metal complexes of benzil and benzoin thiosemicarbazone . Farmaco , 49 : 513 – 518 .
   PubMedGoogle Scholar
• Julija , M. , Marijana , V. and Drazen , V. 2006 . NMR spectroscopy of 2-hydroxy-1-naphthylidene Schiff bases with chloro and hydroxy substituted aniline moiety . Croat. Chem. Acta , 79 : 489 – 495 .
   Web of Science ®Google Scholar
• Nath , M. , Yadav , R. , Gielen , M. , Dalil , H. , Vos , D. and Eng , G. 1999 . Synthesis, characteristic spectral studies and in vitro antimicrobial and antitumour activities of organotin(IV) complexes of Schiff bases derived from amino acids . Appl. Organomet. Chem. , 11 : 727 – 736 .
   Web of Science ®Google Scholar
• Bonnett , R. 1970 . “ The optical rotatory dispersion and circular dichroism of azomethines ” . In The Chemistry of Carbon Nitrogen Double Bond , Edited by: Patai , S . 181 – 234 . New York : Interscience .
   Google Scholar
• Corval , A. , Kuldova , K. , Eichen , Y. , Pikramenou , Z. , Lehn , J. M. and Trommsdorff , H. P. 1996 . Photochromism and thermochromism driven by intramolecular proton transfer in dinitrobenzylpyridine compounds . J. Phys. Chem. , 100 : 19315 – 19320 .
   Web of Science ®Google Scholar
• Thankarajan , N. and Mohanan , K. 1986 . Copper(II), iron(II), cobalt(II), nickel(II), manganese(II), zinc(II), iron(III), manganese(III), cobalt(III), vanadium(IV), thorium(IV) and uranium(VI) complexes with N-(2-hydroxy-1-naphthylidene)glycine . J. Indian Chem. Soc. , 63 : 861 – 864 .
   Web of Science ®Google Scholar
• Sakıyan , I. , Logoglu , E. , Arslan , S. , Sari , N. and Sakıyan , N. 2004 . Antimicrobial activities of N-(2-hydroxy-1-naphthalidene)-amino acid (glycine, alanine, phenylalanine, histidine, tryptophane) Schiff base and their manganese(III) complexes . Biometals , 17 : 115 – 120 .
   PubMed Web of Science ®Google Scholar
• Chohan , Z. H. 1999 . Nickel(II), copper(II) and zinc(II) metal chelates with some thiazole derived Schiff bases. Their synthesis, characterization and bactericidal properties . Met. Based Drugs , 6 : 75 – 80 .
   PubMedGoogle Scholar
• Sancak , K. , Yasemin , E. M. , Yildirim , U. M. and Degirmencioglu , I. 2007 . Copper(II), nickel(II) and iron(II) complexes with a new substituted [1,2,4]triazole Schiff base derived from 4-amino-5-(thien-2-yl-ethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one and 2-hydroxy-1-naphthaldehyde: synthesis, characterization and a comparison of theoretical and experimental results by Ab inito calculation . Transition Met. Chem. , 32 : 16 – 22 .
   Web of Science ®Google Scholar
• Faizul , A. , Satendra , S. , Lal , K. S. and Om , P. 2007 . Synthesis of Schiff bases of naphtha[1,2-d] thiazol-2-amine and metal complexes of 2-(2′-hydroxy) benzylideneaminonaphtha thiazole as potential antimicrobial agents . J. Zhejiang Univ. Sci. B , 8 : 446 – 452 .
   PubMedGoogle Scholar
• Chohan , Z. H. and Kausar , S. 2000 . Synthesis, characterization and biological properties of tridentate NNO, NNS and NNN donor thiazole-derived furanyl, thiophenyl and pyrrolyl Schiff bases and their Co(II), Cu(II), Ni(II) and Zn(II) metal chelates . Met. Based Drugs , 7 : 17 – 22 .
   PubMedGoogle Scholar
• Rabia , M. K. M. , Aly , G. Y. and Al-Mohanna , M. A. F. 2005 . Synthesis, characterization and electrochemical studies of ternary complexes of lanthanum(III) and cerium(III) with some naphthylidene amino acids and imidazoles . Synth. React. Inorg. Met.-Org. Nano-Met. Chem. , 35 : 801 – 809 .
   Web of Science ®Google Scholar
• Parekh , H. M. and Patel , M. N. 2006 . Preparation of Schiff's base complexes of mangense(II), cobalt(II), nickel(II), copper(II), zinc(II) and cadmium(II) and their spectroscopic, magnetic, thermal and antifungal studies . Russ. J. Coord. Chem. , 32 : 431 – 436 .
   Web of Science ®Google Scholar
• Sonmez , M. and Sekerci , M. 2005 . The template synthesis, characterization and thermal investigation of new heterocyclic binucleating Schiff base complexes . Synth. React. Inorg.-Met.Org. Chem. , 34 : 1551 – 1561 .
   Web of Science ®Google Scholar
• Geary , W. J. 1971 . The use of conductivity measurements in organic solvent for the characterization of coordination compounds . Coor. Chem. Rev. , 7 : 81 – 122 .
   Web of Science ®Google Scholar
• Singh , K. , Kumar , Y. and Pundir , R. K. 2010 . Synthesis and characterization of biologically active organosilicon(IV) complexes with Schiff bases derived from o-aminothiophenol . Synth. React. Inorg. Met.-Org. and Nano-Met. Chem. , 40 : 836 – 842 .
   Web of Science ®Google Scholar
• Saydam , S . 2002 . Synthesis and characterization of the new thiazole Schiff base 2-(2-hydroxy)naphthylideneaminobenzothiazole and its complexes with cobalt(II), copper(II) and nickel(II) ion . Synth. React. Inorg.-Met. Org. Chem. , 32 : 437 – 447 .
   Web of Science ®Google Scholar
• Cukurovali , A. , Yilmaz , I. , Ozmen , H. and Ahmedzade , M. 2002 . Cobalt(II), copper(II), nickel(II) and zinc(II) complexes of two novel Schiff base ligands and their antimicrobial activity . Transition Met. Chem. , 27 : 171 – 176 .
   Web of Science ®Google Scholar
• Lumme , P. O. 1995 . Studies on coordination compounds-VIII. Synthesis, structural, magnetic, spectral and thermal properties of some cobalt(II), nickel(II) and copper(II) complexes of 2-aminopyrimidine . Polyhedron , 14 : 1553 – 1563 .
   Web of Science ®Google Scholar
• Sing , N. K. and Sing , S. B. 2001 . Complexes of 1-isonicotinoyl-4-benzoyl-3-thiosemicarbazide with manganese(II), iron(III), chromium(III), cobalt(II), nickel(II), copper(II) and zinc(II) . Transition Met. Chem. , 26 : 487 – 495 .
   Web of Science ®Google Scholar
• Daniel , V. P. , Murukan , B. , Kumari , B. S. and Mohanan , K. 2008 . Synthesis, spectroscopic characterization, electrochemical behaviour, reactivity and antibacterial activity of some transition metal complexes with 2-(N-salicylideneamino)-3-carboxyethyl-4,5-dimethylthiophene . Spectrochim. Acta A , 70 : 403 – 410 .
   PubMed Web of Science ®Google Scholar
• Raman , N. , Thangaraja , C. and Johnsonraja , S. 2005 . Synthesis, spectral characterization, redox and antimicrobial activity of Schiff base transition metal(II) complexes derived from 4-aminoantipyrine and 3-salicylideneacetylacetone . Cent. Eur. J. Chem. , 3 : 537 – 555 .
   Web of Science ®Google Scholar
• Mohanan , K. and Murukan , B. 2005 . Complexes of manganese(II), iron(II), cobalt(II), nickel(II), copper(II) and zinc(II) with a bishydrazone . Synth. React. Inorg. Met.-Org. Nano-Met. Chem. , 35 : 837 – 844 .
   Web of Science ®Google Scholar
• Hentry , N. F. M. , Lipson , H. and Wooster , W. A. 1951 . Interpretation of X-ray Diffraction Photographs , London : Macmillan .
   Google Scholar
• D’Eye , R. W. M. and Waite , E. 1960 . X-ray Powder Photography in Inorganic Chemistry , London : Butterworths .
   Google Scholar
• Anjaneyula , Y. , Murthy , L. N. and Rao , R. P. 1986 . Preparation, characterization and antimicrobial activity studies on some ternary complexes of copper(II) with diethythiocarbamate and 8-hydroxylquinolines . Synth. React. Inorg. Met.-Org. Nano-Met. Chem. , 16 : 257 – 264. .
   Web of Science ®Google Scholar
• Franklin , T. J. and Snow , G. A. 1971 . Penetrating the defences. In: Biochemistry of antimicrobial action, 2nd edn. , London : Chapman and Hall .
   Google Scholar
• Tang , H. , Ye , Y. , Li , T. , Zhou , J. and Chen , G. 2003 . Study on Schiff base complexes-cellular DNA interactions by a novel system of Hadamard transform fluorescence image microscopy . Analyst , 128 : 974 – 979 .
   PubMed Web of Science ®Google Scholar
• Johi , R. R. and Ganesh , K. N. 1994 . Metallodesferals as a new class of DNA cleavers: Specificity, mechanism and targetting of DNA scission reactions . Proc. Ind. Acad. Sci. , 106 : 1089 – 1108 .
   Google Scholar
• Raman , N. , Selvan , A. and Manisankar , P. 2010 . Spectral, magnetic, biocidal screening, DNA binding and photocleavage studies of mononuclear copper(II) and zinc(II) metal complexes of tricoordinate heterocyclic Schiff base ligands of pyrazolone and semicarbazide/thiosemicarbazide based derivatives . Spectrochim. Acta A , 76 : 161 – 173 .
   PubMed Web of Science ®Google Scholar
• Reddy , P. R. , Shilpa , A. , Raju , N. and Raghavaiah , P. 2011 . Synthesis, structure, DNA binding and cleavage properties of ternary amino acid Schiff base-phen/bipy Cu(II) complexes . J. Inorg. Biochem. , : 1603 – 1612 .
   PubMed Web of Science ®Google Scholar
• Wolfe , A. , Shimerjr , G. H. and Meehan , T. 1987 . Polycyclic aromatic hydrocarbons physically intercalate into duplex regions of denatured DNA . Biochem , 26 : 6392 – 6396 .
   PubMed Web of Science ®Google Scholar
• Sigman , D. S. 1986 . Nuclease activity of 1,10-phenanthroline-copper ion . Acc. Chem. Res. , 19 : 180 – 186 .
   Web of Science ®Google Scholar
• Lepecq , J. B. and Paoletti , C. 1967 . A fluorescent complex between ethidium bromide and nucleic acids . J. Mol. Biol. , 27 : 87 – 106 .
   PubMed Web of Science ®Google Scholar