1,085
Views
10
CrossRef citations to date
0
Altmetric
Original Article

Ternary copper(II) complexes of levofloxacin and phenanthroline derivatives: In-vitro antibacterial, DNA interactions, and SOD-like activity

, , &
Pages 359-366 | Received 12 May 2010, Accepted 05 Jul 2010, Published online: 27 Jan 2011

References

  • Efthimiadou EK, Katsaros N, Karaliota A, Psomas G. Mononuclear copper(II) complexes with quinolones and nitrogen-donor heterocyclic ligands: synthesis, characterization, biological activity and interaction with DNA. Inorg Chim Acta 2007;360:4093–4102.
  • Emami S, Shafiee A, Foroumadi A. Structural features of new quinolones and relationship to antibacterial activity against gram-positive bacteria. Mini Rev Med Chem 2006;6:375–386.
  • Hooper DC. Mode of action of fluoroquinolones. Drugs 1999;58(Suppl 2):6–10.
  • Foroumadi A, Emami S, Mansouri S, Javidnia A, Saeid-Adeli N, Shirazi FH, Shafiee A. Synthesis and antibacterial activity of levofloxacin derivatives with certain bulky residues on piperazine ring. Eur J Med Chem 2007;42:985–992.
  • Chan S, Wong WT. 10. Ruthenium 1992. Coord Chem Rev 1995;138:219–296.
  • Chen CY, Chen QZ, Wang XF, Liu MS, Chen YF. Synthesis, characterization, DNA binding properties, and biological activities of a mixed ligand copper(II) complex of ofloxacin. Trans Met Chem 2009;34:757–763.
  • Chetana PR, Rao R, Roy M, Patra AK. New ternary copper(II) complexes of l-alanine and heterocyclic bases: DNA binding and oxidative DNA cleavage activity. Inorg Chim Acta 2009;362:4692–4698.
  • Lu LP, Zhu ML, Yang P. Crystal structure and nuclease activity of mono(1,10-phenanthroline) copper complex. J Inorg Biochem 2003;95:31–36.
  • Patra AK, Roy S, Chakravarty AR. Synthesis, crystal structures, DNA binding and cleavage activity of l-glutamine copper(II) complexes of heterocyclic bases. Inorg Chim Acta 2009;362:1591–1599.
  • Oliver MB, Raso ÁG, Terrón Á,Molins E, Prieto MJ, Moreno V, Serra JM, Lladó V, López I, Gutiérrez A, Escribá PV. Ternary copper(II) complexes with hippurate derivatives and 1,10-phenanthroline: synthesis and biological activity. Inorg Chim Acta 2009;362:4744–4753.
  • Patel RN, Shukla KK, Singh A, Choudhary M, Chauhan UK, Dwivedi S. Copper(II) complexes as superoxide dismutase mimics: synthesis, characterization, crystal structure and bioactivity of copper(II) complexes. Inorg Chim Acta 2009;362:4891–4898.
  • Henderson LJ Jr., Fronczek FR, Cherry WR. Selective perturbation of ligand field excited states in polypyridine ruthenium(II) complexes. J Am Chem Soc 1984;106:5876–5879.
  • Hiort C, Lincoln P, Norden B. DNA binding of.DELTA.-and.LAMBDA.-[Ru(phen)2DPPZ]2+. J Am Chem Soc 1993;115:3448–3454.
  • Smith GF, Cagle FW Jr. The improved synthesis of 5-nitro-1,10-phenanthroline. J Org Chem 1947;12:781–784.
  • Pelczar MJ, Reid RD, Chan ECS. Microbiology. 4th edn. New Delhi, India: Tata McGraw–Hill, 1979.
  • Trommel JS, Marzilli LG. Synthesis and DNA binding of novel water-soluble cationic methylcobalt porphyrins. Inorg Chem 2001;40:4374–4383.
  • Mudasir S, Yoshioka N, Inoue H. DNA binding of iron(II) mixed-ligand complexes containing 1,10-phenanthroline and 4,7-diphenyl-1,10-phenanthroline. J Inorg Biochem 1999;77:239–247.
  • Wolfe A, Shimer GH Jr., Meehan T. Polycyclic aromatic hydrocarbons physically intercalate into duplex regions of denatured DNA. Biochemistry 1987;26:6392–6396.
  • Ihmels H, Otto D. Intercalation of organic dye molecules into double-stranded DNA-general principles and recent developments. Top Curr Chem 2005;258:161–204.
  • Basili S, Bergen A, Dall’Acqua F, Faccio A, Granzhan A, Ihmels H, Moro S, Viola G. Relationship between the structure and the DNA binding properties of diazoniapolycyclic duplex- and triplex-DNA binders: efficiency, selectivity, and binding mode. Biochemistry 2007;46:12721–12736.
  • Le X, Liao S, Liu X, Feng X. Synthesis, structure and SOD-like activity of a ternary cu(II) complex with 1,10-phenanthroline and l-valinate. J Coord Chem 2006;59:985–995.
  • Furniss BS, Hannaford AJ, Smith PWG, Tatchell AR. Vogel’s Textbook of Practical Organic Chemistry. 5th edn. Harlow: Longman, 2004.
  • Chohan ZH, Supuran CT, Scozzafava A. Metal binding and antibacterial activity of ciprofloxacin complexes. J Enzyme Inhib Med Chem 2005;20:303–307.
  • Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds. 4th edn. New York: A Wiley Interscience Publication, 1986.
  • Patel SH, Pansuriya PB, Chhasatia MR, Parekh HM, Patel MN. Coordination chain polymeric assemblies of trivalent lanthanides with multidentate schiff base synthetic, spectral investigation and thermal aspects. J Therm Anal Cal 2008;91:413–414.
  • Turel I, Leban I, Bukovec N. Crystal structure and characterization of the bismuth(III) compound with quinolone family member (ciprofloxacin). Antibacterial study. J Inorg Biochem 1997;66:241–245.
  • Freedman HH. Intramolecular H-bonds. I. A spectroscopic study of the hydrogen bond between hydroxyl and nitrogen. J Am Chem Soc 1961;83:2900–2905.
  • Figgis BN, Lewis J. In: Lewis J, Wilkins RG, eds. Modern Coordination Chemistry: Principles and Methods. The magnetochemistry of complex compounds. New York: Interscience, 1960; pp. 400–454.
  • Melnik M. Mono-, bi-, tetra- and polynuclear copper(II) halogenocarboxylates. Coord Chem Rev 1981;36:1–44.
  • Wang LY, Chen QY, Huang J, Wang K, Feng CJ, Gen ZR. Synthesis, characterization, and bioactivities of copper complexes with n-substituted di(picolyl)amines. Trans Met Chem 2009;34:337–345.
  • Iskander MF, EL-Sayed L, Salem NMH, Warner R, Haase WJ. Synthesis, characterization and magnetochemical studies of dicopper(II) complexes derived from bis(n- salicylidene)dicarboxylic acid dihydrazides. J Coord Chem 2005;58:125–139.
  • Zhang QL, Liu JH, Liu JZ, Zhang PX, Ren XZ, Liu Y, Huang Y, Ji LN. DNA-binding and photoactivated enantiospecific cleavage of chiral polypyridyl ruthenium(II) complexes. J Inorg Biochem 2004;98:1405–1412.
  • Satyanaryana S, Daborusak JC, Chaires JB. Tris(phenanthroline)ruthenium(II) enantiomer interactions with DNA: mode and specificity of binding. Biochem 1993;32:2573–2584.
  • Liu JG, Ye BH, Li H, Zhen QX, Ji LN, Fu YH. Polypyridyl ruthenium(II) complexes containing intramolecular hydrogen-bond ligand: syntheses, characterization, and DNA-binding properties. J Inorg Biochem 1999;76:265–271.
  • Sitlani S, Long EC, Pyle AM, Barton JK. DNA photocleavage by phenanthrenequinone diimine complexes of rhodium(III): shape-selective recognition and reaction. J Am Chem Soc 1992;114:2303–2312.
  • Cotton F, Wilkinson G. Advanced Inorganic Chemistry. New York: A Wiley Interscience Publication, 1972.
  • Fee JA. In: Siegel H, ed. Metal Ions in Biological Systems. Vol. 13. New York: Marcel Dekker, 1981.
  • Huheey JE. Inorganic Chemistry Principles of Structure and Reactivity. 3rd edn. New York: Harper and Row, 1983.
  • Ramadan AM, EI-Naggar MM. Synthesis, characterization and demonstration of superoxide dismutase-like activity of copper(II) chloride, bromide, nitrate, thiocyanate, sulphate, and perchlorate complexes with 2-methyl-amino pyridine. J Inorg Biochem 1996;63:143–153.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.