Comparative DNA Binding of Iron and Manganese Complexes by Spectroscopic and ITC Techniques and Antibacterial Activity
Commenced in January 2007
Frequency: Monthly
Edition: International
Paper Count: 32799
Comparative DNA Binding of Iron and Manganese Complexes by Spectroscopic and ITC Techniques and Antibacterial Activity

Authors: Maryam Nejat Dehkordi, Per Lincoln, Hassan Momtaz

Abstract:

Interaction of Schiff base complexes of Iron and Manganese: Iron [N, N’ Bis (5- (triphenyl phosphonium methyl) salicylidene) -1, 2 ethanediamine) chloride, [Fe Salen]Cl; Manganese [N, N’ Bis (5- (triphenyl phosphonium methyl) salicylidene) -1, 2 ethanediamine) acetate, were investigated by spectroscopic and isothermal titration calorimetry techniques (ITC). The absorbance spectra of complexes have shown hyper and hypochromism in the presence of DNA that is indication of interaction of complexes with DNA. The linear dichroism (LD) measurements confirmed the bending of DNA in the presence of complexes. Furthermore, Isothermal titration calorimetry experiments approved that complexes bound to DNA on the base of both electrostatic and hydrophobic interactions. More, ITC profile exhibits the existence of two binding phases for the complexes. Antibacterial activity of ligand and complexes were tested in vitro to evaluate their activity against the gram positive and negative bacteria.

Keywords: Schiff base complexes, Linear dichroism (LD), Isothermal titration calorimetry (ITC).

Digital Object Identifier (DOI): doi.org/10.5281/zenodo.1100312

Procedia APA BibTeX Chicago EndNote Harvard JSON MLA RIS XML ISO 690 PDF Downloads 2554

References:


[1] A.A. Jarrahpour, M. Motamedifar, K. Pakshir, N. Hadi, M. Zarei, Synthesis of Novel Azo Schiff Bases and Their Antibacterial and Antifungal Activities”, Molecules, vol. 9, 2004, pp. 815-824.
[2] T. Gupta, S. Dhar, M. Nethaji, A.R. Chakravarty, “Bis (dipyridophenazine) copper(II) complex as major groove directing synthetic hydrolase”, Dalton Trans., 2004, pp. 1896–1900.
[3] B.M. Zeglis, V.C. Pierre, J.K. Barton, “Metallo-intercalators and metallo-insertors”, Chem. Comm., 2007, pp. 4565–4579.
[4] K.E. Erkkila, D.T. Odom, J.K. Barton, “Recognition and Reaction of Metallointercalators with DNA”, Chem. Rev., vol. 99, 1999, pp. 2777– 2796.
[5] K. Singh, M.S. Barwa, P. Tyagi,” Synthesis and characterization of cobalt(II), nickel(II), copper(II) and zinc(II) complexes with Schiff base derived from 4-amino-3-mercapto-6-methyl-5-oxo1,2,4-triazine”, Eur. J. Med. Chem., vol. 42, 2007, pp. 394-402.
[6] P.G. Cozzi,” Metal–Salen Schiff base complexes in catalysis: practical aspects”, Chem. Soc. Rev., vol. 33, 2004, pp. 410-421.
[7] S. Chandra, J. Sangeetika, “EPR and electronic spectral studies on copper(III) complexes of some NO donor ligands”, J. Indian Chem. Soc., vol. 81, 2004, pp. 203-206.
[8] E. Canpolat, M. Kaya, “Studies on mononuclear chelates derived from substituted Schiff-base ligands (part 2): synthesis and characterization of a new 5-bromosalicyliden-p-aminoacetophenone oxime and its complexes with Co(II), Ni(II),Cu(II) and Zn(II)”, J. Coord. Chem., vol. 57, 2004, pp. 1217-1223.
[9] M. Yildiz, B. Dulger, S.Y. Koyuncu, B.M. Yapici, “Synthesis and antimicrobial activity of bis(imido) Schiff bases derived from thiosemicarbazide with some 2-hydroxyaldehydes and metal complexes”, J. Indian Chem. Soc., vol. 81, 2004, pp. 7-12.
[10] G. w. Yang, X. P. xia, H. Tu, C. X. Zhao, Chinese J. App. Chem., vol. 12, 1995, pp. 13.
[11] G. w. Yang, X. P. xia, H. Tu, C. X. Zhao, Chem. Res. App., vol.7, 1995, pp. 41.
[12] A. Alonso, M.J. Almendral, Y. Curto, J.J. Criado, E. Rodriguez, J.L. Manzano, “Determination of the DNA-binding characteristics of ethidium bromide, proflavine, and cisplatin by flow injection analysis: usefulness in studies on antitumor drugs Anal. Biochem., vol. 355, 2006, pp. 157–164.
[13] A. Trotta, A. Barbieri Paulsen, A. Silvestri, G. Ruisi, M.A. Girasolo, R. Barbieri, J. Inorg. Biochem., vol. 88, 2002, pp. 14–18.
[14] A. Silvestri, G. Ruisi, M.A. Girasolo,” The dynamics of 57Fe nuclei in FeII–DNA and
[FeII(1-methyl-2-mercaptoimidazole)2]–DNA condensates ”, J. Inorg. Biochem., vol. 92, 2002, pp. 171–176.
[15] F. Capolongo, M. Giomini, A.M. Giuliani, B.F. Matzanke, U. Russo, A. Silvestri, A.X. Trautwein, R. Barbieri,” The interactions of Fe3+ ions with adriamycin studied by 57Fe Mössbauer and electronic spectroscopies”, J. Inorg. Biochem., vol. 65, 1997, pp. 115–122.
[16] A. Haikarainen, J. Sipila, P.P. Pietikainen, A. Pajunen, I. Mutikainen, “Synthesis and characterization of bulky salen-type complexes of Co, Cu, Fe, Mn and Ni with amphiphilic solubility properties”, J. Chem. Soc., Dalton Trans., 2001, pp. 991–995.
[17] M. N. Dehkordi, A-K Bordbar, P. Lincoln, V. Mirkhani, “Spectroscopic Study on the interaction of ct-DNA with manganese Salen complex containing triphenyl phosphonium groups”, Spect. Act. Part A, vol. 90, 2012,) pp. 50– 54.
[18] B. Bahramian, V. Mirkhani, S. Tangestaninejad, M. Moghadam, “Catalytic epoxidation of olefins and hydroxylation of alkanes with sodium periodate by water-soluble manganese (III)salen”, J. Mol. Catal. A, vol. 244, 2006, pp. 139-145.
[19] C.V. Kumar, E.H. Asuncion, “DNA binding studies and site selective fluorescence sensitization of an anthryl probe”, J. Am. Chem. Soc., vol. 115, 1993, pp. 8547–8553.
[20] T. Meehan, H. Gamper, J.F. Becker, “Characterization of reversible, physical binding of benzopyrene derivatives to DNA”, J. Biol. Chem., vol. 257, 1982, pp. 10479–10485.
[21] O. B. Irobi, M. Moo-Young, W. A. Anderson, “Antimicrobial activity of Annatto (Bixa orellana extract)”, Int. J. Pharm., vol. 34, 1996, pp.87.
[22] K. Fant, B. Norden, P. Lincoln, “Using ethidium to probe nonequilibrium states of DNA condensed for gene delivery”, Biochem., vol. 50, 2011, pp. 1125-1127.
[23] J. D. McGhee, P. H. Von Hipple, “Theoretical aspects of DNA- protein interactions: Co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice”, J. Mol. Biol., vol. 86, 1974, pp. 469-489.
[24] R. OBrien, I. Haq, Applications of biocalorimetry: binding, stability and enzyme kinetics, in: J.E. Ladbury, M. Doyle (Eds.), Biocalorimetry, John Wiley and Sons Ltd, West Sussex, England, 2004.
[25] J.B. Chaires, “Equilibrium studies on the interaction of daunomycin with deoxypolynucleotides”, Biochem., vol. 22, 1983, pp. 4204–4211.
[26] K.J. Breslauer, D.P. Remeta, W.Y. Chou, R. Ferrante, J. Curry, D. Zaunczkowski, J.G. Snyder, L.A. Marky, “Enthalpy-entropy compensations in drug-DNA binding studies”, Proc. Nat. Acad. Sci. USA., vol. 84, 1987, pp. 8922–8926.
[27] C. Sanchez-Cano, M. Huxley, C. Ducani, A. E. Hamad, M. J. Browning, C. Navarro-Ranninger, A. G. Quiroga, A. Rodger, M. J. Hannon, “Conjugation of testosterone modifies the interaction of mono-functional cationic platinum(II) complexes with DNA, causing significant alterations to the DNA helix”, Dalton Trans., vol. 39(47), 2010, pp. 11365-74.
[28] M. V. Angelusiu, S. F. Barbuceanu, C. Draghici, G. L. Almajan, “New Cu(II), Co(II), Ni(II) complexes with aroyl-hydrazone based ligand. Synthesis, spectroscopic characterization and in vitro antibacterial evaluation”, Eur. J. Med. Chem., vol. 45, 2010, pp. 2055–2062.