Abstract
Three new Schiff base ligands N-(3-formyl-5-methylsalicylidene)-2-aminoethanol (H2L1), N-(3-hydroxylmethyl-5-methylsalicylidene)-2-aminoethanol (H3L2), 2,6-bis(o-carboxyphenyliminomethene)-4-methylphenol (H3L3) and their binuclear ZnII complexes [Zn2(HL1)2]Cl2 · 2H2O (ZnHL1), [Zn2(H2L2)2]Cl2 · H2O (ZnH2L2) and [Zn2(HL3)Cl2] · H2O (ZnHL3) were synthesized and characterized by 1H-NMR, elemental analysis, IR and molar conductivity. The results suggest, in every case, two Zn2+ ions were bridged by phenolic OH group oxygen, forming a binuclear complex. The binding properties of these complexes to calf thymus DNA (ct-DNA) were investigated. Absorption and fluorescence spectra are together suggestive that both ZnHL1 and ZnHL3 interact with ct-DNA through intercalative mode, while ZnH2L2 interact with ct-DNA by non-intercalative interaction. Moreover, ZnHL3 can bind to ct-DNA more strongly than ZnHL1. These complexes also exhibited good scavenging activity on the hydroxyl radical (•OH), which are better than those of their corresponding ligands.
Similar content being viewed by others
References
Erkkila K.E., Odom D.T. and Barton J.K. (1999). Chem. Rev. 99: 2777
Ji L.N., Zhou X.H. and Liu J.G. (2001). Coord. Chem. Rev. 216–217: 513
Zeng Z.Z. (2001). Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 31: 1285
Liu H. and Zeng Z.Z. (2005). Acta Chim. Sinica 63: 317
Zeng Z.Z. and **e X.M. (2000). Acta Chim. Sinica 58: 862
Arthur V. (1978). Textbook of practical organic chemistry, 4th edn., Longman Group Limited, London, 761
Marmur J. (1961). J. Mol. Biol. 3: 208
Reichmann M.E., Rice S.A., Thomas C.A. and Doty P. (1954). J. Am. Chem. Soc. 76: 3047
Wolfe A., Shimer G.H. and Meehan T. (1987). Biochemistry 26: 6392
Winterbourn C.C. (1981). Biochem. J. 198: 125
Geary W.J. (1971). Coord. Chem. Rev. 7: 81
Nakamoto K. (1986). Infrared and Raman Spectra of Inorganic and Coordination Compound, 4th edn., Wiley, New York, 231
J.Z. Wu, B.H. Ye, L. Wang, L.N. Ji, J.Y. Zhou, R.H. Li, Z.Y. Zhou, J. Chem. Soc., Dalton Trans., 1395 (1997)
Y. **ong, X.F. He, X.H. Zou, J.Z. Wu, X.M. Chen, L.N. Ji, R.H. Li, J.Y. Zhou, K.B. Yu, J. Chem. Soc., Dalton Trans., 19 (1998)
Pasternack R.F., Gibbs E.J. and Villafranca J.J. (1983). Biochemistry 22: 2406
Liu J., Zhang T.X., Lu T.B., Qu L.H., Zhou H., Zhang Q.L. and Ji L.N. (2002). J. Inorg. Biochem. 91: 269
Kelly J.M., McConnell D.J., OhUigin C., Tossi A.B., Mesmaeker A.K., Masschelein A. and Nasielski J. (1987). J. Chem. Soc. Chem. Commun. 24: 1821
Zhang H.Y. (1999). Sci. China Ser. B 29: 91
Zhang L.W., Chen S.R. and Yang P. (2003). J. Struct. Chem. 22: 341
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Lu, HL., Liang, JJ., Zeng, ZZ. et al. Three salicylaldehyde derivative Schiff base ZnII complexes: synthesis, DNA binding and hydroxyl radical scavenging capacity. Transition Met Chem 32, 564–569 (2007). https://doi.org/10.1007/s11243-007-0202-x
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11243-007-0202-x