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Articles

Synthesis, crystal structure, and DNA interaction of magnesium(II) complexes with Schiff bases

, , , , , & show all
Pages 1933-1944 | Received 17 Dec 2012, Accepted 14 Feb 2013, Published online: 13 May 2013
 

Abstract

A pair of stereoisomers of magnesium Schiff base complexes, [Mg(C18H16N3O2)2·2CH3OH] n (1) (C18H16N3O2: 2-acetylpyridine-l-tryptophan) and [Mg(C18H16N3O2)2·2CH3OH] n (2) (C18H16N3O2: 2-acetylpyridine-d-tryptophan), was synthesized and characterized by IR, UV, elemental analysis, 1H NMR, and X-ray diffraction single crystal analysis. The analyses of the structures indicate that they all crystallize in the tetragonal crystal system, space group P4 3 2 1 2 and P4 1 2 1 2, respectively. The two magnesium complexes have similar crystal structures. Mg(II) is six-coordinate with two nitrogens from C=N, two nitrogens from pyridine, and two carboxylic oxygens in different ligands forming a distorted octahedral geometry. Through N–H···O intermolecular hydrogen bonds a 2-D layer structure was formed. The interaction between 1 and calf thymus DNA was also investigated by UV absorption spectra, fluorescence emission spectra and viscometry. The results indicate that 1 interacts with DNA very strongly (K b = 2.01 × 107 L mol−1 and K sq = 0.195). The nature of the binding seems to be mainly an electrostatic interaction between DNA and the magnesium complex. Other binding modes, such as hydrogen bonds, may also exist.

Acknowledgements

We would like to thank Madhu Sanam (Wayne State University, USA) for the critical reading of this manuscript. This work was supported by the National Science Foundation of China (Nos. 21071134 and 20971115).

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