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Nickel(II) complexes with Schiff bases derived from 2-acetylpyrazine and tryptophan: synthesis, crystal structures and DNA interactions

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Abstract

A pair of stereoisomers of nickel Schiff base complexes, namely [Ni(C17H15N4O2)2·2CH3OH]n (1) (C17H15N4O2 = 2-acetylpyrazine-l-tryptophan) and [Ni(C17H15N4O2)2·2CH3OH]n (2) (C17H15N4O2 = 2-acetylpyrazine-d-tryptophan), were synthesized and characterized by physico-chemical and spectroscopic methods. The X-ray diffraction single-crystal analyses indicate that the structure of 2 is essentially 0D monomeric, while a 2D layer structure is formed through N–H…O intermolecular hydrogen bonds for 1. The interactions between complex 1 and calf thymus DNA were investigated by spectroscopic and viscometric methods. The results indicate that complex 1 interacts with DNA very strongly (K b = 1.01 × 107 mol−1 L and K sq = 1.11). The nature of the binding seems to be mainly an electrostatic interaction between DNA and the complex. However, other binding modes, such as hydrogen bonding, may also be present in this system.

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Acknowledgments

We would like to thank Madhu Sanam (Wayne State University, USA.) for the critical reading of this manuscript. This research was supported by the National Natural Science Foundation of China to C.F. Bi (No. 21071134) and to Y.H. Fan (No. 20971115), the Specialized Research Fund for the Doctoral Program of Higher Education of China to Y.H. Fan (No. 20120132110015), the Natural Science Foundation of Shandong Province to X. Zhang (No. ZR2012BQ026), the Special Foundation for Young Teachers of Ocean University of China to X. Zhang (No. 201113025), and a scholarship from Chinese Scholarship Council to N. Zhang.

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Correspondence to Yu-Hua Fan.

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Zhang, N., Fan, YH., Bi, CF. et al. Nickel(II) complexes with Schiff bases derived from 2-acetylpyrazine and tryptophan: synthesis, crystal structures and DNA interactions. Transition Met Chem 38, 463–471 (2013). https://doi.org/10.1007/s11243-013-9712-x

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