Synthesis, characterization, crystal structure determination and antibacterial activities investigation of a series of new Ni(II), Cu(II) and Zn(II) Schiff base complexes

Document Type : Original Article

Authors

Department of Chemistry, Payame Noor University, P.O.BOX 19395-3697 Tehran, I.R.Iran

Abstract

In this research, through the condensation reaction of 3,5-dichlorosalicylaldehyde with 1,2-ethanediamine (en), 1,3-propanediamine (pn) and 1,4-butanediamine (bn), a serious of new N2O2 salophen type Schiff base ligands (csen = 6,6'-((1E,1'E)-(ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))bis(2,4-dichlorophenol), cspn = 6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2,4-dichlorophenol) and csbn = 6,6'-((1E,1'E)-(butane-1,4-diylbis(azanylylidene))bis(methanylylidene))bis(2,4-dichlorophenol)) were synthesized and characterized using FT-IR, 1H NMR, 13C NMR, mass spectroscopy and elemental analysis. Also, their Ni(II), Cu(II) and Zn(II) complexes were synthesized and after characterization by elemental analysis and FT-IR spectroscopy, the structure of Zn(cspn) was determined by X-ray crystallography. The Schiff base ligand coordinated to the zinc ion through the phenolic oxygens, the azomethine nitrogens and the oxygens of two water molecules. Thus, the geometry around the central zinc ion was distorted octahedral. The in vitro antibacterial activities of the ligands and their complexes were evaluated against Bacillus cereus, Staphylococcus aureus, Pseudomonas aeruginosa and Escherichia coli. The results showed that ligands and their complexes exhibited significant antibacterial activities, and also the gram-positive bacteria are more active than gram-negative bacteria.

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References

[1] R. Majid, B. Mehdi, K. Hassan, J. Of Applied Chemistry, 46 (1397) 355, in Persian.
[2] B. Mahdi, E. Saeed, J. Of Applied Chemistry, 22 (1391) 31, in Persian.
[3] J. A. Real, J. Borras, Synth. React. Inorg. Met. Chem. 16 (1986) 13.
[4] R. Fekri, M. Salehi, A. Asadi, M. Kubick, Appl. Organomet. Chem. 2017, e4019.
[5] L. Shi, H. M. Ge, S. H. Tan, H. Q. Li, Y. C. Song, H. L. Zhu, R. X. Tan, Eur. J. Med. Chem. 42 (2007) 558.
[6] A. Bezaatpour, F. Sheikh-hasani, J. Appl. Chem. 10 (2016) 11.
[7] H. Kargar, Transition Met. Chem. 39 (2014) 811.
[8] G. Romanowski, J. Kira, Polyhedron 117 (2016) 352.
[9] S. M. Shaban, A. Saied, S. M. Tawfik, A. Abd-Elaal, I. Aiad, J. Ind. Eng. Chem. 19 (2013) 2004.
[10] K. Nejati, Z. Rezvani, M. Seyedahmadian, Dye Pigment. 83 (2009) 304.
[11] P. Wang, Z. Hong, Z. Xie, S. Tong, O. Wong, C. S. Lee, N. Wong, L. Hung, S. Lee, Chem. Commun. (2003) 1664.
[12] A. Sahraei, H. Kargar, M. Hakimi, M. N. Tahir, J. Mol. Struct. 1149 (2017) 576.
[13] A. Sahraei, H. Kargar, M. Hakimi, M. N. Tahir, Transition Met. Chem. 42 (2017) 483.
[14] W. Bruker AXS programs: SMART, version 5.626; SAINT, version 6.45; SADABS, version 2.10; XPREP, version 6.14. Bruker AXS Inc.: Madison, (2003).
[15] G. M. Sheldrick, Acta Crystallogr A 64 (2008) 112.
[16] A. Adabi Ardakani, H. Kargar, N. Feizi, M. N. Tahir, J. Iran. Chem. Soc. https://doi.org/10.1007/ s13738-018-1347-6
[17] K. R. Krishnapriya, M. Kandaswamy, Polyhedron 24 (2005) 113.
[18] T. Akitsu, Y. Einaga, Polyhedron 24 (2005) 2933.
[19] Y. Cui, X. Dong, Y. Li, Z. Li, W. Chen, Eur. J. Med. Chem. 58 (2012) 323.
[20] M. Galini, M. Salehi, M. Kubicki, A. Amiri, A. Khaleghian, Inorg. Chim. Acta 461 (2017) 167.
[21] M. El-Behery, H. El-Twigry, Spectrochim. Acta, Part A 66 (2007) 28.
[22] G. G. Mohamed, M. M. Omar, A. A. Ibrahim, Eur. J. Med. Chem. 44 (2009) 4801.
[23] S. P. Xu, H. L. Zhu, J. Coord. Chem. 63 (2010) 3291.
[24] G. Kumar, D. Kumar, S. Devi, R. Johari, C. P. Singh, Eur. J. Med. Chem. 45 (2010) 3056.
[25] M. Hasanzadeh, M. Salehi, M, Kubicki, S. M. Shahcheragh, G. Dutkiewicz, M. Pyziak, A. Khaleghian, Transition Met. Chem. 39 (2014) 623.
Applied Chemistry Today
Volume 14, Issue 51
July 2019
Pages 9-20

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