Abstract
Two new Schiff bases derived from combination of 4-aminoantipyrine with ethylenediamine (L1) or benzaldehyde (L2), gave Au(III) complexes. Their structures were elucidated from microanalytical, magnetic, conductance, and FT-IR, UV-Vis, Mass, and 1H and 13C NMR spectral data. High conductance values indicated electrolytic nature of the complexes. Magnetic moments and electronic spectral data indicated that two synthesized Au(III) Schiff base complexes had a square planar geometry. FT-IR spectroscopic data demonstrated that the Schiff bases were coordinated to Au(III) ions in a tetradentate manner with NNNN donor sites of two 4-amino antipyrine and two azomethine (L1), while L2 Schiff base ligand coordinated to Au(III) ions via its four azomethine nitrogen, which was further supported by the appearance of new bands in IR spectra due to ν(M–N). Activation thermodynamic parameters (E*, ΔH*, ΔS*, and ΔG*) were calculated on the basis of TG curves. Crystalline structures of Schiff bases and their Au(III) complexes were characterized by X-ray diffraction (XRD), their morphology was characterized by scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The Schiff base ligands and their Au(III) chelates were screened for their antimicrobial activity. Cytotoxic activity of those was tested against the human breast cancer (MCF-7) and human hepatocellular carcinoma (HepG-2) tumor cell lines.
References
Agarwal, R.K., Sharma, D., Singh, L., and Agarwal, H., Bioinorg. Chem. Appl., 2006, vol. 2006, p. 1. doi 10.1155/BCA/2006/29234
Bauer, A.W., Kirby, W.A., Sherris, C., and Turck, M., Am. J. Clin. Pathology, 1966, vol. 45, p. 493.
Pfaller, M.A., Burmeister, L., Bartlett, M.A., and Rinaldi, M.G., J. Clin. Microbiol., 1988, vol. 26, p. 1437.
National Committee for Clinical Laboratory Standards, Performance Volume. Antimicrobial Ausceptibility of Flavobacteria, 1997.
Mosmann, T., J. Immunol. Methods, 1983, vol. 55, p. 65. doi 10.1016/0022-1759(83)90303-4
Yousef, T.A., Abu El-Reash, G.M., and El Morshedy, R.M., J. Mol. Struct., 2013, vol. 1045, p. 145. doi 10.1016/j.molstruc.2013.03.060
Helal, M.H., El-Awdan, S.A., Salem, M.A., Abd-elaziz, T.A., Moahamed, Y.A., El-Sherif, A.A., and Mohamed, G.A.M., Spectrochim. Acta, Part A, 2015, vol. 135, p. 764. doi 10.1016/j.saa.2014.06.145.
Hyper Chem, Version 7.51 Hyper cube, INC.
Refat, M.S., J. Mol. Struct., 2007, vol. 842, p. 24. doi 10.1016/j.molstruc. 2006.12.006.
Nakamoto, K., Infrared and Raman Spectra of Inorganic and Coordination Compounds, New York: Wiely, 1978.
Abdalrazaq, E.A., Buttrus, N.H., and Abd Al-Rahman, A.A., Asian J. Chem., 2010, vol. 22, p. 2179.
Tunney, J.M., Blake, A.J., Davies, E.S., Mcmater, J., Wilson, C., and Garner, C.D., Polyhedron, 2006, vol. 25, p. 591. doi 10.1016/j.poly.2005.09.002
Coats, A.W. and Redfern, J.P., Nature, 1964, vol. 201, p. 68. doi 10.1038 /201068a0
Maravalli, P.B. and Goudar, T.R., Thermochim Acta 1999, vol. 325, p. 35. doi 10.1016/S0040-6031(98) 00548-6
Yusuff, K.K.M. and Sreekala, R., Thermochim Acta 1990, vol. 159, p. 357. doi 10.1016/0040-6031(90) 80121-E.
Frost, A.A. and Peasron, R.G., Kinetics and Mechanism, New York: Wiley, 1961.
Cullity, B.D., Elements of X-ray Diffraction, Addison-Wesley, Reading, MA, 1972, p. 102.
Salavati-Niasari, M., Mohandes, F., Davar, F., Mazaheri, M., Monemzadeh, M., and Yavarinia, N., Inorg. Chim. Acta 2009, vol. 362, p. 3691. doi 10.1016/j.ica.2009.04.025.
Velumani, S., Mathew, X., and Sebastian, P.J., Solar Energy Mater. Solar Cells, 2003, vol. 76, p. 359. doi 10.1016/S0927-0248(02)00288-X
Zhang, Y., Wei, S., and Chen, S., Int. J. Electrochem. Sci., 2013, vol. 8, p. 6493.
Shi, W., Casas, J., Venkataramasubramani, M., and Tang, L., Int. Scholar. Res. Network ISRN Nanomater., 2012, vol. 2012, p. 1. doi 10.5402/2012/659043.
Monshi, A., Foroughi, M.R., and Monshi, M.R. World J. Nano. Sci. Engin., 2012, vol. 2, p. 154. doi 10.4236/wjnse.2012.23020
Haergreaves, M.K., Pritchard, J.G., and Dave, H.R., Chem. Res., 1970, vol. 70, p. 439. doi 10.1021/cr60266a001.
Dharmaraj, N., Viswanathamurthi, P., and Natarajan, K., Trans. Met. Chem., 2001, vol. 26, p. 105. doi 10.1023/A:100713240
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Abou Melha, K.S.A., Al-Hazmi, G.A.A. & Refat, M.S. Synthesis of Nano-Metric Gold Complexes with New Schiff Bases Derived from 4-Aminoantipyrene, Their Structures and Anticancer Activity. Russ J Gen Chem 87, 3043–3051 (2017). https://doi.org/10.1134/S1070363217120519
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DOI: https://doi.org/10.1134/S1070363217120519