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Copyright (c) 2014 Mecit Ozdemir1, Mehmet Sonmez2
This work is licensed under a Creative Commons Attribution 4.0 International License.
Antioxidant Activity, Synthesis and Characterization of Schiff Base Ligand ‘asasp’ and Metal Complexes
Corresponding Author(s) : Mecit Ozdemir1
Asian Journal of Chemistry,
Vol. 26 No. 20 (2014)
Abstract
In the present work, the synthesis and structural characterization of a novel Schiff base ligand derived from 2-acetyl pyridine and L-aspartic acid dimethyl ester and its metal complexes have been reported. All the synthesized compounds were characterized by using various spectral techniques like ESI-MS, FT-IR, 1H NMR, 13C NMR, UV-visible spectra, elemental analysis and ICP-OES analyses. The ligand and metal ions reacted to form in the 2:1 or 1:1 (M:L) ratio as found from the elemental analyses and the general stoichiometry was determined [L(Cu)2(AcO)4] and [LM(H2O)2]2Cl·nH2O where M = Co(II), Ni(II), Ni(II) and L = asasp and n = 1 or 2. On the basis of analytical data, a possible structure for the copper(II) complex is tetrahedral and those for the Co(II), Ni(II) and Mn(II) complexes are octahedral. The ligand and its metal complexes were tested for their possible antioxidant potentials. Comparison of antioxidant assays were investigated by using two reference molecules, vitamin C and quercetin. The complexes showed significant activities in these in vitro antioxidant assays compared to the reference (quercetin and vitamin C) and Ni(II)-complex exhibited a promising antioxidant activity.
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References
G.G. Mohamed and Z.H.A. El-Wahab, Spectrochim. Acta A, 61, 1059 (2005).
R. Francik, G. Kazek, M. Cegla, M. Stepniewski, Acta Polon. Pharm.- Frug Res., 68, 185 (2011).
K. Marxen, K.H. Vanselow, S. Lippemeier, R. Hintze, A. Ruser and U.-P. Hansen, Sensors, 7, 2080 (2007).
J.-H. Yang, H.-C. Lin and J.-L. Mau, Food Chem., 77, 229 (2002).
B. Halliwell and J.M.C. Gutteridge, Free Radical in Biology and Medicine, Clarendon Press, Oxford University Press, Oxford, edn 2 (1989).
Y.C. Liu and Z.Y. Yang, J. Inorg. Biochem., 103, 1014 (2009).
W. Chen, S. Sun, W. Cao, Y. Liang and J. Song, J. Mol. Struct., 918, 194 (2009).
Y. Zhang, B. Zou, Z. Chen, Y. Pan, H. Wang, H. Liang and X.Yi, Bioorg. Med. Chem. Lett., 21, 6811 (2011).
D. Sinha, A.K. Tiwari, S. Singh, G. Shukla, P. Mishra, H. Chandra and A.K. Mishra, Eur. J. Med. Chem., 43, 160 (2008).
S. Thalamuthu, B. Annaraj and M.A. Neelakantan, Spectrochim. Acta A Mol. Biomol. Spectrosc., 118, 120 (2014).
J. Fatimi, J.F. Lagorce, J.L. Duroux, M.L. Chabernaud, J. Buxeraud and C. Raby, Chem. Pharm. Bull. (Tokyo), 42, 698 (1994).
N.H. Al-Sha'alan, Molecules, 12, 1080 (2007).
M. Alkan, H. Yuksek, Ö. Gürsoy-Kol and M. Calapoglu, Molecules, 13, 107 (2008).
M. Asadi, S. Torabi and K. Mohammadi, Monatsh. Chem., 144, 1635 (2013).
L. Li, W.-Y. Liu, F. Feng, C.-Y. Wu and N. Xie, Chinese J. Natural Med., 11, 0284 (2013).
R. Balamurugan, M. Palaniandavar, H. Stoeckli-Evans and M. Neuburger, Inorg. Chim. Acta, 359, 1103 (2006).
M. Hossain, M. Maji, S.K. Chattopadhyay, S. Ghosh and A.J. Blake, Polyhedron, 17, 1897 (1998).
H. Adams, R. Bastida, D.E. Fenton, A. Macías, S.E. Spey and L. Valencia, J. Chem. Soc., Dalton Trans., 4131 (1999).
K. Zhou, J.-J. Yin and L.L. Yu, Food Chem., 95, 446 (2006).
Y. Harinath, D. Harikishore Kumar Reddy, B. Naresh Kumar, C. Apparao and K. Seshaiah, Spectrochim. Acta A, 101, 264 (2013).
A. Corona-Bustamante, J.M. Viveros-Paredes, A. Flores-Parra, A.L. Peraza-Campos, F.J. Martínez-Martínez, M.T. Sumaya-Martínez and Á. Ramos-Organillo, Molecules, 15, 5445 (2010).
K. Mohammadi, M. Niad and T. Jafari, Spectrochim. Acta A, 122, 179 (2014).
A.H. Kianfar, S. Ramazani, R.H. Fath and M. Roushani, Spectrochim. Acta A, 105, 374 (2013).
Beena, D. Kumar and D.S. Rawat, Bioorg. Med. Chem. Lett., 23, 641 (2013).
P. Datta, A.P. Mukhopadhyay, P. Manna, E.R.T. Tiekink, P.C. Sil and C. Sinha, J. Inorg. Biochem., 105, 577 (2011).