Synthesis, characterization, mass spectral fragmentation, thermal study and biological evaluation of new Schiff base ligand and its metal(II) complexes derived from 4-(diethylamino)salicylaldehyde and thiazole moiety
Nagesh Gunvanthrao Yernale (1)



(1) Department of Studies and Research in Chemistry, Gulbarga University, Kalaburagi, 585106, Karnataka, India
(2) Government Degree College, Sedam Road, Kalaburagi, 585106, Karnataka, India
(3) Department of Studies and Research in Chemistry, Gulbarga University, Kalaburagi, 585106, Karnataka, India
(*) Corresponding Author
Received: 24 Nov 2015, Accepted: 19 Dec 2015, Published: 31 Mar 2016
Abstract
A new Schiff base ligand, 2-(4-(diethylamino)-2-hydroxybenzylidene)-N-(4-phenylthiazol-2-yl) hydrazinecarboxamide (L) and its copper(II), cobalt(II), nickel(II) and zinc(II) complexes were prepared and characterized by analytical and spectroscopic methods. The analytical data suggests the composition of the metal complexes to be 1:2 of the type [ML2] for copper(II), cobalt(II) and nickel(II) complexes and 1:1 stoichiometry of the type [MLCl] for zinc(II) complex, where L is the deprotonated Schiff base ligand. The conductance measurement data indicates that all the metal complexes are non-electrolytes. The antioxidant activity of all the compounds was evaluated using the DPPH assay. The Schiff base ligand (L) and its copper(II), cobalt(II) complexes are found to be good antioxidants. The antibacterial and antifungal activity was performed by agar diffusion methods. All the metal(II) complexes inhibited the growth of bacteria and fungi. Also, brine shrimp bioassay was also carried out to study the in vitro cytotoxic properties, the copper(II) and zinc(II) complexes showed good cytotoxic property.
Keywords
DOI: 10.5155/eurjchem.7.1.56-65.1372
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Citations
[1]. Ranjan K. Mohapatra, Pradeep K. Das, Manoj K. Pradhan, Abdussalam A. Maihub, Marei M. El-ajaily
Biological aspects of Schiff base–metal complexes derived from benzaldehydes: an overview
Journal of the Iranian Chemical Society 15(10), 2193, 2018
DOI: 10.1007/s13738-018-1411-2

References
[1]. Hossein, N.; Mohsen, M. J. Chem. 2013, 701826, 1-8.
[2]. Ikechukwu, P. E.; Peter, A. A. Molecules 2015, 20, 9788-9802.
http://dx.doi.org/10.3390/molecules20069788
[3]. Reda, A. A. A.; Abdel-Nasser, M. A. A. Int. J. Electrochem. Sci. 2013, 8, 8686-8699.
[4]. Richard, H. H.; Pierre, K.; Edward, I. S. Chem. Rev. 1996, 96, 2239-2314.
http://dx.doi.org/10.1021/cr9500390
[5]. Yuanyuan, C.; Erik, R. F.; Mark, R. C.; Krzysztof, P.; Philip, D. K. J. Biol. Chem. 2012, 287, 13356-13370.
http://dx.doi.org/10.1074/jbc.M112.347518
[6]. Joseyphus, R. S.; Sivasankaran, N. M. Arabian J. Chem. 2010, 3, 195-204.
http://dx.doi.org/10.1016/j.arabjc.2010.05.001
[7]. Yoshihisa, K.; Naoyuki, M.; Michihiro, K.; Takashi, H.; Daisuke, Y.; Hiroshi, S.; Yuya, H.; Makoto, H.; Masahiro, M. Chem. Pap. 2014, 68, 923-931.
[8]. Xu, Z.; Ba, M.; Zhou, H.; Cao, Y.; Tang, C.; Yang, Y.; He, R.; Liang, Y.; Zhang, X.; Li, Z.; Zhu, L.; Guo, Y.; Guo, C. Eur. J. Med. Chem. 2014, 6, 27-42.
http://dx.doi.org/10.1016/j.ejmech.2014.07.072
[9]. Leyla, Y.; Yusuf, O.; Hulya, K. G.; Ulviye, A. J. Chem. 2015, 464379, 1-7.
[10]. Yernale, N. G.; Mruthyunjayaswamy, B. H. M. Bioinorg. Chem. Appl. 2014, 314963, 1-17.
http://dx.doi.org/10.1155/2014/314963
[11]. Maya, S. S.; Sushobhan, C. RSC Advances 2012, 2, 4547-4592.
http://dx.doi.org/10.1039/c2ra01056a
[12]. Kiran, S.; Yogender, K.; Parvesh, P.; Gulab, S. Bioinorg. Chem. Appl. 2012, 729708, 1-9.
[13]. Basavarajaiah, S. M.; Mruthyunjayaswamy, B. H. M. Indian. J. Chem. 2010, 49B, 1117-1126.
[14]. Nagesh, G. Y.; Raj, K. M.; Mruthyunjayaswamy, B. H. M. J. Mol. Struct. 2015, 1079, 423-432.
http://dx.doi.org/10.1016/j.molstruc.2014.09.013
[15]. Vogel, A. I, Quantitative Inorganic Analysis Including Elemental Instrumental Analysis, 2th edition, London, 1962.
[16]. Threlfall, E. J.; Fisher, I. S. T.; Ward, L.; Tschape, H.; Gerner-Smidt, P. Microb. Drug resist. 1999, 5, 195-199.
http://dx.doi.org/10.1089/mdr.1999.5.195
[17]. Prescott, J. F.; Baggot, J. D.; Walker, R. D.; eds. Ames, I. A, Antimicrobial susceptibility testing and interpretation of results. In: Antimicrobial Therapy in Veterinary Medicine, Iowa State University Press, 12-26.
[18]. Meyer, B. N.; Ferrigni, N. R.; Putnam, J. E.; Jacobsen, L. B.; Nichols, D. E.; McLaughlin. Planta. Med. 1982, 45, 31-34.
http://dx.doi.org/10.1055/s-2007-971236
[19]. Finney, D. J. Probit Analysis, Cambridge University Press, United Kingdom, 1971.
[20]. Singh, R. P.; Murthy, K. C. N.; Jayaprakasha, G. K. Agric. Food Chem. 2002, 50, 81-82.
http://dx.doi.org/10.1021/jf010865b
[21]. Geary, W. J. Coord. Chem. Rev. 1971, 7, 81-122.
http://dx.doi.org/10.1016/S0010-8545(00)80009-0
[22]. Roy, S.; Mandal, T. N.; Das, K.; Butcher, R. J.; Rheingold, A. L.; Kar, S. K. J. Coord. Chem. 2010, 3, 2146-2157.
http://dx.doi.org/10.1080/00958972.2010.499457
[23]. Nagesh, G. Y.; Mahadev, D. U.; Mruthyunjayaswamy, B. H. M. Int. J. Pharm. Sci. Rev. Res. 2015, 31, 190-197.
[24]. Chandra, S.; Gupta, L. K. Spectrochim. Acta A 2005, 62, 1102-1106.
http://dx.doi.org/10.1016/j.saa.2005.04.007
[25]. Liu, H.; Wang, H.; Gao, F.; Niu, D.; Lu, Z. J. Coord. Chem. 2007, 60, 2671-2678.
http://dx.doi.org/10.1080/00958970701302404
[26]. Rai, R. A. J. Inorg. Nucl. Chem. 1980, 43, 450-453.
http://dx.doi.org/10.1016/0022-1902(80)80023-6
[27]. Underhill, A. E.; Billing, D. E. Nature, 1966, 210, 834-835.
http://dx.doi.org/10.1038/210834a0
[28]. Bayoumi, H. A.; Alaghaz, A. M. A.; Aljahdali, M. S. Int. J. Electrochem. Sci. 2013, 8, 9399-9413.
[29]. Satyanarayana, D. N. Electronic Absorption Spectroscopy and Related Technique, University Press India Limited, New Delhi, 2001.
[30]. Singh, D. P.; Kumar, R.; Malik, V.; Tyagi, P. Trans. Met. Chem. 2007, 32, 1051-1055.
http://dx.doi.org/10.1007/s11243-007-0279-2
[31]. Baranwal, B. P.; Gupta, T. Synth. React. Inorg. Met-Org. Chem. 2004, 32, 1737-1754.
http://dx.doi.org/10.1081/SIM-200030186
[32]. Rao, T. R.; Archana, P. Synth. React. Inorg. Met-Org. Chem. 2005, 35, 299-304.
http://dx.doi.org/10.1081/SIM-200055245
[33]. Thaker, B. T.; Tandel, P. K.; Patel, A. S.; Vyas, C. J.; Jesani, M. S.; Patel, D. M. Indian J. Chem. 2005, 44A, 265-270.
[34]. Abdallah, S. M.; Zayed, M. A.; Mohamad, G. G. Arab. J. Chem. 2010, 3, 103-113.
http://dx.doi.org/10.1016/j.arabjc.2010.02.006
[35]. Hathaway, B. J.; Billing, D. E. Coord. Chem. Rev. 1970, 5, 143-207.
http://dx.doi.org/10.1016/S0010-8545(00)80135-6
[36]. Chohan, Z. H.; Arif, M.; Akhtar, M. A.; Supuran, C. T. Bioinorg. Chem. Appl. 2006, 83131, 1-13.
http://dx.doi.org/10.1155/BCA/2006/83131
[37]. Nagesh, G. Y.; Mruthyunjayaswamy, B. H. M. J. Mol. Struct. 2015, 1085, 198-206.
http://dx.doi.org/10.1016/j.molstruc.2014.12.058
[38]. Abd El-Wahab, Z. H.; Mashaly, M. M.; Salman, A. A.; El-Shetary, B. A.; Faheim, A. A.; Spectrochim. Acta A 2004, 60, 2861-2873.
http://dx.doi.org/10.1016/j.saa.2004.01.021
[39]. Petering, D. H.; Sigel, H. Metal Ions in Biological Systems, Marcel Dekker, New York, 1980.
[40]. Hartl, M.; Humpf, H. U.; Food Chem. Toxicol. 2000, 38, 1097-1102.
http://dx.doi.org/10.1016/S0278-6915(00)00112-5
[41]. Mahendra, R. K.; Vivekanand, B.; Nagesh, G. Y.; Mruthyunjayaswamy, B. H. M. J. Mol. Struct. 2014, 1059, 280-293.
http://dx.doi.org/10.1016/j.molstruc.2013.12.010
[42]. Satyendra, M.; Shailendra, K. J.; Avadhesha, S. Electrochim. Acta 2015, 151, 574-583.
http://dx.doi.org/10.1016/j.electacta.2014.11.026
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