European Journal of Chemistry

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



Main Article Content

Nagesh Gunvanthrao Yernale
Mahadev Dhanraj Udayagiri
Bennikallu Hire Mathada Mruthyunjayaswam

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.


icon graph This Abstract was viewed 2512 times | icon graph Article PDF downloaded 873 times

How to Cite
(1)
Yernale, N. G.; Udayagiri, M. D.; Mruthyunjayaswam, B. H. M. 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. Eur. J. Chem. 2016, 7, 56-65.

Article Details

Share
Crossref - Scopus - Google - European PMC
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

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).