

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 | Revised: 18 Dec 2015 | Accepted: 19 Dec 2015 | Published: 31 Mar 2016 | Issue Date: March 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.
Announcements
Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.
1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).
2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).
3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF

DOI: 10.5155/eurjchem.7.1.56-65.1372
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics


Funding information
Department of Science and Technology, New Delhi for the award of DST-INSPIRE SRF [DST/AORC-IF/UPGRD/ 2014-15/IF120091].
Citations
[1]. Ahmet Savcı, Mehmet Eşref Alkış, Kenan Buldurun, Yusuf Alan, Nevin Turan
Schiff Base Containing Fluorouracil and its M(Ii) Complexes: Synthesis, Characterization, Cytotoxic and Antioxidant Activities
SSRN Electronic Journal , , 2022
DOI: 10.2139/ssrn.4145554

[2]. 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

[3]. R. Nalini, S. M. Basavarajaiah, G. Y. Nagesh, J. Mohammad, K. Ramakrishna Reddy
Synthesis, Characterization, DFT Analysis, Biological Evaluation, and Molecular Docking of Schiff Base Derived from Isatin–Isoniazid and Its Metal (II) Complexes
Polycyclic Aromatic Compounds 43(8), 7597, 2023
DOI: 10.1080/10406638.2022.2138927

[4]. Gajanan Mahadu Dongare, Anand Shankarrao Aswar
A heterocyclic N'-(4-(diethylamino)-2-hydroxybenzylidene)-4-oxopiperidine-1-carbohydrazide Schiff base ligand and its metal complexes: Synthesis, structural characterization, thermal behavior, fluorescence properties, and biological activities
European Journal of Chemistry 13(4), 415, 2022
DOI: 10.5155/eurjchem.13.4.415-425.2337

[5]. Nagesh Gunavanthrao Yernale, Basavarajaiah Suliphuldevara Mathada, Swami Shivprasad, Sunilkumar Hiremath, Prashantha Karunakar, Adavala Venkatesulu
Spectroscopic, theoretical and computational investigations of novel benzo[b]thiophene based ligand and its M(II) complexes: As high portentous antimicrobial and antioxidant agents
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 302, 123114, 2023
DOI: 10.1016/j.saa.2023.123114

[6]. Tasneem Ibrahim Hussein, Musa Abduelrahman Ahmed, Ismail Adam Arbab, Awad Salim Ibrahim, Mohamed Al-Bratty, Hassan Ahmed Alhazmi, Asim Najmi
Synthesis, characterization and biological activity of a Schiff base derived from o-amino benzoic acid and its Co(II), Cd(II) and Ni(II) complexes
European Journal of Chemistry 11(1), 15, 2020
DOI: 10.5155/eurjchem.11.1.15-20.1941

[7]. Priyanka Ghanghas, Anita Choudhary, Dinesh Kumar, Kavita Poonia
Coordination metal complexes with Schiff bases: Useful pharmacophores with comprehensive biological applications
Inorganic Chemistry Communications 130, 108710, 2021
DOI: 10.1016/j.inoche.2021.108710

[8]. Ahmet Savcı, Nevin Turan, Kenan Buldurun, Mehmet Eşref Alkış, Yusuf Alan
Schiff base containing fluorouracil and its M(II) complexes: Synthesis, characterization, cytotoxic and antioxidant activities
Inorganic Chemistry Communications 143, 109780, 2022
DOI: 10.1016/j.inoche.2022.109780

[9]. N.G. Yernale, B.S. Matada, G.B. Vibhutimath, V.D. Biradar, M.R. Karekal, M.D. Udayagiri, M.B. Hire Mathada
Indole core-based Copper(II), Cobalt(II), Nickel(II) and Zinc(II) complexes: Synthesis, spectral and biological study
Journal of Molecular Structure 1248, 131410, 2022
DOI: 10.1016/j.molstruc.2021.131410

[10]. Lubna Afroz, Moinuddin Khan, H.M. Vagdevi, Mohammad Azam, Shakeel Ahmed Adhoni, Mahboob Alam
Synthesis, structural characterization, and thermal studies of 3d-metal complexes derived from a thiazole-based ligand: Multifaceted biological properties and molecular docking studies
Polyhedron 243, 116542, 2023
DOI: 10.1016/j.poly.2023.116542

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
How to cite
The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item
DOI Link: https://doi.org/10.5155/eurjchem.7.1.56-65.1372

















European Journal of Chemistry 2016, 7(1), 56-65 | doi: https://doi.org/10.5155/eurjchem.7.1.56-65.1372 | Get rights and content
Refbacks
- There are currently no refbacks.
Copyright (c)
© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.
The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.
Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.