

Synthesis of some transition metal complexes of novel 1-methylpyrazole-3-aldehyde-4-(2-pyridyl) thiosemicarbazone: Spectroscopic and in vitro biological activity studies
Mutlaq Shedeed Aljahdali (1,*)



(1) Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah 21589, The Kingdom of Saudi Arabia
(2) Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafhan City 156, The Kingdom of Saudi Arabia
(3) Department of Chemistry, Faculty of Science, Mansoura University, Mansoura City, 002, Egypt
(*) Corresponding Author
Received: 22 Oct 2013 | Revised: 22 Nov 2013 | Accepted: 26 Nov 2013 | Published: 30 Jun 2014 | Issue Date: June 2014
Abstract
Four new mixed ligand metal(II) complexes with 1-methylpyrazole-3-aldehyde-4-(2-pyridyl)thiosemicarbazone (MPAPT) and 1,10-phenanthroline are reported. These complexes namely Cu(MPAPT)(1,10-phen)(Cl)] (1), [Ni(MPAPT)(1,10-phen)(Cl)] (2), [Mn(MPAPT)(1,10-phen)(Cl)].H2O (3) and [Co(MPAPT)(1,10-phen)(Cl)].H2O (4), were characterized by elemental analysis, spectral (IR, 1H NMR and UV-Vis) and magnetic moment measurements. The magnetic and spectral data indicates octahedral structure for all complexes. Metal complexes have been modeled using parameterized PM3 semi-empirical method. The free ligand and its M(II) chelates have been screened for their antimicrobial activities. The antimicrobial screening demonstrated that, the Cu(II) complex have the maximum and broad activities among the investigated complexes.
Announcements
One of our sponsors will cover the article processing fee for all submissions made between May 17, 2023 and June 16, 2023 (Voucher code: SPONSOR2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF

DOI: 10.5155/eurjchem.5.2.201-208.952
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics


Citations
[1]. Mengyao Feng, Fuyuan Liu, Ningwen Yang, Jiayao Yu, Wei Yang, David James Young, Xiang-Qian Cao, Hong-Xi Li, Zhi-Gang Ren
One-Dimensional Heterobimetallic Au/Ag Coordination Polymer Showing a Selective, Reversible, and Visible Vapor-Chromic Photoluminescent Response toward Methanol
Inorganic Chemistry 62(16), 6439, 2023
DOI: 10.1021/acs.inorgchem.3c00429

[2]. Ranjan K. Mohapatra, Marei M. El-ajaily, Faten S. Alassbaly, Ashish K. Sarangi, Debadutta Das, Abdussalam A. Maihub, Salha F. Ben-Gweirif, Ahmed Mahal, Marharyta Suleiman, Lina Perekhoda, Mohammad Azam, Taghreed H. Al-Noor
DFT, anticancer, antioxidant and molecular docking investigations of some ternary Ni(II) complexes with 2-[(E)-[4-(dimethylamino)phenyl]methyleneamino]phenol
Chemical Papers 75(3), 1005, 2021
DOI: 10.1007/s11696-020-01342-8

[3]. Kishan B. Patel, Dushyant V. Patel, Nirav R. Patel, Ashish M. Kanhed, Divya M. Teli, Bhumi Gandhi, Bhavik S. Shah, Bharat N. Chaudhary, Navnit K. Prajapati, Kirti V. Patel, Mange Ram Yadav
Carbazole-based semicarbazones and hydrazones as multifunctional anti-Alzheimer agents
Journal of Biomolecular Structure and Dynamics 40(20), 10278, 2022
DOI: 10.1080/07391102.2021.1942212

References
[1]. Berber, I.; Cokmus, C.; Atalan, E. Mikrobiologia 2003, 72, 54-55.
[2]. Harbottle, H.; Thakur, S.; Zhao, White, D. G. Anim. Biotechol. 2006, 17, 111-124.
http://dx.doi.org/10.1080/10495390600957092
[3]. Lakshmi, B.; Avaji, P. G.; Shivananda, K. N.; Nagella, P.; Manohar, S. H.; Mahendra, K. N. Polyhedron 2011, 30, 1507-1515.
http://dx.doi.org/10.1016/j.poly.2011.03.016
[4]. Chan, J.; Huang, Y.; Liu, G.; Afrasiabi, Z.; Sinn, E.; Padhye, S.; Ma, Y. Toxicol. Appl. Pharm. 2004, 197, 40-48.
http://dx.doi.org/10.1016/j.taap.2004.02.004
[5]. Rosen, J.; Smith, H.; Wiggall, K. J.; Zhang, L.; Luengo, J. I. J. Med. Chem. 2002, 45, 3573-3575.
http://dx.doi.org/10.1021/jm025535c
[6]. Du, X.; Guo, C.; Hansel, E.; Doyle, P. S.; Caffrey, C. R.; Holler, T. P.; McKerrow, J. H.; Cohen, F. E. J. Med. Chem. 2002, 45, 2695-2707.
http://dx.doi.org/10.1021/jm010459j
[7]. Kovala-Demertzi, D.; Demertzis, M. A.; Filiou, E.; Pantazaki, A. A.; Yadav, P. N.; Miller, J. R.; Zheng, Y.; Kyriakidis, D. A. Biometals 2003, 16, 411-419.
http://dx.doi.org/10.1023/A:1022543718598
[8]. Scovill, J. P.; Klayman, D. L.; Franchino, D. G. J. Med. Chem. 1982, 25, 1261-1264.
http://dx.doi.org/10.1021/jm00352a036
[9]. Klayman, L.; Scovill, J. P.; Bartosevich, J. F.; Bruce, J. J. Med. Chem. 1983, 26, 35-39.
http://dx.doi.org/10.1021/jm00355a008
[10]. Demertzi, D. K.; Demertzis, M. A.; Miller, J. R.; Papadopoulou, C.; Dodorou, C.; Filousis, G. J. Inorg. Biochem. 2001, 86, 555-563.
http://dx.doi.org/10.1016/S0162-0134(01)00224-0
[11]. Gupta, P.; Basuli, F.; Peng, S. M.; Lee, G. H.; Bhattacharya, S. Inorg. Chem. 2003, 42, 2069-2074.
http://dx.doi.org/10.1021/ic026154s
[12]. Singh, N. K.; Srivastava, A.; Trans. Met. Chem. 2000, 25, 133-140.
http://dx.doi.org/10.1023/A:1007081218000
[13]. Li, J.; Zheng, L. M.; King, I.; Doyle, T. W.; Chen, S. H. Curr. Med. Chem. 2001, 8, 121-133.
http://dx.doi.org/10.2174/0929867013373741
[14]. Chandra, S.; Kumar, U.; Verma, H. S. J. Saudi Chem. Soc. 2003, 7(3), 337-346.
[15]. Chandra, S.; Kumar, U.; Verma, H. S. Oriental J. Chem. 2003, 19 (2), 355-359.
[16]. Saha, N. C.; Butcher, R. J.; Chaudhuri, S.; Saha, N. Polyhedron 2003, 22, 383-390.
http://dx.doi.org/10.1016/S0277-5387(02)01343-8
[17]. Chandra, S.; Singh, G.; Tyagi, V. P.; Raizada, S. Synth. React. Inorg. Met. Org. Chem. 2001, 31(10), 1759-1770.
http://dx.doi.org/10.1081/SIM-100108260
[18]. Malon, M.; Travnicek, Z.; Marysko, M.; Zboril, R.; Maslan, M.; Marek, J.; Dolezal, K.; Rolcik, J.; Krystof, V.; Strnad, M. Inorg. Chim. Acta 2001, 323, 119-129.
http://dx.doi.org/10.1016/S0020-1693(01)00611-9
[19]. Saha, D. K.; Padhye, S. Sinn, E.; Newton, C. Indian J. Chem. A 2002, 41A, 279-283.
[20]. Booth, B. A.; Moore, E. C.; Sartorelli, A. C. Cancer Res. 1971, 31, 228-234.
[21]. Tojal, J. G.; Orad, A. G.; Serra, J. L.; Pizarro, J. L.; Lezama, L.; Arriortua, M. I.; Rojo, T. J. Inorg. Biochem. 1999, 75, 45-54.
http://dx.doi.org/10.1016/S0162-0134(99)00031-8
[22]. El-Sherif, A. A.; Aljahdali, M. S. Inorg. Chim. Acta 2013, 407, 58-68.
http://dx.doi.org/10.1016/j.ica.2013.06.040
[23]. Sammes, P. G. Yahioglu, G. Chem. Soc. Rev. 1994, 23, 327-334.
http://dx.doi.org/10.1039/cs9942300327
[24]. Farrell, N. Transition Metal Complexes as Drugs and Chemotherapeutic Agents, Kluwer Academic, Dordrecht, 1989.
http://dx.doi.org/10.1007/978-94-011-7568-5
[25]. Hyper Chem. Version 7.5 Hypercube, Inc., 2003.
[26]. Bauer, A. W.; Kirby, W. M.; Sherris, C.; Turck, M. Am. J. Clin. Pathol. 1966, 45, 493-496.
[27]. Liebowitz, L. D.; Ashbee, H. R.; Evans, E. G. V.; Chong, Y.; Mallatova, N.; Zaidi, M.; Gibbs, D. Microbiol. Infet. Dis. 2001, 24, 27-33.
http://dx.doi.org/10.1016/S0732-8893(01)00243-7
[28]. Pfaller, M. A.; Burmeister, L.; Bartlett, M. A.; Rinaldi, M. G. J. Clin. Microbiol. 1988, 26, 1437-1441.
[29]. National Committee for Clinical Laboratory Standards, Reference method for broth dilution antifungal susceptibility testing of conidium-forming filamentous fungi: Proposed standard M38-A, NCCLS, Wayne, PA, USA, 2002.
[30]. Skehan, P.; Storeng, R.; Scudiero, D.; Monks, A.; McMahon, J.; Vistica, D.; Warren, J. T.; Bokesch, H.; Kenney, S.; Boyd, M. R. J. Natl Cancer Inst. 1990, 82, 1107-1112.
http://dx.doi.org/10.1093/jnci/82.13.1107
[31]. El-Sherif, A. A.; Shehata, M. R.; Shoukry, M. M.; Barakat, M. H. J. Spectrochim. Acta A 2012, 96, 889-897.
http://dx.doi.org/10.1016/j.saa.2012.07.047
[32]. Aljahdali, M. S. Eur. J. Chem. 2013, 4(4), 434-443.
http://dx.doi.org/10.5155/eurjchem.4.4.434-443.838
[33]. Maurya, R. C.; Mishra, D. D.; Jaiswal, S. K.; Dubey, J. Synth. React. Inorg. Met. Org. Chem. 1995, 25, 521–535.
http://dx.doi.org/10.1080/15533179508218243
[34]. El-Sherif, A. A.; Eldebss, T. M. Spectrochim. Acta A 2011, 79, 1803-1814
http://dx.doi.org/10.1016/j.saa.2011.05.062
[35]. Kurup, M. R. P.; Joseph, M. Synth. React. Inorg. Met. Org. Chem. 2003, 33, 275-281.
[36]. Philip, V.; Suni, V.; Kurup, M. R. P.; Nethaji, M. Polyhedron 2004, 23, 1225-1233.
http://dx.doi.org/10.1016/j.poly.2004.02.004
[37]. Lever, A. B. P. Inorganic Electronic Spectroscopy, 2nd Edition, Elsevier, Amsterdam, 1984.
[38]. El-Sherif, A. A.; Shoukry, M. M.; Abd-Elgawad, M. M. A. Spectrochim. Acta A 2012, 98, 307-321
http://dx.doi.org/10.1016/j.saa.2012.08.034
[39]. Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York, 1986.
[40]. Philip, V.; Suni, V.; Kurup, M. R. P. Polyhedron 2006, 25, 1931-1938.
http://dx.doi.org/10.1016/j.poly.2005.12.023
[41]. Sankaraperumal, A.; Karthikeyan, J.; Shetty, A. N.; Lakshmisundaram, R. Polyhedron 2013, 50, 264-269.
http://dx.doi.org/10.1016/j.poly.2012.11.006
[42]. Suzuki, M.; Kanatomi, H.; Koyama, H.; Murase, I. Bull. Chem. Soc. Japan 1980, 53, 1961-1970.
http://dx.doi.org/10.1246/bcsj.53.1961
[43]. Li, Q.; Tang, H.; Li, Y.; Wang, M.; Wang, L.; Xia, C. J. Inorg. Biochem. 2000, 78, 167-178.
http://dx.doi.org/10.1016/S0162-0134(99)00226-3
[44]. Mohan, M.; Kumar, M. Trans. Met. Chem. 1985, 10, 255–258.
http://dx.doi.org/10.1007/BF00621081
[45]. Singh, V. P.; Katiyar, A. J. Pesticide Biochem. Physlog. 2008, 92, 8-14
http://dx.doi.org/10.1016/j.pestbp.2008.04.003
[46]. Aljahdali, M.; El-Sherif, A. A.; Hilal, R. H. Eur. J. Chem. 2013, 4(4), 370-378.
http://dx.doi.org/10.5155/eurjchem.4.4.370-378.803
[47]. El-Sherif, A. A. J. Solution Chem. 2010, 39, 1562–1581.
http://dx.doi.org/10.1007/s10953-010-9593-y
[48]. Lever, A. B. P.; Lewis, J.; Nyholm, R. S. J. Chem. Soc. 1963, 2552- 2556.
[49]. Ballhausen, C. J. An Introduction to Ligand Field; 3rd Edn.; McGraw Hill: New York, 1962.
[50]. Hathaway, B. J.; Tomlinson, A. A. G. Coord. Chem. Rev. 1970, 5, 143-207.
http://dx.doi.org/10.1016/S0010-8545(00)80135-6
[51]. Balasubramanian, B.; Krishnan, C. N. Polyhedron 1986, 5, 669-675.
http://dx.doi.org/10.1016/S0277-5387(00)84418-6
[52]. Dudley, R. J.; Hathaway, B. J. J. Chem. Soc. A 1970, 1725-1728.
http://dx.doi.org/10.1039/j19700001725
[53]. Ferrari, M. B.; Capacchi, S.; Pelosi, G.; Reffo, G.; Tarasconi, P.; Al-bertini, R.; Pinelli, S.; Helicin, P. L. Inorg. Chim. Acta 1999, 286, 134-141.
http://dx.doi.org/10.1016/S0020-1693(98)00383-1
[54]. Jayabalakrishnan, C.; Natarjan, K. Synth. React. Inorg. Met. Org. Chem. 2001, 31, 983-988.
http://dx.doi.org/10.1081/SIM-100105255
[55]. Jeeworth, T.; Wah, H. L. K.; Bhowon, M. G.; Ghoorhoo, D.; Babooram, K. Synth. React. Inorg. Met. Org. Chem. 2002, 30, 1023-1038.
http://dx.doi.org/10.1080/00945710009351817
[56]. Dharmaraj, N.; Viswanathamurthi, P.; Natarajan, K. Trans. Met. Chem. 2001, 26, 105-112.
http://dx.doi.org/10.1023/A:1007132408648
[57]. Pal, I.; Basuli, F.; Bhattacharya, S. Chem. Sci. 2002, 114(4), 255-268.
http://dx.doi.org/10.1007/BF02703818
[58]. Anjaneyula, Y.; Rao, R. P. Synth. React. Inorg. Met. Org. Chem. 1986, 16, 257-272.
http://dx.doi.org/10.1080/00945718608057530
[59]. Chohan, Z. H.; Arif, M.; Akhtar, M. A.; Supuran, C. T. Bioinorg. Chem. Appl. Vol. 2006, 1-11, DOI: 10.1155/BCA/2006/83131.
http://dx.doi.org/10.1155/BCA/2006/83131
[60]. Chohan, Z. H.; Scozzafava, A.; Supuran, C. T. J. Enzym. Inhib. Med. Chem. 2003, 18(3), 259-263.
http://dx.doi.org/10.1080/1475636031000071817
[61]. Prasad, K. S.; Kumar, L. S.; Shekar, S. C.; Prasad, M.; Revanasiddappa, H. D. J. Chem. Sci. 2011, 12, 1-10.
[62]. Thangadurai, T. D.; Natarajan, K.; Trans. Metal Chem. 2001, 26(4-5), 500-504.
http://dx.doi.org/10.1023/A:1011099517420
[63]. Dharmaraj, N.; Viswanathamurthi, P.; Natarajan, K. Trans. Metal Chem. 2001, 26(1-2), 105-109.
http://dx.doi.org/10.1023/A:1007132408648
[64]. Joseyphus, R.; Nair, M. Mycobiology 2008, 36, 93-98.
http://dx.doi.org/10.4489/MYCO.2008.36.2.093
[65]. Malhota, L.; Kumar, S.; Dhindsa, K. S. Indian J. Chem. A 1993, 32, 457-459.
[66]. Koch, A. L. Clin. Microbiol. Rev. 2003, 16, 673-678.
http://dx.doi.org/10.1128/CMR.16.4.673-687.2003
[67]. Collins, R. C.; Davis, R. E. Acta Crystallogr. B 1978, 34, 283-285.
http://dx.doi.org/10.1107/S0567740878002824
[68]. Barry, M. A.; Behnke, C. A.; Eastman. A. Biochem. Pharmacol. 1990, 40, 2353-2362.
http://dx.doi.org/10.1016/0006-2952(90)90733-2
[69]. Sagdinc, S.; Koksoy, B.; Kandemirli, F.; Bayari, S. H. J. Mol. Struct. 2009, 917, 63-70.
http://dx.doi.org/10.1016/j.molstruc.2008.06.033
[70]. Collins, C.; Davis, R. E. Acta Crystallogr. B 1978, 34, 283-285.
http://dx.doi.org/10.1107/S0567740878002824
[71]. Dutta, S.; Basuli, F.; Peng, S. M.; Lee, G. H.; Bhattacharya, S. New J. Chem. 2002, 26, 1607-1613.
http://dx.doi.org/10.1039/b205338c
[72]. Arjunan, P.; Ramamurthy, V.; Ventakesan, K. Acta Crystallogr. C 1984, 40, 556-558.
http://dx.doi.org/10.1107/S0108270184004844
[73]. Kraker, A.; Krezoski, S.; Schneider, J.; Minkel, D.; Petering, D. H. J. Biol. Chem. 1985, 260, 13710-13718.
Supporting information
The Supplementary Material for this article can be found online at: Supplementary files
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.5.2.201-208.952

















European Journal of Chemistry 2014, 5(2), 201-208 | doi: https://doi.org/10.5155/eurjchem.5.2.201-208.952 | 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.