European Journal of Chemistry

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

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Published: Jun 30, 2014
DOI: https://doi.org/10.5155/eurjchem.5.2.201-208.952
Keywords:
Spectra, Synthesis, Antifungal activity, Thiosemicarbazone, Molecular modeling, Antibacterial activity
Section
Research Article
Issue
Vol. 5 No. 2 (2014): June 2014
Dates
Received 2013-10-22
Accepted 2013-11-26
Published 2014-06-30


Main Article Content

Mutlaq Shedeed Aljahdali
Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah 21589, The Kingdom of Saudi Arabia
Yahia Hassan Elmalik
Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafhan City 156, The Kingdom of Saudi Arabia
Gaber Mohamed Abu El-Reash
Department of Chemistry, Faculty of Science, Mansoura University, Mansoura City, 002, Egypt

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.


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Aljahdali, M. S.; Elmalik, Y. H.; El-Reash, G. M. A. Synthesis of Some Transition Metal Complexes of Novel 1-Methylpyrazole-3-Aldehyde-4-(2-Pyridyl) Thiosemicarbazone: Spectroscopic and in Vitro Biological Activity Studies. Eur. J. Chem. 2014, 5, 201-208.

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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.

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