European Journal of Chemistry

Characterization and biological activity studies on some transition metal complexes of thiosemicarbazide derived from 2-picolinic acid hydrazide

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Published: Jun 30, 2014
DOI: https://doi.org/10.5155/eurjchem.5.2.252-259.990
Keywords:
Complex, Antifungal, Picolinic acid, Antibacterial, Thiosemicarbazone, Molecular modeling
Section
Research Article
Issue
Vol. 5 No. 2 (2014): June 2014
Dates
Received 2013-12-05
Accepted 2014-01-03
Published 2014-06-30


Main Article Content

Eshraga Eltayeb Mohamed
Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafha, 156, The Kingdom of Saudi Arabia
Abeer Taha AbedelKarim
Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613 , Egypt
Yahia Hassan Elmalik
Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafha, 156, The Kingdom of Saudi Arabia
Amna Elamin Mohamed
Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafha, 156, The Kingdom of Saudi Arabia
Mutlaq Sheeded Aljahdali
Department of Chemistry, Faculty of Science, King Abd Al-Aziz University, Jeddah, 21589, The Kingdom of Saudi Arabia

Abstract

Mixed-ligand bivalent transition metal ion complexes with N-ethyl-2-picolinoyl hydrazinecarbothioamide (EPHC) and 1,10-phenanthroline (1,10-phen) have been synthesized. The complexes namely [Cu(EPHC)(1,10-phen)(Cl)H2O] (1), [Ni(EPHC)(1,10-phen)(Cl)H2O] (2), [Mn(EPHC)(1,10-phen)(Cl)H2O] (3) and [Co(EPHC)(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 antibacterial screening demonstrated that, the Cu(II) complex have the maximum and broad activities among the investigated complexes.


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Mohamed, E. E.; AbedelKarim, A. T.; Elmalik, Y. H.; Mohamed, A. E.; Aljahdali, M. S. Characterization and Biological Activity Studies on Some Transition Metal Complexes of Thiosemicarbazide Derived from 2-Picolinic Acid Hydrazide. Eur. J. Chem. 2014, 5, 252-259.

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References

[1]. 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

[2]. 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

[3]. 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

[4]. 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

[5]. 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

[6]. Scovill, J. P.; Klayman, D. L.; Franchino, D. G. J. Med. Chem. 1982, 25, 1261-1264.
http://dx.doi.org/10.1021/jm00352a036

[7]. Klayman, L.; Scovill, J. P.; Bartosevich, J. F.; Bruce, J. J. Med. Chem. 1983, 26, 35-39.
http://dx.doi.org/10.1021/jm00355a008

[8]. 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

[9]. Shongwe, M. S.; Al-Kharousi, H. N. R.; Adams, H.; Morris, M. J.; Bill, E. Inorg. Chem. 2006, 45, 1103-1107.
http://dx.doi.org/10.1021/ic0511625

[10]. Saha, N. C.; Saha, A.; Butcher, R. J.; Chaudhari, S.; Saha, N. Inorg. Chim. Acta 2002, 339, 348-352.
http://dx.doi.org/10.1016/S0020-1693(02)00935-0

[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]. Aljahdali, M. S. Eur. J. Chem. 2013, 4(4), 434-443.
http://dx.doi.org/10.5155/eurjchem.4.4.434-443.838

[32]. Li, Z.; Zhang, Y.; Wang, Y. Phosphor., Sulfur Silicon Relat. Elem. 2003, 178, 293-297.
http://dx.doi.org/10.1080/10426500307952

[33]. Braibanti, A.; Dallavalle, F.; Pellinghelli, M. A.; Leporati, E. Inorg. Chem. 1968, 7, 1430-1433.
http://dx.doi.org/10.1021/ic50065a034

[34]. 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

[35]. John, R. P.; Sreekanth, A.; Rajakannan, V.; Ajith, T. A.; Kurup, M. R. P. Polyhedron 2004, 23, 2549-2559.
http://dx.doi.org/10.1016/j.poly.2004.09.004

[36]. Sreekanth, A.; Joseph, M.; Fun, H. K.; Kurup, M. R. P. Polyhedron 2006, 25, 1408-1411.
http://dx.doi.org/10.1016/j.poly.2005.10.004

[37]. 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

[38]. Lever, A. B. P. Inorganic Electronic Spectroscopy, 2nd Edition, Elsevier, Amsterdam, 1984.

[39]. 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

[40]. Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley-Interscience, New York, 1986.

[41]. Philip, V.; Suni, V.; Kurup, M. R. P. Polyhedron 2006, 25, 1931-1938.
http://dx.doi.org/10.1016/j.poly.2005.12.023

[42]. 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

[43]. 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

[44]. 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

[45]. Mohan, M.; Kumar, M. Transit. Met. Chem. 1985, 10, 255-258.
http://dx.doi.org/10.1007/BF00621081

[46]. Singh, V. P.; Katiyar, A. J. Pestic. Biochem. Phys. 2008, 92, 8-14.
http://dx.doi.org/10.1016/j.pestbp.2008.04.003

[47]. 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

[48]. Niswander, R. H.; St Clair A. K.; Edmondson, S. R.; Taylor, L. T. Inorg. Chem. 1975, 14, 478-482.
http://dx.doi.org/10.1021/ic50145a005

[49]. Lever, A. B. P.; Lewis, J.; Nyholm, R. S. J. Chem. Soc. 1963, 2552-2556.

[50]. Ballhausen, C. J. An Introduction to Ligand Field; 3rd Edn., McGraw Hill: Newyork, 1962.

[51]. 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

[52]. Balasubramanian, B.; Krishnan, C. N. Polyhedron 1986, 5, 669-675.
http://dx.doi.org/10.1016/S0277-5387(00)84418-6

[53]. Dudley, R. J.; Hathaway, B. J. J. Chem. Soc. A 1970, 1725-1728.
http://dx.doi.org/10.1039/j19700001725

[54]. 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

[55]. Jayabalakrishnan, C.; Natarjan, K. Synth. React. Inorg. Met. Org. Chem. 2001, 31, 983-988.
http://dx.doi.org/10.1081/SIM-100105255

[56]. 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

[57]. Dharmaraj, N.; Viswanathamurthi, P.; Natarajan, K. Transit. Met. Chem. 2001, 26, 105-112.
http://dx.doi.org/10.1023/A:1007132408648

[58]. El-Sherif, A. A. Inorg. Chim. Acta 2009, 362, 4991-5000.
http://dx.doi.org/10.1016/j.ica.2009.08.004

[59]. El-Sherif, A. A.; Shoukry, M. M.; Abobakr, L. O. Spectrochim. Acta A 2013, 112, 290-300.
http://dx.doi.org/10.1016/j.saa.2013.04.023

[60]. El-Sherif, A. A. J. Coord. Chem. 2011, 64(12), 2035-2055.
http://dx.doi.org/10.1080/00958972.2011.587004

[61]. Pal, I.; Basuli, F.; Bhattacharya, S. Chem. Sci. 2002, 114(4), 255-268.
http://dx.doi.org/10.1007/BF02703818

[62]. Anjaneyula, Y.; Rao, R. P. Synth. React. Inorg. Met. Org. Chem. 1986, 16, 257-272.
http://dx.doi.org/10.1080/00945718608057530

[63]. Aljahdali, M. S. Spectrochim. Acta A 2013, 112, 364-376.
http://dx.doi.org/10.1016/j.saa.2013.03.057

[64]. Chohan, Z. H.; Arif, M.; Akhtar, M. A.; Supuran, C. T. Bioinorg. Chem. Appl. 2006, Vol. 2006, Article ID 83131.
http://dx.doi.org/10.1155/BCA/2006/83131

[65]. Chohan, Z. H.; Scozzafava, A.; Supuran, C. T. J. Enzym. Inhib. Med. Ch. 2003, 18(3), 259-263.
http://dx.doi.org/10.1080/1475636031000071817

[66]. Prasad, K. S.; Kumar, L. S.; Shekar, S. C.; Prasad, M.; Revanasiddappa, H. D. J. Chem. Sci. 2011, 12, 1-10.

[67]. Thangadurai, T. D.; Natarajan, K. Transit. Metal Chem. 2001, 26(4-5), 500-504.
http://dx.doi.org/10.1023/A:1011099517420

[68]. Dharmaraj, N.; Viswanathamurthi, P.; Natarajan, K. Transit. Metal Chem. 2001, 26(1-2), 105-109.
http://dx.doi.org/10.1023/A:1007132408648

[69]. Joseyphus, R.; Nair, M. Mycobiology 2008, 36, 93-98.
http://dx.doi.org/10.4489/MYCO.2008.36.2.093

[70]. Malhota, L.; Kumar, S.; Dhindsa, K. S. Indian J. Chem. A 1993, 32, 457-459.

[71]. Koch, A. L. Clin, Microbiol. Rev. 2003, 16, 673-678.
http://dx.doi.org/10.1128/CMR.16.4.673-687.2003

[72]. Collins, R. C.; Davis, R. E. Acta Crystallogr. B 1978, 34, 283-285.
http://dx.doi.org/10.1107/S0567740878002824

[73]. Sagdinc, S.; Kpksoy, B.; Kandemirli, F.; Bayari, S. H. J. Mol. Struct. 2009, 917, 63-70.
http://dx.doi.org/10.1016/j.molstruc.2008.06.033

[74]. 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

[75]. Arjunan, P.; Ramamurthy, V.; Ventakesan, K. Acta Crystallogr. C 1984, 40, 556-558.
http://dx.doi.org/10.1107/S0108270184004844

[76]. Kraker, A.; Krezoski, S.; Schneider, J.; Minkel, D.; Petering, D. H. J. Biol. Chem. 1985, 260, 13710-13718.

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