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






  OPEN ACCESS | PEER-REVIEWED | RESEARCH ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

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,*) , Yahia Hassan Elmalik (2) , Gaber Mohamed Abu El-Reash (3)

(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.


Keywords


Spectra; Synthesis; Antifungal activity; Thiosemicarbazone; Molecular modeling; Antibacterial activity

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.5.2.201-208.952

Links for Article


| | | | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 1386 times | PDF Article downloaded 521 times


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


Aljahdali, M.; Elmalik, Y.; El-Reash, G. Eur. J. Chem. 2014, 5(2), 201-208. doi:10.5155/eurjchem.5.2.201-208.952
Aljahdali, M.; Elmalik, Y.; El-Reash, G. 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(2), 201-208. doi:10.5155/eurjchem.5.2.201-208.952
Aljahdali, M., Elmalik, Y., & El-Reash, G. (2014). Synthesis of some transition metal complexes of novel 1-methylpyrazole-3-aldehyde-4-(2-pyridyl) thiosemicarbazone: Spectroscopic and in vitro biological activity studies. European Journal of Chemistry, 5(2), 201-208. doi:10.5155/eurjchem.5.2.201-208.952
Aljahdali, Mutlaq, Yahia Hassan Elmalik, & Gaber Mohamed Abu El-Reash. "Synthesis of some transition metal complexes of novel 1-methylpyrazole-3-aldehyde-4-(2-pyridyl) thiosemicarbazone: Spectroscopic and in vitro biological activity studies." European Journal of Chemistry [Online], 5.2 (2014): 201-208. Web. 7 Jul. 2020
Aljahdali, Mutlaq, Elmalik, Yahia, AND El-Reash, Gaber. "Synthesis of some transition metal complexes of novel 1-methylpyrazole-3-aldehyde-4-(2-pyridyl) thiosemicarbazone: Spectroscopic and in vitro biological activity studies" European Journal of Chemistry [Online], Volume 5 Number 2 (30 June 2014)

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

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley



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 - 2020  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 2010-2020 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.

hatay escort hatay escort corlu escort corum escort burgaz escort giresun escort aydin escort ordu escort erzincan escort hatay escort sivas escort rize escort edirne escort aksaray escort kibris escort isparta escort erzurum escort tekirdag escort usak escort urfa escort kastamonu escort kibris escort manisa escort giresun escort urfa escort nevsehir escort sivas escort yalova escort ordu escort hatay escort yalova escort amasya escort kayseri escort ordu escort maras escort canakkale escort yalova escort balikesir escort manisa escort urfa escort mugla escort trabzon escort bolu escort corlu escort diyarbakir escort isparta escort kutahya escort elazig escort erzurum escort sakarya escort afyon escort kutahya escort konya escort agri escort cesme escort sinop escort sivas escort konya escort kibris escort adapazari escort luleburgaz escort adana escort kibris escort rize escort sakarya escort alanya escort isparta escort burdur escort konya escort bitlis escort canakkale escort sivas escort amasya escort mus escort aydin escort van escort yalova escort kastamonu escort mardin escort bolu escort afyon escort sakarya escort isparta escort tokat escort trakya escort bayburt escort urfa escort mardin escort