European Journal of Chemistry 2014, 5(2), 252-259 | doi: https://doi.org/10.5155/eurjchem.5.2.252-259.990 | Get rights and content






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

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


Eshraga Eltayeb Mohamed (1,*) , Abeer Taha AbedelKarim (2) , Yahia Hassan Elmalik (3) , Amna Elamin Mohamed (4) , Mutlaq Sheeded Aljahdali (5)

(1) Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafha, 156, The Kingdom of Saudi Arabia
(2) Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613 , Egypt
(3) Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafha, 156, The Kingdom of Saudi Arabia
(4) Department of Chemistry, Faculty of Pharmacy, Northern Borders University, Rafha, 156, The Kingdom of Saudi Arabia
(5) Department of Chemistry, Faculty of Science, King Abd Al-Aziz University, Jeddah, 21589, The Kingdom of Saudi Arabia
(*) Corresponding Author

Received: 05 Dec 2013 | Revised: 02 Jan 2014 | Accepted: 03 Jan 2014 | Published: 30 Jun 2014 | Issue Date: June 2014

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.


Keywords


Complex; Antifungal; Picolinic acid; Antibacterial; Thiosemicarbazone; Molecular modeling

Full Text:

PDF /    /


DOI: 10.5155/eurjchem.5.2.252-259.990

Links for Article


| | | | | | |

| | | | | | |

Related Articles




Article Metrics

This Abstract was viewed 1044 times | PDF Article downloaded 414 times

Funding information


Northern Borders University, Rafha, The Kingdom of Saudi Arabia

Citations

/


[1]. D. Lj. Stojković, V. V. Jevtić, N. Vuković, M. Vukić, I. Potočňák, I. R. Zelen, M. M. Zarić, M. M. Mišić, D. Baskić, G. N. Kaluđerović, S. R. Trifunović
Crystal and molecular structure of a new palladium(II) complex with a coumarin-valine derivate
Journal of Structural Chemistry  58(3), 550, 2017
DOI: 10.1134/S0022476617030179
/


[2]. Neelam P. Prajapati, Hitesh D. Patel
Novel thiosemicarbazone derivatives and their metal complexes: Recent development
Synthetic Communications  , 1, 2019
DOI: 10.1080/00397911.2019.1649432
/


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.

How to cite


Mohamed, E.; AbedelKarim, A.; Elmalik, Y.; Mohamed, A.; Aljahdali, M. Eur. J. Chem. 2014, 5(2), 252-259. doi:10.5155/eurjchem.5.2.252-259.990
Mohamed, E.; AbedelKarim, A.; Elmalik, Y.; Mohamed, A.; Aljahdali, M. Characterization and biological activity studies on some transition metal complexes of thiosemicarbazide derived from 2-picolinic acid hydrazide. Eur. J. Chem. 2014, 5(2), 252-259. doi:10.5155/eurjchem.5.2.252-259.990
Mohamed, E., AbedelKarim, A., Elmalik, Y., Mohamed, A., & Aljahdali, M. (2014). Characterization and biological activity studies on some transition metal complexes of thiosemicarbazide derived from 2-picolinic acid hydrazide. European Journal of Chemistry, 5(2), 252-259. doi:10.5155/eurjchem.5.2.252-259.990
Mohamed, Eshraga, Abeer Taha AbedelKarim, Yahia Hassan Elmalik, Amna Elamin Mohamed, & Mutlaq Sheeded Aljahdali. "Characterization and biological activity studies on some transition metal complexes of thiosemicarbazide derived from 2-picolinic acid hydrazide." European Journal of Chemistry [Online], 5.2 (2014): 252-259. Web. 31 May. 2020
Mohamed, Eshraga, AbedelKarim, Abeer, Elmalik, Yahia, Mohamed, Amna, AND Aljahdali, Mutlaq. "Characterization and biological activity studies on some transition metal complexes of thiosemicarbazide derived from 2-picolinic acid hydrazide" 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.5.2.252-259.990

| | | | | | |

| | | | | |

Save to Zotero Save to Mendeley



European Journal of Chemistry 2014, 5(2), 252-259 | doi: https://doi.org/10.5155/eurjchem.5.2.252-259.990 | 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