European Journal of Chemistry

Synthesis, structural and spectral characterization, and in vitro nuclease activity of new thiosemicarbazone derivatives

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Published: Mar 31, 2016
DOI: https://doi.org/10.5155/eurjchem.7.1.1-7.1354
Keywords:
DNA cleavage, Gel electrophoresis, Thiosemicarbazone, Electronic transition, Fluorescence emission, X-ray single crystal structure
Section
Research Article
Issue
Vol. 7 No. 1 (2016): March 2016
Dates
Received 2015-11-01
Accepted 2015-11-18
Published 2016-03-31


Main Article Content

Mouayed Abdulaali Hussein
Department of Chemistry, College of Science, University of Basrah, Basrah, 61001, Iraq
Teoh Siang Guan
School of Chemical Science, Universiti Sains Malaysia, Minden, Pulau Pinang, 11800, Malaysia

Abstract

Two new compounds, (E)-2-(3-ethoxy-2-hydroxybenzylidene)hydrazinecarbothioamide (1) and (E)-N-ethyl-2-((2-hydroxynaphthalen-1-yl)methylene)hydrazinecarbothioamide (2) have been synthesized. The prepared compounds have been characterized by CHN analysis, FT-IR, UV-Vis, 1H and 13C NMR spectroscopic techniques as well as the fluorescence emission spectroscopy. The molecular structures of the compounds have also been determined by X-ray single crystal diffraction analysis. The crystal structures revealed that the compounds are remain as a thione form in the solid state and are different in their geometrical, conformational and symmetrical structures. The nuclease activity of compounds to cleave pBR 322 has been investigated using agarose gel electrophoresis assay. The compound 2 revealed a significant nuclease activity which was attributed to the lipophilic properties that provided by substituent moieties of the compound.


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Hussein, M. A.; Guan, T. S. Synthesis, Structural and Spectral Characterization, and in Vitro Nuclease Activity of New Thiosemicarbazone Derivatives. Eur. J. Chem. 2016, 7, 1-7.

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References

[1]. Leigh, M.; Castillo, C. E.; Raines, D. J.; Duhme-Klair, A. K. Chem. Med. Chem. 2011, 6, 612-616.
http://dx.doi.org/10.1002/cmdc.201000429

[2]. Hussein, M. A.; Guan, T. S.; Haque, R. A.; Ahamed, M. B. K.; Majid, A. M. S. A. Polyhedron 2015, 85, 93-103.
http://dx.doi.org/10.1016/j.poly.2014.02.048

[3]. Ali, A. Q.; Teoh, S. G.; Eltayeb, N. E.; Ahamed, M. B. K.; Majid, A. M. S. A. Polyhedron 2014, 74, 6-15.
http://dx.doi.org/10.1016/j.poly.2014.02.025

[4]. Ngan, N. K.; Lo, K. M.; Wong, C. S. R. Polyhedron 2012, 33, 235-251.
http://dx.doi.org/10.1016/j.poly.2011.11.057

[5]. Hussein, M. A.; Iqbal, M. A.; Asif, M.; Haque, R. A.; Ahamed, M. B. K.; Majid, A. M. S. A.; Guan, T. A. Phosphorus, Sulfur Silicon Relat. Elem. 2015, 190, 1498-1508.
http://dx.doi.org/10.1080/10426507.2014.995299

[6]. Argueelles, M. C. R.; Touceda, P. T.; Cao, R.; Deibe, A. M. G.; Pelagatti, P.; Pelizzi, C.; Zani, F. J. Inorg. Biochem. 2009, 103, 35-42.
http://dx.doi.org/10.1016/j.jinorgbio.2008.08.015

[7]. Ferrari, M. B.; Bisceglie, F.; Pelosi, G.; Tarasconi, P.; Albertini, R.; Pinelli, S. J. Inorg. Biochem. 2001, 87, 137-147.
http://dx.doi.org/10.1016/S0162-0134(01)00321-X

[8]. Kowol, C. R.; Berger, R.; Eichinger, R.; Roller, A.; Jakupec, M. A.; Schmidt, P. P.; Arion, V. B. Keppler, B. K. J. Med. Chem. 2007, 50, 1254-1265.
http://dx.doi.org/10.1021/jm0612618

[9]. Osman, H.; Arshad, A.; Lam, C. K.; Bagley M. C. Chem. Cent. J. 2012, 6, 32-42.
http://dx.doi.org/10.1186/1752-153X-6-32

[10]. Mendes, I. C.; Soares, M. A.; Dos Santos, R. G.; Pinheiro, C.; Beraldo, H. Eur. J. Med. Chem. 2009, 44, 1870-1877.
http://dx.doi.org/10.1016/j.ejmech.2008.11.006

[11]. Bernhardt, P. V.; Sharpe, P. C.; Islam, M.; Lovejoy, D. B.; Kalinowski, D. S.; Richardson, D. R. J. Med. Chem. 2009, 52, 407-415.
http://dx.doi.org/10.1021/jm801012z

[12]. Baldini, M.; Ferrari, M. B.; Bisceglie, F.; Pelosi, G.; Pinelli, S. Inorg. Chem. 2003, 42, 2049-2055.
http://dx.doi.org/10.1021/ic026131d

[13]. Bisceglie, F.; Baldini, M.; Belicchi-Ferrari, M.; Buluggiu, E.; Careri, M.; Pelosi, G.; Pinelli, S.; Tarasconi, P. Eur. J. Med. Chem. 2007, 42, 627-634.
http://dx.doi.org/10.1016/j.ejmech.2006.12.019

[14]. Baodui, W.; Zhengyin, Y.; Minghua, L.; Jun, H.; Qin, W.; Zhongnig, C. J. Organomet. Chem. 2009, 694, 4069-4075.
http://dx.doi.org/10.1016/j.jorganchem.2009.08.024

[15]. Lobana, T. S.; Sharma, R.; Bava, G.; Khanna, S. Coord. Chem. Rev. 2009, 253, 977-1055.
http://dx.doi.org/10.1016/j.ccr.2008.07.004

[16]. Anderson, B. J.; Shalit, Z. A.; Jasinski, J. P. Acta Cryst. E 2014, 70, o732-o732.
http://dx.doi.org/10.1107/S1600536814012057

[17]. Casas, J. S.; Garcia, T. M. S.; Sordo, J. Coord. Chem. Rev. 2000, 209, 197-261.
http://dx.doi.org/10.1016/S0010-8545(00)00363-5

[18]. Beraldo, H.; Gambino, D. Mini-Rev. Med. Chem. 2004, 4, 31-39.
http://dx.doi.org/10.2174/1389557043487484

[19]. Dilovic, I.; Rubcic, M.; Vrdoljak, V.; Pavelic, S. K.; Kralj, M.; Piantanida, I.; Cindric, M. Bioorg. Med. Chem. 2008, 16, 5189-5198.
http://dx.doi.org/10.1016/j.bmc.2008.03.006

[20]. Hussein, M. A.; Guan, T. S.; Haque, R. A.; Ahamed, M. B. K.; Majid, A. M. S. A. J. Coord. Chem. 2014, 67, 714-727.
http://dx.doi.org/10.1080/00958972.2014.893430

[21]. Gomez-Saiz, P.; Gil-Garcia, R.; Maestro, M. A.; Pizarro, J. L.; Arriortua, M. I.; Lezama, L.; Rojo, T.; Gonzalez-Alvarez, M.; Borras, J.; Garcia-Tojal, J. Inorg. Biochem. 2008, 102, 1910-1920.

[22]. Lu, J.; Guo, H.; Zeng, X.; Zhang, Y.; Zhao, P.; Jiang, J.; Zang, L. Inorg. Biochem. 2012, 112, 39-48.
http://dx.doi.org/10.1016/j.jinorgbio.2012.02.034

[23]. Aguirre, Y. C.; Borras, J.; Castineiras, A.; Garcia-Monteagudo, J. M.; Garcia- Santos, I.; Niclos, J.; West, D. X. Eur. J. Inorg. Chem. 2006, 2006, 1231-1244.

[24]. Lobana, T. S.; Kumari, P.; Butcher, R. J. Inorg. Chem. Commun. 2008, 11, 11-14.
http://dx.doi.org/10.1016/j.inoche.2007.10.001

[25]. Lhuachan, S.; Siripaisarnpipat, S.; Chaichit, N. Eur. J. Inorg. Chem. 2003, 2003, 263- 267.
http://dx.doi.org/10.1002/ejic.200390035

[26]. Sheldrick, G. M. Acta Cryst. 2008, A64, 112-122.
http://dx.doi.org/10.1107/S0108767307043930

[27]. Yeung A. S.; Frank, C. W.; Singer, R. E. Polymer 1990, 31, 1092-1099.
http://dx.doi.org/10.1016/0032-3861(90)90257-Y

[28]. Bains, G. K.; Kim, S. H.; Sorin, E. J.; Narayanaswami, V. Biochemistry 2012, 51, 6207- 6219.
http://dx.doi.org/10.1021/bi3005285

[29]. Ardakani, A. A.; Kargar, H.; Kia, R.; Tahir, M. N. Acta Cryst. E 2012, 68, o340-o341.
http://dx.doi.org/10.1107/S1600536812000487

[30]. Ok, M. K.; Chi, E. O.; Halasyamani, S. Chem. Soc. Rev. 2006, 35, 710-717.
http://dx.doi.org/10.1039/b511119f

[31]. Hussein, M. A.; Guan, T. S.; Haque, R. A.; Ahamed, M. B. K.; Majid, A. M. S. A. Spectrochim. Acta A 2015, 136, 1355-1348.
http://dx.doi.org/10.1016/j.saa.2014.10.021

[32]. Gao, E. J.; Zhu, M. C.; Huang, Y.; Liu, L.; Ma, S.; Shi, C. Y. Eur. J. Med. Chem. 2010, 45, 1034-1041.
http://dx.doi.org/10.1016/j.ejmech.2009.11.048

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