Synthesis, Spectroscopic and Antibacterial Studies of Zinc(II) and Copper(II) Complexes Containing Amino Acid Thiourea Ligands
Keywords:
thiourea, amino acid, metal complexes, antibacterial activity, S. EpidermidisAbstract
The study on thiourea derivatives and its coordination complexes have been well documented with majority of the synthesized compounds have high potential to be used as antibacterial agents. In line with this interest, two thiourea ligands derived from amino acids, namely 2-(3-dodecanoyl-thioureido)-3-methylbutyric acid (L1) and 2-(3-dodecanoylthioureido)-3-phenylpropionic acid (L2) have been reacted with ZnCl2 and CuCl2, to produce three new complexes with general formula of [Zn(L1)Cl2] (1), [Zn(L2)Cl2] (2) and [Cu(L2)Cl2] (3) as suggested by elemental analysis. The complexes were characterized by spectroscopic techniques such as Fourier Transform Infrared (FTIR) and Ultraviolet-Visible (UV-Vis). The antibacterial activities of the complexes were evaluated against three common Gram-positive strains (S. aureus, S. epidermidis and B. subtilis) and two Gram-negative strains (E. coli and S. typhimurium). This study revealed that complex 3 had a good antibacterial activity towards Gram-positive strain namely S. epidermidis while complexes 1 and 2 showed moderate activities against all bacteria.
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References
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Liu, H., Yang, W., Zhou, W., Xu, Y., Xie, J. & Li, M. (2013). Crystal structures and antimicrobial activities of copper(II) complexes of fluorine thioureido ligands. Inorganica Chimica Acta, 405, 387-397.
Waheed, E. J. (2012). Synthesis and characterization of some metals complexes of {N-[(benzoyl amino)- thioxo methyl] proline}. Journal of Al-Nahrain University, 15, 1-10.
Yang, W., Liu, H., Li, M., Wang, F., Zhou, W. & Fan, J. (2012). Synthesis, structures and antibacterial activities of benzoylthiourea derivatives and their complexes with cobalt. Journal of Inorganic Biochemistry, 116, 97-105.
Lipowska, M., Hayes, B. L., Hansen, L., Taylor, A. & Marzilli, L. G. (1996). Rhenium (V) oxo complexes of novel N2S2 dithiourea (DTU) chelate ligands: Synthesis and structural characterization. Inorganic Chemistry, 35(14), 4227-4231.
Smith, T. S., Henderson, W. & Nicholson, B. K. (2013). Cycloaurated gold (III) complexes with monoanionic
thiourea ligands. Inorganica Chimica Acta, 408, 27-32.
Campo, R. D., Criado, J. J., García, E., Hermosa, M. R., Jiménez-Sánchez, A., Manzano, J. L., Monte, E., Rodríguez-Fernández, E. & Sanz, F. (2002). Thiourea derivatives and their nickel(II) and platinum(II) complexes: Antifungal activity. Journal of Inorganic Chemistry, 89, 74-82.
Plutin, A. M., Mocelo, R., Alvarez, A., Ramos, R., Castellano, E. E., Cominetti, M. R., Graminha, A. E., Ferreira, A. G. & Batista, A. A. (2014). On the cytotoxic activity of Pd (II) complexes of N, N-disubstituted-N′- acyl thioureas. Journal of Inorganic Chemistry, 134, 76-82.
Saeed, S., Rashid, N., Jones, P. G., Ali, M., & Hussain, R. (2010). Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer
agents. European Journal of Medicinal Chemistry, 45(4), 1323-1331
Lachkova, V., Varbanov, S., Hägele, G., Keck, H. & Tosheva, T. (2002). Urea and thiourea derivatives of bis
(dimethyl-phosphinoylmethyl)-amine. Phosphorus, Sulfur, and Silicon and the Related Elements, 177(5), 1303-
1313.
Gokhale, N. H., Padhye, S. B., Croft, S. L., Kendrick, H. D., Davies, W., Anson, C. E. & Powell, A. K. (2003). Transition metal complexes of buparvaquone as potent new antimalarial agents: 1. Synthesis, X-ray crystalstructures,
electrochemistry and antimalarial activity against Plasmodium falciparum. Journal of Inorganic
Biochemistry, 95(4), 249-258.
Kadir, M. A., Ramli, R., Yusof, M. S. M., Ismail, N. & Ngah, N. (2016). Synthesis, spectroscopic studies and
antibacterial activity of new lauroyl thiourea amino acid derivatives, Asian Journal of Chemistry, 28(3), 596-600.
Chohan, Z. H., Arif, M., Ahtar, M. A. & Supuran, C. T. (2006). Metal-based antibacterial and antifungal agents:
Synthesis, characterization, and in vitro biological evaluation of Co(II), Cu(II), Ni(II) and Zn(II) complexes with amino acid-derived compounds, Bioorganic Chemistry and Applications. 2006, 1-13
Nagesh,G. Y., Raj, K. M. & Mruthyunjayaswamy, B. H. M. (2015). Synthesis, characterization, thermal study and biological evaluation of Cu(II), Co(II), Ni(II) and Zn(II) complexes of Schiff base ligand containing thiazole moiety. Journal of Molecular Structure, 1079, 423-432.
Ajibade, P.A. and Zulu, N.H. (2011). Metal complexes of diisopropylthiourea: Synthesis, characterization and
antibacterial studies. International Journal of Molecular Science 12:7186-7198.
ElHusseiny, A. F., Eldissouky, A., Al-Hamza, A. M. & Hassan, H. H. A. M. (2015). Structure-property relationship studies of copper(I) complexes of nanosized hypodentate ligands and evaluation of their antitumor and antimicrobial activities. Journal of Coordination Chemistry, 68(2), 241-260.
Howlader, M. B. H., Hossain, M. B. & Akhter, N. (2008). Template synthesis of Cu(II), Co(II), Fe(III), Mn(II), Zn(II), Cd(II) complexes of 2-aminophenol in presence of 4-benzyloxybenzaldehyde and 2-butenal. Indian Journal of Chemistry, 47, 214-219.
Estévez-Hernández, O., Duque, J., Rodríguez-Hernández, J. & Reguera, E. (2015). Dinuclear and polymeric Hg (II) complexes with 1-(2-furoyl) thiourea derivatives: Their crystal structure and related properties. Polyhedron, 97, 148-156.
Çakir, S. & Bçer, E. (2010). Synthesis, spectral characterization and electrochemistry of vanadium (V) complex
with tryptophan. Journal of the Chilean Chemical Society, 55(2), 236-239.
Ngaini, Z., Mohd Arif, M. A., Hussain, H., Mei, E. S., Tang, D. & Kamaluddin, D. H. A. (2012). Synthesis and
antibacterial activity of acetoxybenzoyl thioureas with aryl and amino acid side chains. Phosphorus, Sulfur, and
Silicon and the Related Elements, 187(1), 1-7.
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Published
2016-12-08
How to Cite
Kadir, M. A., Ramli, R., & Ismail, N. (2016). Synthesis, Spectroscopic and Antibacterial Studies of Zinc(II) and Copper(II) Complexes Containing Amino Acid Thiourea Ligands. EDUCATUM Journal of Science, Mathematics and Technology, 3(2), 8–15. Retrieved from https://ejournal.upsi.edu.my/index.php/EJSMT/article/view/45
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