Research Article

Synthesis, Characterization and Biological Activity Studies of Semicarbazone Ligand

B. Karpagam
Department of Chemistry, St. Michael College of Engineering and Technology, Kalayarkoil, Sivagangai, TN, India
J. Rajesh,  Department of Chemistry, Saveetha School of Engineering, Saveetha Institute of Medical and Technical Sciences, Saveetha University, Chennai, TN, IndiaG. Rajagopal   Department of Chemistry, Chikkanna Government Arts College, Tiruppur, TN, India

J. Environ. Nanotechnol., Volume 10, No. 2 (2021) pp. 16-26



The ligand 1-(3-ethoxy-2-hydroxybenzilidene-4-phenylsemicarbazide), (L1) was synthesized and characterized with the help of Infra-red, Ultra-violet, 1HNMR spectroscopy and X-ray crystallography. The spectral data also indicate that the ligand coordinates through the phenolic oxygen and the azomethine nitrogen atoms. Crystal data revealed that the semicarbazone act as bidentate ligand, making use of azomethine nitrogen atom and oxygen atom for co-ordination to the central metal atom. The Ligand L1 have been screened for their antibacterial activity against gram positive bacteria Staphylococcus aureus and gram negative bacteria Escherichia coli and Pseudomonas aeruginosa.The ligand L1 exhibited appreciable activity against gram positive bacteria Staphylococcus aureus and it is resistant to the fungal species such as Candida albicans, Aspergillus niger and Macrophonia phaseolina. The free ligand L1also shows higher IC50 values against MCF-7 cells indicating the less anticancer activity.

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Abu-Khadra, A. S., Farag, R. S., Abdel-Hady, A. E.-D. M., Synthesis, Characterization and Antimicrobial Activity of Schiff Base (E)-N-(4-(2-Hydroxybenzylideneamino) Phenylsulfonyl) Acetamide Metal Complexes, Am. J. Anal. Chem. 07(03), 233–245 (2016).

Ahmed, N., Riaz, M., Ahmed, A., Bhagat, M., Synthesis, Characterisation, and Biological Evaluation of Zn(II) Complex with Tridentate (NNO Donor) Schiff Base Ligand, Int. J. Inorg. Chem. 2015, 1–5 (2015).

El-Asmy, A. A., Al-Hazmi, G. A. A., Synthesis and spectral feature of benzophenone-substituted thiosemicarbazones and their Ni(II) and Cu(II) complexes, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 71(5), 1885–1890 (2009).

Enyedy, É. A., Bognár, G. M., Nagy, N. V., Jakusch, T., Kiss, T., Gambino, D., Solution speciation of potential anticancer metal complexes of salicylaldehyde semicarbazone and its bromo derivative, Polyhedron 67, 242–252 (2014).

Ghosh, K., Adhikari, S., Fröhlich, R., Petsalakis, I. D., Theodorakopoulos, G., Experimental and theoretical anion binding studies on coumarin linked thiourea and urea molecules, J. Mol. Struct. 1004(1–3), 193–203 (2011).

Goel, S., Chandra, S., Dwivedi, S. D., Spectroscopic and Biological Studies on Newly Synthesized Cobalt (II) and Nickel (II) Complexes with 2-Acetyl Coumarone Semicarbazone and 2-Acetyl Coumarone Thiosemicarbazone, J. Chem. 2013, 1–7 (2013).

HAQUE, R. A., SALAM, M. A., Synthesis, structural characterization and biological activities of organotin(IV) complexes with 5-allyl-2-hydroxy-3- methoxybenzaldehyde-4-thiosemicarbazone, J. Chem. Sci. 127(9), 1589–1597 (2015).

Hossain, S., Zakaria, C. M., Kudrat-E-Zahan, Structural and biological activity studies on metal complexes containing thiosemicarbzone and isatin based schiff base: A review, Asian J. Res. Chem. 10(1), 6 (2017).

Kalaivani, P., Prabhakaran, R., Poornima, P., Dallemer, F., Vijayalakshmi, K., Padma, V. V., Natarajan, K., Versatile Coordination Behavior of Salicylaldehydethiosemicarbazone in Ruthenium(II) Carbonyl Complexes: Synthesis, Spectral, X-ray, Electrochemistry, DNA Binding, Cytotoxicity, and Cellular Uptake Studies, Organometallics 31(23), 8323–8332 (2012).

Kumar, B., Kumar, R., Kumar, B., Magnetic and Spectral Study of Some Mixed Ligand Complexes, Orient. J. Chem. 31(3), 1827–1830 (2015).

Leovac, V., Vojinovic-Jesic, L., Ivkovic, S., Rodic, M., Jovanovic, L., Holló, B., Mészáros-Szécsényi, K., Transition metal complexes with thiosemicarbazide-based ligands. Part 60. Reactions of copper(II) bromide with pyridoxal S-methylisothiosemicarbazone (PLITSC). Crystal structure of [Cu(PLITSC−H)H2O]Br•H2O, J. Serbian Chem. Soc. 79(3), 291–302 (2014).

Li, S., Cao, X., Chen, C., Ke, S., Novel salicylic acid-oriented thiourea-type receptors as colorimetric chemosensor: Synthesis, characterizations and selective naked-eye recognition properties, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 96, 18–23 (2012). d

Mandal, S., Saha, R., Saha, M., Pradhan, R., Butcher, R. J., Saha, N. C., Synthesis, crystal structure, spectral characterization and photoluminescence property of three Cd(II) complexes with a pyrazole based Schiff-base ligand, J. Mol. Struct. 1110, 11–18 (2016).

Mangamamba, T., Ganorkar, M. C., Swarnabala, G., Characterization of Complexes Synthesized Using Schiff Base Ligands and Their Screening for Toxicity Two Fungal and One Bacterial Species on Rice Pathogens, Int. J. Inorg. Chem. 2014, 1–22 (2014).

Pahontu, E., Fala, V., Gulea, A., Poirier, D., Tapcov, V., Rosu, T., Synthesis and Characterization of Some New Cu(II), Ni(II) and Zn(II) Complexes with Salicylidene Thiosemicarbazones: Antibacterial, Antifungal and in Vitro Antileukemia Activity, Molecules 18(8), 8812–8836 (2013).

Pahontu, E., Julea, F., Rosu, T., Purcarea, V., Chumakov, Y., Petrenco, P., Gulea, A., Antibacterial, antifungal and in vitro antileukaemia activity of metal complexes with thiosemicarbazones, J. Cell. Mol. Med. 19(4), 865–878 (2015).

Seena, E. B., Prathapachandra Kurup, M. R., Suresh, E., Crystal Study of Salicylaldehyde N(4)-Phenylthiosemicarbazone, J. Chem. Crystallogr. 38(2), 93–96 (2008).

Selvaganapathy, M., Raman, N., Pharmacological Activity of a Few Transition Metal Complexes: A Short Review, J Chem Biol Ther.

Shimazaki, Y., Arai, N., Dunn, T. J., Yajima, T., Tani, F., Ramogida, C. F., Storr, T., Influence of the chelate effect on the electronic structure of one-electron oxidized group 10 metal(ii)-(disalicylidene)diamine complexes, Dalt. Trans. 40(11), 2469 (2011).

Shirode, P. R., Yeole, P. M., Synthesis and Characterization of Mixed Ligand Complexes, Chem Sci Trans.

Strehler, F., Korb, M., Lang, H., Crystal structure of paddle-wheel sandwich-type [Cu 2 {(CH 3 ) 2 CO}{μ-Fe(η 5 -C 5 H 4 C[triple-bond]N) 2 } 3 ](BF 4 ) 2 ·(CH 3 ) 2 CO, Acta Crystallogr. Sect. E Crystallogr. Commun. 71(2), 244–247 (2015).

Sumrra, S. H., Ibrahim, M., Ambreen, S., Imran, M., Danish, M., Rehmani, F. S., Synthesis, Spectral Characterization, and Biological Evaluation of Transition Metal Complexes of Bidentate N, O Donor Schiff Bases, Bioinorg. Chem. Appl. 2014, 1–10 (2014).

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