An Efficient Synthesis and Spectroscopic Characterizaton of Novel Thiosemicarbazone and Complexes
Keywords:
Novel, Thiosemicarbazone
Abstract
Thiosemicarbazones were obtained by reacting three different carbonyl moietes with thiosemicarbazide which were subjected to the metal salts give the required thiosemicarbazones and their metal complexes respectively. The prepared thisemicarbazones such as (2E) –2-[(2,4-dichlorophenyl) methylidene] hydrazine-1 carbothioamide and its complexes were characterized using different spectral techniques, such as UV–Vis., FT-IR, 1HNMR, 13CNMR and Elemental analysis. The results of the investigations support the formulation of each of the complexes as a metal ion surrounded by a planar, quadradentate ligand. Thus, the data provide strong support for the conclusion that the complexes were actually prepared. Finally, synthesized target compounds were screened for their antibacterial activity against Gram positive bacteria (Bacillus subtilis) and Gram negative bacteria (Escherichia coli).
References
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2. Vinuelas-Zahinos, E., Luna-Giles, F., Torres-Garcia, P. and Fernandez-Calderon, M. C. (2011). Co(III), Ni(Ii),Zn(Ii) and Cd(Ii) Complexes with 2-Acetyl-2-Thiazoline Thiosemicarbazone: Synthesis, Characterization, XRay Structures and Antibacterial Activity. European Journal of Medicinal Chemistry, 46(1): 150-159.
3. Halder, S., Paul, P., Peng, S.-M., Lee, G.-H., Mukherjee, A., Dutta, S., Sanyal, U. and Bhattacharya, S. (2012).Benzaldehyde Thiosemicarbazone Complexes of Platinum: Syntheses, Structures and Cytotoxic Properties.Polyhedron, 45(1): 177-184.
4. Liu, Z. C., Wang, B. D., Yang, Z. Y., Li, Y., Qin, D. D. and Li, T. R. (2009). Synthesis, Crystal Structure, DNAInteraction and Antioxidant Activities of Two Novel Water-Soluble Cu2+ Complexes Derivated from 2-Oxo-Quinoline-3-Carbaldehyde Schiff-Bases. European Journal of Medicinal Chemistry, 44(11): 4477-4484.
5. Sampath, K., Sathiyaraj, S., Raja, G. and Jayabalakrishnan, C. (2013). Mixed Ligand Ruthenium (III) Complexes of Benzaldehyde 4-Methyl-3-Thiosemicarbazones with Triphenylphosphine/Triphenylarsine Co-Ligands: Synthesis, DNA Binding, DNA Cleavage, Antioxidative and Cytotoxic Activity. Journal of Molecular Structure, 1046(0): 82-91.
6. Chandra, S., Bargujar, S., Nirwal, R. and Yadav, N. (2013). Synthesis, Spectral Characterization and Biological Evaluation of Copper (II) and Nickel (II) Complexes with Thiosemicarbazones Derived from a Bidentate Schiff Base. Spectrochimica Acta A: Molecular Biomolecular Spectroscopy, 10691-10698.
7. Dzulkifli, N. N., Farina, Y., Yamin, B. M., Babaa, I. and Tiekink, E. R. T. (2011). 3-[(E)-(4-Chloro-Benzyl-Idene)Amino]-1-Phenyl-Thio-Urea. Acta Crystallographica Section E Structure Report Online, 67(Pt 4): o872.
8. Normaya, E., Farina, Y., Halim, S. N. A. and Tiekink, E. R. T. (2011). 3-(2-Hy-Droxy-Phen-Yl)-1-{(E)-[1-(Pyrazin-2-Yl)Ethyl-Idene]Amino}-Thio-Urea Monohydrate. Acta Crystallographica Section E Structure Report Online, 67(Pt 4): o943-944.
9. Kayed, S. A. F., Farina, Y., Kassim, M. and Simpson, J. (2008). (E)-2-[1-(1-Benzothio-Phen-3-Yl)Ethyl-Idene]Hydrazinecarbothio-Amide Methanol Hemisolvate. Acta Crystallographica Section E Structure Report Online, 64(Pt 6): o1022-1023.
10. Mishra, V.; Pandeya, S. N.; Pannecouque, C.; Witvrouw, M.; De Clercq, E. Anti-HIV activity of thiosemicarbazone and semicarbazone derivatives of (()-3-menthone. Arch. Pharm. (Weinheim) 2002, 335, 183-186.
11. Condit, R. C.; Easterly, R.; Pacha, R. F.; Fathi, Z.; Meis, R. J. A vaccinia virus isatin-beta-thiosemicarbazone resistance mutation maps in the viral gene encoding the 132-kDa subunit of RNA polymerase. Virology 1991, 185, 857-861.
12. Finch, R. A.; Liu, M. C.; Cory, A. H.; Cory, J. G.; Sartorelli, A. C. Triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone; 3-AP): an inhibitor of ribonucleotide reductase with antineoplastic activity. Adv. Enzyme Regul. 1999, 39, 3-12.
13. Klayman, D. L.; Bartosevich, J. F.; Griffin, T. S.; Mason, C. J.; Scovill, J. P. 2-Acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents. J. Med. Chem. 1979, 22, 855-862.
14. Wilson, H. R.; Revankar, G. R.; Tolman, R. L. In vitro and in vivo activity of certain thiosemicarbazones against Trypanosoma cruzi. J. Med. Chem. 1974, 17, 760-761.
15. Du, X.; Guo, C.; Hansell, E.; Doyle, P. S.; Caffrey, C. R.; Holler, T. P.; McKerrow, J. H.; and Cohen, F. E. Synthesis and structure-activity relationship study of potent trypanocidal thiosemicarbazone inhibitors of the trypanosomal cysteine protease cruzain. J. Med. Chem. 2002, 45, 2695-2707.
16. Feun, L.; Modiano, M.; Lee, K.; Mao, J.; Marini, A., Savaraj, N., Plezia, P., Almassian, B., Colacino, E., Fischer, J., MacDonald, S. Phase I and pharmacokinetic study of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP) using a single intravenous dose schedule. Cancer Chemother. Pharmacol. 2002, 50, 223-229.
17. Chiyanzu, I.; Hansell, E.; Gut, J.; Rosenthal, P. J.; McKerrow, J. H.; Chibale, K. Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain. Bioorg. Med. Chem. Lett. 2003, 13, 3527-3530.
18. Finch, R. A.; Liu, M.; Grill, S. P.; Rose, W. C.; Loomis, R.; Vasquez, K. M.; Cheng, Y.; Sartorelli, A. C. Triapine (3- aminopyridine-2-carboxaldehyde- thiosemicarbazone): A potent inhibitor of ribonucleotide reductase activity with broad spectrum antitumor activity. Biochem. Pharmacol. 2000, 59, 983-991.
Published
2022-10-19
How to Cite
Shoukat , W., Shoukat, M. N., Hussain, S., Masood, M., Saeed, R., & Nazeer, M. N. (2022). An Efficient Synthesis and Spectroscopic Characterizaton of Novel Thiosemicarbazone and Complexes. Central Asian Journal of Medical and Natural Science, 3(5), 367-372. https://doi.org/10.17605/cajmns.v3i5.1106
Section
Articles
