This work aims to characterize, synthesize and evaluate the biological activity of sodium barbitone and their metal chelates Ni(II), Pd(II) and Pt(II). The new synthesized metal chelates are investigated by elemental analysis, IR, mass spectra, thermal analysis and biological activity. Square planer structure of the prepared complexes obtained from the result of analysis. The antibacterial and antifungal of sodium barbitone ligand and its conforming metal chelates were screened against bacterial species Gram positive (Staphylococcus aureus), Gram negative bacteria (Escherichia coli) and fungi Aspergillus flavus and Candida albicans fungi. Ampicillin and amphotericin were used as references for antibacterial and antifungal studies. The activity data show that the platinum group metals chelates have activity data show that some of the platinum group metals (viz. Pt(II) and Pd(II)) chelates have a promising biological activity comparing to sodium barbitone parent free ligand against bacterial and fungal species.
References
[1]
Ashnagar, A., Naseri, N.G. and Sheeri, B. (2007) Novel Synthesis of Barbiturates. Chinese Journal of Chemistry, 25, 382-384. https://doi.org/10.1002/cjoc.200790073
[2]
Delgado, J.N., Remers, W.A. and Lippincott, J.B. (1991) Wilson and Gisvold’s Textbook of Organic Medicinal Pharmaceutical Chemistry. 9th Edition, L. Williams & Wilkins, Philadelphia, 341, 376, 39.
[3]
Kuhlmann, W.D. (2006) Buffer Solutions.
[4]
Ruzin, S.E. (1999) Plant Microtechnique and Microscopy. Oxford University Press, Oxford.
[5]
Monthony, J.F., Wallace, E.G. and Allen, D.M. (1978) A Non-Barbital Buffer for Immunoelectrophoresis and Zone Electrophoresis in Agarose Gels. Clinical Chemistry, 24, 1825-1827. https://doi.org/10.1093/clinchem/24.10.1825
[6]
Hueso-Urena, F., IIIan-Cabeza, N.A., Moreno-Carretero, M.N., Martinez-Martos, J.M. and Ramirez-Exposito, M.J. (2003) Synthesis and Spectroscopic Studies on the New Schiff Base Derived from the 1:2 Condensation of 2,6-Diformyl-4-methylphenol with 5-Aminouracil (BDF5AU) and Its Transition Metal Complexes: Influence on Biologically Active Peptides-Regulating Aminopeptidases. Journal of Inorganic Biochemistry, 94, 326-334. https://doi.org/10.1016/S0162-0134(03)00025-4
[7]
Refat, M.S., El-Korashy, S.A. and Ahmed, A.S. (2008) A Convenient Method for the Preparation of Barbituric and Thiobarbituric Acid Transition Metal Complexes. Spectrochimica Acta A, 71, 1084-1094. https://doi.org/10.1016/j.saa.2008.03.001
[8]
Tsunoda, A., Shibisawa, M., Yasuda, Y., Nakao, N. and Kusano, K. (1994) Anticancer Research, 14, 2637-2642.
Casas, J.S., Castellans, E.E., Louce, M.D., Ellena, J., Sanchez, A., Sordo, J. and Taboada, C. (2006) A Gold(I) Complex with a Vitamin K3 Derivative: Characterization and Antitumoral Activity. Journal of Inorganic Biochemistry, 100, 1858-1860. https://doi.org/10.1016/j.jinorgbio.2006.07.006
[11]
Campbell, M.J. (1975) Transition Metal Complexes of Thiosemicarbazide and Thiosemicarbazones. Coordination Chemistry Reviews, 15, 279-319. https://doi.org/10.1016/S0010-8545(00)80276-3
[12]
Rodriguez-Argüelles, M.C., Ferrari, M.B., Fava, G.G., Pelizzi, C., Tarasconi, P., Albertini, R., Dall’Aglio, P.P., Lunghi, P. and Pinelli, S. (1995) 2,6-Diacetylpyridine bis(thiosemicarbazones) Zinc Complexes: Synthesis, Structure, and Biological Activity. Journal of Inorganic Biochemistry, 58, 157-175. https://doi.org/10.1016/0162-0134(94)00043-A
[13]
Casas, J.S., Garcia-Tasende, M.S., Maichel-Mossmer, C., Rodriguez-Argüelles, M.C., Sanchez, A., Sordo, J., Vazquez-Lopez, A., Pinelli, S., Lunghi, P. and Albertini, R. (1996) Synthesis, Structure, and Spectroscopic Properties of Acetato (Dimethyl)(pyridine-2-carbaldehydethiosemicarbazonato)tin(IV) Acetic Acid Solvate, [SnMe2(PyTSC)(OAc)].HOAc. Comparison of Its Biological Activity with That of Some Structurally Related Diorganotin(IV) Bis(thiosemicarbazonates). Journal of Inorganic Biochemistry, 62, 41-55. https://doi.org/10.1016/0162-0134(95)00087-9
[14]
Ferrari, M.B., Fava, G.G., Tarasconi, G., Albertini, R., Pinelli, S. and Starcich, R. (1994) Synthesis, Spectroscopic and Structural Characterization, and Biological Activity of Aquachloro(pyridoxal thiosemicarbazone) Copper(II) Chloride. Journal of Inorganic Biochemistry, 53, 13-25. https://doi.org/10.1016/0162-0134(94)80017-0
[15]
Koch, U., Attenni, B., Malancona, S., Colarusso, S., Conte, I., Filippo, M.D., Harper, S., Pacini, B., Giomini, C., Thomas, S., Incitti, I., Tomei, L., Francesco, R.D., Altamura, S., Matassa, V.G. and Narjes, F. (2006) 2-(2-Thienyl)-5,6-dihydroxy-4-carboxypyrimidines as Inhibitors of the Hepatitis C Virus NS5B Polymerase: Discovery, SAR, Modeling, and Mutagenesis. Journal of Medicinal Chemistry, 49, 1693-1705. https://doi.org/10.1021/jm051064t
[16]
Foye, W.O., Lemke, T.L. and Williams, D.A. (1995) Principles of Medicinal Chemistry. 4th Edition, Williams & Wilkins, Philadelphia, Vol. 89, 154-180.
[17]
Bauer, A.W., Kirby, W.M., Sherris, C. and Turck, M. (1996) Antibiotic Susceptibility Testing by a Standardized Single Disk Method. American Journal of Clinical Pathology, 45, 493. https://doi.org/10.1093/ajcp/45.4_ts.493
[18]
Refat, M.S. and Sharshar, T. (2012) Infrared, Raman, 1H NMR, Thermal and Positron Annihilation Lifetime Studies of Pb(II), Sn(II), Sb(III), Bi(III)-Barbital Complexes. Journal of Molecular Structure, 1016, 140-146. https://doi.org/10.1016/j.molstruc.2012.02.047
[19]
Babykutty, P.V., Prabhakaran, C.P., Anantaraman, R. and Nair, C.G.R. (1974) Electronic and Infrared Spectra of Biguanide Complexes of the 3d-Transition Metals. Journal of Inorganic and Nuclear Chemistry, 36, 3685-3688. https://doi.org/10.1016/0022-1902(74)80148-X
[20]
Yilmaz, V.T., Aksoy, M.S. and Sahin, O. (2009) Different Coordination Modes of 5,5-Diethylbarbiturate in the Copper(II) Complexes with Some Aliphatic Amines: Synthesis, Spectroscopic, Thermal and Structural Studies. Inorganica Chimica Acta, 362, 3703. https://doi.org/10.1016/j.ica.2009.04.026
[21]
Timerbaev, A.R., Hartinger, C.G. and Keppler, B.K. (2006) Metallodrug Research and Analysis Using Capillary Electrophoresis. TrAC Trends in Analytical Chemistry, 25, 868-875. https://doi.org/10.1016/j.trac.2006.04.009
Sylvie, M., et al. (1998) Influence of Disorder on Electronic Excited States: An Experimental and Numerical Study of Alkylthiotriphenylene Columnar Phases. The Journal of Physical Chemistry B, 102, 4697-4710. https://doi.org/10.1021/jp980623n
[24]
Farah, M. S., Faisal, M., Nibras, M. and Shaker, C. (2016) International Journal of Pharmaceutics, 6, 47-52.
[25]
Tweedy, B.G. (1964) Plant Extracts with Metal Ions as Potential Antimicrobial Agents. Phytopathology, 55, 910-914.
[26]
Murukan, B. and Mohanan, K. (2007) Synthesis, Characterization and Antibacterial Properties of Some Trivalent Metal Complexes with [(2-hydroxy-1-naphthaldehyde)-3-isatin]-bishydrazone. Journal of Enzyme Inhibition and Medicinal Chemistry, 22, 65-70. https://doi.org/10.1080/14756360601027373
[27]
Thankamony, M. and Mohanan, K. (2007) Indian Journal of Chemistry A, 46, 247-251.
