Syntheses and identification of cefotaxime-non-transition metal complexes

Mohamed S. Teleb (1) , Soha F. Mohammed (2) , Akmal S. Gaballa (3)
(1) Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt, Egypt ,
(2) Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt, Egypt ,
(3) Faculty of Specific Education, Zagazig University, Zagazig, Egypt, Egypt

Abstract

The coordination chemistry of the biologically active cefotaxime sodium and, in particular, the mode of its interaction with some metal ions of electronic configuration d0 (alkaline earth) and others, Zn (II), Pb (II), and Ce ions with the electronic configuration d10 has been investigated. Seven complexes were synthesized, isolated in the solid-state, and characterized by elemental analyses, conductivity measurements, IR and UV/VIS spectra, as well as thermal analyses. Based on the obtained experimental data and literature, the structural formulae to these complexes were suggested and formulated as [Mg(cef)2].2H2O (1), [Ca(cef)2].2H2O (2) [Sr(cef)2].2H2O (3), [Ba(cef)2].2H2O (4), [Zn(cef)2(H2O)2] (5), [Pb(cef)2(H2O)2].4H2O (6) and [Ce(cef)2(H2O)2].3H2O (7). The data obtained show that cefotaxime interacted with metal in a molar ratio of 2:1, respectively. Cefotaxime bonded to metal ions in the anionic form as a bidentate ligand through the lactam carbonyl (C=O) and the carboxylate group (COO-). Tetrahedral and octahedral shapes were proposed as the most likely geometries associated with a metal having such electronic configurations. The absorption bands observed in the electronic spectrum of free cefotaxime are also observed with some shifts in the spectra of its complexes, indicating their formation. The absorption bands of free cefotaxime and its complexes were assigned to electronic transitions. The thermal analyses date strongly support the structures proposed for the complexes and indicate the formation of the corresponding metal oxide as a final decomposition product. 

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References

Anacona, J. R. 2001. Synthesis and antibacterial activity of some metal complexes of beta-lactamic antibiotics. Journal of Coordination Chemistry, 54(3-4):355–365.

Anacona, J. R., Estacio, J. 2006. Synthesis and Antibacterial Activity of Cefixime Metal Complexes. Transition Metal Chemistry, 31(2):227– 231.

Anacona, J. R., Osorio, I. 2008. Synthesis and antibacterial activity of copper (II) complexes with sulphathiazole and cephalosporin ligands. Transition Metal Chemistry, 33(4):517–521.

Anacona, J. R., Rodriguez, A. 2005. Synthesis and Antibacterial Activity of Ceftriaxone Metal Complexes. Transition Metal Chemistry, 30(7):897– 901.

Anacona, J. R., Silva, G. D. 2005. Synthesis and antibacterial activity of cefotaxime metal complexes. Journal of the Chilean Chemical Society, 50(2):447–450.

Bellamy, L. J. 1975. The infrared spectra of complex molecules. Chapman and Hall, London. ISBN: 978-94-011-6017-9

Bergan, T. 1987. Pharmacokinetic Properties of the Cephalosporins. Drugs, 34:89–104.

Brown, D. H., Smith, W. E., Teape, J. W., Lewis, A. J. 1980. Anti-inflammatory effects of some copper complexes. Journal of Medicinal Chemistry, 23(7):729–734.

Faraj, R. H., Salih, S. I. 2020. Preparation, Characterization and Biological Activity of some Transition Metal (II) Complexes Containing Cephalexin and Cefotaxime Sodium. Journal of the University of Raparin, 7(3):1–17.

Franchini, G. C., Giusti, A., Preti, C., Tassi, L., Zannini, P. 1985. Coordinating ability of methylpiperidine dithiocarbamates towards platinum group metals. Polyhedron, 4(9):1553–1558.

Geary, W. J. 1971. The use of conductivity measurements in organic solvents for the characterization of coordination compounds. Coord. Chem. Rev, 7(1):81–122.

Guzler, H., Germlich, H. 2002. IR Spectroscopy: An introduction. Weinheim (F.R.G.), page 374. ISBN: 3-527-28896-1.

Hadjikostas, C. C., Katsoulos, G. A., Shakhatreh, S. K. 1987. Synthesis and spectral studies of some new palladium (II) and platinum (II) dithiocarbimato complexes. Reactions of bases with the corresponding N-alkyldithiocarbamates. Inorganica Chimica Acta, 133(1):129–132.

Jasim, R. H., Said, M. H., Ali, B. Q. 2017. Preparation, Characterization and Biological Evaluation of β-Lactam Derived from 6-Amino Penicillinic Acid and Salicyldehyde. Pharmaceutical Analytical Chemistry, 3(2):1–7.

Jeffery, G. H., Bassett, J., Mendham, J., Denney, R. C. 1989. Vogel’ S Textbook of Quantitative Chemical Analysis, 5th Edition. London; New York. John Wiley & Sons, Inc.

Kondaiah, S., Chowdary, P. G., Reddy, G. N. R., Rao, V. S. 2017. Spectrophotometric Determination Studies of Cefotaxime (CFX) and their CFX-Cd (II) and CFX-Cu (II) Complexes. Oriental Journal of Chemistry, 33(1):258–268.

Nakamoto, K. 1997. Infrared and Raman Spectra of Inorganic and Coordination Compounds. 5th edition. New York. John Wiley and Sons, Inc. ISBN: 0471163929.

Neu, H. 1987. Cephalosporins in the treatment of meningitis. Drugs, 34:135–153.

Ramotowska, S., Wysocka, M., Brzeski, J., Chylewska, A., Makowski, M. 2019. A comprehensive approach to the analysis of antibiotic-metal complexes. Trends in Analytical Chemistry, 123:1–9.

Reiss, A., Chifiriuc, M. C., Amzoiu, E., Spînu, C. I. 2014. Transition Metal (II) Complexes with Cefotaxime Derived Schiff Base: Synthesis, Characterization, and Antimicrobial Studies. Bioinorganic Chemistry and Applications, pages 1–17. Article ID: 926287.

Shungu, D. L., Weinberg, E., Gadebusch, H. H. 1983. Tentative interpretive standards for disk diffusion susceptibility testing with norfloxacin (MK-0366, AM-715). Antimicrobial Agents and Chemotherapy, 23(2):256–260.

Singh, D. P., Grover, V., Kumar, K., Jain, K. 2010. Metal Ion Prompted Macrocyclic Complexes Derived from Indole-2,3-dione (isaitin) and O-phenylenediamine with their Spectroscopic and Antibacterial Studies. Acta Chimica Slovenica, 57:775–780.

Sorenson, J. R. J. 1976. Copper chelates as possible active forms of the antiarthritic agents. Journal of Medicinal Chemistry, 19(1):135–148.

Sorenson, J. R. J. 1990. Antiarthritic, Antiulcer and Analgesic activities of copper complexes. Trace Elements in Clin. Med. Springer, Tokyo. ISBN: 978- 4-431-68120-5.

Williams, D. R. 1971. The Metals of Life: the solution chemistry of metal ions in biological systems. Van Nostrand Reinhold, page 172. ISBN: 044209499X.

Zakaria, A. S., Afifi, S. A., Elkhodairy, K. A. 2016. Newly Developed Topical Cefotaxime Sodium Hydrogels: Antibacterial Activity and In vivo Evaluation. BioMed Research International, 2016(1):1–15.

Authors

Mohamed S. Teleb
Soha F. Mohammed
Akmal S. Gaballa
akmalsg@yahoo.com (Primary Contact)
Mohamed S. Teleb, Soha F. Mohammed, & Akmal S. Gaballa. (2021). Syntheses and identification of cefotaxime-non-transition metal complexes. International Journal of Research in Pharmaceutical Sciences, 12(2), 1213–1222. Retrieved from https://ijrps.com/home/article/view/147

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