The Synthesis, Characterization and Application of Ciprofloxacin Complexes and Its Coordination with Copper, Manganese and Zirconium Ions


In our work, ciprofloxacin was extracted from the raw material ciprofloxacin hydrochloride and coordinated with the metal ions of copper, manganese and zirconium. The procedures include the comparison of the autoclave method with the solvothermal method, synthesizing the corresponding complexes and conducting antibacterial test on nearly 20 kinds of bacteria. It is shown that under the condition of PH1 and 110℃ - 116℃, the autoclave method and solvothermal method can be utilized to obtain the ciprofloxacin complexes with Cu2+, Mn2+ and Zr2+ as the metal ligands after reacting for 8 hours. The raw material, ligands and monocrystals were characterized by IR, DSC, UV and fluorescence spectrum. Meanwhile a great number of antibacterial tests were carried out, revealing favorable bacteriocidal properties of the resulting complexes.

Share and Cite:

Z. Tan, F. Tan, L. Zhao and J. Li, "The Synthesis, Characterization and Application of Ciprofloxacin Complexes and Its Coordination with Copper, Manganese and Zirconium Ions," Journal of Crystallization Process and Technology, Vol. 2 No. 2, 2012, pp. 55-63. doi: 10.4236/jcpt.2012.22008.

Conflicts of Interest

The authors declare no conflicts of interest.


[1] M. Gellet, K. Mizuuchi, M. H. O’Dea and H. A. Nash, “DNA Gyrase: An Enzyme That Introduces Superhelical Turns into DNA,” Proceedings of the National Academy of Sciences USA, Vol. 73, No. 11, 1976, pp. 3872-3878.
[2] T. D. Gootz, J. F. Larrenll and J. A. Suteliffe, “Inhibitory Effects of Quinolone Antibacterial Agents on Eucaryofic Topoisomerases and Related Test Systems,” Antimicrobial Agents and Chemotherapy, Vol. 34, No. 1, 1990, pp. 8-16.
[3] C. A. Lipinski, “Drug-Like Properties and the Causes of Poor Solubility and Poor Permeability,” Journal of Pharmacological and Toxicological Methods, Vol. 44, No. 1, 2000, pp. 235-249. doi:10.1016/S1056-8719(00)00107-6
[4] K. Hoshino, A. Kitamura, I. Morrissey, K. Sato, J. Kato and H. Ikeda, “Com-parison of Inhibition of Escherichia Coli Topoisomerase IV by Quinolones with DNA Gyrase Inhibition,” Antimicrobial Agents and Chemotherapy, Vol. 38, No. 11, 1994, pp. 2623-2628.
[5] F. Anaya-Velázquez, F. Padilla-Vaca, S. Arias-Negrete and G. Mendoza-Díaz, “In Vitro Activity of Nalidixic Acid and Its Iron (III) Complex on Entamoeba histolytica,” Transactions of the Royal Society of Tropical Medicine and Hygiene, Vol. 83, No. 3, 1989, pp. 344- 350.
[6] G. P. Wang, X. C. Fu and L. G. Zhu, “Preparation, Crystal Structure and Antineoplastic Activity of Copper (II)- Fluoroquinolone-Phenanthroline Mixed-Ligand Complex,” Chinese Journal of Inorganic Chemistry, Vol. 19, No. 9, 2003, pp. 78- 84.
[7] S. Lecomte, M. H. Baron, M. T. Chenon, C. Coupry and N. J. Moreau, “Effect of Magnesium Complexation by Fluoroquinolones on Their Antibacterial Properties,” Antimicrobial Agents and Chemotherapy, Vol. 38, 1994, pp. 2810-2818.
[8] I. Turel, I. Leban, G. Klintschar, N. Bukovec and S. Zalar, “Synthesis Crystal Structure, and Characterization of Two Metal-Quinolone Compounds,” Journal of Inorganic Bio- chemistry, Vol. 66, 1997, pp. 77-84.
[9] I. Turel, I. Leban and N. Bukovec, “Synthesis, Characterization, and Crystal Structure of a Copper(II) Complex with Quinolone Family Member (Ciprofloxacin): Bis(1)- cyclopropyl-6-fluoro-14-dihydro-4-OXO-7-piperazin-1y- lquinoline-1ylquinoline-carboxylate Copper (II) Chloride Hexahydrate,” Journal of Inorganic Biochemistry, Vol. 56, No. 4, 1994, pp. 273-282. doi:10.1016/0162-0134(94)85107-7
[10] D. Parker and A. G. Williams, “Taking Advantage of the pH and pO2 Sensitivity of a Luminescent Macrocyclic Terbium Phenanthridyl Complex,” Chemical Communications, Vol. 12, No. 6, 1998, pp. 245-246. doi:10.1039/a707754h
[11] J. C. Rodriguez, B. Alpha, D. Plancherel, et al., “Photoactive Cryptands Synthesis of the Sodium Cryptates of Macrobicyclic Ligands Containing Bipyridine and Phena- throline groups,” Helvetica Chimica Acta, Vol. 679, No. 3, 1984, pp. 2264-2269. doi:10.1002/hlca.19840670833
[12] K. I. Kobrakov1, I. I. Rybina1, V. I. Kelarev, et al., “Halogen-Containing Pyridines Synthesis of 3,5-Dichloropyridines Containing Pyrazole and Pyrazoline Residues in Position,” Chemistry of Heterocyclic Compounds, Vol. 39, No. 6, 2003, pp. 749-755.
[13] Y. Z. Qi, W. L. Fu and X. B. Zhang, “Separation, Identification and Drug Resistance of Nonfermenters,” Chinese Journal of Nosocomiology, Vol. 16, No. 11, 2006, p. 1286.
[14] Y. C. Wang, X. Y. Cheng and H. Y. Guo, “Recent Progress on Quinolone Agents in China,” Chinese Journal of Pharmaceuticals, Vol. 35, No. 3, 2004, pp. 179-185.

Copyright © 2023 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.