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Extended Abstract

Synthesis and Physico-Chemical Characterization of the Cu(II), Pd(II) and Ru(III) Complexes with Difloxacin †

by
Ana-Mădălina Măciucă
1,
Mihaela Badea
2,
Rodica Olar
2,
Alexandra Cristina Munteanu
1 and
Valentina Uivarosi
1,*
1
Department of General and Inorganic Chemistry, Faculty of Pharmacy, Carol Davila University of Medicine and Pharmacy, 6 Traian Vuia Str, 020956 Bucharest, Romania
2
Department of Inorganic Chemistry, University of Bucharest, Faculty of Chemistry, 90-92 Panduri Str., 050663 Bucharest, Romania
*
Author to whom correspondence should be addressed.
†
Presented at the 15th International Symposium “Priorities of Chemistry for a Sustainable Development” PRIOCHEM, Bucharest, Romania, 30 October–1 November 2019.
Proceedings 2019, 29(1), 65; https://doi.org/10.3390/proceedings2019029065
Published: 15 October 2019
(This article belongs to the Proceedings of Priorities of Chemistry for a Sustainable Development-PRIOCHEM)
Versions Notes

The growing interest in metal-quinolone complexes is sustained by a large number of compounds obtained and tested for antibacterial [1], antitumoral [1,2], antifungal [1], and antiparasitic [3] properties. Having these aspects in mind, in this study, the interaction of difloxacin, a second-generation quinolone with veterinary use, with some transition metal ions was investigated.
Four metal complexes of difloxacin were synthesized in different media (weakly acidic: Cu(II) and Ru(III) complexes, weakly basic: Cu(II) complex and neutral: Pd(II) complex) and characterized with physicochemical techniques (elemental analysis, conductivity measurements, IR, UV-Vis spectroscopy) and thermal analysis (TG, DTG, DTA).
Three of the compounds present the characteristic IR absorption bands for the ν(OCO) symmetric and antisymmetric bands. The difference between the two values is around 200 units, confirming that the carboxylate moiety is bound as monodentate, while the quinolone molecule is acting as a bidentate deprotonated ligand, bounded to the metalion through the pyridone and one carboxylate oxygen [4]. This is not the case of the Cu(II) complex obtained in acidic medium, as it occurs as a salt of the tetrachlorocuprate(II) complex ion. These conclusions are confirmed by the UV-visible spectra and thermal analysis. The intermediate steps corresponding to the quinolone moiety oxidative degradation were also highlighted.
Based on these findings, we propose the chemical formulas for the four synthesized compounds, which will further be subjected to DNA, serum albumin binding, and antimicrobial testing.

Acknowledgments

This research was financially supported by “Carol Davila” University of Medicine and Pharmacy through Contract no. 23PFE/17.10.2018 funded by the Ministry of Research and Innovation within PNCDI III, Program 1—Development of the National RD system, Subprogram 1.2—Institutional Performance—RDI excellence funding projects.

References

  1. Uivaroși, V. Metal Complexes of Quinolone Antibiotics and Their Applications: An Update. Molecules 2013, 18, 11153–11197. [Google Scholar] [CrossRef] [PubMed]
  2. Patitungkho, S.; Adsule, S.; Dandawate, P.; Padhye, S.; Ahmad, A.; Sarkar, F.H. Synthesis, Characterization and Anti-Tumor Activity of Moxifloxacin-Copper Complexes Against Breast Cancer Cell Lines. Bioorg. Med. Chem. Lett. 2011, 21, 1802–1806. [Google Scholar] [CrossRef] [PubMed]
  3. Batista, D.G.J.; da Silva, P.B.; Stivanin, L.; Lachter, D.R.; Silva, R.S.; Felcman, J.; Louro, S.R.W.; Teixeira, L.R.; de Nazare, C.; Soeiro, M. Co(II), Mn(II) and Cu(II) Complexes of Fluoroquinolones: Synthesis, Spectroscopical Studies and Biological Evaluation Against Trypanosoma cruzi. Polyhedron 2011, 30, 1718–1725. [Google Scholar] [CrossRef]
  4. Nakamoto, K. Infrared and Raman Spectra of Inorganic and Coordination Compounds-Part B—Applications in Coordination, Organometallic, and Bioinorganic Chemistry, 6th ed.; John Wiley & Sons Inc.: New Jersey, NJ, USA, 2009. [Google Scholar]

Share and Cite

MDPI and ACS Style

Măciucă, A.-M.; Badea, M.; Olar, R.; Munteanu, A.C.; Uivarosi, V. Synthesis and Physico-Chemical Characterization of the Cu(II), Pd(II) and Ru(III) Complexes with Difloxacin. Proceedings 2019, 29, 65. https://doi.org/10.3390/proceedings2019029065

AMA Style

Măciucă A-M, Badea M, Olar R, Munteanu AC, Uivarosi V. Synthesis and Physico-Chemical Characterization of the Cu(II), Pd(II) and Ru(III) Complexes with Difloxacin. Proceedings. 2019; 29(1):65. https://doi.org/10.3390/proceedings2019029065

Chicago/Turabian Style

Măciucă, Ana-Mădălina, Mihaela Badea, Rodica Olar, Alexandra Cristina Munteanu, and Valentina Uivarosi. 2019. "Synthesis and Physico-Chemical Characterization of the Cu(II), Pd(II) and Ru(III) Complexes with Difloxacin" Proceedings 29, no. 1: 65. https://doi.org/10.3390/proceedings2019029065

APA Style

Măciucă, A. -M., Badea, M., Olar, R., Munteanu, A. C., & Uivarosi, V. (2019). Synthesis and Physico-Chemical Characterization of the Cu(II), Pd(II) and Ru(III) Complexes with Difloxacin. Proceedings, 29(1), 65. https://doi.org/10.3390/proceedings2019029065

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