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Synthesis, characterization and antimicrobial activity of conjugates based on fluoroquinolon-type antibiotics and gelatin

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Abstract

Different fluoroquinolon-type antibiotics were conjugated to gelatin with the aim to synthesize biomacromolecules with antimicrobial properties. The covalent linkage of the antibiotic was performed by a radical process involving the residues in the side chains of gelatin able to undergo oxidative modifications. The conjugation of antibiotic moieties onto the protein structure was confirmed by FT-IR, UV–Vis, fluorescence, and calorimetric analyses. Biocompatibility tests were performed on human bone marrow mesenchymal stromal cells and the antibacterial properties of bioactive polymers were investigated by appropriate tests against Klebsiella pneumoniae and Escherichia coli. With regard to the tests conducted in the presence of E. coli, a minimum inhibitory concentration (MIC) ranging from 0.05 to 0.40 μg mL−1 was recorded, while in the presence of K. pneumoniae this concentration varies from 0.10 to 1.60 μg mL−1. In all the conjugates, the drug moieties retain their biological activity and the MIC values are lower than the resistance parameters of fluoroquinolon-type antibiotics versus Enterobacteriacae. The collected data suggest a broad range of applications, from biomedical to pharmaceutical and food science for all conjugates.

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Acknowledgments

This work was supported by University of Calabria funds. Financial support of Regional Operative Program (ROP) Calabria ESF 2007/2013—IV Axis Human Capital—Operative Objective M2—Action D.5 is also gratefully acknowledged.

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Authors and Affiliations

  1. Department of Pharmacy, Health and Nutritional Sciences, University of Calabria, Edificio Polifunzionale, 87036, Rende, CS, Italy

    Giuseppe Cirillo, Umile Gianfranco Spizzirri, Francesco Puoci, Nevio Picci & Francesca Iemma

  2. Leibniz Institute for Solid State and Materials Research Dresden, PF 270116, 01171, Dresden, Germany

    Giuseppe Cirillo

  3. Microbiology and Virology Department, AO SS Annunziata Cosenza, 87100, Cosenza, Italy

    Maria Vittoria Mauro, Paolina Cavalcanti & Cristina Giraldi

  4. NEST Scuola Normale Superiore and Istituto Nanoscienze-CNR, Piazza San Silvestro, 56126, Pisa, Italy

    Orazio Vittorio

  5. Children’s Cancer Institute Australia, Lowy Cancer Research Centre, University of New South Wales, Sydney, NSW, Australia

    Orazio Vittorio

  6. Australian Centre for Nanomedicine, University of New South Wales, Sydney, NSW, Australia

    Orazio Vittorio

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  1. Giuseppe Cirillo
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  2. Maria Vittoria Mauro
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Correspondence to Umile Gianfranco Spizzirri.

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Cirillo, G., Mauro, M.V., Spizzirri, U.G. et al. Synthesis, characterization and antimicrobial activity of conjugates based on fluoroquinolon-type antibiotics and gelatin. J Mater Sci: Mater Med 25, 67–77 (2014). https://doi.org/10.1007/s10856-013-5053-8

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  • DOI: https://doi.org/10.1007/s10856-013-5053-8

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