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Enzymatic synthesis of poly(catechin)-antibiotic conjugates: an antimicrobial approach for indwelling catheters

Applied Microbiology and Biotechnology volume 99, pages 637–651 (2015)Cite this article

Abstract

Biofilm formation in urinary indwelling catheters is one of the most critical issues that patients face. Catheters were coated with poly(catechin)-antibiotic conjugates with enhanced antimicrobial properties. Catechin was conjugated with two antibiotics, namely trimethoprim (TMP) and sulfamethoxazole (SMZ) via activation with N,N′-disuccinimidyl carbonate (DSC) and subsequent coupling to molecules containing α-amine moieties. Silicone and polyurethane catheters were functionalized in situ through laccase oxidation of catechin-antibiotic conjugates. Four antimicrobial coatings were produced, namely with poly(catechin), poly(catechin)-TMP, poly(catechin)-SMZ and poly(catechin)-TMP-SMZ. The bacterial adhesion reduction was tested on the functionalized devices using gram-negative and gram-positive strains. The most significant reduction in adhesion was observed with poly(catechin)-TMP (gram-negative −85 % and gram-positive −87 %) and with poly(catechin)-TMP-SMZ (gram-negative −85 % and gram-positive −91 %). The cytotoxicity to mammalian cells was tested by indirect contact for 5 days and revealed that all the tested coatings supported more than 90 % of viable cells. A promising approach for the increase of the indwelling catheter lifespan was developed aiming to reduce catheter-associated chronic infections.

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Acknowledgments

The authors would like to acknowledge Pronefro (Portugal) and Degania (Israel) for supplying polyurethane and silicone catheters, respectively. The author Idalina Gonçalves would like to acknowledge the NOVO project (FP7-HEALTH-2011.2.3.1-5) for funding. This work was partly supported by FEDER through POFC–COMPETE and by Portuguese funds from Fundação para a Ciência e a Tecnologia (FCT) through the project PEst-OE/BIA/UI4050/2014. The authors Carla Silva and Teresa Matamá would like to acknowledge FCT for their scholarships SFRH/BPD/46515/2008 and SFRH/BPD/47555/2008.

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  1. Ana S. Abreu

    Present address: IPC—Institute of Polymer and Composites/I3N—Institute of Nanostructures, Nanomodelling and Nanofabrication, University of Minho, 4800-058, Braga, Portugal

  2. Carla Silva

    Present address: 3B’s Research Group, Biomaterials, Biodegradables and Biomimetics, University of Minho, Headquarters of the European Institute of Excellence on Tissue Engineering and Regenerative Medicine, AvePark, S. Cláudio de Barco, Taipas, 4806-909, Guimarães, Portugal

Authors and Affiliations

  1. CEB—Centre of Biological Engineering, University of Minho, 4710-057, Braga, Portugal

    Idalina Gonçalves, Ana S. Abreu, Teresa Matamá, Artur Ribeiro, Andreia C. Gomes, Carla Silva & Artur Cavaco-Paulo

  2. CBMA (Centre of Molecular and Environmental Biology), Department of Biology, University of Minho, Campus of Gualtar, 4710-057, Braga, Portugal

    Teresa Matamá, Artur Ribeiro & Andreia C. Gomes

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  1. Idalina Gonçalves
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Gonçalves, I., Abreu, A.S., Matamá, T. et al. Enzymatic synthesis of poly(catechin)-antibiotic conjugates: an antimicrobial approach for indwelling catheters. Appl Microbiol Biotechnol 99, 637–651 (2015). https://doi.org/10.1007/s00253-014-6128-2

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