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Article

New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents

1
Institute of Chemistry, Slovak Academy of Sciences, Dúbravská Cesta 9, 845 38 Bratislava, Slovakia
2
Regional Centre of Advanced Technologies and Materials, Czech Advanced Technology and Research Institute, Palacky University, Slechtitelu 27, 783 71 Olomouc, Czech Republic
3
Cancer Research Institute, Biomedical Research Center, Slovak Academy of Sciences, Dúbravská Cesta 9, 845 05 Bratislava, Slovakia
4
Department of Infectious Diseases and Microbiology, Faculty of Veterinary Medicine, University of Veterinary Sciences Brno, Palackého 1946/1, 612 42 Brno, Czech Republic
5
Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, Ilkovičova 6, 842 15 Bratislava, Slovakia
*
Author to whom correspondence should be addressed.
Academic Editors: Andrea Pinto and Domenico Nuzzo
Antioxidants 2021, 10(8), 1288; https://doi.org/10.3390/antiox10081288
Received: 23 July 2021 / Revised: 9 August 2021 / Accepted: 12 August 2021 / Published: 13 August 2021
Nature has been a source of inspiration for the development of new pharmaceutically active agents. A series of new unnatural gallotannins (GTs), derived from d-lyxose, d-ribose, l-rhamnose, d-mannose, and d-fructose have been designed and synthesized in order to study the protective and antimicrobial effects of synthetic polyphenols that are structurally related to plant-derived products. The structures of the new compounds were confirmed by various spectroscopic methods. Apart from spectral analysis, the antioxidant activity was evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging and iron reducing power (FRAP) assays. Antibacterial activity of compounds was tested in vitro against Staphylococcus aureus ATCC 29213, Enterococcus faecalis ATCC 29212 (reference and control strains), three methicillin-resistant isolates of S. aureus, and three isolates of vancomycin-resistant E. faecalis. For screening of antimycobacterial effect, a virulent isolate of Mycobacterium tuberculosis and two non-tuberculous mycobacteria were used. Furthermore, antibiofilm activity of structurally different GTs against S. aureus, and their ability to inhibit sortase A, were inspected. Experimental data revealed that the studied GTs are excellent antioxidants and radical-scavenging agents. The compounds exhibited only a moderate antibacterial effect against Gram-positive pathogens S. aureus and E. faecalis and were practically inactive against mycobacteria. However, they were efficient inhibitors and disruptors of S. aureus biofilms in sub-MIC concentrations, and interacted with the quorum-sensing system in Chromobacteriumviolaceum. Overall, these findings suggest that synthetic GTs could be considered as promising candidates for pharmacological, biomedical, consumer products, and for food industry applications. View Full-Text
Keywords: unnatural gallotannins; antioxidant potential; S. aureus; antibiofilm activity; antimicrobial effect unnatural gallotannins; antioxidant potential; S. aureus; antibiofilm activity; antimicrobial effect
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MDPI and ACS Style

Hricovíniová, Z.; Mascaretti, Š.; Hricovíniová, J.; Čížek, A.; Jampílek, J. New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents. Antioxidants 2021, 10, 1288. https://doi.org/10.3390/antiox10081288

AMA Style

Hricovíniová Z, Mascaretti Š, Hricovíniová J, Čížek A, Jampílek J. New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents. Antioxidants. 2021; 10(8):1288. https://doi.org/10.3390/antiox10081288

Chicago/Turabian Style

Hricovíniová, Zuzana, Šárka Mascaretti, Jana Hricovíniová, Alois Čížek, and Josef Jampílek. 2021. "New Unnatural Gallotannins: A Way toward Green Antioxidants, Antimicrobials and Antibiofilm Agents" Antioxidants 10, no. 8: 1288. https://doi.org/10.3390/antiox10081288

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