Antioxidant, antibacterial and anti-biofilm activity of new unnatural gallotannins
| Authors: |
Šárka Pospíšilová 1,2
Jana Hricovíniová 3
Alois Čížek 2
Josef Jampílek 1,4
Zuzana Hricovíniová 5
1 Regional Centre of Advanced Technologies and Materials, Czech Advanced Technology and Research Institute, Palacky University, 783 71 Olomouc, Czech Republic 2 Department of Infectious Diseases and Microbiology, Faculty of Veterinary Medicine, University of Veterinary and Pharmaceutical Sciences, 612 42 Brno, Czech Republic 3 Cancer Research Institute, Biomedical Research Center, Slovak Academy of Sciences, 845 05 Bratislava, Slovak Republic 4 Department of Analytical Chemistry, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovak Republic 5 Institute of Chemistry, Slovak Academy of Sciences, 845 38 Bratislava, Slovak Republic |
|---|---|
| Year: | 2021 |
| Section: | Organic, bioorganic and pharmaceutical chemistry, pharmacology and toxicology |
| Abstract No.: | 2096 |
| ISBN: | ISBN 978-80-972360-7-6 |
Tannins represent a large sub-class of polyphenolic compounds ubiquitously present in plants. Naturally occurring gallotannins (GTs) are widely studied due to their multiple prophylactic and therapeutic effects [1]. GTs are basically composed of a central carbohydrate core that is esterified with gallic acid. The most common carbohydrate is d-glucose, although other monosaccharides are present as well. GTs are extensively studied as they exhibit diverse biological activities ranging from antioxidant, antimicrobial, antiviral, anti-inflammatory, immune-modulatory to anticancer effects [2‑4]. As a part of our ongoing studies on the synthesis of biologically important saccharides, as potential drug candidates we have synthesized a new series of GTs and evaluated their biological activities in various experimental systems. Antioxidant, antibacterial and anti-biofilm activities of structurally different GTs derived from branched-chain d-lyxose, d-ribose, l-rhamnose, d-mannose and d-fructose, together with three unnatural analogues [5] of 1,2,3,4,6-penta-O-galloyl-d-glucose (PGG) were examined and mutually compared.
Based on the experimental results obtained in this study it can be concluded that studied compounds are excellent antioxidants and radical-scavenging agents. They exhibited only moderate activity against gram-positive pathogens such as S. aureus and E. faecalis and low antimycobacterial activity. However, they were efficient inhibitors and disruptors of S. aureus biofilms in sub-MIC concentrations and interacted with quorum-sensing system in Chromobacterium violaceum. Moreover, they are non-toxic to eukaryotic cells, thus are promising candidates for further studies in developing new antimicrobial agents.
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[5] Hricovíniová, J., Ševčovičová, A., Hricovíniová, Z. (2020). Toxicol in Vitro 65, 104789.