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Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids

In this study, a series of 10 novel 1-methyl-3-octyloxymethylimidazolium derivatives carrying various anionic moieties (4-hydroxybenzenesulfonate, benzenesulfonate, carvacroloxyacetate, chloride, formate, propionate, thymoloxyacetate, vanillinoxyacetate, eugenoloxyacetate and trimethylacetate) were...

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Autores principales: Pałkowski, Łukasz, Karolak, Maciej, Skrzypczak, Andrzej, Wojcieszak, Marta, Walkiewicz, Filip, Podemski, Jonasz, Jaroch, Karol, Bojko, Barbara, Materna, Katarzyna, Krysiński, Jerzy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8953206/
https://www.ncbi.nlm.nih.gov/pubmed/35335335
http://dx.doi.org/10.3390/molecules27061974
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author Pałkowski, Łukasz
Karolak, Maciej
Skrzypczak, Andrzej
Wojcieszak, Marta
Walkiewicz, Filip
Podemski, Jonasz
Jaroch, Karol
Bojko, Barbara
Materna, Katarzyna
Krysiński, Jerzy
author_facet Pałkowski, Łukasz
Karolak, Maciej
Skrzypczak, Andrzej
Wojcieszak, Marta
Walkiewicz, Filip
Podemski, Jonasz
Jaroch, Karol
Bojko, Barbara
Materna, Katarzyna
Krysiński, Jerzy
author_sort Pałkowski, Łukasz
collection PubMed
description In this study, a series of 10 novel 1-methyl-3-octyloxymethylimidazolium derivatives carrying various anionic moieties (4-hydroxybenzenesulfonate, benzenesulfonate, carvacroloxyacetate, chloride, formate, propionate, thymoloxyacetate, vanillinoxyacetate, eugenoloxyacetate and trimethylacetate) were synthesized. Compounds were tested for their antimicrobial activity against six microbe strains (Staph-ylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumoniae, Escherichia coli, Enterococcus faecalis, and Candida albicans), cytotoxic activity against the mouse melanoma cell line (B16 F10), and surface active properties. All synthesized compounds exhibited antimicrobial activity (expressed as minimum inhibitory concentration; in range of 0.10–27.82 mM/L), especially against Gram-positive bacteria and fungi. In addition, all compounds demonstrated cytotoxicity on B16 F10 cells (IC50 values 0.0101–0.0197 mM/L). Surface properties defined as CMC values, ranged from 0.72 to 32.35 mmol L-1. The obtained results provide an insight into the promising activity of a novel group of quaternary imidazolium derivatives having ionic liquid properties. The most potent compounds, containing a thymoloxyacetate and eugenoloxyacetate moiety, could be candidates for new antimicrobial agents or surfactants.
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spelling pubmed-89532062022-03-26 Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids Pałkowski, Łukasz Karolak, Maciej Skrzypczak, Andrzej Wojcieszak, Marta Walkiewicz, Filip Podemski, Jonasz Jaroch, Karol Bojko, Barbara Materna, Katarzyna Krysiński, Jerzy Molecules Article In this study, a series of 10 novel 1-methyl-3-octyloxymethylimidazolium derivatives carrying various anionic moieties (4-hydroxybenzenesulfonate, benzenesulfonate, carvacroloxyacetate, chloride, formate, propionate, thymoloxyacetate, vanillinoxyacetate, eugenoloxyacetate and trimethylacetate) were synthesized. Compounds were tested for their antimicrobial activity against six microbe strains (Staph-ylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumoniae, Escherichia coli, Enterococcus faecalis, and Candida albicans), cytotoxic activity against the mouse melanoma cell line (B16 F10), and surface active properties. All synthesized compounds exhibited antimicrobial activity (expressed as minimum inhibitory concentration; in range of 0.10–27.82 mM/L), especially against Gram-positive bacteria and fungi. In addition, all compounds demonstrated cytotoxicity on B16 F10 cells (IC50 values 0.0101–0.0197 mM/L). Surface properties defined as CMC values, ranged from 0.72 to 32.35 mmol L-1. The obtained results provide an insight into the promising activity of a novel group of quaternary imidazolium derivatives having ionic liquid properties. The most potent compounds, containing a thymoloxyacetate and eugenoloxyacetate moiety, could be candidates for new antimicrobial agents or surfactants. MDPI 2022-03-18 /pmc/articles/PMC8953206/ /pubmed/35335335 http://dx.doi.org/10.3390/molecules27061974 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Pałkowski, Łukasz
Karolak, Maciej
Skrzypczak, Andrzej
Wojcieszak, Marta
Walkiewicz, Filip
Podemski, Jonasz
Jaroch, Karol
Bojko, Barbara
Materna, Katarzyna
Krysiński, Jerzy
Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids
title Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids
title_full Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids
title_fullStr Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids
title_full_unstemmed Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids
title_short Antimicrobial and Cytotoxic Activity of Novel Imidazolium-Based Ionic Liquids
title_sort antimicrobial and cytotoxic activity of novel imidazolium-based ionic liquids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8953206/
https://www.ncbi.nlm.nih.gov/pubmed/35335335
http://dx.doi.org/10.3390/molecules27061974
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