Lipid bilayer permeabilities and antibiotic effects of tetramethylguanidinium and choline fatty acid ionic liquids.

Autor: Dutta A; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Burrell B; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Prajapati E; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Cottle S; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Maurer HY; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Urban MJ; Department of Biological & Biomedical Sciences, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Pennock SR; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Muhamed AM; Department of Biological & Biomedical Sciences, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Harris J; Department of Biological & Biomedical Sciences, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Flores Y; Department of Biological & Biomedical Sciences, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Staman L; Department of Biological & Biomedical Sciences, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Carone BR; Department of Biological & Biomedical Sciences, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Caputo GA; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA., Vaden TD; Department of Chemistry & Biochemistry, Rowan University, 201 Mullica Hill Rd., Glassboro, NJ 08028, USA. Electronic address: vadent@rowan.edu.
Jazyk: angličtina
Zdroj: Biochimica et biophysica acta. Biomembranes [Biochim Biophys Acta Biomembr] 2025 Jan; Vol. 1867 (1), pp. 184393. Date of Electronic Publication: 2024 Oct 22.
DOI: 10.1016/j.bbamem.2024.184393
Abstrakt: Ionic liquids (ILs) have been studied as potential components in antibiotic formulations based on their abilities to permeabilize and penetrate lipid bilayer, which correlate with their antibacterial effects. Fatty acid-based ILs (FAILs), in which the anion is a long-chain fatty acid, can permeabilize lipid membranes and have been used in biomedical applications since they have low human cell cytotoxicity. In this work we investigated the abilities of several different FAILs to permeabilize lipid bilayers and how that permeabilization correlates with antibacterial activity, cell membrane permeability, and cytotoxicity. The FAILs consisted of the cations tetramethylguanidinium (TMG) or choline combined with octanoate or decanoate. These FAILs were tested on model bilayer vesicles with three different lipid compositions for membrane permeabilization using a leakage assay. They were then tested for antibiotic and membrane permeabilization on bacterial and mammalian cells. The results show that while the octanoate-based FAILs do not form micelles and have low activities on vesicles and biological cells, the decanoate-based FAILs can permeabilize bilayers and have biological activities that correlate with the model vesicle results. The ILs with both cation and fatty-acid anion have strong activities while the decanoate alone has only minimal permeabilization and antibiotic activity. Membrane permeabilization occurs at FAIL concentrations below their CMC values which suggests that their mechanism of action may not involve micelle formation.
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2024 Elsevier B.V. All rights reserved.)
Databáze: MEDLINE
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