Anticancer and antimicrobial properties of imidazolium based ionic liquids with salicylate anion

Suzana Јovanović-Šanta; Vesna Kojić; Kristina Atlagić; Aleksandar Tot; Milan Vraneš; Slobodan Gadžurić; Maja Karaman

doi:10.2298/JSC190717098J

PDF (2,329 kB) Supplementary Material (1.89 MB)

Published: Mar 30, 2020

DOI: https://doi.org/10.2298/JSC190717098J

Keywords:

ionic liquids imidazolium salicylate cytotoxicity antibacterial activity antifungal activity

Suzana Јovanović-Šanta

University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental protection, Trg Dositeja Obradovica 3, 21000 Novi Sad

https://orcid.org/0000-0002-4579-5762

Vesna Kojić

University of Novi Sad, Faculty of Medicine, Oncology Institute of Vojvodina, Put Dr Goldmana 4, 21204 Sremska Kamenica

Kristina Atlagić

Department of Physiology and Biophysics, Faculty of Biology, University of Belgrade, Studentski trg 16, Belgrade

Aleksandar Tot

University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental protection, Trg Dositeja Obradovica 3, 21000 Novi Sad

Milan Vraneš

University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental protection, Trg Dositeja Obradovica 3, 21000 Novi Sad

Slobodan Gadžurić

University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental protection, Trg Dositeja Obradovica 3, 21000 Novi Sad

Maja Karaman

University of Novi Sad, Faculty of Sciences, Department of Biology and Ecology, Trg Dositeja Obradovica 2, 21000 Novi Sad

Abstract

Ionic liquids (ILs) are well known for their physicochemical properties that recommend them for many purposes. However, many ILs are not environmentally friendly. Bearing these facts in mind, a series of imidazolium- and salicylate-based ILs with low general toxicity were designed and their pharmacological potential studied. Herein, their antiproliferative effect against human cancer cell lines and antimicrobial activity on selected Gram-positive and Gram-negative bacteria and Candida strains are presented. ILs with 1-butyl-
-3-methylimidazolium or imidazolium cation (IL 1 and compound 5), with the lowest dipole moments and highest lipophilicity, exerted highest cytotoxicity against colon and/or lung cancer cells, manifesting high selectivity to the normal cells. The most non-polar IL with the 1-butyl-3-methylimidazolium cation expressed the strongest anticancer potential, but it was also toxic against normal cells, although its cytotoxicity was less than the cytotoxic effect of commercially used chemotherapeutic agents. The same compounds, IL 1 and compound 5, expressed modest effect on the bacterial strain that causes serious lung diseases and pulmonary infections (Staphylococcus aureus) or which are included in colon cancer formation (Esherichia coli and Enterococcus faecalis). Salicylate itself was toxic against lung cancer cell line A549 and affected some Candida strains.

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[1]

Јovanović-Šanta S., “Anticancer and antimicrobial properties of imidazolium based ionic liquids with salicylate anion”, J. Serb. Chem. Soc., vol. 85, no. 3, pp. 291–303, Mar. 2020.

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Vol. 85 No. 3 (2020)

Section

Biochemistry & Biotechnology

Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution license 4.0 that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.

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