Study of the antimicrobial activity of cyclic cation-based ionic liquids via experimental and group contribution QSAR model

Ghanem, O.B. and Shah, S.N. and Lévêque, J.-M. and Mutalib, M.I.A. and El-Harbawi, M. and Khan, A.S. and Alnarabiji, M.S. and Al-Absi, H.R.H. and Ullah, Z. (2018) Study of the antimicrobial activity of cyclic cation-based ionic liquids via experimental and group contribution QSAR model. Chemosphere, 195 . pp. 21-28.

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Over the past decades, Ionic liquids (ILs) have gained considerable attention from the scientific community in reason of their versatility and performance in many fields. However, they nowadays remain mainly for laboratory scale use. The main barrier hampering their use in a larger scale is their questionable ecological toxicity. This study investigated the effect of hydrophobic and hydrophilic cyclic cation-based ILs against four pathogenic bacteria that infect humans. For that, cations, either of aromatic character (imidazolium or pyridinium) or of non-aromatic nature, (pyrrolidinium or piperidinium), were selected with different alkyl chain lengths and combined with both hydrophilic and hydrophobic anionic moieties. The results clearly demonstrated that introducing of hydrophobic anion namely bis((trifluoromethyl)sulfonyl)amide, NTF2 and the elongation of the cations substitutions dramatically affect ILs toxicity behaviour. The established toxicity data 50% effective concentration (EC50) along with similar endpoint collected from previous work against Aeromonas hydrophila were combined to developed quantitative structure-activity relationship (QSAR) model for toxicity prediction. The model was developed and validated in the light of Organization for Economic Co-operation and Development (OECD) guidelines strategy, producing good correlation coefficient R2 of 0.904 and small mean square error (MSE) of 0.095. The reliability of the QSAR model was further determined using k-fold cross validation. © 2017 Elsevier Ltd

Item Type:Article
Impact Factor:cited By 2
Uncontrolled Keywords:Aromatic compounds; Bacteria; Dyes; Hydrophilicity; Hydrophobicity; International cooperation; Ionic liquids; Liquids; Mean square error; Microorganisms; Molecular graphics; Positive ions; Toxicity, Anti-microbial activity; EC50; Group contributions; Hydrophilic and hydrophobic; Hydrophobic and hydrophilic; Organization for economic co-operation and development; QSAR; Quantitative structure-activity relationship modeling, Computational chemistry, cation; imidazole derivative; ionic liquid; piperidinium; pyridinium derivative; pyrrolidinium; unclassified drug; anion; antiinfective agent; cation; ionic liquid, antimicrobial activity; bacterium; cation; hydrophobicity; ionic liquid; model validation; pathogen; toxicity, Aeromonas hydrophila; antimicrobial activity; Article; controlled study; EC50; nonhuman; quantitative structure activity relation; toxicity assay; bacterium; chemical phenomena; chemistry; drug effect; human; reproducibility, Aeromonas hydrophila, Anions; Anti-Infective Agents; Bacteria; Cations; Humans; Hydrophobic and Hydrophilic Interactions; Ionic Liquids; Quantitative Structure-Activity Relationship; Reproducibility of Results
Academic Subject One:Academic Department - Chemical Engineering - Separation Process
Departments / MOR / COE:Research Institutes > Institute for Contaminant Management
ID Code:21751
Deposited By: Ahmad Suhairi
Deposited On:01 Aug 2018 02:05
Last Modified:08 Feb 2019 12:22

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