TY  - JOUR
ID  - scholars10486
TI  - Study of the antimicrobial activity of cyclic cation-based ionic liquids via experimental and group contribution QSAR model
SN  - 00456535
Y1  - 2018///
A1  - Ghanem, O.B.
A1  - Shah, S.N.
A1  - Lévêque, J.-M.
A1  - Mutalib, M.I.A.
A1  - El-Harbawi, M.
A1  - Khan, A.S.
A1  - Alnarabiji, M.S.
A1  - Al-Absi, H.R.H.
A1  - Ullah, Z.
N1  - cited By 29
SP  - 21
PB  - Elsevier Ltd
UR  - https://www.scopus.com/inward/record.uri?eid=2-s2.0-85038007113&doi=10.1016%2fj.chemosphere.2017.12.018&partnerID=40&md5=e033dd4b48910b350ebaa5545fa2b4db
EP  - 28
KW  - Aromatic compounds; Bacteria; Computational chemistry; Hydrophilicity; Hydrophobicity; International cooperation; Mean square error; Molecular graphics; Positive ions; Toxicity
KW  -  Anti-microbial activity; EC50; Ecological toxicity; Functional group contribution; Group contributions; Large-scales; Performance; Quantitative structure activity relationship; Quantitative structure-activity relationship modeling; Scientific community
KW  -  Ionic liquids
KW  -  cation; imidazole derivative; ionic liquid; piperidinium; pyridinium derivative; pyrrolidinium; unclassified drug; anion; antiinfective agent; cation; ionic liquid
KW  -  antimicrobial activity; bacterium; cation; hydrophobicity; ionic liquid; model validation; pathogen; toxicity
KW  -  Aeromonas hydrophila; antimicrobial activity; Article; controlled study; EC50; nonhuman; quantitative structure activity relation; toxicity assay; bacterium; chemical phenomena; chemistry; drug effect; human; reproducibility
KW  -  Aeromonas hydrophila
KW  -  Anions; Anti-Infective Agents; Bacteria; Cations; Humans; Hydrophobic and Hydrophilic Interactions; Ionic Liquids; Quantitative Structure-Activity Relationship; Reproducibility of Results
N2  - 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
JF  - Chemosphere
VL  - 195
AV  - none
ER  -