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    Aggregation properties and toxicity of newly synthesized thiazolium based surfactants - Thermodynamic and computational study

    Year: 2019

    Journal: J. Chem. Thermodyn., Volume 131, APR, page 599–612

    Authors: Vranes, Milan; Petrovic, Lidija; Gadzuric, Slobodan; Cetojevic-Simin, Dragana; Ranitovic, Aleksandra; Cvetkovic, Dragoljub; Papovic, Snezana; Tot, Aleksandar; Panic, Jovana; Milinkovic, Jelena

    Organizations: Ministry of Education, Science and Technological Development of Serbia [ON172012]

    Keywords: Surfactants; Surface tension; Thiazole; Cytotoxicity; Antimicrobial activity; Molecular dynamics

    Two new thiazolium-based surfactants namely N-dodecylthiazolium bromide, [NddTz][Br] and N-dodecyl-4-methylthiazolium bromide, [4mNddTz] [Br], were synthesized and investigated as new surface active and antimicrobial agents. Their thermal stability is determined by TG/DSC measurements, and the self-assembly behaviour in aqueous solutions systematically studied applying experimental and molecular dynamics (MD) approach. Obtained results of surface tension and electrical conductivity showed that both newly synthesized salts possess a similar surface activity in aqueous solutions compared to imidazolium-based surface active N-dodecyl-3-methylimidazolium bromide, [NddmIm][Br], ionic liquid. Also, thermodynamic parameters of micellization are calculated and compared with the results obtained by volumetric measurements. Antimicrobial activity of these salts is tested by microdilution method on Gram-positive and Gram-negative bacteria and yeasts. In vitro cytotoxicity study has been performed using human fetal lung fibroblasts (MRC-5) and colon adenocarcinoma (HT-29) cell line. (C) 2018 Elsevier Ltd.
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