Cytotoxicity towards CCO cells of imidazolium ionic liquids with functionalized side chains: preliminary QSTR modeling using regression and classification based approaches

Ecotoxicol Environ Saf. 2015 Feb:112:22-8. doi: 10.1016/j.ecoenv.2014.10.029. Epub 2014 Nov 4.

Abstract

Within this work we evaluated the cytotoxicity towards the Channel Catfish Ovary (CCO) cell line of some imidazolium-based ionic liquids containing different functionalized and unsaturated side chains. The toxic effects were measured by the reduction of the WST-1 dye after 72 h exposure resulting in dose- and structure-dependent toxicities. The obtained data on cytotoxic effects of 14 different imidazolium ionic liquids in CCO cells, expressed as EC50 values, were used in a preliminary quantitative structure-toxicity relationship (QSTR) study employing regression- and classification-based approaches. The toxicity of ILs towards CCO was chiefly related to the shape and hydrophobicity parameters of cations. A significant influence of the quantum topological molecular similarity descriptor ellipticity (ε) of the imine bond was also observed.

Keywords: CCO cell line; Imidazolium ionic liquids; In vitro toxicity; Predictive toxicology; Quantitative structure–toxicity relationship.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cations / chemistry
  • Cell Line
  • Female
  • Hydrophobic and Hydrophilic Interactions
  • Ictaluridae
  • Imidazoles / toxicity*
  • Ionic Liquids / toxicity*
  • Models, Theoretical
  • Ovary / drug effects*
  • Quantitative Structure-Activity Relationship
  • Water Pollutants, Chemical / toxicity*

Substances

  • Cations
  • Imidazoles
  • Ionic Liquids
  • Water Pollutants, Chemical