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

被引：33
作者：
Bubalo, Marina Cvjetko [1 ]
Radosevic, Kristina [1 ]
Srcek, Vignja Gaurina [1 ]
Das, Rudra Narayan [2 ]
Popelier, Paul [3 ]
Roy, Kunal [2 ,3 ]
机构：
[1] Univ Zagreb, Fac Food Technol & Biotechnol, Lab Cell Technol Applicat & Biotransformat, HR-10000 Zagreb, Croatia
[2] Jadavpur Univ, Dept Pharmaceut Technol, Drug Theoret & Cheminformat Lab, Kolkata 700032, India
[3] Univ Manchester, Manchester Inst Biotechnol, Manchester M1 7DN, Lancs, England
来源：
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY | 2015年 / 112卷
关键词：
Imidazolium ionic liquids; CCO cell line; In vitro toxicity; Quantitative structure-toxicity relationship; Predictive toxicology; VIBRIO-FISCHERI; DAPHNIA-MAGNA; TOXICITY; LINE; ECOTOXICITY; SOLVENTS; LENGTHS; IMPACT; EC50; RAT;
D O I：
10.1016/j.ecoenv.2014.10.029
中图分类号：
X [环境科学、安全科学];
学科分类号：
08 ; 0830 ;
摘要：
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 (epsilon) of the imine bond was also observed. (C) 2014 Elsevier Inc. All rights reserved.
引用
收藏
页码：22 / 28
页数：7
相关论文
共 47 条
[1]   Design of ionic liquids: an ecotoxicity (Vibrio fischeri) discrimination approach [J].
Alvarez-Guerra, Manuel ;
Irabien, Angel .
GREEN CHEMISTRY, 2011, 13 (06) :1507-1516
[2]   Imidiazolium based ionic liquids: Effects of different anions and alkyl chains lengths on the barley seedlings [J].
Bubalo, Marina Cvjetko ;
Hanousek, Karla ;
Radosevic, Kristina ;
Srcek, Visnja Gaurina ;
Jakovljevic, Tamara ;
Redovnikovic, Ivana Radojcic .
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 2014, 101 :116-123
[3]   A brief overview of the potential environmental hazards of ionic liquids [J].
Bubalo, Marina Cvjetko ;
Radosevic, Kristina ;
Redovnikovic, Ivana Radojcic ;
Halambek, Jasna ;
Srcek, Visnja Gaurina .
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 2014, 99 :1-12
[4]   In silico modelling for predicting the cationic hydrophobicity and cytotoxicity of ionic liquids towards the Leukemia rat cell line, Vibrio fischeri and Scenedesmus vacuolatus based on molecular interaction potentials of ions [J].
Cho, C-W. ;
Ranke, J. ;
Arning, J. ;
Thoeming, J. ;
Preiss, U. ;
Jungnickel, C. ;
Diedenhofen, M. ;
Krossing, I. ;
Stolte, S. .
SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2013, 24 (10) :863-882
[5]   The ecotoxicity of ionic liquids and traditional organic solvents on microalga Selenastrum capricornutum [J].
Cho, Chul-Woong ;
Jeon, You-Chul ;
Pham, Thi Phuong Thuy ;
Vijayaraghavan, K. ;
Yun, Yeoung-Sang .
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 2008, 71 (01) :166-171
[6]   Chemoinformatics Profiling of Ionic LiquidsuAutomatic and Chemically Interpretable Cytotoxicity Profiling, Virtual Screening, and Cytotoxicophore Identification [J].
Cruz-Monteagudo, Maykel ;
Ancede-Gallardo, Evys ;
Jorge, Miguel ;
Dias Soeiro Cordeiro, Maria Natalia .
TOXICOLOGICAL SCIENCES, 2013, 136 (02) :548-565
[7]   Isoamyl acetate synthesis in imidazolium-based ionic liquids using packed bed enzyme microreactor [J].
Cvjetko, Marina ;
Vorkapic-Furac, Jasna ;
Znidarsic-Plazl, Polona .
PROCESS BIOCHEMISTRY, 2012, 47 (09) :1344-1350
[8]  
Darlington RB, 2016, Regression Analysis and Linear Models: Concepts, Applications, and Implementation
[9]   Predictive modeling studies for the ecotoxicity of ionic liquids towards the green algae Scenedesmus vacuolatus [J].
Das, Rudra Narayan ;
Roy, Kunal .
CHEMOSPHERE, 2014, 104 :170-176
[10]   Advances in QSPR/QSTR models of ionic liquids for the design of greener solvents of the future [J].
Das, Rudra Narayan ;
Roy, Kunal .
MOLECULAR DIVERSITY, 2013, 17 (01) :151-196
12345