메뉴 건너뛰기




Volumn 112, Issue , 2015, Pages 22-28

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

Author keywords

CCO cell line; Imidazolium ionic liquids; In vitro toxicity; Predictive toxicology; Quantitative structure toxicity relationship

Indexed keywords

IMIDAZOLE DERIVATIVE; IMINE; IONIC LIQUID; CATION; WATER POLLUTANT;

EID: 84909979120     PISSN: 01476513     EISSN: 10902414     Source Type: Journal    
DOI: 10.1016/j.ecoenv.2014.10.029     Document Type: Article
Times cited : (33)

References (47)
  • 1
    • 79958806387 scopus 로고    scopus 로고
    • Design of ionic liquids: an ecotoxicity (Vibrio fischeri) discrimination approach
    • Alvarez-Guerra M., Irabien A. Design of ionic liquids: an ecotoxicity (Vibrio fischeri) discrimination approach. Green Chem. 2011, 13:1507-1516.
    • (2011) Green Chem. , vol.13 , pp. 1507-1516
    • Alvarez-Guerra, M.1    Irabien, A.2
  • 2
    • 84862854717 scopus 로고    scopus 로고
    • Isoamyl acetate synthesis in imidazolium-based ionic liquids using packed bed enzyme microreactor
    • Cvjetko M., Vorkapić-Furač J., Žnidaršič-Plazl P. Isoamyl acetate synthesis in imidazolium-based ionic liquids using packed bed enzyme microreactor. Process Biochem. 2012, 47:1344-1350.
    • (2012) Process Biochem. , vol.47 , pp. 1344-1350
    • Cvjetko, M.1    Vorkapić-Furač, J.2    Žnidaršič-Plazl, P.3
  • 5
    • 84888014978 scopus 로고    scopus 로고
    • 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
    • Cho C.W., Ranke J., Arning J., Thöming J., Preiss U., Jungnickel C., Diedenhofen M., Krossing I., Stolte S. 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. SAR QSAR Environ. Res. 2013, 24:863-882.
    • (2013) SAR QSAR Environ. Res. , vol.24 , pp. 863-882
    • Cho, C.W.1    Ranke, J.2    Arning, J.3    Thöming, J.4    Preiss, U.5    Jungnickel, C.6    Diedenhofen, M.7    Krossing, I.8    Stolte, S.9
  • 6
    • 48149094527 scopus 로고    scopus 로고
    • The ecotoxicity of ionic liquids and traditional organic solvents on microalga Selenastrum capricornutum
    • Cho C.W., Jeon Y.C., Pham T.P., Vijayaraghavan K., Yun Y.S. The ecotoxicity of ionic liquids and traditional organic solvents on microalga Selenastrum capricornutum. Ecotoxicol. Environ. Saf. 2008, 71:166-171.
    • (2008) Ecotoxicol. Environ. Saf. , vol.71 , pp. 166-171
    • Cho, C.W.1    Jeon, Y.C.2    Pham, T.P.3    Vijayaraghavan, K.4    Yun, Y.S.5
  • 7
    • 84890416089 scopus 로고    scopus 로고
    • Chemoinformatics profiling of ionic liquids-automatic and chemically interpretable cytotoxicity profiling, virtual screening, and cytotoxicophore identification
    • Cruz-Monteagudo M., Ancede-Gallardo E., Jorge M., Cordeiro M.N.D.S. Chemoinformatics profiling of ionic liquids-automatic and chemically interpretable cytotoxicity profiling, virtual screening, and cytotoxicophore identification. Toxicol. Sci. 2013, 136:548-565.
    • (2013) Toxicol. Sci. , vol.136 , pp. 548-565
    • Cruz-Monteagudo, M.1    Ancede-Gallardo, E.2    Jorge, M.3    Cordeiro, M.N.D.S.4
  • 9
    • 84873407451 scopus 로고    scopus 로고
    • Advances in QSPR/QSTR models of ionic liquids for the design of greener solvents of the future
    • Das R.N., Roy K. Advances in QSPR/QSTR models of ionic liquids for the design of greener solvents of the future. Mol. Divers 2013, 17:151-196.
    • (2013) Mol. Divers , vol.17 , pp. 151-196
    • Das, R.N.1    Roy, K.2
  • 10
    • 84900669563 scopus 로고    scopus 로고
    • Predictive modeling studies for the ecotoxicity of ionic liquids towards the green algae Scenedesmus vacuolatus
    • Das N.R., Roy K. Predictive modeling studies for the ecotoxicity of ionic liquids towards the green algae Scenedesmus vacuolatus. Chemosphere 2014, 104:170-176.
    • (2014) Chemosphere , vol.104 , pp. 170-176
    • Das, N.R.1    Roy, K.2
  • 12
    • 84896286170 scopus 로고    scopus 로고
    • Toxicity of ionic liquids: Eco(cyto)activity as complicated, but unavoidable parameter for task-specific optimization
    • Egorova K., Annanikov V.P. Toxicity of ionic liquids: Eco(cyto)activity as complicated, but unavoidable parameter for task-specific optimization. ChemSusChem 2014, 7:336-360.
    • (2014) ChemSusChem , vol.7 , pp. 336-360
    • Egorova, K.1    Annanikov, V.P.2
  • 13
    • 79959554903 scopus 로고    scopus 로고
    • Cytotoxicity estimation of ionic liquids based on their effective structural features
    • Fatemi M.H., Izadiyan P. Cytotoxicity estimation of ionic liquids based on their effective structural features. Chemosphere 2011, 84:553-563.
    • (2011) Chemosphere , vol.84 , pp. 553-563
    • Fatemi, M.H.1    Izadiyan, P.2
  • 14
    • 33646023117 scopus 로고    scopus 로고
    • An introduction to ROC analysis
    • Fawcett T. An introduction to ROC analysis. Pattern Recognit. Lett. 2006, 27:861-874.
    • (2006) Pattern Recognit. Lett. , vol.27 , pp. 861-874
    • Fawcett, T.1
  • 15
    • 0000764772 scopus 로고
    • The use of multiple measurements in taxonomic problems
    • Fisher R.A. The use of multiple measurements in taxonomic problems. Ann. Eugen. 1936, 7:179-188.
    • (1936) Ann. Eugen. , vol.7 , pp. 179-188
    • Fisher, R.A.1
  • 16
    • 78649916539 scopus 로고    scopus 로고
    • Impact of ionic liquids in environmental and humans: an overwiev
    • Frade R.F.M., Alfonso C.A.M. Impact of ionic liquids in environmental and humans: an overwiev. Hum. Exp. Toxicol. 2010, 29:1038-1054.
    • (2010) Hum. Exp. Toxicol. , vol.29 , pp. 1038-1054
    • Frade, R.F.M.1    Alfonso, C.A.M.2
  • 17
    • 43149112306 scopus 로고    scopus 로고
    • Cytotoxicity of selected imidazolium-derived ionic liquids in the human Caco-2 cell line. Sub-structural toxicological interpretation through a QSAR study
    • Garcia-Lorenzo A., Tojo E., Tojo J., Teijeira M., Rodriguez-Berrocal F.J., Gonzalez M.P., Martinez-Zorzano V.S. Cytotoxicity of selected imidazolium-derived ionic liquids in the human Caco-2 cell line. Sub-structural toxicological interpretation through a QSAR study. Green Chem. 2008, 10:508-516.
    • (2008) Green Chem. , vol.10 , pp. 508-516
    • Garcia-Lorenzo, A.1    Tojo, E.2    Tojo, J.3    Teijeira, M.4    Rodriguez-Berrocal, F.J.5    Gonzalez, M.P.6    Martinez-Zorzano, V.S.7
  • 19
    • 77149129541 scopus 로고    scopus 로고
    • Toxicity of imidazolium ionic liquids towards algae. Influence of salinity variations
    • Latała A., Nedzi M., Stepnowski P. Toxicity of imidazolium ionic liquids towards algae. Influence of salinity variations. Green Chem. 2010, 12:60-64.
    • (2010) Green Chem. , vol.12 , pp. 60-64
    • Latała, A.1    Nedzi, M.2    Stepnowski, P.3
  • 22
    • 35648934522 scopus 로고    scopus 로고
    • The influence of anion species on the toxicity of 1-alkyl-3-methylimidazolium ionic liquids observed in an (eco)toxicological test battery
    • Matzke M., Stolte S., Thiele K., Juffernholz T., Arning J., Ranke J., Welz-Biermann U., Jastorff B. The influence of anion species on the toxicity of 1-alkyl-3-methylimidazolium ionic liquids observed in an (eco)toxicological test battery. Green Chem. 2007, 9:1198-1207.
    • (2007) Green Chem. , vol.9 , pp. 1198-1207
    • Matzke, M.1    Stolte, S.2    Thiele, K.3    Juffernholz, T.4    Arning, J.5    Ranke, J.6    Welz-Biermann, U.7    Jastorff, B.8
  • 23
    • 75849149895 scopus 로고    scopus 로고
    • Environmental fate and toxicity of ionic liquids: a review
    • Pham T.P., Cho C.W., Yun Y.-S. Environmental fate and toxicity of ionic liquids: a review. Water Res. 2010, 44:352-372.
    • (2010) Water Res. , vol.44 , pp. 352-372
    • Pham, T.P.1    Cho, C.W.2    Yun, Y.-S.3
  • 24
    • 0000338194 scopus 로고    scopus 로고
    • Quantum molecular similarity. 1. BCP space
    • Popelier P.L.A. Quantum molecular similarity. 1. BCP space. J. Phys. Chem. A 1999, 103:2883-2890.
    • (1999) J. Phys. Chem. A , vol.103 , pp. 2883-2890
    • Popelier, P.L.A.1
  • 25
    • 79952695219 scopus 로고    scopus 로고
    • Comparison of cytotoxicity induced by 17α-ethynylestradiol and diethylstilbestrol in fish CCO and mammalian CHO-K1 cell lines
    • Radošević K., Tonković T., Slivac I., Kniewald Z., Gaurina Srček V. Comparison of cytotoxicity induced by 17α-ethynylestradiol and diethylstilbestrol in fish CCO and mammalian CHO-K1 cell lines. Bull. Environ. Contam. Toxicol. 2011, 86:252-257.
    • (2011) Bull. Environ. Contam. Toxicol. , vol.86 , pp. 252-257
    • Radošević, K.1    Tonković, T.2    Slivac, I.3    Kniewald, Z.4    Gaurina Srček, V.5
  • 26
    • 84876973861 scopus 로고    scopus 로고
    • In vitro cytotoxicity assessment of imidazolium ionic liquids: Biological effects in fish Channel Catfish Ovary (CCO) cell line
    • Radošević K., Cvjetko M., Kopjar N., Novak R., Dumić J., Gaurina Srček V. In vitro cytotoxicity assessment of imidazolium ionic liquids: Biological effects in fish Channel Catfish Ovary (CCO) cell line. Ecotoxicol. Environ. Saf. 2013, 92:112-118.
    • (2013) Ecotoxicol. Environ. Saf. , vol.92 , pp. 112-118
    • Radošević, K.1    Cvjetko, M.2    Kopjar, N.3    Novak, R.4    Dumić, J.5    Gaurina Srček, V.6
  • 29
    • 84903307416 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship for toxicity of ionic liquids to Daphnia magna: aromaticity vs lipophilicity
    • Roy K., Das R.N., Popelier P.L.A. Quantitative structure-activity relationship for toxicity of ionic liquids to Daphnia magna: aromaticity vs lipophilicity. Chemosphere 2014, 112:120-127.
    • (2014) Chemosphere , vol.112 , pp. 120-127
    • Roy, K.1    Das, R.N.2    Popelier, P.L.A.3
  • 31
    • 36148931043 scopus 로고    scopus 로고
    • Acute toxicity of oxygenated and nonoxygenated imidazolium-based ionic liquids to Daphnia magna and Vibrio fischeri
    • Samori C., Pasteris A., Galleti P., Tagliavini E. Acute toxicity of oxygenated and nonoxygenated imidazolium-based ionic liquids to Daphnia magna and Vibrio fischeri. Environ. Toxicol. Chem. 2007, 26:2379-2382.
    • (2007) Environ. Toxicol. Chem. , vol.26 , pp. 2379-2382
    • Samori, C.1    Pasteris, A.2    Galleti, P.3    Tagliavini, E.4
  • 32
    • 33745868390 scopus 로고    scopus 로고
    • Proposal to improve vertebrate cell cultures to establish them as substitutes for the regulatory testing of chemicals and effluents using fish
    • Schirmer K. Proposal to improve vertebrate cell cultures to establish them as substitutes for the regulatory testing of chemicals and effluents using fish. Toxicology 2006, 224:163-183.
    • (2006) Toxicology , vol.224 , pp. 163-183
    • Schirmer, K.1
  • 33
    • 0001237510 scopus 로고
    • Asymptotic results for goodness-of-fit statistics with unknown parameters
    • Stephens M.A. Asymptotic results for goodness-of-fit statistics with unknown parameters. Ann. Stat. 1976, 4:357-369.
    • (1976) Ann. Stat. , vol.4 , pp. 357-369
    • Stephens, M.A.1
  • 38
    • 37249054563 scopus 로고    scopus 로고
    • Comparative evaluation of the cytotoxicity sensitivity of six fish cell lines to four heavy metals in vitro
    • Tan F., Wang M., Wang W., Lu Y. Comparative evaluation of the cytotoxicity sensitivity of six fish cell lines to four heavy metals in vitro. Toxicol. In Vitro 2008, 22:164-170.
    • (2008) Toxicol. In Vitro , vol.22 , pp. 164-170
    • Tan, F.1    Wang, M.2    Wang, W.3    Lu, Y.4
  • 39
    • 84887140144 scopus 로고    scopus 로고
    • Cytotoxic and genotoxic effects of water and sediment samples from gypsum mining area in channel catfish ovary (CCO) cells
    • Ternjej I., Gaurina Srček V., Kopjar N., Mihaljević Z. Cytotoxic and genotoxic effects of water and sediment samples from gypsum mining area in channel catfish ovary (CCO) cells. Ecotoxicol. Environ. Saf. 2013, 98:118-127.
    • (2013) Ecotoxicol. Environ. Saf. , vol.98 , pp. 118-127
    • Ternjej, I.1    Gaurina Srček, V.2    Kopjar, N.3    Mihaljević, Z.4
  • 40
    • 77149146806 scopus 로고    scopus 로고
    • A quantum-chemical-based guide to analyze/quantify the cytotoxicity of ionic liquids
    • Torrecilla J.S., Palomar J., Lemus J., Rodrígueza F. A quantum-chemical-based guide to analyze/quantify the cytotoxicity of ionic liquids. Green Chem. 2010, 12:123-134.
    • (2010) Green Chem. , vol.12 , pp. 123-134
    • Torrecilla, J.S.1    Palomar, J.2    Lemus, J.3    Rodrígueza, F.4
  • 42
    • 35648976053 scopus 로고    scopus 로고
    • Cytotoxicity of ionic liquids and precursor compounds towards human cell line HeLa
    • Wang X.F., Ohlin A.C., Lu Q., Fei Z., Hu J., Dyson P.J. Cytotoxicity of ionic liquids and precursor compounds towards human cell line HeLa. Green Chem. 2007, 9:1191-1197.
    • (2007) Green Chem. , vol.9 , pp. 1191-1197
    • Wang, X.F.1    Ohlin, A.C.2    Lu, Q.3    Fei, Z.4    Hu, J.5    Dyson, P.J.6
  • 43
    • 66749101231 scopus 로고    scopus 로고
    • Effect of 1-butyl-3-methylimidazolium tetrafluoroborate on the wheat (Triticum aestivum L.) seedlings
    • Wang L.S., Wang L., Wang L., Wang G., Li Z.H., Wang J.J. Effect of 1-butyl-3-methylimidazolium tetrafluoroborate on the wheat (Triticum aestivum L.) seedlings. Environ. Toxicol. 2009, 24:296-303.
    • (2009) Environ. Toxicol. , vol.24 , pp. 296-303
    • Wang, L.S.1    Wang, L.2    Wang, L.3    Wang, G.4    Li, Z.H.5    Wang, J.J.6
  • 44
    • 79953005609 scopus 로고    scopus 로고
    • PaDEL-Descriptor: an open source software to calculate moleculardescriptors and fingerprints
    • Yap C.W. PaDEL-Descriptor: an open source software to calculate moleculardescriptors and fingerprints. J. Comput. Chem. 2011, 32:1466-1474.
    • (2011) J. Comput. Chem. , vol.32 , pp. 1466-1474
    • Yap, C.W.1
  • 45
    • 68549105951 scopus 로고    scopus 로고
    • Effects of the 1-alkyl-3-methylimidazolium bromide ionic liquids on the antioxidant defense system of Daphnia magna
    • Yu M., Wang S.H., Luo Y.R., Han Y.W., Li X.Y., Zhang B.J., Wang J.J. Effects of the 1-alkyl-3-methylimidazolium bromide ionic liquids on the antioxidant defense system of Daphnia magna. Ecotoxicol. Environ. Saf. 2009, 72:1798-1804.
    • (2009) Ecotoxicol. Environ. Saf. , vol.72 , pp. 1798-1804
    • Yu, M.1    Wang, S.H.2    Luo, Y.R.3    Han, Y.W.4    Li, X.Y.5    Zhang, B.J.6    Wang, J.J.7
  • 46
    • 84873082397 scopus 로고    scopus 로고
    • Effects of 1-octyl-3-methylimidazolium bromide on the antioxidant system of Lemna minor
    • Zhang B., Li X., Chen D., Wang J. Effects of 1-octyl-3-methylimidazolium bromide on the antioxidant system of Lemna minor. Protoplasma 2013, 250:103-110.
    • (2013) Protoplasma , vol.250 , pp. 103-110
    • Zhang, B.1    Li, X.2    Chen, D.3    Wang, J.4
  • 47
    • 84887821198 scopus 로고    scopus 로고
    • Investigation of the toxicity of the ionic liquid 1-butyl-3-methylimidazolium chloride to Saccharomyces cerevisiae AY93161 for lignocellulosic ethanol production
    • Zhu S., Yu P., Lei M., Tong Y., Zheng L., Zhang R., Ji J., Chen Q., Wu Y. Investigation of the toxicity of the ionic liquid 1-butyl-3-methylimidazolium chloride to Saccharomyces cerevisiae AY93161 for lignocellulosic ethanol production. Pol. J. Chem. Technol. 2013, 15:94-98.
    • (2013) Pol. J. Chem. Technol. , vol.15 , pp. 94-98
    • Zhu, S.1    Yu, P.2    Lei, M.3    Tong, Y.4    Zheng, L.5    Zhang, R.6    Ji, J.7    Chen, Q.8    Wu, Y.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.