Evaluation of toxicity and biodegradability of choline chloride based deep eutectic solvents

Ecotoxicology and Environmental Safety

Volumn 112, Issue , 2015, Pages 46-53

  Radošević, Kristina ^a   Cvjetko Bubalo, Marina ^a   Gaurina Srček, Višnje ^a   Grgas, Dijana ^a   Landeka Dragičević, Tibela ^a   Redovniković, Radojčić Ivana ^a  

^a UNIVERSITY OF ZAGREB   (Croatia)

Author keywords

Biodegradability; Choline chloride; Deep eutectic solvents; In vitro toxicity; Phytotoxicity

Indexed keywords

ASCORBATE PEROXIDASE; CATALASE; CHOLINE; DEEP EUTECTIC SOLVENT; GLUCOSE; GLYCEROL; GUAIACOL PEROXIDASE; OXALIC ACID; SOLVENT; SUPEROXIDE DISMUTASE; UNCLASSIFIED DRUG; WASTE WATER;

BIODEGRADATION; CHLORIDE; GLUCOSE; MICROORGANISM; OXALIC ACID; PHYTOTOXICITY; SOLVENT; WHEAT;

ANIMAL CELL; ARTICLE; BIODEGRADABILITY; CHLOROPHYLL CONTENT; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CYTOTOXICITY; EC50; ENVIRONMENTAL IMPACT; FISH; GERMINATION; HUMAN; HUMAN CELL; HYDROGEN BOND; IN VITRO STUDY; LIPID PEROXIDATION; MINERALIZATION; NONHUMAN; PHYSICAL CHEMISTRY; PHYTOTOXICITY; TOXICITY TESTING; TRITICUM AESTIVUM; WASTE WATER; ANIMAL; DRUG EFFECTS; METABOLISM; MICROBIOLOGY; WHEAT;

ANIMALS; CHOLINE; GLUCOSE; GLYCEROL; HYDROGEN BONDING; OXALIC ACID; SOLVENTS; TRITICUM; WASTE WATER;

EID: 84909957743     PISSN: 01476513     EISSN: 10902414     Source Type: Journal    
DOI: 10.1016/j.ecoenv.2014.09.034     Document Type: Article

References (43)

1. Aebi H. Catalase in vitro. Methods Enzymol. 1984, 105:121-126.
2. Anastas P.T., Warner J.C. Green Chemistry: Theory and Practice 1998, Oxford University Press, New York.
3. Anastas P.T., Eghbali N. Green chemistry: principles and practice. Chem. Soc. Rev. 2010, 39:301-312.
4. Arnon D.I. Copper enzyme in isolated chloroplasts: polyphenol oxidase in Beta vulgaris. Plant Physiol. 1949, 24:1-15.
5. Ashraf M., Harris P.J.C. Photosynthesis under stressful environments: an overview. Photosynthetica 2013, 51:163-190.
6. Beauchamp C., Fridovich I. Superoxide dismutase: improved assay and an assay applicable to PAGE. Anal. Biochem. 1971, 44:276-287.
7. Carriazo D., Serrano M.C., Gutiérrez M.C., Ferrer M.L., del Monte F. Deep-eutectic solvents playing multiple roles in the synthesis of polymers and related materials. Chem. Soc. Rev. 2012, 41:4996-5014.
8. Chance B., Maehly A.C. Assay of catalases and peroxidases. Methods in Enzymology 1955, Academic Press, New York. S.P. Colowick, N.O. Kaplan (Eds.).
9. Cvjetko Bubalo M., Radošević K., Radojčić Redovniković I., Halambek J., Gaurina Srček V. A brief overview of the potential environmental hazards of ionic liquids. Ecotoxicol. Environ. Saf. 2014, 99:1-12.
10. Cvjetko Bubalo M., Hanousek K., Radošević K., Gaurina Srček V., Jakovljević T., Radojčić Redovniković I. Imidiazolium based ionic liquids: effects of different anions and alkyl chains lengths on the barley seedlings. Ecotoxicol. Environ. Saf. 2014, 101:116-123.
11. Cvjetko M., Radošević K., Tomica A., Slivac I., Vorkapić-Furač J., Gaurina Srček V. Cytotoxic effects of imidazolium ionic liquids on fish and human cell lines. Arh. Hig. Rada. Toksikol. 2012, 63:15-19.
12. Dai Y., Witkamp G.J., Verpoorte R., Choi Y.H. Natural deep eutectic solvents as a new extraction media for phenolic metabolites in Carthamus tinctorius L. Anal. Chem. 2013, 85:6272-6278.
13. Dai Y., van Spronsen J., Witkamp G.J., Verpoorte R., Choi Y.H. Ionic liquids and deep eutectic solvents in natural products research: mixtures of solids as extraction solvents. J. Nat. Prod. 2013, 22:2162-2173.
14. EEA, 2013. Towards a green economy in Europe. EU environmental policy targets and objectives 2010-2050, EEA Report no. 8/2013, pp. 1-48.
15. EFSA Panel on Additives and Products or Substances used in Animal Feed (FEEDAP) Scientific Opinion on safety and efficacy of choline chloride as a feed additive for all animal species. EFSA J. 2011, 9:2353. ([15 pp.]).
16. Frade R., Rosatella A., Marques C., Branco L., Kulkarni P., Mateus N., Afonso C., Duarte C. Toxicological evaluation on human colon carcinoma cell line (CaCo-2) of ionic liquids based on imidazolium, guanidinium, ammonium, phosphonium, pyridinium and pyrrolidinium cations. Green Chem. 2009, 11:1160-1165.
17. Francisco M., van den Bruinhorst A., Kroon M.C. Low-transition-temperature mixtures (LTTMs): a new generation of designer solvents. Angew. Chem. Int. Ed. 2013, 52:3074-3085.
18. Hayyan M., Hashim M.A., Hayyan A., Al-Saadi M.A., Alnashef I.M., Mirghani M.E., Saheed O.K. Are deep eutectic solvents benign or toxic?. Chemosphere 2013, 90:2193-2195.
19. Hayyan M., Hashim M.A., Al-Saadi M.A., Hayyan A., Alnashef I.M., Mirghani M.E. Assessment of cytotoxicity and toxicity for phosphonium-based deep eutectic solvents. Chemosphere 2013, 93:455-459.
20. Hayyan A., Mjalli F.S., Alnashef I.M., Al-Wahaibi Y.M., Al-Wahaibi T., Hashim M.A. Glucose-based deep eutectic solvents: physical properties. J. Mol. Liq. 2013, 178:137-141.
21. Heath R.L., Packer L. Photoperoxidation in isolated chloroplasts. I-kinetics and stoichiometry of fatty acid peroxidation. Arch. Biochem. Biophys. 1968, 125:189-198.
22. Hou X.D., Liu Q.P., Smith T.J., Li N., Zong M.H. Evaluation of toxicity and biodegradability of cholinium amino acids ionic liquids. PLoS One 2013, 8:e59145.
23. Lowry O.H., Rosebrough N.J., Farr A.L., Randall R.J. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 1951, 193:265-275.
24. Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 1983, 65:55-63.
25. Nakano Y., Asada K. Hydrogen peroxide is scavenged by ascorbate-specific peroxidase in spinach chloroplasts. Plant Cell Physiol. 1981, 22:867-880.
26. OECD 301D Guidelines for Testing of Chemicals. Closed Bottle Test 1992, Organisation of Economic Cooperation and Development, Paris.
27. Paiva A., Craveiro R., Arosso I., Martins M., Reis R.L., Duarte A.R.C. Natural deep eutectic solvents - solvents for the 21st century. ACS Sustain. Chem. Eng. 2014, 2:1063-1071.
28. Pham T.P., Cho C.W., Yun Y.S. Environmental fate and toxicity of ionic liquids: a review. Water Res. 2010, 44:352-372.
29. Peric B., Sierra J., Martí E., Cruañas R., Garau M.A., Arning J., Bottin-Weber U., Stolte S. (Eco)toxicity and biodegradability of selected protic and aprotic ionic liquids. J. Hazard. Mater. 2013, 261:99-105.
30. Petkovic M., Seddon K.R., Rebelo L.P., Silva Pereira C. Ionic liquids: a pathway to environmental acceptability. Chem. Soc. Rev. 2011, 40:1383-1403.
31. 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.
32. Ranke J., Molter K., Stock F., Bottin-Weber U., Poczobutt J., Hoffmann J., Ondruschka B., Filser J., Jastorff B. Biological effects of imidazolium ionic liquids with varying chain lengths in acute Vibrio fischeri and WST-1 cell viability assays. Ecotoxicol. Environ. Saf. 2004, 58:396-404.
33. Ruß C., König B. Low melting mixtures in organic synthesis - an alternative to ionic liquids?. Green Chem. 2012, 14:2969-2982.
34. Samori C., Malferrari D., Valbonesi P., Montecavalli A., Moretti F., Galletti P., Sartor G., Tagliavini E., Fabbri E., Pasteris A. Introduction of oxygenated side chain into imidazolium ionic liquids: evaluation of the effects at different biological organization levels. Ecotoxicol. Environ. Saf. 2010, 73:1456-1464.
35. Sharma P., Jha A.B., Shanker Dubey R., Pessarakli M. Reactive oxygen species, oxidative damage, and antioxidative defense mechanism in plants under stressful conditions. J. Bot 2012, 2012:1-26.
36. Stepnowski P., Skladanowski A.S., Ludwiczak A., Laczyńska E. Evaluating the cytotoxicity of ionic liquids using human cell line HeLa. Hum. Exp. Toxicol. 2004, 23:513-517.
37. Studzińska S., Buszewski B. Study of toxicity of imidazolium ionic liquids to watercress (Lepidium sativum L.). Anal. Bioanal. Chem. 2008, 393:983-990.
38. Tang B., Row K.H. Recent developments in deep eutectic solvents in chemical sciences. Mon. Chem. 2013, 144:1427-1454.
39. Tanneberger K. Assessment of chemicals: fish cells as an alternative to whole fish. Eawag. News 2010, 68e:25-27.
40. Vidal C., Súarez F.J., García-Álvarez J. Deep Eutectic Solvents (DES) as green reaction media for the redox isomerization of allylic alcohols into carbonyl compounds catalyzed by the ruthenium complex [Ru(η3:η3-C10H16)Cl2)Cl2(benzimidazole)]. Catal. Commun. 2014, 44:76-79.
41. Wang 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.
42. Zhang Q., De Oliveira Vigier K., Royer S., JérÔme F. Deep eutectic solvents: syntheses, properties and applications. Chem. Soc. Rev. 2012, 41:108-7146.
43. Zhang B., Li X., Chen D., Wang J. Effect of 1-octyl-3-methylimidazolium bromide on the antioxidant system of Lemna minor. Protoplasma 2012, 250:103-110.