(Eco)toxicological effects of 2,4,7,9-tetramethyl-5-decyne-4,7-diol (TMDD) in zebrafish (Danio rerio) and permanent fish cell cultures

Environmental Science and Pollution Research

Volumn 21, Issue 13, 2014, Pages 8233-8241

  Vincze, Krisztina ^a,c   Gehring, Martin ^b   Braunbeck, Thomas ^a  

^a UNIVERSITY OF HEIDELBERG   (Germany)

^b Verband kommunaler Unternehmen (VKU)   (Germany)

^c UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

Comet assay; Fish embryo test; Fish sexual development test; Micronucleus test; Neutral red retention assay; RTL W1 fish cell line; TMDD; Zebrafish

Indexed keywords

ALCOHOL; BIOACCUMULATION; BIODEGRADATION; CYPRINID; ECOTOXICOLOGY; ENDOCRINE DISRUPTOR; FISH CULTURE; GENOTOXICITY; MORTALITY; PHYSICOCHEMICAL PROPERTY; POLLUTION EFFECT; POLLUTION EXPOSURE; TOXICITY TEST;

EUROPE;

DANIO RERIO;

2,4,7,9-TETRAMETHYL-5-DECYNE-4,7-DIOL; ENDOCRINE DISRUPTOR; FATTY ALCOHOL; WATER POLLUTANT;

ANIMAL; ANIMAL EMBRYO; CELL CULTURE; CHEMISTRY; COMET ASSAY; DRUG EFFECTS; EMBRYO DEVELOPMENT; FEMALE; FISH; MALE; MICRONUCLEUS TEST; PAPER; REPRODUCTION; RIVER; SEXUAL MATURATION; TOXICITY; WATER POLLUTANT; ZEBRA FISH;

ANIMALS; CELLS, CULTURED; COMET ASSAY; EMBRYO, NONMAMMALIAN; EMBRYONIC DEVELOPMENT; ENDOCRINE DISRUPTORS; FATTY ALCOHOLS; FEMALE; FISHES; MALE; MICRONUCLEUS TESTS; PAPER; REPRODUCTION; RIVERS; SEXUAL MATURATION; WATER POLLUTANTS, CHEMICAL; ZEBRAFISH;

EID: 84902536356     PISSN: 09441344     EISSN: 16147499     Source Type: Journal    
DOI: 10.1007/s11356-014-2806-y     Document Type: Article

References (47)

1. Air Products and Chemicals Inc. (2001) High production volume (HPV) challenge program, data analysis and test plan for 2, 4, 7, 9-Tetramethyl-5decyne-4, 7-diol. http://www. epa. gov/hpv/pubs/summaries/tetramet/c13452. pdf. Accessed 13 July 2011.
2. Al-Sabti K, Metcalfe CD (1995) Fish micronuclei for assessing genotoxicity in water. Mutat Res 343: 121-135.
3. Babich H, Borenfreund E (1991) Cytotoxicity and genotoxicity assays with cultured fish cells: a review. Toxicol in Vitro 5(1): 91-100.
4. Belanger SE, Dorn PB, Toy R, Boeije G, Marshall SJ, Wind T, van Compernolle R, Zeller D (2006) Aquatic risk assessment of alcohol ethoxylates in North America and Europe. Ecotoxicol Environ Saf 64(1): 85-99.
5. Boettcher M, Grund S, Keiter S, Kosmehl T, Reifferscheid G, Seitz N, Rocha PS, Hollert H, Braunbeck T (2010) Comparison of in vitro and in situ genotoxicity in the Danube River by means of the comet assay and the micronucleus test. Mutat Res Genet Toxicol Environ Mutagen 700(1-2): 11-17.
6. Boettcher M, Kosmehl T, Braunbeck T (2011) Low-dose effects and biphasic effect profiles: is trenbolone a genotoxicant? Mutat Res Genet Toxicol Environ Mutagen 723(2): 152-157.
7. Borenfreund E, Babich H, Martin-Alguacil N (1988) Comparisons of two in vitro cytotoxicity assays-the neutral red (nr) and tetrazolium mtt tests. Toxicol in Vitro 2(1): 1-6.
8. Braunbeck T, Böttcher M, Hollert H, Kosmehl T, Lammer E, Leist E, Rudolf M, Seitz N (2005) Towards an alternative for the acute fish LC50 test in chemical assessment: the fish embryo toxicity test goes multi-species-an update. Altex 22: 87-102.
9. Brion F, Tyler CR, Palazzi X, Laillet B, Porcher JM, Garric J, Flammarion P (2004) Impacts of 17 beta-estradiol, including environmentally relevant concentrations, on reproduction after exposure during embryo-larval-, juvenile- and adult-life stages in zebrafish (Danio rerio). Aquat Toxicol 68(3): 193-217.
10. Camacho-Muñoz D, Martín J, Santos JL, Aparicio I, Alonso E (2014) Occurrence of surfactants in wastewater: hourly and seasonal variations in urban and industrial wastewaters from Seville (Southern Spain). Sci Total Environ 468-469: 977-984.
11. Deutscher Bundestag (2009) Plenarprotokoll 16/216. Berichte des Deutschen Bundestages Anlage 16. http://dip21. bundestag. de/dip21/btp/16/16216. pdf. Accessed 5 Nov 2012.
12. Dsikowitzky L, Schwarzbauer J, Kronimus A, Littke R (2004a) The anthropogenic contribution to the organic load of the Lippe River (Germany). Part I: Qualitative characterisation of low-molecular weight organic compounds. Chemosphere 57(10): 1275-1288.
13. Dsikowitzky L, Schwarzbauer J, Littke R (2004b) The anthropogenic contribution to the organic load of the Lippe River (Germany). Part II: Quantification of specific organic contaminants. Chemosphere 57(10): 1289-1300.
14. European Union (2010) Directive 2010/63/EU of the European Parliament and of the Council of 22 September 2010 on the protection of animals used for scientific purposes. Official Journal of the European Union L 276/33.
15. Gehring MJ, Vogel D, Bilitewski B (2009) Belastung von Recycling-Toilettenpapier aus verschiedenen Ländern mit 2, 4, 7, 9-tetramethyl-5-decin-4, 7-diol (TMDD) und den endokrin aktiven Stoffen Bisphenol A, 4-tert-Octylphenol, technischem 4-Nonylphenol und Pentachlorphenol. 4. Dresdener Tagung Endokrin aktive Stoffe in Abwasser, Klärschlamm und Abfällen, Beiträge zu Abfallwirtschaft und Altlasten, Schriftenreihe des Institutes für Abfallwirtschaft und Altlasten der TU Dresden, vol. 61.
16. Grigoriadou G, Georgakopoulos A, Schwarzbauer J, Kassoli-Fournaraki AF, Filippidis A, Papastergios G (2004) Organic pollutants in the industrial area east of Kavala, Northern Greece. Bull Geol Soc Greece 36: 254-262.
17. Guedez AA, Frommel S, Diehl P, Puttmann W (2009) Occurrence and temporal variations of TMDD in the river Rhine, Germany. Environ Sci Pollut Res 17(2): 321-330.
18. Guedez AA, Frömmel S, Püttmann W (2008) Eintrag und Verbreitung von 2, 4, 7, 9-Tetramethyl-5-decyn-4, 7-diol (TMDD) in Oberflächengewässern. Annual Meeting of SETAC-GLB (Society of Environmental Toxicology and Chemistry-German Language Branch). Abstract Book, Frankfurt am Main.
19. Guedez AA, Püttmann W (2011) Occurrence and fate of TMDD in wastewater treatment plants in Germany. Water Res 45(16): 5313-5322.
20. Heinzel N (2006) Screening, Identifizierung und quantitative Analytik organischer Substanzen in aquatischen Kompartimenten. Dissertation, University Hamburg.
21. Holbech H, Kinnberg K, Petersen GI, Jackson P, Hylland K, Norrgren L, Bjerregaard P (2006) Detection of endocrine disrupters: evaluation of a fish sexual development test (FSDT). Comp Biochem Physiol C Toxicol Pharmacol 144(1): 57-66.
22. ISO (1996) Water quality-determination of the acute lethal toxicity of substances to a freshwater fish [Brachydanio rerio Hamilton-Buchanan (Teleostei, Cyprinidae)] ISO 7346/3.
23. Kimmel CB, Ballard WW, Kimmel SR, Ullmann B, Schilling TF (1995) Stages of embryonic development of the zebrafish. Dev Dyn 203: 253-310.
24. Kleinschnitz M, Schreier P (1998) Identification and semi-quantitative determination of a migration contaminant from beverage carton packages into mineral water by on-line solid phase extraction gas cromatography-mass spectrometry (SPE-GC-MS). Chromatographia 48(7/8): 581-583.
25. Knörr S, Braunbeck T (2002) Decline in reproductive success, sex reversal, and developmental alterations in Japanese medaka (Oryzias latipes) after continuous exposure to octylphenol. Ecotoxicol Environ Saf 51(3): 187-196.
26. Krogh KA, Halling-Sørensen B, Mogensen BB, Vejrup KV (2003) Environmental properties and effects of nonionic surfactant adjuvants in pesticides: a review. Chemosphere 50(7): 871-901.
27. Lammer E, Carr GJ, Wendler K, Rawlings JM, Belanger SE, Braunbeck T (2009) Is the fish embryo toxicity test (FET) with the zebrafish (Danio rerio) a potential alternative for the fish acute toxicity test? Comp Biochem Physiol C Toxicol Pharmacol 149(2): 196-209.
28. Länge R, Hutchinson TH, Scholz N, SolbÉ J (1998) Analysis of the ecetoc aquatic toxicity (EAT) database II-comparison of acute to chronic ratios for various aquatic organisms and chemical substances. Chemosphere 36(1): 115-127.
29. LANUV (2008) Informationen zu TMDD in Gewässern. Pressemitteilung. http://www. lanuv. nrw. de/veroeffentlichungen/presse/pdf/2008/PM_TMDD_LANUV. pdf. Accessed 20 July 2011.
30. Lee LEJ, Clemons JH, Bechtel DG, Caldwell SJ, Han K, Pasitschniak-Arts M, Mosser DD, Bols NC (1993) Development and characterization of a rainbow trout liver cell line expressing cytochrome p450-dependent monooxygenase activity. Cell Biol Toxicol 9(3): 279-294.
31. Lewis MA (1992) The effects of mixtures and other environmental modifying factors on the toxicities of surfactants to freshwater and marine life. Water Res 26(8): 1013-1023.
32. Maack G, Segner H (2003) Morphological development of the gonads in zebrafish. J Fish Biol 62: 895-906.
33. Morrall DD, Belanger SE, Dunphy JC (2003) Acute and chronic aquatic toxicity structure-activity relationships for alcohol ethoxylates. Ecotoxicol Environ Saf 56(3): 381-389.
34. Musselman SW, Chander S (2002) Wetting and adsorption of acetylenic diol based nonionic surfactants on heterogeneous surfaces. Colloids Surf A Physicochem Eng Asp 206: 497-513.
35. Nagel R (2002) DarT: The embryo test with the zebrafish Danio rerio-a general model in ecotoxicology and toxicology. Altex 19: 38-48.
36. OECD (2010) Guidance document on the diagnosis of endocrine-related histopathology in fish gonads, vol 123, OECD series on testing and assessment. Organization for Economic Cooperation and Development, Paris.
37. OECD (2011) Guideline for the testing of chemicals, vol 234, Section 2: effects on biotic systems test No. 234: Fish Sexual Development Test. Organization for Economic Cooperation and Development, Paris.
38. Schnurstein A, Braunbeck T (2001) Tail moment versus tail length-application of an in vitro version of the comet assay in biomonitoring for genotoxicity in native surface waters using primary hepatocytes and gill cells from zebrafish (Danio rerio). Ecotoxicol Environ Saf 49(2): 187-196.
39. Schröder HF, Ventura F (2000) Chapter 19 Applications of liquid chromatography-mass spectrometry in environmental chemistry: characterization and determination of surfactants and their metabolites in water samples by modern mass spectrometric techniques. Tech Instrum Anal Chem 21: 827-933.
40. Schwarzbauer J, Heim S (2005) Lipophilic organic contaminants in the Rhine River, Germany. Water Res 39(19): 4735-4748.
41. Schwarzbauer J, Ricking M (2010) Non-target screening analysis of river water as compound-related base for monitoring measures. Environ Sci Pollut Res 17(4): 934-947.
42. Segner H, Caroll K, Fenske M, Janssen CR, Maack G, Pascoe D, Schäfers C, Vandenbergh GF, Watts M, Wenzel A (2003) Identification of endocrine-disrupting effects in aquatic vertebrates and invertebrates: report from the European IDEA project. Ecotoxicol Environ Saf 54(3): 302-314.
43. Seiler T-B, Rastall A, Leist E, Erdinger L, Braunbeck T, Hollert H (2006) Membrane dialysis extraction (MDE): a novel approach for extracting toxicologically relevant hydrophobic organic compounds from soils and sediments for assessment in biotests. J Soils Sediments 6(1): 20-29.
44. Singh NP, McCoy MT, Tice RR, Schneider EL (1998) A simple technique for quantitation of low levels of DNA damage in individual cells. Exp Cell Res 175: 184-191.
45. U. S. Environmental Protection Agency (2008) Supporting documents for initial risk-based prioritization of high production volume chemicals- 2, 4, 7, 9-Tetramethyl-5-decyne-4, 7-diol (CASNR 126-86-3). http://www. epa. gov/hpvis/rbp/126-86-3_2, 4, 7, 9-tetramethyl_Web_SuppDocs_Sept2008. pdf. Accessed 17 July 2011.
46. van de Plassche EJ, de Bruijn JHM, Stephenson RR, Marshall SJ, Feijtel TCJ, Belanger SE (1999) Predicted no-effect concentrations and risk characterization of four surfactants: linear alkyl benzene sulfonate, alcohol ethoxylates, alcohol ethoxylated sulfates, and soap. Environ Toxicol Chem 18(11): 2653-2663.
47. van Stee LLP, Leonards PEG, van Loon WMGM, Jan Hendriks A, Maas JL, Struijs J, Brinkman UAT (2002) Use of semi-permeable membrane devices and solid-phase extraction for the wide-range screening of microcontaminants in surface water by GC-AED/MS. Water Res 36(18): 4455-4470.