Structure-activity relationship assessment of four perfluorinated chemicals using a prolonged zebrafish early life stage test

Chemosphere

Volumn 82, Issue 5, 2011, Pages 764-772

  Hagenaars, A ^a   Vergauwen, L ^a   De Coen, W ^a   Knapen, D ^a  

^a UNIVERSITY OF ANTWERP   (Belgium)

Author keywords

Perfluorinated compounds; PFBA; PFBS; PFOA; PFOS; Zebrafish embryo

Indexed keywords

CHAIN LENGTH; POLLUTION CONTROL; STRUCTURES (BUILT OBJECTS);

PERFLUORINATED COMPOUNDS; PFBA; PFBS; PFOA; PFOS; ZEBRAFISH EMBRYOS;

CHEMICALS;

CARBOXYL GROUP; PERFLUBUTANE; PERFLUORO COMPOUND; PERFLUOROOCTANESULFONIC ACID; PERFLUOROOCTANOIC ACID; SULFONIC ACID DERIVATIVE;

ANTHROPOGENIC SOURCE; ASSESSMENT METHOD; BIOACCUMULATION; EMBRYO; ENVIRONMENTAL IMPACT; FISH; FUNCTIONAL GROUP; FUNCTIONAL MORPHOLOGY; HATCHING; ORGANIC ACID; ORGANIC COMPOUND; TOXICOLOGY;

ARTICLE; BIOACCUMULATION; CONCENTRATION (PARAMETERS); CONGENITAL HEART MALFORMATION; DEVELOPMENTAL STAGE; ENVIRONMENTAL IMPACT; NONHUMAN; STRUCTURE ACTIVITY RELATION; ZEBRA FISH;

DANIO RERIO;

EID: 78650719441     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2010.10.076     Document Type: Article

References (66)

1. 3M, 2006. Environmental, Health, Safety, and Regulatory (EHSR) Profile of Perfluorobutane Sulfonate (PFBS). Technical data bulletin. Document ID: EPA-HQ-OPPT-2005-0015-0006.
2. Abbott W.S. A method of computing the effectiveness of an insecticide. J. Econ. Entomol. 1925, 18:265-267.
3. Andreasen E.A., Spitsbergen J.M., Tanguay R.L., Stegeman J.J., Heideman W., Peterson R.E. Tissue-specific expression of AHR2, ARNT2, and CYP1A in zebrafish embryos and larvae: effects of developmental stage and 2,3,7,8-tetrachlorodibenzo-p-dioxin exposure. Toxicol. Sci. 2002, 68:403-419.
4. Ankley G.T., Kuehl D.W., Kahl M.D., Jensen K.M., Butterworth B.C., Nichols J.W. Partial life-cycle toxicity and bioconcentration modeling of perfluorooctanesulfonate in the northern leopard frog (Rana pipiens). Environ. Toxicol. Chem. 2004, 23:2745-2755.
5. Apelberg B.J., Witter F.R., Herbstman J.B., Calafat A.M., Halden R.U., Needham L.L., Goldman L.R. Cord serum concentrations of perfluorooctane sulfonate (PFOS) and perfluorooctanoate (PFOA) in relation to weight and size at birth. Environ. Health Perspect. 2007, 115:1670-1676.
6. Beach S.A., Newsted J.L., Coady K., Giesy J.P. Ecotoxicological evaluation of perfluorooctanesulfonate (PFOS). Rev. Environ. Contam. Toxicol. 2006, 186:133-174.
7. Birhanli A., Ozmen M. Evaluation of the toxicity and teratogenity of six commercial textile dyes using the frog embryo teratogenesis assay - Xenopus. Drug Chem. Toxicol. 2005, 1:51-65.
8. Brown C., Gardner C., Braithwaite V.A. Differential stress responses in fish from areas of high- and low-predation pressure. J. Comp. Physiol. B 2005, 175:305-312.
9. Calafat A.M., Needham L.L., Kuklenyik Z., Reidy J.A., Tully J.S., Aguilar-Villalobos M., Naeher L.P. Perfluorinated chemicals in selected residents of the American continent. Chemosphere 2006, 63:490-496.
10. Chengelis C.P., Kirkpatrick J.B., Radovsky A., Shinohara M. A 90-day repeated dose oral (gavage) toxicity study of perfluorohexanoic acid (PFHxA) in rats (with functional observational battery and motor activity determinations). Reprod. Toxicol. 2009, 27:342-351.
11. Colombo I., de Wolf W., Thompson R.S., Farrar D.G., Hoke R.A., L'Haridon J. Acute and chronic aquatic toxicity of ammonium perfluorooctanoate (APFO) to freshwater organisms. Ecotoxicol. Environ. Saf. 2008, 71:749-756.
12. Das K.P., Grey B.E., Zehr R.D., Wood C.R., Butenhoff J.L., Chang S.-C., Ehresman D.J., Tan Y.-M., Lau C. Effects of perfluorobutyrate exposure during pregnancy in the mouse. Toxicol. Sci. 2008, 105:173-181.
13. Du Y., Shi X., Liu C., Yu K., Zhou B. Chronic effects of water-borne PFOS exposure on growth, survival and hepatotoxicity in zebrafish: a partial life-cycle test. Chemosphere 2009, 74:723-729.
14. Dunnett C.W. New tables for multiple comparisons with a control. Biometrics 1964, 20:482-491.
15. Eimon P.M., Baranowski T.C., Haider J., Zhang Y. Automated acute toxicity testing using fluorescent transgenic zebrafish embryos. Toxicol. Sci. 2008, 253:5-6.
16. Ekker M., Akimenko M.A. Le poisson zèbre (Danio rerio), un modèle en biologie du development. Méd. Sci. 1991, 7:533-560.
17. Finney J.L., Robertson G.N., McGee C.A.S., Smith F.M., Croll R.P. Structure and autonomic innervation of the swim bladder in the zebrafish (Danio rerio). J. Comp. Neurol. 2006, 495:587-606.
18. Fritsche R., Schwerte T., Pelster B. Nitric oxide and vascular reactivity in developing zebrafish, Danio rerio. Am. J. Physiol. 2000, 279:R2200-2207.
19. Giesy J.P., Kannan K. Global distribution of perfluorooctane sulfonate in wildlife. Environ. Sci. Technol. 2001, 35:1339-1342.
20. Giesy J.P., Naile J.E., Khim J.S., Jones P.D., Newsted J.L. Aquatic toxicology of perfluorinated chemicals. Reviews of Environmental Contamination and Toxicology 2010, vol. 202:1-52. Springer, New York.
21. Grasty R.C., Wolf D.C., Grey B.E., Lau C.S., Rogers J.M. Prenatal window of susceptibility to perfluorooctane sulfonate-induced neonatal mortality in the Sprague-Dawley rat. Birth Defects Res. B Dev. Reprod. Toxicol. 2003, 68:465-471.
22. Hamilton M.A., Russon R.C., Thurston R.V. Trimmed Spearman-Karber method for estimating median lethal concentrations in toxicity bioassays. Environ. Sci. Technol. 1977, 11:714-719.
23. Hill A.J., Bello S.M., Prasch A.L., Peterson R.E., Heideman W. Water permeability and TCDD-induced edema in zebrafish early-life stages. Toxicol. Sci. 2004, 78:78-87.
24. Hoekstra J.A. Acute bioassays with control mortality. Water Air Soil Pollut. 1987, 35:311-317.
25. Hu W.Y., Jones P.D., Upham B.L., Trosko J.E., Lau C., Giesy J.P. Inhibition of gap junctional intercellular communication by perfluorinated compounds in rat liver and dophin kidney epithelial cell lines in vitro and sprague-dawley rats in vivo. Toxicol. Sci. 2002, 68:429-436.
26. Huang H., Huang C., Wang L., Ye X., Bai C., Simonich M.T., Tanguay R.L., Dong Q. Toxicity, uptake kinetics and behaviour assessment in zebrafish embryos following exposure to perfluorooctanesulphonicacid (PFOS). Aquat. Toxicol. 2010, 98:139-147.
27. Incardona J.P., Collier T.K., Scholz N.L. Defects in cardiac function precede morphological abnormalities in fish embryos exposed to polycyclic aromatic hydrocarbons. Toxicol. Appl. Pharmacol. 2004, 196:191-205.
28. Ji K., Kim Y., Oh S., Ahn B., Jo H., Choi K. Toxicity of Perfluorooctane sulfonic acid and perfluorooctanoic acid on freshwater macroinvertebrates (Daphnia magna and Moina macrocopa) and fish (Oryzias latipes). Environ. Toxicol. Chem. 2008, 27:2159-2168.
29. Kimmel C.B., Ballard W.W., Kimmel S.R., Ullmann B., Schilling T.F. Stages of embryonic development of the zebrafish. Dev. Dyn. 1995, 203:253-310.
30. Kissa E. Fluorinated Surfactants and Repellents 2001, Marcel Dekker Inc., New York, USA, pp. 1-615. second ed.
31. Lammer E., Carr G.J., Wendler K., Rawlings J.M., Belanger S.E., Braunbeck T. 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 2009, 149:196-209.
32. Langley A.E., Pilcher G.D. Thyroid, bradycardic and hypothermic effects of perfluoro-n-decanoic acid in rats. J. Toxicol. Environ. Health 1985, 15:485-491.
33. Lau C., Thibodeaux J.R., Hanson R.G., Rogers J.M., Grey B.E., Stanton M.E., Butenhoff J.L., Stevenson L.A. Exposure to perfluorooctane sulfonate during pregnancy in rat and mouse. II: postnatal evaluation. Toxicol. Sci. 2003, 74:382-392.
34. Lau C., Butenhoff J.L., Rogers J.M. The developmental toxicity of perfluoroalkyl acids and their derivatives. Toxicol. Appl. Pharmacol. 2004, 198:231-241.
35. Lau C., Thibodeaux J.R., Hanson R.G., Narotsky M.G., Rogers J.M., Lindstrom A.B., Strynar M.J. Effects of perfluorooctanoic acid exposure during pregnancy in the mouse. Toxicol. Sci. 2006, 90:510-518.
36. Lau C., Anitole K., Hodes C., Lai D., Pfahles-Hutchens A., Seed J. Perfluoroalkyl acids: a review of monitoring and toxicological findings. Toxicol. Sci. 2007, 99:366-394.
37. Lema S.C., Schultz I.R., Scholz N.L., Incardona J.P., Swanson P. Neural defects and cardiac arrhythmia in fish larvae following embryonic exposure to 2,2′,4,4′-tetrabromodiphenyl ether (PBDE47). Aquat. Toxicol. 2007, 82:296-307.
38. Lieder P.H., York R.G., Hakes D.C., Chang S.C., Butenhoff J.L. A two-generation oral gavage reproduction study with potassium perfluorobutanesulfonate (K+PFBS) in Sprague Dawley rats. Toxicology 2009, 259:33-45.
39. Lindsey B.W., Smith F.M., Croll R.P. From inflation to flotation: contribution of the swimbladder to whole-body density and swimming depth during development of the zebrafish (Danio rerio). Zebrafish 2010, 7:85-96.
40. Loos R., Gawlik B.M., Locoro G., Rimaviciute E., Contini S., Bidoglio G. EU-wide survey of polar organic persistent pollutants in European river waters. Environ. Pollut. 2009, 157:561-568.
41. Loveless S.E., Slezak B., Serex T., Lewis J., Mukerji P., O'Connor J.C., Donner E.M., Frame S.R., Korzeniowski S.H., Buck R.C. Toxicological evaluation of sodium perfluorohexanoate. Toxicol 2009, 264:32-44.
42. Martin J.W., Mabury S.A., Keith R.S., Muir D.C.G. Bioconcentration and tissue distribution of perfluorinated acids in rainbow trout (Oncorhynchus mykiss). Environ. Toxicol. Chem. 2003, 22:196-204.
43. Molina E.D., Balander R., Fitzgerald S.D., Giesy J.P., Kannan K., Mitchell R., Bursian S.J. Effects of air cell injection of Perfluorooctane sulfonate before incubation on development of the white leghorn chicken (Gallus domesticus) embryo. Environ. Toxicol. Chem. 2006, 25:227-232.
44. Moody C.A., Martin J.W., Kwan W.C., Muir D.C.G., Mabury S.A. Monitoring perfluorinated surfactants in biota and surface water samples following an accidental release of fire-fighting foam into Etobicoke creek. Environ. Sci. Technol. 2002, 36:545-551.
45. Nagel R. DarT: the embryo test with the zebrafish Danio rerio - a general model in ecotoxicology and toxicology. Altex 2002, 19:38-48.
46. Oakes K.D., Sibley P.K., Solomon K.R., Mabury S.A., Van Der Kraak G.J. Impact of perfluorooctanoic acid on fathead minnow (Pimephales promelas) fatty acyl-CoA oxidase activity, circulating steroids, and reproduction in outdoor microcosms. Environ. Toxicol. Chem. 2004, 23:1912-1919.
47. OECD, 2006. OECD Guideline for the Testing of Chemicals. Fish Embryo Toxicity (FET) Test. Organisation for Economic Cooperation and Development, Paris, France.
48. Prem C., Salvenmoser W., Würtz J., Peleser B. Swim bladder gas gland cells produce surfactant: in vivo and in culture. Am. J. Physiol. Regul. Integer. Comp. Physiol. 2000, 279:2336-2343.
49. Renner R. Growing concerns over perfluorinated compounds. Environ. Sci. Technol. 2001, 35:154A-160A.
50. Scholz S., Fischer S., Gündel U., Küster E., Luckenbach T., Voelker D. The zebrafish embryo model in environmental risk assessment - applications beyond acute toxicity testing. Environ. Sci. Pollut. Res. 2008, 15:394-404.
51. Schultz M.M., Barofsky D.F., Field J.A. Quantitative determination of fluorotelomer sulfonates in groundwater by LC MS/MS. Environ. Sci. Technol. 2004, 38:1828-1835.
52. Schwerte T., Prem C., Mairösl A., Pelster B. Development of the sympatho-vagal balance in the cardiovascular system in zebrafish (Danio rerio) characterized by power spectrum and classical signal analysis. J. Exp. Biol. 2006, 209:1093-1100.
53. Scott B.F., Moody C.A., Spencer C., Small J.M., Muir D.C., Mabury S.A. Analysis for perfluorocarboxylic acids/anions in surface waters and precipitation using GC-MS and analysis of PFOA from large-volume samples. Environ. Sci. Technol. 2006, 40:6405-6410.
54. Shi X., Du Y., Lam P.K.S., Wu R.S.S., Zhou B. Developmental toxicity and alteration of gene expression in zebrafish embryos exposed to PFOS. Toxicol. Appl. Pharmacol. 2008, 230:23-32.
55. Skutlarek D., Exner M., Farber H. Perfluorinated surfactants in surface and drinking waters. Environ. Sci. Pollut. Res. Int. 2006, 13:299-307.
56. Thibodeaux J.R., Hanson R.G., Rogers J.M., Grey B.E., Barbee B.D., Richards J.H., Butenhoff J.L., Stevenson L.A., Lau C. Exposure to perfluorooctane sulfonate during pregnancy in rat and mouse. I: Maternal and prenatal evaluations. Toxicol. Sci. 2003, 74:369-381.
57. Ton C., Lin Y., Willett C. Zebrafish as a model for developmental neurotoxicity testing. Birth Defects Res. Part A Clin. Mol. Teratol. 2006, 76:553-567.
58. US Environmental Protection Agency (US EPA), 1990. Trimmed Spearman-Karber (TSK) Program Version 1.5. Ecological Monitoring Research Division, Environmental Monitoring Systems Laboratory, Cincinnati, OH.
59. US Environmental protection Agency (US EPA), 2006. Announcement of Stewardship Program by Administrator Stephen L. Johnson. (accessed 01.02.07. http://www.epa.gov/opptintr/pfoa/pubs/pfoastewardship.htm.
60. Van de Vijver K.I., Hoff P., Das K., Brasseur S., Van Dongen W., Esmans E., Reijnders P., Blust R., De Coen W. Tissue distribution of perfluorinated chemicals in harbor seals (Phoca vitulina) from the Dutch Wadden Sea. Environ. Sci. Technol. 2005, 39:6978-6984.
61. von Westernhagen H. Sublethal effects of pollutants on fish eggs and larvae. Fish Physiology 1988, vol. XIA:253-346. Academic Press, San Diego.
62. Welter, A.N., 1979. 3M Technical Report 'Final Comprehensive Report: FC 143'. Project 9770612643, Report Number 012.
63. Wheeler M.W., Park R.M., Bailer A.J. Comparing median lethal concentration values using confidence interval overlap or ratio tests. Environ. Toxicol. Chem. 2006, 25:1441-1444.
64. Yahia D., Tsukuba C., Yoshida M., Sato I., Tsuda S. Neonatal death of mice treated with perfluorooctane sulfonate. J. Toxicol. Sci. 2008, 33:219-226.
65. Yamashita N., Taniyasu S., Petrick G., Wei S., Gamo T., Lam P.K.S., Kannan K. Perfluorinated acids as novel chemical tracers of global circulation of ocean waters. Chemosphere 2008, 70:1247-1255.
66. Zhang, C., Fremgen, T., Willett, C., 2003. Zebrafish: An Animal Model for Toxicological Studies. Current Protocols in Toxicology. Unit 1.7, Supplement 17. Wiley, New York.