Relationship between BDE 209 metabolites and thyroid hormone levels in rainbow trout (Oncorhynchus mykiss)

Aquatic Toxicology

Volumn 122-123, Issue , 2012, Pages 28-35

  Feng, Chenglian ^a,b   Xu, Yiping ^a   Zhao, Gaofeng ^c   Zha, Jinmiao ^a   Wu, Fengchang ^b   Wang, Zijian ^a  

^a RESEARCH CENTER FOR ECO ENVIRONMENTAL SCIENCES   (China)

^b CHINESE RESEARCH ACADEMY OF ENVIRONMENTAL SCIENCES   (China)

^c CHINA INSTITUTE OF WATER RESOURCES AND HYDROPOWER RESEARCH   (China)

Author keywords

Decabromodiphenyl ether (BDE 209); Metabolites; Rainbow trout (Oncorhynchus mykiss); Thyroid hormone

Indexed keywords

DEBROMINATED BROMINATED DIPHENYL ETHER; DECABROMODIPHENYL ETHER; FLAME RETARDANT; HYDROXYLATED BROMINATED DIPHENYL ETHER; LIOTHYRONINE; METHOXYLATED BROMINATED DIPHENYL ETHER; POLYBROMINATED DIPHENYL ETHER; THYROID HORMONE; THYROXINE; UNCLASSIFIED DRUG;

BIOACCUMULATION; HORMONE; METABOLISM; METABOLITE; POLLUTION EXPOSURE; SALMONID;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BIOACCUMULATION; BLOOD SAMPLING; CONCENTRATION RESPONSE; CONTROLLED STUDY; ENVIRONMENTAL EXPOSURE; FREE LIOTHYRONINE INDEX; FREE THYROXINE INDEX; JUVENILE ANIMAL; KIDNEY PARENCHYMA; LIOTHYRONINE BLOOD LEVEL; LIVER PARENCHYMA; NONHUMAN; PRIORITY JOURNAL; RAINBOW TROUT; THYROXINE BLOOD LEVEL; TISSUE DISTRIBUTION; TISSUE SPECIFICITY; TOXICOKINETICS;

ANIMALS; HALOGENATED DIPHENYL ETHERS; KIDNEY; LIVER; ONCORHYNCHUS MYKISS; THYROID HORMONES; WATER POLLUTANTS, CHEMICAL;

ONCORHYNCHUS MYKISS;

EID: 84862302065     PISSN: 0166445X     EISSN: 18791514     Source Type: Journal    
DOI: 10.1016/j.aquatox.2012.05.008     Document Type: Article

References (62)

1. Ahn N.S., Hu H., Park J.S., Kim J.S., An S., Kong G., Aruoma O.I., Lee Y.S., Kang K.S. Molecular mechanisms of the 2,3,7,8-tetrachlorodibenzo-p-dioxin-induced inverted U-shaped dose responsiveness in anchorage independent growth and cell proliferation of human breast epithelial cells with stem cell characteristics. Mutation Research: Fundamental and Molecular Mechanisms of Mutagenesis 2005, 579:189-199.
2. Almstrup K., Fernández M.F., Petersen J.H., Olea N., Skakkebaek N.E., Leffers H. Dual effects of phytoestrogens result in U-shaped dose-response curves. Environmental Health Perspectives 2002, 110:743-748.
3. Benedict R.T., Stapleton H.M., Letcher R.J., Mitchelmore C.L. Debromination of polybrominated diphenyl ether-99 (BDE-99) in carp (Cyprinus carpio) microflora and microsomes. Chemosphere 2007, 69:987-993.
4. Bourkou M., Abdelouahab N., Takser L. Polybromodiphenylethers exposure and thyroid hormones in Quebec pregnant women. Toxicology Letters 2010, 196. S66-S66.
5. Boxtel A.L., Kamstra J.H., Cenijn P.H., Pieterse B., Wagner M.J., Antink M., Krab K., Burg B., Marsh G., Brouwer A. Microarray analysis reveals a mechanism of phenolic polybrominated diphenylether toxicity in zebrafish. Environmental Science and Technology 2008, 42:1773-1779.
6. Browne E.P., Stapleton H.M., Kelly S.M., Tilton S.C., Gallagher E.P. In vitro hepatic metabolism of 2,2',4,4',5-pentabromodiphenyl ether (BDE 99) in Chinook Salmon (Onchorhynchus tshawytscha). Aquatic Toxicology 2009, 92:281-287.
7. Chen J., Liufu C., Sun W., Sun X., Chen D. Assessment of the neurotoxic mechanisms of decabrominated diphenyl ether (PBDE-209) in primary cultured neonatal rat hippocampal neurons includes alterations in second messenger signaling and oxidative stress. Toxicology Letters 2010, 192:431-439.
8. Chen Q., Yu L., Yang L., Zhou B. Bioconcentration and metabolism of decabromodiphenyl ether (BDE-209) result in thyroid endocrine disruption in zebrafish larvae. Aquatic Toxicology 2012, 110:141-148.
9. Darnerud P., Eriksen G., Johannesson T., Larsen P., Viluksela M. Polybrominated diphenyl ethers: occurrence, dietary exposure, and toxicology. Environmental Health Perspectives 2001, 109:49-68.
10. Darnerud P.O., Aune M., Larsson L., Hallgren S. Plasma PBDE and thyroxine levels in rats exposed to Bromkal or BDE-47. Chemosphere 2007, 67:S386-S392.
11. de Wit C. An overview of brominated flame retardants in the environment. Chemosphere 2002, 46:583-624.
12. de Wit C.A., Herzke D., Vorkamp K. Brominated flame retardants in the Arctic environment - trends and new candidates. Science of the Total Environment 2010, 408:2885-2918.
13. Eriksson J., Green N., Marsh G., Bergman A. Photochemical decomposition of 15 polybrominated diphenyl ether congeners in methanol/water. Environmental Science and Technology 2004, 38:3119-3125.
14. Feng C., Xu Y., He Y., Luo Q., Zha J., Wang Z. Debrominated and methoxylated polybrominated diphenyl ether metabolites in rainbow trout (Oncorhynchus mykiss) after exposure to decabromodiphenyl ether. Journal of Environmental Sciences 2010, 22:1425-1434.
15. Feng C., Xu Y., Zha J., Luo Q., Shan X., Wang Z. Toxicokinetics and the related metabolites in rainbow trout (Oncorhynchus mykiss) after exposure to decabromodiphenyl ether. Science China Chemistry 2010, 53:2379-2386.
16. Gerecke A., Hartmann P., Heeb N., Kohler H., Giger W., Schmid P., Zennegg M., Kohler M. Anaerobic degradation of decabromodiphenyl ether. Environmental Science and Technology 2005, 39:1078-1083.
17. Guroff G., Renson J., Udenfriend S., Daly J.W., Jerina D.M., Witkop B. Hydroxylation-induced migration: the NIH shift. Science 1967, 157:1524.
18. Hall A.J., Kalantzi O.I., Thomas G.O. Polybrominated diphenyl ethers (PBDEs) in grey seals during their first year of life - are they thyroid hormone endocrine disrupters?. Environmental Pollution 2003, 126:29-37.
19. Hallgren S., Darnerud P. Effects of polybrominated diphenyl ethers (PBDEs), polychlorinated biphenyls (PCBs) and chlorinated paraffins (CPs) on thyroid hormone levels and enzyme activities in rats. Organohalogen Compounds 1998, 35:391-394.
20. Hallgren S., Darnerud P. Polybrominated diphenyl ethers (PBDEs), polychlorinated biphenyls (PCBs) and chlorinated paraffins (CPs) in rats - testing interactions and mechanisms for thyroid hormone effects. Toxicology 2002, 177:227-243.
21. Hamers T., Kamstra J.H., Sonneveld E., Murk A.J., Visser T.J., Van Velzen M.J.M., Brouwer A., Bergman Biotransformation of brominated flame retardants into potentially endocrine-disrupting metabolites, with special attention to 2,2',4,4'-tetrabromodiphenyl ether (BDE-47). Molecular Nutrition and Food Research 2008, 52:284-298.
22. Hooper K., McDonald T. The PBDEs: an emerging environmental challenge and another reason for breast-milk monitoring programs. Environmental Health Perspectives 2000, 108:387-392.
23. Hovander L., Athanasiadou M., Asplund L., Jensen S., Wehler E. Extraction and cleanup methods for analysis of phenolic and neutral organohalogens in plasma. Journal of Analytical Toxicology 2000, 24:696-703.
24. Hovander L., Malmberg T., Athanasiadou M., Athanassiadis I., Rahm S., Wehler E. Identification of hydroxylated PCB metabolites and other phenolic halogenated pollutants in human blood plasma. Archives of Environment Contamination and Toxicology 2002, 42:105-117.
25. Jerina D.M., Daly J. Arene oxides: a new aspect of drug metabolism. Science 1974, 185:573.
26. Kierkegaard A., Balk L., Tjarnlund U., de Wit C., Jansson B. Dietary uptake and biological effects of decabromodiphenyl ether in rainbow trout (Oncorhynchus mykiss). Environmental Science and Technology 1999, 33:1612-1617.
27. Kojima H., Takeuchi S., Uramaru N., Sugihara K., Yoshida T., Kitamura S. Nuclear hormone receptor activity of polybrominated diphenyl ethers and their hydroxylated and methoxylated metabolites in transactivation assays using Chinese hamster ovary cells. Environmental Health Perspectives 2009, 117:1210-1218.
28. Lepom P., Karasyova T., Sawal G. Occurrence of polybrominated diphenyl ethers in freshwater fish from Germany. Organohalogen Compounds 2002, 58:209-212.
29. Li F., Xie Q., Li X., Li N., Chi P., Chen J., Wang Z., Hao C. Hormone activity of hydroxylated polybrominated diphenyl ethers on human thyroid receptor-β: in vitro and in silico investigations. Environmental Health Perspectives 2010, 118:602-606.
30. Li J., Ma M., Wang Z. A two-hybrid yeast assay to quantify the effects of xenobiotics on thyroid hormone-mediated gene expression. Environmental Toxicology and Chemistry 2008, 27:159-167.
31. Li W., Zha J., Spear P., Li Z., Yang L., Wang Z. Changes of thyroid hormone levels and related gene expression in Chinese rare minnow (Gobiocypris rarus) during 3-amino-1,2,4-triazole exposure and recovery. Aquatic Toxicology 2009, 92:50-57.
32. Liu F., Wiseman S., Wan Y., Doering J.A., Hecker M., Lam M.H.W., Giesy J.P. Multi-species comparison of the mechanism of biotransformation of MeO-BDEs to OH-BDEs in fish. Aquatic Toxicology 2012, 114:182-188.
33. Luo Q., Wong M., Cai Z. Determination of polybrominated diphenyl ethers in freshwater fishes from a river polluted by e-wastes. Talanta 2007, 72:1644-1649.
34. Malmberg T., Athanasiadou M., Marsh G., Brandt I., Bergman A. Identification of hydroxylated polybrominated diphenyl ether metabolites in blood plasma from polybrominated diphenyl ether exposed rats. Environmental Science and Technology 2005, 39:5342-5348.
35. Malmvärn A., Zebuhr Y., Kautsky L., Bergman A., Asplund L. Hydroxylated and methoxylated polybrominated diphenyl ethers and polybrominated dibenzo-p-dioxins in red alga and cyanobacteria living in the Baltic Sea. Chemosphere 2008, 72:910-916.
36. Malmvärn A., Marsh G., Kautsky L., Athanasiadou M., Bergman A., Asplund L. Hydroxylated and methoxylated brominated diphenyl ethers in the red algae Ceramium tenuicorne and blue mussels from the Baltic Sea. Environmental Science and Technology 2005, 39:2990-2997.
37. Marsh G., Athanasiadou M., Athanassiadis I., Sandholm A. Identification of hydroxylated metabolites in 2,2',4,4'-tetrabromodiphenyl ether exposed rats. Chemosphere 2006, 63:690-697.
38. Mazdai A., Dodder N., Abernathy M., Hites R., Bigsby R. Polybrominated diphenyl ethers in maternal and fetal blood samples. Environmental Health Perspectives 2003, 111:1249-1252.
39. Meerts I., Letcher R., Hoving S., Marsh G., Bergman A., Lemmen J., Van der Burg B., Brouwer A. In vitro estrogenicity of polybrominated diphenyl ethers, hydroxylated PDBEs, and polybrominated bisphenol A compounds. Environmental Health Perspectives 2001, 109:399-407.
40. Meerts I., van Zanden J., Luijks E., van Leeuwen-Bol I., Marsh G., Jakobsson E., Bergman A., Brouwer A. Potent competitive interactions of some brominated flame retardants and related compounds with human transthyretin in vitro. Toxicological Sciences 2000, 56:95-104.
41. McKinney M.A., Cesh L.S., Elliott J.E., Williams T.D., Garcelon D.K., Letcher R.J. Brominated flame retardants and halogenated phenolic compounds in North American west coast bald eaglet (Haliaeetus leucocephalus) plasma. Environmental Science and Technology 2006, 40:6275-6281.
42. Mörck A., Hakk H., Orn U., Wehler E. Decabromodiphenyl ether in the rat: absorption, distribution, metabolism, and excretion. Drug Metabolism and Disposition: The Biological Fate of Chemicals 2003, 31:900-907.
43. Noyes P.D., Kelly S.M., Mitchelmore C.L., Stapleton H.M. Characterizing the in vitro hepatic biotransformation of the flame retardant BDE 99 by common carp. Aquatic Toxicology 2010, 97:142-150.
44. Orozco A., Valverde-R C. Thyroid hormone deiodination in fish. Thyroid 2005, 15:799-813.
45. Qiu X., Mercado-Feliciano M., Bigsby R., Hites R. Measurement of polybrominated diphenyl ethers and metabolites in mouse plasma after exposure to a commercial pentabromodiphenyl ether mixture. Environmental Health Perspectives 2007, 115:1052-1058.
46. Roberts S.C., Noyes P.D., Gallagher E.P., Stapleton H.M. Species-specific differences and structure-activity relationships in the debromination of PBDE congeners in three fish species. Environmental Science and Technology 2011, 45:1999-2005.
47. Siddiqi M., Laessig R., Reed K. Polybrominated diphenyl ethers (PBDEs): new pollutants-old diseases. Clinical Medicine and Research 2003, 1:281-290.
48. Soderstrom G., Sellstrom U., de Wit C.A., Tysklind M. Photolytic debromination of decabromodiphenyl ether (BDE 209). Environmental Science and Technology 2004, 38:127-132.
49. Stapleton H., Brazil B., Holbrook R., Mitchelmore C., Benedict R., Konstantinov A., Potter D. In vivo and in vitro debromination of decabromodiphenyl ether (BDE 209) by juvenile rainbow trout and common carp. Environmental Science and Technology 2006, 40:4653-4658.
50. Stapleton H., Dodder N., Offenberg J., Schantz M., Wise S. Polybrominated diphenyl ethers in house dust and clothes dryer lint. Environmental Science and Technology 2005, 39:925-931.
51. Su G., Gao Z., Yu Y., Ge J., Wei S., Feng J., Liu F., Giesy J., Lam M., Yu H. Polybrominated diphenyl ethers and their methoxylated metabolites in anchovy (Coilia sp.) from the Yangtze River Delta, China. Environmental Science and Pollution Research International 2010, 634-642.
52. Ucan-Marin F., Arukwe A., Mortensen A.S., Gabrielsen G.W., Letcher R.J. Recombinant albumin and transthyretin transport proteins from two gull species and human: chlorinated and brominated contaminant binding and thyroid hormones. Environmental Science and Technology 2010, 44:497-504.
53. USEPA, 2010. DecaBDE phase-out initiative. Available at (accessed 28.01.11). http://wwwepagov/oppt/existingchemicals/pubs/actionplans/deccadbehtml.
54. Valters K., Li H., Alaee M., D'Sa I., Marsh G., Bergman A., Letcher R. Polybrominated diphenyl ethers and hydroxylated and methoxylated brominated and chlorinated analogues in the plasma of fish from the Detroit River. Environmental Science and Technology 2005, 39:5612-5619.
55. Van den Steen E., Covaci A., Jaspers V.L., Dauwe T., Voorspoels S., Eens M., Pinxten R. Accumulation, tissue-specific distribution and debromination of decabromodiphenyl ether (BDE 209) in European starlings (Sturnus vulgaris). Environmental Pollution 2007, 148:648-653.
56. Wan Y., Liu F., Wiseman S., Zhang X., Chang H., Hecker M., Jones P.D., Lam M.H.W., Giesy J.P. Interconversion of hydroxylated and methoxylated polybrominated diphenyl ethers in Japanese medaka. Environmental Science and Technology 2010, 44:8729-8735.
57. Wan Y., Wiseman S., Chang H., Zhang X., Jones P.D., Hecker M., Kannan K., Tanabe S., Hu J., Lam M.H.W. Origin of hydroxylated brominated diphenyl ethers: natural compounds or man-made flame retardants?. Environmental Science and Technology 2009, 43:7536-7542.
58. Wiseman S.B., Wan Y., Chang H., Zhang X., Hecker M., Jones P.D., Giesy J.P. Polybrominated diphenyl ethers and their hydroxylated/methoxylated analogs: environmental sources, metabolic relationships, and relative toxicities. Marine Pollutution Bulletin 2011, 63:179-188.
59. Wu N., Herrmann T., Paepke O., Tickner J., Hale R., Harvey E., La Guardia M., McClean M., Webster T. Human exposure to PBDEs: associations of PBDE body burdens with food consumption and house dust concentrations. Environmental Science and Technology 2007, 41:1584-1589.
60. Zhang K., Wan Y., Giesy J.P., Lam M.H.W., Wiseman S., Jones P.D., Hu J. Tissue concentrations of polybrominated compounds in Chinese sturgeon (Acipenser sinensis): origin, hepatic sequestration, and maternal transfer. Environmental Science and Technology 2010, 44:5781-5786.
61. Zhang L., Li J., Zhao Y., Li X., Yang X., Wen S., Cai Z., Wu Y. A national survey of polybrominated diphenyl ethers (PBDEs) and indicator polychlorinated biphenyls (PCBs) in Chinese mothers' milk. Chemosphere 2011, 84:625-633.
62. Zhou T., Taylor M.M., DeVito M.J., Crofton K.M. Developmental exposure to brominated diphenyl ethers results in thyroid hormone disruption. Toxicological Sciences 2002, 66:105-116.