Bioaccumulation, biotransformation, and toxicity of BDE-47, 6-OH-BDE-47, and 6-MeO-BDE-47 in early life-stages of zebrafish (danio rerio)

Environmental Science and Technology

Volumn 49, Issue 3, 2015, Pages 1823-1833

  Liu, Hongling ^a   Tang, Song ^b   Zheng, Xinmei ^a   Zhu, Yuting ^a   Ma, Zhiyuan ^a   Liu, Chunsheng ^a   Hecker, Markus ^b,c   Saunders, David M V ^c   Giesy, John P ^a,c,d   Zhang, Xiaowei ^a   Yu, Hongxia ^a  

^a NANJING UNIVERSITY   (China)

^b University of Saskatchewan   (Canada)

^c UNIVERSITY OF SASKATCHEWAN   (Canada)

^d CITY UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

AQUATIC ORGANISMS; BIOACCUMULATION; BIOCHEMISTRY; CELL CULTURE; ENDOCRINE DISRUPTERS; ENDOCRINOLOGY; ETHERS; FLAME RETARDANTS; GENES; HORMONES; MAMMALS; ORGANIC POLLUTANTS; STEROID HORMONES;

ARYL HYDROCARBON RECEPTOR; BIOCONCENTRATION FACTOR; DIFFERENT MECHANISMS; GLUCOCORTICOID RECEPTOR; MINERALOCORTICOID RECEPTORS; NUCLEAR HORMONE RECEPTOR; POLYBROMINATED DIPHENYL ETHER (PBDES); THYROID HORMONE RECEPTOR;

GENE EXPRESSION;

2,2',4,4' TETRABROMODIPHENYL ETHER; 6 HYDROXY TETRABROMODIPHENYL ETHER; 6 METHOXY TETRABROMODIPHENYL ETHER; AROMATIC HYDROCARBON RECEPTOR; ESTROGEN RECEPTOR; GLUCOCORTICOID RECEPTOR; MINERALOCORTICOID RECEPTOR; POLYBROMINATED DIPHENYL ETHER; THYROID HORMONE RECEPTOR ALPHA; UNCLASSIFIED DRUG;

AQUATIC ORGANISM; BIOACCUMULATION; BIOTRANSFORMATION; EMBRYO; ENDOCRINE SYSTEM; ETHER; FISH; GENE EXPRESSION; GERM CELL; LARVA; PBDE;

ANIMAL EXPERIMENT; ARTICLE; BIOACCUMULATION; BIOTRANSFORMATION; BODY HEIGHT; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DOWN REGULATION; ECOTOXICITY; EMBRYO; ENVIRONMENTAL EXPOSURE; GENE CONTROL; GENE EXPRESSION; HYPOPIGMENTATION; LARVA; LC50; LIMIT OF DETECTION; MASS FRAGMENTOGRAPHY; NONHUMAN; SPINE DISEASE; UPREGULATION; ZEBRA FISH;

DANIO RERIO; MAMMALIA; VERTEBRATA;

EID: 84964285804     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es503833q     Document Type: Article

References (80)

1. Birnbaum, L. S.; Staskal, D. F. Brominated flame retardants: Cause for concern? Environ. Health Perspect. 2004, 112 (1) 9-17
2. Qu, W. Y.; Bi, X. H.; Sheng, G. Y.; Lu, S. Y.; Fu, H.; Yuan, J.; Li, L. P. Exposure to polybrominated diphenyl ethers among workers at an electronic waste dismantling region in Guangdong, China Environ. Int. 2007, 33 (8) 1029-1034
3. Chen, D.; Letcher, R. J.; Burgess, N. M.; Champoux, L.; Elliott, J. E.; Hebert, C. E.; Martin, P.; Wayland, M.; Chip Weseloh, D. V.; Wilson, L. Flame retardants in eggs of four gull species (Laridae) from breeding sites spanning Atlantic to Pacific Canada Environ. Pollut. 2012, 168, 1-9
4. Valters, K.; Li, H.; Alaee, M.; D'Sa, I.; Marsh, G.; Bergman, A.; Letcher, R. J. Polybrominated diphenyl ethers and hydroxylated and methoxylated brominated and chlorinated analogues in the plasma of fish from the Detroit River Environ. Sci. Technol. 2005, 39 (15) 5612-5619
5. Haraguchi, K.; Kotaki, Y.; Relox, J. R., Jr.; Romero, M. L.; Terada, R. Monitoring of naturally produced brominated phenoxyphenols and phenoxyanisoles in aquatic plants from the Philippines J. Agric. Food Chem. 2010, 58 (23) 12385-12391
6. Wiseman, S. B.; Wan, Y.; Chang, H.; Zhang, X. W.; Hecker, M.; Jones, P. D.; Giesy, J. P. Polybrominated diphenyl ethers and their hydroxylated/methoxylated analogs: Environmental sources, metabolic relationships, and relative toxicities Mar. Pollut. Bull. 2011, 63 (5-12) 179-188
7. Rotander, A.; van Bavel, B.; Riget, F.; Auethunsson, G. A.; Polder, A.; Gabrielsen, G. W.; Vikingsson, G.; Mikkelsen, B.; Dam, M. Methoxylated polybrominated diphenyl ethers (MeO-PBDEs) are major contributors to the persistent organobromine load in sub-Arctic and Arctic marine mammals, 1986-2009 Sci. Total Environ. 2012, 416, 482-489
8. Yogui, G. T.; Sericano, J. L. Polybrominated diphenyl ether flame retardants in the U.S. marine environment: A review Environ. Int. 2009, 35 (3) 655-666
9. Liu, X.; Jiao, Y.; Lin, C.; Sun, K.; Zhao, Y. PBDEs, hydroxylated PBDEs and methoxylated PBDEs in bivalves from Beijing markets Chemosphere 2014, 110, 97-103
10. Sun, J.; Liu, J.; Liu, Y.; Jiang, G. Hydroxylated and methoxylated polybrominated diphenyl ethers in mollusks from Chinese coastal areas Chemosphere 2013, 92 (3) 322-328
11. Yin, G.; Asplund, L.; Qiu, Y.; Zhou, Y.; Wang, H.; Yao, Z.; Jiang, J.; Bergman, A. Chlorinated and brominated organic pollutants in shellfish from the Yellow Sea and East China Sea Environ. Sci. Pollut. Res. Int. 2014, DOI: 10.1007/s11356-014-3198-8.
12. Wang, H. S.; Du, J.; Ho, K. L.; Leung, H. M.; Lam, M. H. W.; Giesy, J. P.; Wong, C. K. C.; Wong, M. H. Exposure of Hong Kong residents to PBDEs and their structural analogues through market fish consumption J. Hazard. Mater. 2011, 192 (1) 374-380
13. McKinney, M. A.; De Guise, S.; Martineau, D.; Beland, P.; Lebeuf, M.; Letcher, R. J. Organohalogen contaminants and metabolites in beluga whale (Delphinapterus leucas) liver from two Canadian populations Environ. Toxicol. Chem. 2006, 25 (5) 1246-1257
14. Malmvarn, 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 Environ. Sci. Technol. 2005, 39 (9) 2990-2997
15. Bowden, B. F.; Towerzey, L.; Junk, P. C. A new brominated diphenyl ether from the marine sponge Dysidea herbacea Aust. J. Chem. 2000, 53 (4) 299-301
16. Malmvarn, A.; Zebuhr, Y.; Kautsky, L.; Bergman, K.; 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 (6) 910-916
17. Wan, Y.; Liu, F.; Wiseman, S.; Zhang, X.; Chang, H.; Hecker, M.; Jones, P. D.; Lam, M. H.; Giesy, J. P. Interconversion of hydroxylated and methoxylated polybrominated diphenyl ethers in Japanese medaka Environ. Sci. Technol. 2010, 44 (22) 8729-8735
18. Wan, Y.; Wiseman, S.; Chang, H.; Zhang, X.; Jones, P. D.; Hecker, M.; Kannan, K.; Tanabe, S.; Hu, J.; Lam, M. H.; Giesy, J. P. Origin of hydroxylated brominated diphenyl ethers: Natural compounds or man-made flame retardants? Environ. Sci. Technol. 2009, 43 (19) 7536-7542
19. Liu, F.; Wiseman, S.; Wan, Y.; Doering, J. A.; Hecker, M.; Lam, M. H.; Giesy, J. P. Multi-species comparison of the mechanism of biotransformation of MeO-BDEs to OH-BDEs in fish Aquat. Toxicol. 2012, 114-115, 182-188
20. Zheng, X.; Zhu, Y.; Liu, C.; Liu, H.; Giesy, J. P.; Hecker, M.; Lam, M. H.; Yu, H. Accumulation and biotransformation of BDE-47 by zebrafish larvae and teratogenicity and expression of genes along the hypothalamus-pituitary-thyroid axis Environ. Sci. Technol. 2012, 46 (23) 12943-12951
21. Hu, W.; Liu, H.; Sun, H.; Shen, O.; Wang, X.; Lam, M. H.; Giesy, J. P.; Zhang, X.; Yu, H. Endocrine effects of methoxylated brominated diphenyl ethers in three in vitro models Mar. Pollut. Bull. 2011, 62 (11) 2356-2361
22. Chan, W. K.; Chan, K. M. Disruption of the hypothalamic-pituitary-thyroid axis in zebrafish embryo-larvae following waterborne exposure to BDE-47, TBBPA and BPA Aquat. Toxicol. 2012, 108, 106-111
23. Davies, R.; Zou, E. Polybrominated diphenyl ethers disrupt molting in neonatal Daphnia magna Ecotoxicology 2012, 21 (5) 1371-1380
24. Dong, W.; Macaulay, L. J.; Kwok, K. W. H.; Hinton, D. E.; Stapleton, H. M. Using whole mount in situ hybridization to examine thyroid hormone deiodinase expression in embryonic and larval zebrafish: A tool for examining OH-BDE toxicity to early life stages Aquat. Toxicol. 2013, 132, 190-199
25. Usenko, C. Y.; Hopkins, D. C.; Trumble, S. J.; Bruce, E. D. Hydroxylated PBDEs induce developmental arrest in zebrafish Toxicol. Appl. Pharmacol. 2012, 262 (1) 43-51
26. Kallqvist, T.; Grung, M.; Tollefsen, K. E. Chronic toxicity of 2,4,2′,4′-tetrabromodiphenyl ether on the marine alga Skeletonema costatum and the crustacean Daphnia magna Environ. Toxicol. Chem. 2006, 25 (6) 1657-1662
27. Zhao, J.; Xu, T.; Yin, D. Q. Locomotor activity changes on zebrafish larvae with different 2,2′,4,4′-tetrabromodiphenyl ether (PBDE-47) embryonic exposure modes Chemosphere 2014, 94, 53-61
28. Chen, X.; Huang, C.; Wang, X.; Chen, J.; Bai, C.; Chen, Y.; Chen, X.; Dong, Q.; Yang, D. BDE-47 disrupts axonal growth and motor behavior in developing zebrafish Aquat. Toxicol. 2012, 120-121, 35-44
29. Chou, C. T.; Hsiao, Y. C.; Ko, F. C.; Cheng, J. O.; Cheng, Y. M.; Chen, T. H. Chronic exposure of 2,2′,4,4′-tetrabromodiphenyl ether (PBDE-47) alters locomotion behavior in juvenile zebrafish (Danio rerio) Aquat. Toxicol. 2010, 98 (4) 388-395
30. Hamers, T.; Kamstra, J. H.; Sonneveld, E.; Murk, A. J.; Visser, T. J.; Van Velzen, M. J.; Brouwer, A.; Bergman, A. Biotransformation of brominated flame retardants into potentially endocrine-disrupting metabolites, with special attention to 2,2′,4,4′-tetrabromodiphenyl ether (BDE-47) Mol. Nutr. Food Res. 2008, 52 (2) 284-298
31. Ren, X. M.; Guo, L. H. Molecular toxicology of polybrominated diphenyl ethers: Nuclear hormone receptor mediated pathways Environ. Sci. Process Impact. 2013, 15 (4) 702-708
32. Castrillo, A.; Tontonoz, P. Nuclear receptors in macrophage biology: At the crossroads of lipid metabolism and inflammation Annu. Rev. Cell Dev. Biol. 2004, 20, 455-480
33. Chinenov, Y.; Gupte, R.; Rogatsky, I. Nuclear receptors in inflammation control: Repression by GR and beyond Mol. Cell. Endocrinol. 2013, 380 (1-2) 55-64
34. Knoedler, J. R.; Denver, R. J. Kruppel-like factors are effectors of nuclear receptor signaling Gen. Comp. Endrocrinol. 2014, 203, 49-59
35. Omiecinski, C. J.; Vanden Heuvel, J. P.; Perdew, G. H.; Peters, J. M. Xenobiotic metabolism, disposition, and regulation by receptors: From biochemical phenomenon to predictors of major toxicities Toxicol. Sci. 2011, 120 (Suppl 1) S49-S75
36. Aranda, A.; Pascual, A. Nuclear hormone receptors and gene expression Physiol. Rev. 2001, 81 (3) 1269-1304
37. Jennings, P.; Limonciel, A.; Felice, L.; Leonard, M. O. An overview of transcriptional regulation in response to toxicological insult Arch. Toxicol. 2013, 87 (1) 49-72
38. Jacobs, M. N.; Dickins, M.; Lewis, D. F. Homology modelling of the nuclear receptors: Human oestrogen receptorbeta (hERbeta), the human pregnane-X-receptor (PXR), the Ah receptor (AhR) and the constitutive androstane receptor (CAR) ligand binding domains from the human oestrogen receptor alpha (hERalpha) crystal structure, and the human peroxisome proliferator activated receptor alpha (PPARalpha) ligand binding domain from the human PPARgamma crystal structure J. Steroid Biochem. Mol. Biol. 2003, 84 (2-3) 117-132
39. Prossnitz, E. R.; Arterburn, J. B.; Smith, H. O.; Oprea, T. I.; Sklar, L. A.; Hathaway, H. J. Estrogen signaling through the transmembrane G protein-coupled receptor GrPR30 Annu. Rev. Physiol. 2008, 70, 165-190
40. Norman, A. W.; Mizwicki, M. T.; Norman, D. P. Steroid-hormone rapid actions, membrane receptors and a conformational ensemble model Nat. Rev. Drug Discovery 2004, 3 (1) 27-41
41. Lema, S. C.; Dickey, J. T.; Schultz, I. R.; Swanson, P. Dietary Exposure to 2,2′,4,4′-Tetrabromodiphenyl ether (PBDE-47) alters thyroid status and thyroid hormone-regulated gene transcription in the pituitary and brain Environ. Health Perspect. 2008, 116 (12) 1694-1699
42. Karpeta, A.; Ptak, A.; Gregoraszczuk, E. L. Different action of 2,2′,4,4′-tetrabromodiphenyl ether (BDE-47) and its hydroxylated metabolites on ERalpha and ERbeta gene and protein expression Toxicol. Lett. 2014, 229 (1) 250-256
43. Su, G.; Xia, J.; Liu, H.; Lam, M. H.; Yu, H.; Giesy, J. P.; Zhang, X. Dioxin-like potency of HO- and MeO- analogues of PBDEs' the potential risk through consumption of fish from Eastern China Environ. Sci. Technol. 2012, 46 (19) 10781-10788
44. Stegeman, J. J.; Goldstone, J. V.; Hahn, M. E. Perspectives on zebrafish as a model in environmental toxicology Fish Physiol. 2010, 29, 367-439
45. Tang, S.; Cai, Q.; Chibli, H.; Allagadda, V.; Nadeau, J. L.; Mayer, G. D. Cadmium sulfate and CdTe-quantum dots alter DNA repair in zebrafish (Danio rerio) liver cells Toxicol. Appl. Pharmacol. 2013, 272 (2) 443-452
46. Dai, Y. J.; Jia, Y. F.; Chen, N.; Bian, W. P.; Li, Q. K.; Ma, Y. B.; Chen, Y. L.; Pei, D. S. Zebrafish as a model system to study toxicology Environ. Toxicol. Chem. 2014, 33 (1) 11-17
47. Baker, M. E.; Hardiman, G. Transcriptional analysis of endocrine disruption using zebrafish and massively parallel sequencing J. Mol. Endocrinol. 2014, 52 (3) R241-R256
48. Scholz, S.; Fischer, S.; Gundel, U.; Kuster, E.; Luckenbach, T.; Voelker, D. The zebrafish embryo model in environmental risk assessment-Applications beyond acute toxicity testing Environ. Sci. Pollut. Res. Int. 2008, 15 (5) 394-404
49. Scholz, S.; Mayer, I. Molecular biomarkers of endocrine disruption in small model fish Mol. Cell. Endocrinol. 2008, 293 (1-2) 57-70
50. Bertrand, S.; Thisse, B.; Tavares, R.; Sachs, L.; Chaumot, A.; Bardet, P. L.; Escriva, H.; Duffraisse, M.; Marchand, O.; Safi, R.; Thisse, C.; Laudet, V. Unexpected novel relational links uncovered by extensive developmental profiling of nuclear receptor expression PLoS Genet. 2007, 3 (11) 2085-2100
51. Marsh, G.; Stenutz, R.; Bergman, A. Synthesis of hydroxylated and methoxylated polybrominated diphenyl ethers-Natural products and potential polybrominated diphenyl ether metabolites Eur. J. Org. Chem. 2003, 14, 2566-2576
52. Amsterdam, A.; Nissen, R. M.; Sun, Z.; Swindell, E. C.; Farrington, S.; Hopkins, N. Identification of 315 genes essential for early zebrafish development Proc. Natl. Acad. Sci. U. S. A. 2004, 101 (35) 12792-12797
53. Wen, Q.; Liu, H. L.; Zhu, Y. T.; Zheng, X. M.; Su, G. Y.; Zhang, X. W.; Yu, H. X.; Giesy, J. P.; Lam, M. H. Maternal transfer, distribution, and metabolism of BDE-47 and its related hydroxylated, methoxylated analogs in zebrafish (Danio rerio) Chemosphere 2014, 120C, 31-36
54. Wen, Q.; Liu, H. L.; Su, G. Y.; Wei, S.; Feng, J. F.; Yu, H. X. Determination of polybrominated diphenyl ethers and their derivates in zebrafish eggs Chin. J. Anal. Chem. 2012, 40 (11) 1698-1702
55. Liu, C.; Wang, Q.; Liang, K.; Liu, J.; Zhou, B.; Zhang, X.; Liu, H.; Giesy, J. P.; Yu, H. Effects of tris(1,3-dichloro-2-propyl) phosphate and triphenyl phosphate on receptor-associated mRNA expression in zebrafish embryos/larvae Aquat. Toxicol. 2013, 128-129, 147-157
56. Tang, S.; Allagadda, V.; Chibli, H.; Nadeau, J. L.; Mayer, G. D. Comparison of cytotoxicity and expression of metal regulatory genes in zebrafish (Danio rerio) liver cells exposed to cadmium sulfate, zinc sulfate and quantum dots Metallomics 2013, 5 (10) 1411-1422
57. Cline, M. S.; Smoot, M.; Cerami, E.; Kuchinsky, A.; Landys, N.; Workman, C.; Christmas, R.; Avila-Campilo, I.; Creech, M.; Gross, B.; Hanspers, K.; Isserlin, R.; Kelley, R.; Killcoyne, S.; Lotia, S.; Maere, S.; Morris, J.; Ono, K.; Pavlovic, V.; Pico, A. R.; Vailaya, A.; Wang, P.-L.; Adler, A.; Conklin, B. R.; Hood, L.; Kuiper, M.; Sander, C.; Schmulevich, I.; Schwikowski, B.; Warner, G. J.; Ideker, T.; Bader, G. D. Integration of biological networks and gene expression data using Cytoscape Nat. Protoc. 2007, 2 (10) 2366-2382
58. Shannon, P.; Markiel, A.; Ozier, O.; Baliga, N. S.; Wang, J. T.; Ramage, D.; Amin, N.; Schwikowski, B.; Ideker, T. Cytoscape: A software environment for integrated models of biomolecular interaction networks Genome Res. 2003, 13 (11) 2498-2504
59. Saito, R.; Smoot, M. E.; Ono, K.; Ruscheinski, J.; Wang, P. L.; Lotia, S.; Pico, A. R.; Bader, G. D.; Ideker, T. A travel guide to Cytoscape plugins Nat. Methods 2012, 9 (11) 1069-1076
60. Pico, A. R.; Kelder, T.; van Iersel, M. P.; Hanspers, K.; Conklin, B. R.; Evelo, C. WikiPathways: pathway editing for the people PLoS Biol. 2008, 6 (7) e184
61. Escher, B. I.; Hermens, J. L. M. Modes of action in ecotoxicology: Their role in body burdens, species sensitivity, QSARs, and mixture effects Environ. Sci. Technol. 2002, 36 (20) 4201-4217
62. Escher, B. I.; Hermens, J. L. M. Internal exposure: Linking bioavailability to effects Environ. Sci. Technol. 2004, 38 (23) 455A-462A
63. Adolfsson-Erici, M.; Akerman, G.; McLachlan, M. S. Internal benchmarking improves precision and reduces animal requirements for determination of fish bioconcentration factors Environ. Sci. Technol. 2012, 46 (15) 8205-8211
64. van Boxtel, A. L.; Kamstra, J. H.; Cenijn, P. H.; Pieterse, B.; Wagner, J. M.; Antink, M.; Krab, K.; van der Burg, B.; Marsh, G.; Brouwer, A.; Legler, J. Microarray analysis reveals a mechanism of phenolic polybrominated diphenylether toxicity in zebrafish Environ. Sci. Technol. 2008, 42 (5) 1773-1779
65. Yu, Y.; Yang, W.; Gao, Z.; Lam, M. H. W.; Liu, X.; Wang, L.; Yu, H. RP-HPLC measurement and quantitative structure-property relationship analysis of the noctanol-water partitioning coefficients of selected metabolites of polybrominated dyphenyl ethers Environ. Chem. 2008, 5 (5) 332-339
66. Aardema, M. J.; MacGregor, J. T. Toxicology and genetic toxicology in the new era of "toxicogenomics": Impact of "-omics" technologies Mutat. Res. 2002, 499 (1) 13-25
67. Lema, S. C.; Dickey, J. T.; Schultz, I. R.; Swanson, P. Dietary exposure to 2,2′,4,4′-tetrabromodiphenyl ether (PBDE-47) alters thyroid status and thyroid hormone-regulated gene transcription in the pituitary and brain Environ. Health Perspect. 2008, 116 (12) 1694-1699
68. Chan, W. K.; Chan, K. M. Disruption of the hypothalamic-pituitary-thyroid axis in zebrafish embryo-larvae following waterborne exposure to BDE-47, TBBPA and BPA Aquat. Toxicol. 2012, 108, 106-111
69. Ren, X. M.; Guo, L. H.; Gao, Y.; Zhang, B. T.; Wan, B. Hydroxylated polybrominated diphenyl ethers exhibit different activities on thyroid hormone receptors depending on their degree of bromination Toxicol. Appl. Pharmacol. 2013, 268 (3) 256-63
70. Zhou, H.; Wu, H.; Liao, C.; Diao, X.; Zhen, J.; Chen, L.; Xue, Q. Toxicology mechanism of the persistent organic pollutants (POPs) in fish through AhR pathway Toxicol. Mech. Methods 2010, 20 (6) 279-286
71. Shibata, H.; Spencer, T. E.; Onate, S. A.; Jenster, G.; Tsai, S. Y.; Tsai, M. J.; O'Malley, B. W. Role of co-activators and co-repressors in the mechanism of steroid/thyroid receptor action Recent Prog. Horm. Res. 1997, 52, 141-164 discussion 164-5
72. Gjernes, M. H.; Schlenk, D.; Arukwe, A. Estrogen receptor-hijacking by dioxin-like 3,3′4,4′,5-pentachlorobiphenyl (PCB126) in salmon hepatocytes involves both receptor activation and receptor protein stability Aquat. Toxicol. 2012, 124-125, 197-208
73. Grans, J.; Wassmur, B.; Celander, M. C. One-way inhibiting cross-talk between arylhydrocarbon receptor (AhR) and estrogen receptor (ER) signaling in primary cultures of rainbow trout hepatocytes Aquat. Toxicol. 2010, 100 (3) 263-270
74. 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 Environ. Health Perspect. 2009, 117 (8) 1210-1218
75. Pacyniak, E. K.; Cheng, X.; Cunningham, M. L.; Crofton, K.; Klaassen, C. D.; Guo, G. L. The flame retardants, polybrominated diphenyl ethers, are pregnane X receptor activators Toxicol. Sci. 2007, 97 (1) 94-102
76. Liu, H.; Hu, W.; Sun, H.; Shen, O.; Wang, X.; Lam, M. H.; Giesy, J. P.; Zhang, X.; Yu, H. In vitro profiling of endocrine disrupting potency of 2,2′,4,4′-tetrabromodiphenyl ether (BDE47) and related hydroxylated analogs (HO-PBDEs) Mar. Pollut. Bull. 2011, 63 (5-12) 287-296
77. Fery, Y.; Buschauer, I.; Salzig, C.; Lang, P.; Schrenk, D. Technical pentabromodiphenyl ether and hexabromocyclododecane as activators of the pregnane-X-receptor (PXR) Toxicology 2009, 264 (1-2) 45-51
78. Abbott, B. D. Review of the expression of peroxisome proliferator-activated receptors alpha (PPAR alpha), beta (PPAR beta), and gamma (PPAR gamma) in rodent and human development Reprod. Toxicol. 2009, 27 (3-4) 246-257
79. Tung, E. W.; Boudreau, A.; Wade, M. G.; Atlas, E. Induction of adipocyte differentiation by polybrominated diphenyl ethers (PBDEs) in 3T3-L1 cells PLoS One 2014, 9 (4) e94583
80. Greenwood, A. K.; Butler, P. C.; White, R. B.; DeMarco, U.; Pearce, D.; Fernald, R. D. Multiple corticosteroid receptors in a teleost fish: Distinct sequences, expression patterns, and transcriptional activities Endocrinology 2003, 144 (10) 4226-4236