Endocrine effects of methoxylated brominated diphenyl ethers in three in vitro models

Marine Pollution Bulletin

Volumn 62, Issue 11, 2011, Pages 2356-2361

  Hu, Wei ^a   Liu, Hongling ^a   Sun, Hong ^b   Shen, Ouxi ^b   Wang, Xinru ^b   Lam, Michael H W ^c   Giesy, John P ^a,c,d,e,f   Zhang, Xiaowei ^a   Yu, Hongxia ^a  

^a NANJING UNIVERSITY   (China)

^b NANJING MEDICAL UNIVERSITY   (China)

^c CITY UNIVERSITY OF HONG KONG   (Hong Kong)

^d UNIVERSITY OF SASKATCHEWAN   (Canada)

^e MICHIGAN STATE UNIVERSITY   (United States)

^f KING SAUD UNIVERSITY   (Saudi Arabia)

Author keywords

2' MeO BDE 68; 6 MeO BDE 47; Androgen receptor; Estrogen receptor; Receptor mediated pathway; Reporter gene assay; Thyroid receptor

Indexed keywords

2'-MEO-BDE-68; 6-MEO-BDE-47; ANDROGEN RECEPTORS; ESTROGEN RECEPTOR; RECEPTOR-MEDIATED PATHWAY; REPORTER GENE ASSAYS; THYROID RECEPTOR;

ASSAYS; GENES; MARINE BIOLOGY; ORGANIC POLLUTANTS; WATER ANALYSIS;

ETHERS;

ANDROGEN RECEPTOR; ENDOCRINE DISRUPTOR; ESTROGEN RECEPTOR; ETHER DERIVATIVE; METHOXYLATED POLYBROMINATED DIPHENYL ETHER DERIVATIVE; THYROID HORMONE RECEPTOR; UNCLASSIFIED DRUG;

BIOASSAY; CLUPEOID; ENDOCRINE DISRUPTOR; ESTROGENIC COMPOUND; GENE; HORMONE; MARINE ENVIRONMENT; MODELING; POLLUTION EFFECT;

ANIMAL CELL; ARTICLE; CELL VIABILITY; CHEMICAL STRUCTURE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; HORMONAL REGULATION; IN VITRO STUDY; NONHUMAN; PROTEIN EXPRESSION; RECEPTOR UPREGULATION; REPORTER GENE; TOXICOKINETICS; TRANSACTIVATION;

ANALYSIS OF VARIANCE; ANDROGEN RECEPTOR ANTAGONISTS; ANIMALS; CELL LINE, TUMOR; CELL SURVIVAL; CERCOPITHECUS AETHIOPS; DOSE-RESPONSE RELATIONSHIP, DRUG; ENDOCRINE DISRUPTORS; GENES, REPORTER; HALOGENATED DIPHENYL ETHERS; HUMANS; INHIBITORY CONCENTRATION 50; LUCIFERASES; MICE; MOLECULAR STRUCTURE; PLASMIDS; RATS; RECEPTORS, ESTROGEN; RECEPTORS, THYROID HORMONE; TETRAZOLIUM SALTS; THIAZOLES;

CHINA; YANGTZE DELTA;

ENGRAULIDAE;

EID: 82455198560     PISSN: 0025326X     EISSN: 18793363     Source Type: Journal    
DOI: 10.1016/j.marpolbul.2011.08.037     Document Type: Article

References (59)

1. Alaee M., Arias P., Sjödin A., Bergman Å. An overview of commercially used brominated flame retardants, their applications, their use patterns in different countries/regions and possible modes of release. Environ. Int. 2003, 29(6):683-689.
2. Athanasiadou M., Cuadra S.N., Marsh G., Bergman A., Jakobsson K. Polybrominated diphenyl ethers (PBDEs) and bioaccumulative hydroxylated PBDE metabolites in young humans from Managua Nicaragua. Environ. Health Perspect. 2008, 116(3):400-408.
3. Brown D.J., Van Overmeire I., Goeyens L., Denison M.S., De Vito M.J., Clark G.C. Analysis of Ah receptor pathway activation by brominated flame retardants. Chemosphere 2004, 55(11):1509-1518.
4. Cantón R.F., Sanderson J.T., Letcher R.J., Bergman Å., van den Berg M. Inhibition and induction of aromatase (CYP19) activity by brominated flame retardants in H295R human adrenocortical carcinoma cells. Toxicol. Sci. 2005, 88(2):447-455.
5. Cantón R.F., Sanderson J.T., Nijmeijer S., Bergman Å., Letcher R.J., van den Berg M. In vitro effects of brominated flame retardants and metabolites on CYP17 catalytic activity: a novel mechanism of action?. Toxicol. Appl. Pharmacol. 2006, 216(2):274-281.
6. Carté B., Faulkner D.J. Polybrominated diphenyl ethers from Dysidea-herbacea, Dysidea-chlorea and Phyllospongia-foliascens. Tetrahedron 1981, 37(13):2335-2339.
7. Chen J.D., Evans R.M. A transcriptional co-repressor that interacts with nuclear hormone receptors. Nature 1995, 377(6548):454-457.
8. Domingo J.L., Marti-Cid R., Castell V., Llobet J.M. Human exposure to PBDEs through the diet in Catalonia, Spain: temporal trend - a review of recent literature on dietary PBDE intake. Toxicology 2008, 248(1):25-32.
9. Dorneles Paulo R., Lailson-Brito José, Dirtu Alin C., Liesbeth Weijs, Azevedo Alexandre F., Torres João P.M., Olaf Malm, Hugo Neels, Ronny Blust, Krishna Das, Adrian Covaci Anthropogenic and naturally-produced organobrominated compounds in marine mammals from Brazil. Environ. Inter. 2010, 36:60-67.
10. Freyberger A., Schmuck G. Screening for estrogenicity and anti-estrogenicity: a critical evaluation of an MVLN cell-based transactivation assay. Toxicol. Lett. 2005, 155(1):1-13.
11. Haglund P.S., Zook D.R., Buser H.R., Hu J.W. Identification and quantification of polybrominated diphenyl ethers and methoxy-polybrominated diphenyl ethers in Baltic biota. Environ. Sci. Technol. 1997, 31(11):3281-3287.
12. Hakk H., Letcher R.J. Metabolism in the toxicokinetics and fate of brominated flame retardants - a review. Environ. Int. 2003, 29(6):801-828.
13. Hamers T., Kamstra J.H., Sonneveld E., Murk A.J., Kester M.H.A., Andersson P.L., Legler J. In vitro profiling of the endocrine-disrupting potency of brominated flame retardants. Toxicol. Sci. 2006, 92(1):157-173.
14. He Y., Murphy M.B., Yu R.M., Lam M.H., Hecker M., Giesy J.P., Wu R.S., Lam P.K. Effects of 20 PBDE metabolites on steroidogenesis in the H295R cell line. Toxicol. Lett. 2008, 176(3):230-238.
15. Johnson A., Olson N. Analysis and occurrence of polybrominated diphenyl ethers in Washington State freshwater fish. Arch. Environ. Contam. Toxicol. 2001, 41(3):339-344.
16. Kelly B.C., Ikonomou M.G., Blair J.D., Gobas F.A.P.C. Hydroxylated and methoxylated polybrominated diphenyl ethers in a Canadian Arctic marine food web. Environ. Sci. Technol. 2008, 42(19):7069-7077.
17. Kierkegaard A., Bignert A., Sellström U., Olsson M., Asplund L., Jansson B., de Wit C. Polybrominated diphenyl ethers (PBDEs) and their methoxylated derivatives in pike from Swedish waters with emphasis on temporal trends, 1967-2000. Environ. Pollut. 2004, 130(2):187-198.
18. Kitamura S., Shinohara S., Iwase E., Sugihara K., Uramaru N., Shigematsu H., Fujimoto N., Ohta S. Affinity for thyroid hormone and estrogen receptors of hydroxylated polybrominated diphenyl ethers. J. Health Sci. 2008, 54(5):607-614.
19. 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.
20. Lewis J.G., Ghanadian R., Chisholm G.D. Serum 5alpha-dihydrotestosterone and testosterone changes with age in man. Acta Endocrinol. (Copenh.) 1976, 82(2):444-448.
21. Lindström G., Wingfors H., Dam M., von Bavel B. Identification of 19 polybrominated diphenyl ethers (PBDEs) in long-finned pilot whale (Globicephala melas) from the Atlantic. Arch. Environ. Contam. Toxicol. 1999, 36(3):355-363.
22. Marsh G., Athanasiadou M., Athanassiadis I., Bergman Å., Endo T., Haraguchi K. Identification, quantification, and synthesis of a novel dimethoxylated polybrominated biphenyl in marine mammals caught off the coast of Japan. Environ. Sci. Technol. 2005, 39(22):8684-8690.
23. McKenna N.J., Lanz R.B., O'Malley B.W. Nuclear receptor coregulators: cellular and molecular biology. Endocr. Rev. 1999, 20(3):321-344.
24. Meerts I.A.T.M., Letcher R.J., Hoving S., Marsh G., Bergman Å., Lemmen J.G., van der Burg B., Brouwer A. In vitro estrogenicity of polybrominated diphenyl ethers, hydroxylated PBDEs, and polybrominated bisphenol A compounds. Environ. Health Perspect. 2001, 109(4):399-407.
25. Meerts I.A.T.M., van Zanden J.J., Luijks E.A.C., van Leeuwen-Bol I., Marsh G., Jakobsson E., Bergman Å., Brouwer A. Potent competitive interactions of some brominated flame retardants and related compounds with human transthyretin in vitro. Toxicol. Sci. 2000, 56(1):95-104.
26. Meironyté D., Norén K., Bergman A. Analysis of polybrominated diphenyl ethers in Swedish human milk. A time-related trend study, 1972-1997. J. Toxicol. Environ. Health Part A 1999, 58(6):329-341.
27. Melcher J., Olbrich D., Marsh G., Nikiforov V., Gaus C., Gaul S., Vetter W. Tetra- and tribromopbenoxyanisoles in marine samples from Oceania. Environ. Sci. Technol. 2005, 39(20):7784-7789.
28. Pettersson A., van Bavel B., Engwall M., Jimenez B. Polybrominated diphenylethers and methoxylated tetrabromodiphenylethers in cetaceans from the Mediterranean Sea. Arch. Environ. Contam. Toxicol. 2004, 47(4):542-550.
29. Reijnders P.J.H., Aguilar A. Pollution and marine mammals. Encyclopedia of Marine Mammals 2002, Academic Press, San Diego, pp. 948-957. W.F. Perrin, B. Würsig, J.G.M. The wissen (Eds.).
30. Richardson V.M., Staskal D.F., Ross D.G., Diliberto J.J., DeVito M.J., Birnbaum L.S. Possible mechanisms of thyroid hormone disruption in mice by BDE 47, a major polybrominated diphenyl ether congener. Toxicol. Appl. Pharmacol. 2008, 226(3):244-250.
31. Schecter A., Päpke O., Tung K.C., Joseph J., Harris T.R., Dahlgren J. Polybrominated diphenyl ether flame retardants in the US population: current levels, temporal trends, and comparison with dioxins, dibenzofurans, and polychlorinated biphenyls. J. Occup. Environ. Med. 2005, 47(3):199-211.
32. Sellström U., Jansson B., Kierkegaard A., de Wit C., Odsjö T., Olsson M. Polybrominated diphenyl ethers (PBDE) in biological samples from the Swedish environment. Chemosphere 1993, 26(9):1703-1718.
33. Sharma G.M., Vig B. Studies on the antimicrobial substances of sponges. VI. Structures of two antibacterial substances isolated from the marine sponge Dysidea herbacea. Tetrahedron Lett. 1972, 13(17):1715-1718.
34. She J., Petreas M., Winkler J., Visita P., McKinney M., Kopec D. PBDEs in the San Francisco Bay area: measurements in harbor seal blubber and human breast adipose tissue. Chemosphere 2002, 46(5):697-707.
35. Sinkkonen S., Rantalainen A.L., Paasivirta J., Lahtiperä M. Polybrominated methoxy diphenyl ethers (MeO-PBDEs) in fish and guillemot of Baltic, Atlantic and Arctic environments. Chemosphere 2004, 56(8):767-775.
36. Sjödin A., Jones R.S., Focant J.F., Lapeza C., Wang R.Y., McGahee E.E. Retrospective time-trend study of polybrominated diphenyl ether and polybrominated and polychlorinated biphenyl levels in human serum from the United States. Environ. Health Perspect. 2004, 112(6):654-658.
37. Song R., He Y., Murphy M.B., Yeung L.W., Yu R.M., Lam M.H., Lam P.K., Hecker M., Giesy J.P., Wu R.S., Zhang W., Sheng G., Fu J. Effects of fifteen PBDE metabolites, DE71, DE79 and TBBPA on steroidogenesis in the H295R cell line. Chemosphere 2008, 71(10):1888-1894.
38. Stapleton H.M., Dodder N.G., Kucklick J.R., Reddy C.M., Schantz M.M., Becker P.R., Gulland F., Porter B.J., Wise S.A. Determination of HBCD, PBDEs and MeO-BDEs in California sea lions (Zalophus californianus) stranded between 1993 and 2003. Mar. Pollut. Bull. 2006, 52(5):522-531.
39. Stoker T.E., Cooper R.L., Lambright C.S., Wilson V.S., Furr J., Gray L.E. In vivo and in vitro anti-androgenic effects of DE-71, a commercial polybrominated diphenyl ether (PBDE) mixture. Toxicol. Appl. Pharmacol. 2005, 207(1):78-88.
40. Su Guan-yong, Gao Zi-shen, Yu Yi-jun, Ge Jia-chun, Wei Si, Feng Jian-fang, Liu Feng-yan, Giesy John P., Lam Michael H.W., Yu Hong-Xia Polybrominated diphenyl ethers and their methoxylated metabolites in anchovy (Coilia sp.) from the Yangtze River Delta, China. Environ. Sci. Pollut. Res. 2010, 17(3):634-642.
41. Sun H., Shen O.X., Xu X.L., Song L., Wang X.R. Carbaryl, 1-naphthol and 2-naphthol inhibit the beta-1 thyroid hormone receptor-mediated transcription in vitro. Toxicology 2008, 249:238-242.
42. Sun H., Xu X.L., Qu J.H., Hong X., Wang Y.B., Xu L.C., Wang X.R. 4-Alkylphenols and related chemicals show similar effect on the function of human and rat estrogen receptor α in reporter gene assay. Chemosphere 2008, 71(3):582-588.
43. Takeyoshi M., Yamasaki K., Sawaki M., Nakai M., Noda S., Takatsuki M. The efficacy of endocrine disruptor screening tests in detecting anti-estrogenic effects downstream of receptor-ligand interactions. Toxicol. Lett. 2002, 126(2):91-98.
44. Teuten E.L., Johnson C.G., Mandalakis M., Asplund L., Gustafsson Ö., Unger M., Marsh G., Reddy C.M. Spectral characterization of two bioaccumulated methoxylated polybrominated diphenyl ethers. Chemosphere 2006, 62(2):197-203.
45. Teuten E.L., Xu L., Reddy C.M. Two abundant bioaccumulated halogenated compounds are natural products. Science 2005, 308(5727):1413.
46. Verreault J., Gabrielsen G.W., Chu S., Muir D.C.G., Andersen M., Hamaed A., letcher R.J. Flame retardants and methoxylated and hydroxylated polybrominated diphenyl ethers in two Norwegian Arctic top predators: Glaucous gulls and polar bears. Environ. Sci. Technol. 2005, 39(16):6021-6028.
47. Vetter W., Stoll E., Garson M.J., Fahey S.J., Gaus C., Müller J.F. Sponge halogenated natural products found at parts-per-million levels in marine mammals. Environ. Toxicol. Chem. 2002, 21(10):2014-2019.
48. Vetter W. Marine halogenated natural products of environmental relevance. Rev. Environ. Contam. Toxicol. 2006, 188:1-57.
49. Wan Y., Wiseman S., Chang H., Zhang X., Jones P.D., Hecker M., Kannan K., Tanabe S., Hu J., Lam M.H.W., Giesy J.P. Origin of hydroxylated brominated diphenyl ethers: natural compounds of man-made flame retardants. Environ. Sci. Technol. 2009, 43:7536-7542.
50. Wan Y., Jones P.D., Wiseman S., Chang H., Chorney D., Kannan K., Zhang K., Hu H.Y., Khim J.S., Tanabe S., Lam M.H.W., Giesy J.P. Contribution of synthetic and naturally occurring compounds to bromine mass in marine organisms. Environ. Sci. Technol. 2010, 44:6068-6073.
51. Wan Y., Choi K., Kim S., Ji K., Chang H., Wiseman S., Jones P.D., Khim J.S., Park S.H., Park J.-G., Lam M.H.W., Giesy J.P. Hydroxylated polybrominated diphenyl ethers and bisphenol a in pregnant women and their matching fetuses: placental transfer and potential risks. Environ. Sci. Technol. 2010, 44:5233-5239.
52. Weijs L., Das K., Siebert U., van Elk N., Jauniaux T., Neels H., Blust R., Covaci A. Concentrations of chlorinated and brominated contaminants and their metabolites in serum of harbour seals and harbour porpoises. Environ. Int. 2009, 35(6):842-850.
53. Weijs L., Dirtu A.C., Das K., Gheorghe A., Reijnders P.J.H., Neels H., Blust R., Covaci A. Inter-species differences for polychlorinated biphenyls and polybrominated diphenyl ethers in marine top predators from the southern North Sea: part 1. Accumulation patterns in harbour seals and harbour porpoises. Environ. Pollut. 2009, 157(2):437-444.
54. Weijs L., Losada S., Das K., Roosens L., Reijnders P.J.H., Santos J.F., Neels H., Blust R., Covaci A. Biomagnification of naturally-produced methoxylated polybrominated diphenyl ethers (MeO-PBDEs) in harbour seals and harbour porpoises from the Southern North Sea. Environ. Int. 2009, 35(6):893-899.
55. Wilson V.S., Bobseine K., Lambright C.R., Gray L.E. A novel cell line, MDA-kb2, that stably expresses an androgen- and glucocorticoid-responsive reporter for the detection of hormone receptor agonists and antagonists. Toxicol. Sci. 2002, 66:69-81.
56. Wolkers H., Van Bavel B., Derocher A.E., Wiig Ø., Kovacs K.M., Lydersen C., Lindström G. Congener-specific accumulation and food chain transfer of polybrominated diphenyl ethers in two Arctic food chains. Environ. Sci. Technol. 2004, 38(6):1667-1674.
57. Zhang Fengxian., Hu Wei., Yu Hongxia., Sun Hong., Shen Ouxi., Wang Xinru., Liu Hongling., Lam Michael H.W., Giesy John P., Zhang Xiaowei. Endocrine disruption effects of 2,2',4,4',6-pentabromodiphenylether (BDE-100) in reporter gene assay. J. Environ. Monit. 2011, 13(4):850-854.
58. Zhou T., Ross D.G., DeVito M.J., Crofton K.M. Effects of short-term in vivo exposure to polybrominated diphenyl ethers on thyroid hormones and hepatic enzyme activities in weanling rats. Toxicol. Sci. 2001, 61(1):76-82.
59. Zhou T., Taylor M.M., DeVito M.J., Crofton K.M. Developmental exposure to brominated diphenyl ethers results in thyroid hormone disruption. Toxicol. Sci. 2002, 66(1):105-116.