The ultraviolet filter benzophenone 2 interferes with the thyroid hormone axis in rats and is a potent in vitro inhibitor of human recombinant thyroid peroxidase

Endocrinology

Volumn 148, Issue 6, 2007, Pages 2835-2844

  Schmutzler, Cornelia ^a   Bacinski, Anja ^a   Gotthardt, Inka ^a   Huhne, Katrin ^a   Ambrugger, Petra ^a   Klammer, Holger ^b   Schlecht, Christiane ^b   Hoang Vu, Cuong ^c   Grüters, Annette ^a   Wuttke, Wolfgang ^b   Jarry, Hubertus ^b   Köhrle, Josef ^a  

^a CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

^b UNIVERSITY MEDICAL CENTER GÖTTINGEN   (Germany)

^c MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

4,4' ISOPROPYLIDENEDIPHENOL; BENZOPHENONE; ENDOCRINE DISRUPTOR; GUAIACOL; HYDROGEN PEROXIDE; IODIDE; PROPYLTHIOURACIL; THIAMAZOLE; THYROID HORMONE; THYROID PEROXIDASE; THYROTROPIN;

ANIMAL EXPERIMENT; ARTICLE; CANCER CELL CULTURE; CARCINOMA CELL; CONTROLLED STUDY; DRUG INHIBITION; FEMALE; HUMAN; HUMAN CELL; IN VITRO STUDY; NONHUMAN; PRIORITY JOURNAL; RAT; SKIN; STATISTICAL SIGNIFICANCE; THYROID FOLLICLE CELL; THYROID HORMONE SYNTHESIS;

EID: 34250811630     PISSN: 00137227     EISSN: 00137227     Source Type: Journal    
DOI: 10.1210/en.2006-1280     Document Type: Article

References (50)

1. Taurog A 2005 Hormone synthesis. In: Braverman LE, Utiger RD, eds. Werner and Ingbar's The thyroid: a fundamental and clinical text. 9th ed. Philadelphia: Lippincott Williams and Wilkins
2. Taurog A, Dorris ML, Doerge DR 1996 Mechanism of simultaneous iodination and coupling catalyzed by thyroid peroxidase. Arch Biochem Biophys 330:324-332
3. Cooper DS 2005 Antithyroid drugs. N Engl J Med 352:905-917
4. Waring RH, Harris RM 2005 Endocrine disrupters: a human risk? Mol Cell Endocrinol 244:2-9
5. www.ewg.org/reports/skindeep2/
6. http://householdproducts.nlm.nih.gov/cgi-bin/household/brands?tbl= chem&id=683
7. Toppari J 2002 Environmental endocrine disrupters and disorders of sexual differentiation. Semin Reprod Med 20:305-312
8. Cody V, Koehrle J, Auf'mkolk M, Hesch RD 1986 Structure-activity relationships of flavonoid deiodinase inhibitors and enzyme active-site models. Prog Clin Biol Res 213:373-382
9. Hagmar L 2003 Polychlorinated biphenyls and thyroid status in humans: a review. Thyroid 13:1021-1028
10. Siddiqi MA, Laessig RH, Reed KD 2003 Polybrominated diphenyl ethers (PBDEs): new pollutants-old diseases. Clin Med Res 1:281-290
11. Koopman-Esseboom C, Morse DC, Weisglas-Kuperus N, Lutkeschipholt IJ, Van der Paauw CG, Tuinstra LG, Brouwer A, Sauer PJ 1994 Effects of dioxins and polychlorinated biphenyls on thyroid hormone status of pregnant women and their infants. Pediatr Res 36:468-473
12. Meerts IA, Lilienthal H, Hoving S, van den Berg JH, Weijers BM, Bergman A, Koeman JH, Brouwer A 2004 Developmental exposure to 4-hydroxy-2,3,3′,4′,5-pentachlorobiphenyl (4-OH-CB107): long-term effects on brain development, behavior, and brain stem auditory evoked potentials in rats. Toxicol Sci 82:207-218
13. Chen A, Rogan WJ2004 Isoflavones in soy infant formula: a review of evidence for endocrine and other activity in infants. Annu Rev Nutr 24:33-54
14. Cos P, De Bruyne T, Apers S, Vanden Berghe D, Pieters L, Vlietinck AJ 2003 Phytoestrogens: recent developments. Planta Med 69:589-599
15. Ricketts ML, Moore DD, Banz WJ, Mezei O, Shay NF 2005 Molecular mechanisms of action of the soy isoflavones includes activation of promiscuous nuclear receptors. A review. J Nutr Biochem 16:321-330
16. Divi RL, Chang HC, Doerge DR 1997 Anti-thyroid isoflavones from soybean: isolation, characterization, and mechanisms of action. Biochem Pharmacol 54:1087-1096
17. Chang HC, Doerge DR 2000 Dietary genistein inactivates rat thyroid peroxidase in vivo without an apparent hypothyroid effect. Toxicol Appl Pharmacol 168:244-252
18. - symporter-transfected follicular thyroid carcinoma cell line. Eur J Endocrinol 150:557-564
19. Auf'mkolk M, Koehrle J, Hesch RD, Cody V 1986 Inhibition of rat liver iodothyronine deiodinase. Interaction of aurones with the iodothyronine ligand-binding site. J Biol Chem 261:11623-11630
20. Ferreira AC, Lisboa PC, Oliveira KJ, Lima LP, Barros IA, Carvalho DP 2002 Inhibition of thyroid type 1 deiodinase activity by flavonoids. Food Chem Toxicol 40:913-917
21. Koehrle J, Auf'mkolk M, Spanka M, Irmscher K, Cody V, Hesch RD 1986 Iodothyronine deiodinase is inhibited by plant flavonoids. Prog Clin Biol Res 213:359-371
22. Schmutzler C, Hamann I, Hofmann PJ, Kovacs G, Stemmler L, Mentrup B, Schomburg L, Ambrugger P, Grüters A, Seidlova-Wuttke D, Jarry H, Wuttke W, Köhrle J 2004 Endocrine active compounds affect thyrotropin and thyroid hormone levels in serum as well as endpoints of thyroid hormone action in liver, heart and kidney. Toxicology 205:95-102
23. Koehrle J, Spanka M, Irmscher K, Hesch RD 1988 Flavonoid effects on transport, metabolism and action of thyroid hormones. Prog Clin Biol Res 280:323-340
24. van den Berg KJ 1990 Interaction of chlorinated phenols with thyroxine binding sites of human transthyretin, albumin and thyroid binding globulin. Chem Biol Interact 76:63-75
25. Ishihara A, Sawatsubashi S, Yamauchi K 2003 Endocrine disrupting chemicals: interference of thyroid hormone binding to transthyretins and to thyroid hormone receptors. Mol Cell Endocrinol 199:105-117
26. Moriyama K, Tagami T, Akamizu T, Usui T, Saijo M, Kanamoto N, Hataya Y, Shimatsu A, Kuzuya H, Nakao K 2002 Thyroid hormone action is disrupted by bisphenol A as an antagonist. J Clin Endocrinol Metab 87:5185-5190
27. Bogazzi F, Raggi F, Ultimieri F, Russo D, Campomori A, McKinney JD, Pinchera A, Bartalena L, Martino E 2003 Effects of a mixture of polychlorinated biphenyls (Aroclor 1254) on the transcriptional activity of thyroid hormone receptor. J Endocrinol Invest 26:972-978
28. Miyazaki W, Iwasaki T, Takeshita A, Kuroda Y, Koibuchi N 2004 Polychlorinated biphenyls suppress thyroid hormone receptor-mediated transcription through a novel mechanism. J Biol Chem 279:18195-18202
29. Zoeller RT 2005 Environmental chemicals as thyroid hormone analogues: new studies indicate that thyroid hormone receptors are targets of industrial chemicals? Mol Cell Endocrinol 242:10-15
30. Schlumpf M, Schmid P, Durrer S, Conscience M, Maerkel K, Henseler M, Gruetter M, Herzog I, Reolon S, Ceccatelli R, Faass O, Stutz E, Jarry H, Wuttke W, Lichtensteiger W 2004 Endocrine activity and developmental toxicity of cosmetic UV filters - an update. Toxicology 205:113-122
31. Klammer H, Schlecht C, Wuttke W, Jarry H 2005 Multi-organic risk assessment of estrogenic properties of octyl-methoxycinnamate in vivo A 5-day sub-acute pharmacodynamic study with ovariectomized rats. Toxicology 215:90-96
32. Jarry H, Christoffel J, Rimoldi G, Koch L, Wuttke W 2004 Multi-organic endocrine disrupting activity of the UV screen benzophenone 2 (BP2) in ovariectomized adult rats after 5 days treatment. Toxicology 205:87-93
33. Koehrle J, Fang SL, Yang Y, Irmscher K, Hesch RD, Pino S, Alex S, Braverman LE 1989 Rapid effects of the flavonoid EMD 21388 on serum thyroid hormone binding and thyrotropin regulation in the rat. Endocrinology 125:532-537
34. Hosoya TJ 1963 Effect of various reagents including antithyroid compounds upon the activity of thyroid peroxidase. J Biochem (Tokyo) 53:381-388
35. Alexander NM 1962 A spectrophotometric assay for iodide oxidation by thyroid peroxidase. Anal Biochem 4:341-345
36. Ambesi-Impiombato FS, Parks LAM, Coon G 1980 Culture of hormone-dependent functional epithelial cells from rat thyroids. Proc Natl Acad Sci USA 77:3455-3459
37. Roth C, Schmidberger H, Schaper O, Leonhardt S, Lakomek M, Wuttke W, Jarry H 2000 Cranial irradiation of female rats causes dose-dependent and age-dependent activation or inhibition of pubertal development. Pediatr Res 47:586-591
38. Baur A, Bauer K, Jarry H, Köhrle J 1997 3,5-Diiodo- L-thyronine stimulates type 1 5′deiodinase activity in rat anterior pituitaries in vivo and in reaggregate cultures and GH3 cells in vitro. Endocrinology 138:3242-3248
39. Schmutzler C, Winzer R, Meissner-Weigl J, Köhrle J 1997 Retinoic acid increases sodium/iodide symporter mRNA levels in human thyroid cancer cell lines and suppresses expression of functional symporter in nontransformed FRTL-5 rat thyroid cells. Biochem Biophys Res Commun 240:832-838
40. Divi RL, Doerge DR 1994 Mechanism-based inactivation of lactoperoxidase and thyroid peroxidase by resorcinol derivatives. Biochemistry 33:9668-9674
41. Divi RL, Doerge DR 1996 Inhibition of thyroid peroxidase by dietary flavonoids. Chem Res Toxicol 9:16-23
42. Davidson B, Soodak M, Neary JT, Strout HV, Kieffer JD, Mover H, Maloof F 1978 The irreversible inactivation of thyroid peroxidase by methylmercaptoimidazole, thiouracil, and propylthiouracil in vitro and its relationship to in vivo findings. Endocrinology 103:871-882
43. Taurog A, Dorris ML 1989 A reexamination of the proposed inactivation of thyroid peroxidase in the rat thyroid by propylthiouracil. Endocrinology 124:3038-3042
44. Schlumpf M, Cotton B, Conscience M, Haller V, Steinmann B, Lichtensteiger W 2001 In vitro and in vivo estrogenicity of UV screens. Environ Health Perspect 109:239-244
45. Gonzalez H, Farbrot A, Larko O, Wennberg AM 2006 Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet irradiation. Br J Dermatol 154:337-340
46. Janjua NR, Mogensen B, Andersson AM, Petersen JH, Henriksen M, Skakkebaek NE, Wulf HC 2004 Systemic absorption of the sunscreens benzophenone-3, octyl-methoxycinnamate, and 3-(4-methyl-benzylidene) camphor after whole-body topical application and reproductive hormone levels in humans. J Invest Dermatol 123:57-61
47. Okereke CS, Kadry AM, Abdel-Rahman MS, Davis RA, Friedman MA 1993 Metabolism of benzophenone-3 in rats. Drug Metab 21:788-791
48. Okereke CS, Barat SA, Abdel-Rahman MS 1995 Safety evaluation of benzophenone-3 after dermal administration in rats. Toxicol Lett 80:61-67
49. de Benoist B, Andersson M, Egli I, Takkouche B, Allen H, eds. 2004 Iodine status worldwide - WHO global database on iodine deficiency (http://whqlibdoc.who.int/publications/2004/9241592001.pdf)
50. Manz F, Bohmer T, Gaertner R, Grossklaus R, Klett M, Schneider R 2002 Quantification of iodine supply: representative data on intake and urinary excretion of iodine from the German population in 1996. Ann Nutr 46:128-138