Evaluation of estrogenic activity of parabens and their chlorinated derivatives by using the yeast two-hybrid assay and the enzyme-linked immunosorbent assay

Environmental Toxicology and Chemistry

Volumn 28, Issue 1, 2009, Pages 204-208

  Terasaki, Masanori ^a   Kamata, Ryo ^b   Shiraishi, Fujio ^b   Makino, Masakazu ^a  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b NATIONAL INSTITUTE FOR ENVIRONMENTAL STUDIES   (Japan)

Author keywords

Chlorinated paraben; Human estrogen receptor ; Medaka estrogen receptor ; Yeast two hybrid assay

Indexed keywords

AGONIST ACTIVITY; BENZYL GROUP; BINDING AFFINITIES; BUTYLPARABEN; CHLORINATED COMPOUNDS; DERIVATIZATIONS; ENZYME LINKED IMMUNOSORBENT ASSAY; ESTROGEN RECEPTOR; ESTROGENIC ACTIVITIES; HUMAN ESTROGEN RECEPTORS; ORYZIAS LATIPES; PARABENS; PARENT COMPOUNDS; POTENTIAL HAZARDS; RELATIVE ACTIVITIES; SMALL SUBSTITUENTS; TOXICITY TEST; TWO-HYBRID ASSAYS; YEAST TWO-HYBRID ASSAYS;

BINDING ENERGY; ENZYMES; TOXICITY; YEAST;

ASSAYS;

4 HYDROXYBENZOIC ACID ESTER; BENZYL PARABEN; BUTYL PARABEN; CHLORINE DERIVATIVE; ESTRADIOL; ESTROGEN RECEPTOR ALPHA; ETHYL PARABEN; METHYL PARABEN; PROPYL PARABEN; CHLORINE; ESTROGEN;

BIOASSAY; CHLORINATED HYDROCARBON; ENZYME ACTIVITY; ESTER; ESTROGENIC COMPOUND; HYBRID; IMMUNOASSAY; TELEOST; TOXICITY TEST; YEAST;

ARTICLE; DERIVATIZATION; ENZYME LINKED IMMUNOSORBENT ASSAY; ESTROGEN ACTIVITY; EVALUATION; HUMAN; NONHUMAN; ORYZIAS; PRIORITY JOURNAL; RECEPTOR AFFINITY; TWO HYBRID SYSTEM; YEAST; ANIMAL; CHEMISTRY; DRUG EFFECT; DRUG POTENTIATION; METHODOLOGY;

ORYZIAS LATIPES; ORYZIINAE;

ANIMALS; CHLORINE; ENZYME-LINKED IMMUNOSORBENT ASSAY; ESTROGEN RECEPTOR ALPHA; ESTROGENS; HUMANS; ORYZIAS; PARABENS; TWO-HYBRID SYSTEM TECHNIQUES;

EID: 65449143660     PISSN: 07307268     EISSN: 15528618     Source Type: Journal    
DOI: 10.1897/08-225.1     Document Type: Article

References (33)

1. Soni MG, Burdock GA, Taylor SL, Greenberg NA. 2001. Safety assessment of propyl paraben: A review of the published literature. Food Chem Toxicol 39:513-532.
2. Soni MG, Taylor SL, Greenberg NA, Burdock GA. 2002. Evaluation of the health aspects of methyl paraben: A review of the published literature. Food Chem Toxicol 40:1335-1373.
3. Daughton CG, Ternes TA. 1999. Pharmaceuticals and personal care products in the environment: Agents of subtle change? Environ Health Perspect 107:907-938.
4. Lindsey ME, Meyer M, Thurman EM. 2001. Analysis of trace levels of sulfonamide and tetracycline antimicrobials in groundwater and surface water using solid-phase extraction and liquid chromatography/mass spectrometry. Anal Chem 73:4640-4646.
5. Barceló D, Petrovic M. 2007. Pharmaceuticals and personal care products (PPCPs) in the environment. Anal Bioanal Chem 387: 1141-1142.
6. Canosa P, Rodríguez I, Rubí E, Bollaín MH, Cela R. 2006. Optimisation of a solid-phase microextraction method for the determination of parabens in water samples at the low ng per litre level. J Chromatogr A 1124:3-10.
7. Canosa P, Rodríguez I, Rubí E, Negreira N, Cela R. 2006. Formation of halogenated by-products of parabens in chlorinated water. Anal Chim Acta 575:106-113.
8. Lee H-B, Peart TE, Svoboda ML. 2005. Determination of endocrine-disrupting phenols, acidic pharmaceuticals, and personalcare products in sewage by solid-phase extraction and gas chromatography-mass spectrometry. J Chromatogr A 1094:122-129.
9. Benijts T, Lambert W, Andre DL. 2004. Analysis of multiple endocrine disruptors in environmental waters via wide-spectrum solid-phase extraction and dual-polarity ionization LC-ion trap-MS/MS. Anal Chem 76:704-711.
10. Gallard H, Gunten U. 2002. Chlorination of phenols: Kinetics and formation of chloroform. Environ Sci Technol 36:884-890.
11. Deborde M, Rabouan S, Gallard H, Legube B. 2004. Aqueous chlorination kinetics of some endocrine disruptors. Environ Sci Technol 38:5577-5583.
12. Westerhoff P, Yoon Y, Snyder S, Wert E. 2005. Fate of endocrine-disruptor, pharmaceutical, and personal care product chemicals during simulated drinking water treatment processes. Environ Sci Technol 39:6649-6663.
13. Terasaki M, Makino M. 2008. Determination of chlorinated by-products of parabens in swimming pool water. Int J Environ Anal Chem 8:911-922.
14. Madsen T, ed. 2001. Environmental and health assessment of substances in household detergents and cosmetic detergent products. Project 2001-615. Danish Environmental Protection Agency, Copenhagen, Denmark.
15. Kamaya Y, Fukaya Y, Suzuki K. 2005. Acute toxicity of benzoic acids to the crustacean Daphnia magna. Chemosphere 59:255-261.
16. Routledge EJ, Parker J, Odum J, Ashby J, Sumpter JP. 1998. Some alkyl hydroxy benzoate preservative (parabens) are estrogenic. Toxicol Appl Pharmacol 153:12-19.
17. Miller D, Wheals BB, Beresford N, Sumpter JP. 2001. Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay. Environ Health Perspect 109:133-138.
18. Hossaini A, Larsen JJ, Larsen JC. 2000. Lack of oestrogenic effects of food preservatives (parabens) in uterotrophic assays. Food Chem Toxicol 38:319-323.
19. Darbre PD, Byford JR, Shaw LE, Horton RA, Pope GS, Sauer MJ. 2002. Oestrogenic activity of isobutylparaben in vitro and in vivo. J Appl Toxicol 22:219-226.
20. Okubo T, Yokoyama Y, Kano K, Kano I. 2001. ER-dependent estrogenic activity of parabens assessed by proliferation of human breast cancer MCF-7 cells and expression of ER α and ER β. Food Chem Toxicol 39:1225-1232.
21. Nishikawa J, Saito K, Goto J, Dakeyama F, Matsuo M, Nishihara T. 1999. New screening methods for chemicals with hormonal activities using interaction of nuclear hormone receptor with coactivator. Toxicol Appl Pharmacol 154:76-83.
22. Shiraishi F, Okumura T, Nomachi M, Serizawa S, Nishikawa J, Edmonds JS, Shiraishi H, Morita M. 2003. Estrogenic and thyroid hormone activity of a series of hydroxy-polychlorinated biphenyls. Chemosphere 52:33-42.
23. Arulmozhiraja S, Shiraishi F, Okumura T, Iida M, Takigami H, Edmonds JS, Morita M. 2005. Structural requirements for the interaction of 91 hydroxylated polychlorinated biphenyls with estrogen and thyroid hormone receptors. Toxicol Sci 84:49-62.
24. Terasaki M, Shiraishi F, Fukazawa H, Makino M. 2007. Occurrence and estrogenicity of phenolics in paper-recycling process water: Pollutants originating from thermal paper in waste paper. Environ Toxicol Chem 26:2356-2366.
25. Le Drean Y, Kern L, Pakdel F, Valotaire Y. 1995. Rainbow trout estrogen receptor presents an equal specificity but a differential sensitivity for estrogens than human estrogen receptor. Mol Cell Endocrinol 109:27-35.
26. Legler J, Zeinstra LM, Schuitemaker F, Lanser PH, Bogerd J, Brouwer A, Vethaak AD, De Voogt P, Murk AJ, Van Der Burg B. 2002. Comparison of in vivo and in vitro reporter gene assays for short-term screening of estrogenic activity. Environ Sci Technol 36:4410-4415.
27. Moriyama K, Matsufuji H, Chino M, Takeda M. 2004. Identification and behavior of reaction products formed by chlorination of ethynylestradiol. Chemosphere 55:839-847.
28. García-Reyero N, Requena V, Petrovic M, Fischer B, Hansen PD, Díaz A, Ventura F, Barceló D, Piña B. 2004. Estrogenic potential of halogenated derivatives of nonylphenol ethoxylates and carboxylates. Environ Toxicol Chem 23:705-711.
29. Nakamura H, Shiozawa T, Terao Y, Shiraishi F, Fukazawa H. 2006. By-products produced by the reaction of estrogens with hypochlorous acid and their estrogen activities. J Health Sci 52: 124-131.
30. Miller D, Wheals BB, Beresford N, Sumpter JP. 2001. Estrogenic activity of phenolic additives determined by an in vitro yeast bioassay. Environ Health Perspect 109:133-138.
31. Morohoshi K, Yamamoto H, Kamata R, Shiraishi F, Koda T, Morita M. 2005. Estrogenic activity of 37 components of commercial sunscreen lotions evaluated by in vitro assays. Toxicol in Vitro 19:457-469.
32. Elder RL. 1984. Final report on the safety assessment of methylparaben, ethylparaben, propylparaben and butylparaben. J Am Coll Toxicol 3:147-209.
33. Gibson R, Smith MD, Spary CJ, Tyler CR, Hill EM. 2005. Mixtures of estrogenic contaminants in bile of fish exposed to wastewater treatment works effluents. Environ Sci Technol 39:2461-2471.