Journal
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH
Volume 25, Issue 21, Pages 21257-21266Publisher
SPRINGER HEIDELBERG
DOI: 10.1007/s11356-018-2600-3
Keywords
Personal care products; Disinfection by-products; Endocrine disruption; Agonist; Antagonist; Yeast two-hybrid assay
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Funding
- Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan [17H03094]
- Grants-in-Aid for Scientific Research [17H03094] Funding Source: KAKEN
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The estrogen agonistic/antagonistic activity of 16 brominated by-products of parabens was assessed by using a yeast two-hybrid assay transfected with the human estrogen receptor alpha. Characterization of synthetic compounds including novel brominated parabens was performed using H-1-NMR spectroscopy and high-resolution mass spectrometry. For the agonist assay, five C-3-C-4 alkylparabens exhibited significant activity (P < 0.05) relative to that of 17 beta-estradiol, ranging from 3.7 x 10(-5) to 7.1 x 10(-4). In contrast, none of the brominated alkyl parabens exhibited agonistic activity. In the antagonist assay, 12 brominated alkylparabens and butylparaben exhibited significant antagonistic activity (P < 0.05). Their antagonistic activity relative to 4-hydroxytamoxifen ranged from 0.11 to 2.5. The antagonist activity of C-1-C-4 alkylparabens increased with the number of bromine substitutions. Benzylparaben exhibited both agonistic and antagonistic activity, and these activities dissipated or were weakened with increased bromination. Thus, increased bromination appeared to attenuate the estrogen agonistic activity of most parabens such that it resulted in increased antagonistic activity, a feature of parabens that had not been previously described.
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