Estrogenic and androgenic activities of TBBA and TBMEPH, metabolites of novel brominated flame retardants, and selected bisphenols, using the XenoScreen XL YES/YAS assay.
TL;DR: Based on the activities of BPAF, BPF, BPA and MBP, the XenoScreen XL YES/YAS assay gives comparable results to the (anti)estrogenic or (anti-androgenic assays that are reported in the literature.
About: This article is published in Chemosphere.The article was published on 2014-10-01. It has received 56 citations till now.
Citations
More filters
TL;DR: It is found that oxidative metabolites of bisphenols can still have endocrine activities in humans, as based on current knowledge, glucuronides do not have activity on endocrine receptors.
140 citations
TL;DR: This work investigated cytotoxic/genotoxic effects as well as changes in the expression of selected genes involved in the xenobiotic metabolism, response to oxidative stress and DNA damage upon exposure to BPs and their mixtures in human hepatocellular carcinoma HepG2 cells.
94 citations
TL;DR: The data suggest that the replacement of BPA with structural analogs may not lower the risk for endocrine disruption, and exposure to both BPS and BPAF might be more critical than BPA exposure, if their respective estrogenic potencies are taken into account.
Abstract: Background: The endocrine disrupting chemical bisphenol A (BPA) has been facing stricter regulations in recent years BPA analogs, such as the bisphenols S, F, and AF (BPS, BPF, and BPAF) are incre
79 citations
TL;DR: It is demonstrated that hydroxylation of the aromatic ring of BPS, catalyzed mainly by the cytochrome P450 enzymes CYP3A4 and CYP2C9, is its major in-vitro phase I biotransformation.
76 citations
TL;DR: The aim of this study is to provide evidence that bioassays can be a complementary alternative to classical methods of analysis and can fulfil Green Analytical Chemistry criteria.
70 citations
Cites background from "Estrogenic and androgenic activitie..."
...The additional advantages of these tests are their minimal consumption of samples and the lack of a need for cell culturing (Fic et al., 2014)....
[...]
References
More filters
TL;DR: An estrogen-inducible screen was developed in yeast in order to assess whether surfactants and their major degradation products are estrogenic, and one class of surfactant classes degrade to persistent metabolites that were weakly estrogenic.
Abstract: An estrogen-inducible screen was developed in yeast (Saccharomyces cerevisiae) in order to assess whether surfactants and their major degradation products are estrogenic. The DNA sequence of the human estrogen receptor (hER) was integrated into the yeast genome, which also contained expression plasmids carrying estrogen-responsive sequences (ERE) controlling the expression of the reporter gene lac-Z (encoding the enzyme β-galactosidase). Thus, in the presence of estrogens, β-galactosidase is synthesized and secreted into the medium, where it causes a color change from yellow to red. This recombinant strain was used to determine whether representatives of major surfactant classes and some of their principal degradation products possess estrogenic activity. The results were compared to the effects of the main natural estrogen 17β-estradiol. None of the parent surfactants tested possessed estrogenic activity. However, one class of surfactants, the alkylphenol polyethoxylates, degrade to persistent metabolites that were weakly estrogenic. Another group of degradation products, the sulfophenyl carboxylates, which are derived from the biodegradation of linear alkylbenzene sulfonates, do not appear to possess estrogenic activity.
1,484 citations
TL;DR: This review summarises current knowledge about production volumes, physico-chemical properties, analysis, environmental occurrence, fate and behaviour and human exposure to the "novel" brominated flame retardants (NBFRs).
1,186 citations
TL;DR: The use of bis-GMA-based resins in dentistry, and particularly the use of sealants in children, appears to contribute to human exposure to xenoestrogens.
Abstract: We tested some resin-based composites used in dentistry for their estrogenic activity. A sealant based on bisphenol-A diglycidylether methacrylate (bis-GMA) increased cell yields, progesterone receptor expression, and pS2 secretion in human estrogen-target, serum-sensitive MCF7 breast cancer cells. Estrogenicity was due to bisphenol-A and bisphenol-A dimethacrylate, monomers found in the base paste of the dental sealant and identified by mass spectrometry. Samples of saliva from 18 subjects treated with 50 mg of a bis-GMA-based sealant applied on their molars were collected 1 hr before and after treatment. Bisphenol-A (range 90-931 micrograms) was identified only in saliva collected during a 1-hr period after treatment. The use of bis-GMA-based resins in dentistry, and particularly the use of sealants in children, appears to contribute to human exposure to xenoestrogens.
978 citations
"Estrogenic and androgenic activitie..." refers result in this paper
...Modifications on both BPA phenolic groups significantly reduced the ER binding affinity; therefore, no ER agonistic activity was expected for BADGE, bisGMA and BADGE 2H2O compounds (Table S1), which was also reported in few previously published studies (Olea et al., 1996; Perez et al., 1998; Nomura et al., 2003; Satoh et al., 2004)....
[...]
TL;DR: It is shown that many of the so-called 'environmental oestrogens' also possess anti-androgenic activity, demonstrating that hormone-mimicking chemicals can have multiple hormonal activities, which may make it difficult to interpret their mechanisms of action in vivo.
Abstract: There is presently considerable interest in endocrine disruption which is a new area of endocrinology concerned with chemicals that mimic hormones, in particular sex steroids. It has been hypothesised that exposure to such chemicals may be responsible for adverse effects in both humans and wildlife. Until now, chemicals that mimic oestrogens (so-called xenoestrogens) have been the main focus of endocrine disruption research. However, recent evidence suggests that many abnormalities in the male reproductive system may be mediated via the androgen receptor. By blocking androgen action, exposure to an anti-androgen may cause changes similar to those associated with oestrogen exposure. We have used in vitro yeast-based assays to detect oestrogenic, anti-oestrogenic, androgenic and anti-androgenic activities in a variety of chemicals of current interest. We show that many of the so-called 'environmental oestrogens' also possess anti-androgenic activity. The previously reported anti-androgenic activities of vinclozolin and p,p'-1,1-dichloro-2,2-bis(p-chlorophenyl) ethylene (DDE) were confirmed. We also found that o,p'-1,1,1,-trichloro-2,2-bis(p-chlorophenyl)ethane (DDT), bisphenol A and butyl benzyl phthalate were anti-androgenic. However, not all xenoestrogens are also anti-androgenic, because nonylphenol was found to be a weak androgen agonist. Our results demonstrate that hormone-mimicking chemicals can have multiple hormonal activities, which may make it difficult to interpret their mechanisms of action in vivo. Although not a specific objective of this study, our results also demonstrate that yeast-based assays are powerful tools with which to investigate both agonist and antagonistic hormonal activities of chemicals.
842 citations
TL;DR: The results suggest that the 4-hydroxyl group of the A- phenyl ring and the B-phenyl ring of BPA derivatives are required for these hormonal activities, and substituents at the 3,5-positions of the phenyl rings and the bridging alkyl moiety markedly influence the activities.
652 citations