Genotoxic and endocrine activities of bis(hydroxyphenyl)methane (bisphenol F) and its derivatives in the HepG2 cell line

Cabaton, Nicolas J.; Dumont, Coralie; Séverin, Isabelle; Perdu, Elisabeth; Zalko, Daniel; Cherkaoui-Malki, Mustapha; Chagnon, Marie‐Christine

doi:10.1016/j.tox.2008.09.024

Cited by 136 publications

(64 citation statements)

References 74 publications

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“…Some of effects of BPF exposure are mediated by binding to nuclear steroid receptors (ERα and ERβ) and inducing estrogenic signals, which may subsequently modify estrogen-responsive gene expression in HepG2 cells. 46) These data are in agreement with Kitamura et al who used an EREluciferase reporter assay in MCF-7 cells.…”

Section: )supporting

confidence: 91%

“…BPF can compete with 5-α dihydro-testosteron (5-α DHT) for binding with AR and exhibits a significant anti-androgenic activity in MDA-kb2 cells. 46) These results are in agreement with Satoh et al (2004) who observed a decrease of 5-α DHT-induced luciferase at 10 -6 M in CHO-K1 cells using the AR-EcoScreen assay.…”

Section: )supporting

confidence: 90%

“…14,40,43,45) The latter authors showed that, according to the respective median effective concentration (EC 50 ) values for proliferation of MCF-7 cell, BPF was more pronounced than BPA. Moderate binding affinities of BPF to ER in MCF-7 cell, 34) HeLa cell, 42) HepG2 cell, 46) and SpragueDawley rat uterine cytosol 35) were reported. Some of effects of BPF exposure are mediated by binding to nuclear steroid receptors (ERα and ERβ) and inducing estrogenic signals, which may subsequently modify estrogen-responsive gene expression in HepG2 cells.…”

Section: )mentioning

confidence: 99%

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Endocrine Disruption Potentials of Bisphenol A Alternatives - Are Bisphenol A Alternatives Safe from Endocrine Disruption?

Ji¹,

Choi²

2013

Korean Journal of Environmental Health Sciences

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Objectives: Although a great body of knowledge is available on the toxicity of bisphenol A (BPA), little is known about that of BPA alternatives, such as bisphenol analogues (BPs) or Tritan TM copolyesters. This review provides a summary of the available information on the toxicity of BPs and three components of Tritan TM, with a special focus on endocrine disruption. Methods:We collected from the literature a battery of in vitro and in vivo assay data developed to assess endocrine disruption of four BPs (bisphenol AF, B, F, and S) and three major components of Tritan TM ((di-methylterephthalate (DMT), 1,4-cyclohexanedimethanol (CHDM), and 2,2,4,4-tetramethyl-1,3-cyclobutanediol (TMCD)).Results: Several alternative compounds were identified as possessing comparable or even greater endocrinedisrupting effects than BPA in in vitro and in vivo studies.Conclusions: Potential endocrine disruption of BPA alternatives requires further studies on health consequences in experimental animals and in humans following longer term exposure.

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Section: )supporting

confidence: 91%

Section: )supporting

confidence: 90%

Section: )mentioning

confidence: 99%

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Endocrine Disruption Potentials of Bisphenol A Alternatives - Are Bisphenol A Alternatives Safe from Endocrine Disruption?

Ji¹,

Choi²

2013

Korean Journal of Environmental Health Sciences

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“…Moreover, in oestrogen receptor (ER)-positive MCF-7 cells, BPA caused DNA strand breaks that were ER-dependent (29). In turn, BPF has been reported to induce DNA strand breaks, but not micronuclei, in human hepatoma HepG2 cells (30). Audebert et al (31) have recently found that BPF genotoxicity depended on the metabolic capabilities of cells.…”

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confidence: 99%

Mutagenicity and DNA Damage of Bisphenol a and its Structural Analogues in Hepg2 Cells

Fic

Žegura

Dolenc

et al. 2013

Archives of Industrial Hygiene and Toxicology

102

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Environmental oestrogen bisphenol A (BPA) and its analogues are widespread in our living environment. Because their production and use are increasing, exposure of humans to bisphenols is becoming a signifi cant issue. We evaluated the mutagenic and genotoxic potential of eight BPA structural analogues (BPF, BPAF, BPZ, BPS, DMBPA, DMBPS, BP-1, and BP-2) using the Ames and comet assay, respectively. None of the tested bisphenols showed a mutagenic effect in Salmonella typhimurium strains TA98 and TA100 in either the presence or absence of external S9-mediated metabolic activation (Aroclor 1254-induced male rat liver). Potential genotoxicity of bisphenols was determined in the human hepatoma cell line (HepG2) at non-cytotoxic concentrations (0.1 μmol L -1 to 10 μmol L -1 ) after 4-hour and 24-hour exposure. In the comet assay, BPA and its analogue BPS induced signifi cant DNA damage only after the 24-hour exposure, while analogues DMBPS, BP-1, and BP-2 induced a transient increase in DNA strand breaks observed only after the 4-hour exposure. BPF, BPAF, BPZ, and DMBPA did not induce DNA damage.

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“…was found to establish estrogenic activity in in vitro bioassays [4]. Humans can be exposed to bisphenol F and its derivatives as environment and food contaminants [5]. By adding electron donating methyl groups to the aromatic rings of bisphenols they become more lipophilic and sterical demanding.…”

Section: Introductionmentioning

confidence: 99%

Crystal structures and isometricity comparison of methylated bisphenol F derivatives

Gruber

Nestler

Seichter

et al. 2014

Journal of Molecular Structure

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Genotoxic and endocrine activities of bis(hydroxyphenyl)methane (bisphenol F) and its derivatives in the HepG2 cell line

Cited by 136 publications

References 74 publications

Endocrine Disruption Potentials of Bisphenol A Alternatives - Are Bisphenol A Alternatives Safe from Endocrine Disruption?

Endocrine Disruption Potentials of Bisphenol A Alternatives - Are Bisphenol A Alternatives Safe from Endocrine Disruption?

Mutagenicity and DNA Damage of Bisphenol a and its Structural Analogues in Hepg2 Cells

Crystal structures and isometricity comparison of methylated bisphenol F derivatives

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