Weak estrogenic transcriptional activities of Bisphenol A and Bisphenol S

Grignard, Elise; Lapenna, Silvia; Bremer, Susanne

doi:10.1016/j.tiv.2012.03.013

Cited by 219 publications

(133 citation statements)

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“…Susanne Bremer and her colleagues at the Institute for Health and Consumer Protection, a European Commission-funded research centre in Ispra, Italy, tested BPS and BPA on an oestrogen-sensitive human cell line. They found that both chemicals behaved like oestrogens, but were 100,000-fold less active than oestradiol 3 . Choi and his colleagues discovered that zebrafish exposed to 0.5 micrograms of BPS per litre of water -about one-sixth of the maximum concentration detected in the environment -had fewer eggs, more malformed offspring and higher oestrogen to testosterone ratios than untreated zebrafish 4 .…”

Section: A Key To Actionmentioning

confidence: 99%

Toxicology: The plastics puzzle

Glausiusz¹

2014

Nature

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Section: A Key To Actionmentioning

confidence: 99%

Toxicology: The plastics puzzle

Glausiusz¹

2014

Nature

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“…Among these structural analogues, bisphenol S (BPS), bisphenol F (BPF), bisphenol B (BPB) and bisphenol AF (BPAF) have arisen in recent years as the main BPA replacements in certain products. Limited studies have shown that BPA analogues possess toxicities (e.g., acute toxicity, genotoxicity, and estrogenic activity) similar to BPA 2, 9, 10. For instance, Grignard et al 10.…”

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confidence: 99%

Derivatization of bisphenol A and its analogues with pyridine‐3‐sulfonyl chloride: multivariate optimization and fragmentation patterns by liquid chromatography/Orbitrap mass spectrometry

Regueiro

Andreas

Wenzl

2015

Rapid Commun. Mass Spectrom.

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RationaleDue to the growing restrictions on the use of bisphenol A (BPA), several other bisphenols are gaining importance as substitutes for BPA in a variety of applications. There is, therefore, a real need for selective and sensitive methods based on mass spectrometry which will allow the human exposure to these new bisphenols to be assessed.MethodsDerivatization of BPA and its substitutes with pyridine‐3‐sulfonyl chloride is used to enhance the detection capability of bisphenols by electrospray ionization mass spectrometry. A multivariate experimental design, Box‐Behnken response surface, was used to evaluate the influence of the main variables potentially affecting the derivatization yield. Fragmentation patterns for all the derivatized bisphenols were acquired by high‐resolution/accurate‐mass Orbitrap mass spectrometry.ResultsTemperature and pH were identified as the most important factors affecting the derivatization yield of bisphenols. Fragmentation of the protonated molecules produced abundant analyte‐specific product ions. Most of the derivatized bisphenols showed significant improvements in their signal‐to‐noise ratios compared with the underivatized forms. The stability of these derivatives was demonstrated through several freeze/thaw cycles, short‐term room temperature and long‐term cold storage.ConclusionsDerivatization of BPA and its structural analogues with pyridine‐3‐sulfonyl chloride is proposed as a specific, sensitive, high‐throughput approach to their analysis by liquid chromatography coupled to electrospray ionization mass spectrometry. © 2015 The Authors. Rapid Communications in Mass Spectrometry Published by John Wiley & Sons Ltd.

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“…18,36) 1. Estrogenic activities of BPAF BPAF may possess greater toxicological implication than BPA because trifluoromethyl (CF3) group which is substituted for methyl (CH3) group of BPA is much more electronegative and therefore potentially more reactive.…”

Section: Resultsmentioning

confidence: 99%

“…33) Several authors, however, reported that BPS possessed estrogenic activity in MCF-7 cell 40,43) as well as weak estrogenic transcriptional activities in human MELN cells derived from MCF-7 cells. 36) Since the basic structural features which have been linked to ER binding, 48) in particular the presence of a para hydroxyl group on each of the phenol rings, are shared by both BPA and BPS, BPS also may have modulatory effects toward ER binding potency. 18,34,35,36) BPS is also reported to have anti-androgenic activity in mouse NIH3T3 cells.…”

Section: )mentioning

confidence: 99%

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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Weak estrogenic transcriptional activities of Bisphenol A and Bisphenol S

Cited by 219 publications

References 21 publications

Toxicology: The plastics puzzle

Toxicology: The plastics puzzle

Derivatization of bisphenol A and its analogues with pyridine‐3‐sulfonyl chloride: multivariate optimization and fragmentation patterns by liquid chromatography/Orbitrap mass spectrometry

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

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