Brominated phenols: characterization of estrogen-like activity in the human breast cancer cell-line MCF-7

Olsen, Christel M.; Meussen‐Elholm, Elise T.M.; Holme, Jørn A.; Hongslo, Jan K.

doi:10.1016/s0378-4274(01)00469-6

Cited by 88 publications

(53 citation statements)

References 28 publications

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“…Previous studies on the effects of this chemical revealed that TBP causes developmental neurotoxicity, embryotoxicity, and fetotoxicity in rats (Lyubimov et al, 1998). In addition, it is a potent competitor of the thyroid hormone (thyroxine, T4), which was indicated by the results of the in vitro TTR-binding assay (Legler and Brouwer, 2003;Hamers et al 2006;Suzuki et al, 2008); it showed weak estrogen-like activity in the human breast cancer cellline MCF-7 (Olsen et al, 2002); TBP caused an induction of aromatase activity in human adrenocortical (H295R) cell line (Cantón et al, 2005), and it induces neuroblastoma cell differentiation (Ríos et al, 2003) and disturbs cellular Ca 2+ signaling in neuroendocrine cells (PC12) (Hassenklöver et al, 2006). Exposure to TBP has also been shown to affect the development of zebrafish embryos .…”

Section: Introductionmentioning

confidence: 99%

Chronic exposure to environmental levels of tribromophenol impairs zebrafish reproduction

Deng

Liu

et al. 2010

Toxicology and Applied Pharmacology

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Section: Introductionmentioning

confidence: 99%

Chronic exposure to environmental levels of tribromophenol impairs zebrafish reproduction

Deng

Liu

et al. 2010

Toxicology and Applied Pharmacology

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“…In addition, 2,4,6-TBP induces aromatase activity, which balances estrogen levels (Cantón et al, 2005). 2,4-DBP comparably reduces in-and outward currents; this interesting finding suggests more general target structures and target molecules for this compound and in support of this, 2,4-DBP binds to estrogen receptors as possible endocrine disruptors (Olsen et al, 2002). Some brominated natural products may interfere in membrane organization by disturbance of structurally organized membrane channels and signal pathways such as brominated molecules which show generally high lipophilicity (for review Howe et al, 2005).…”

Section: Discussionmentioning

confidence: 66%

“…While 2,4-DBP binds to the estrogen receptor (Olsen et al, 2002), 2,4,6-TBP interacts with thyroid hormone-binding transport proteins (Meerts et al, 2000). Additionally, 2,4,6-TBP seems to be neurotoxic during development (Lyubimov et al, 1998;Ríos et al, 2003) and inhibits moulting of copepods at low concentrations (Wollenberger et al, 2005).…”

Section: Introductionmentioning

confidence: 99%

The marine secondary metabolites 2,4-dibromophenol and 2,4,6-tribromophenol differentially modulate voltage dependent ion currents in neuroendocrine (PC12) cells

Hassenklöver

Bickmeyer

2006

Aquatic Toxicology

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). The major contribution to calcium channel currents was mediated by L-type (67%) and N-type channels (30%) in PC12 cells; both bromophenols modulated both current types. Whole cell outward currents, mainly carried by potassium ions, were reduced by 2,4-DBP with a half-maximal concentration of 41 ± 9 M (S.D.) showing a Hill coefficient of 1.71 ± 0.31 (S.D.). 2,4,6-TBP showed a weak reduction of outward currents at high concentrations of 300 M. 2,4,6-TBP selectively decreased calcium entry via calcium channels as revealed in whole cell patch clamp experiments, whereas 2,4-DBP reduced both in-and outward currents.

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“…The release of these compounds into the environment occurs through manufacturing, recycling, and disposal of various materials [4][5][6][7][8]. They are suspected of causing a variety of adverse effects on people, including hepatoxicity, neurotoxicity, and the potential to disrupt estrogen signaling [4,[9][10][11][12][13][14]. Although the ultimate impact of these contaminants on population health remains a field of intense study, their removal from water effluents and aquatic systems is without doubt an important goal for worldwide researchers and government agencies.…”

Section: Introductionmentioning

confidence: 99%

Comparing Sorption Characteristics of Tetrabromobisphenol-A, Bisphenol-A, and 2,6-Dibromophenol in a Single-Aolute Aystem

Li¹,

Peng²,

Zhang³

et al. 2016

Pol. J. Environ. Stud.

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Tetrabromobisphenol-A (TBBPA) and its analogue compounds (bisphenol-A (BPA) and 2, 6-dibromophenol (2, 6-DBP)) sorption on CTMAB-clays was investigated in this paper through bath experiments. Montmorillonite and kaolinite modified by CTAMB, as the adsorbent, were firstly characterized by XRD, FTIR and SEManalysis. The surface areas was determined using N2 (77K) sorption-desorption analysis. Kinetic studies showed that sorption reached equilibrium in 5 hours and followed the pseudosecond order kinetic model. The intra-particle diffusion model for sorption was also investigated and compared to identify the sorption mechanism. The sorption isotherms, well fitted by Freundlich model, were changed from being non-linear to being linear with intercalating CTMAB into clays, which indicated that CTMAB increased the partition interaction. A combination of partition and specific sorption might be contributed to TBBPA and its composition products sorption mechanism. The Freundlich coefficients (kF) and distribution coefficients (kd) for both two adsorbents were primarily increased by increasing amount of adsorbed CTMAB, while the organic carbon normalized sorption coefficients (koc) did not follow this trend. Meanwhile, 100%CEC-CTMAB-Montmorillonite showed an advantage of removal of the selected compounds than 100%CEC-CTAMB-Kaolinite. The sorption capacity of BPA was bigger than that of 2, 6-DBP in spite of their similar hydrophobicity, which indicated some molecule properties might influence the sorption on CTMAB-clays. Moreover, the negative ∆G0 and ∆H0 indicated the spontaneous and exothermal process. The TBBPA sorption on CTMAB-clays was considerably enhanced in the acid condition.

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Brominated phenols: characterization of estrogen-like activity in the human breast cancer cell-line MCF-7

Cited by 88 publications

References 28 publications

Chronic exposure to environmental levels of tribromophenol impairs zebrafish reproduction

Chronic exposure to environmental levels of tribromophenol impairs zebrafish reproduction

The marine secondary metabolites 2,4-dibromophenol and 2,4,6-tribromophenol differentially modulate voltage dependent ion currents in neuroendocrine (PC12) cells

Comparing Sorption Characteristics of Tetrabromobisphenol-A, Bisphenol-A, and 2,6-Dibromophenol in a Single-Aolute Aystem

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