Bisphenol A derivatives act as novel coactivator-binding inhibitors for estrogen receptor β

Iwamoto, Masaki; Masuya, Takahiro; Hosose, Mari; Tagawa, Kunio; Ishibashi, Tatsuro; Suyama, Kyozo; Nose, Takeru; Yoshihara, Eiji; Downes, Michael; Evans, Ronald M.; Matsushima, Ayami

doi:10.1016/j.jbc.2021.101173

Cited by 17 publications

(6 citation statements)

References 55 publications

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“…The detected amounts of BADGE (Var10) were the highest in amniotic fluid samples collected from three patients aged 39 to 41 years (15 or 16 weeks of pregnancy). BADGE•2H 2 O (Var6) was detected below LOQ in amniotic fluid samples collected from 11 patients and quantified in amniotic fluid samples collected from 10 patients aged (weeks of pregnancy in brackets): 36 (16), 44 (19), 26 (22), 29 (19), 24 (21), 33 (16), 36 (23), 38 (17), 39 (17) and 44 (15). BADGE•H 2 O•HCl (Var8) was detected in amniotic fluid samples collected from nine patients and quantified in amniotic fluid samples collected from seven patients (e.g., quantified in amniotic fluid samples taken from the two oldest patients, aged 38 and 44, at 17 and 16 weeks of pregnancy, respectively).…”

Section: Discussionmentioning

confidence: 99%

“…In vitro and in vivo BPA studies have shown considerable damage in male and female reproductive systems, carcinogenesis, and mutagenic and genotoxicity capabilities [17][18][19][20]. In another study, authors showed that tricyclic bisphenols elicit antagonistic activity against both ERα and Erβ [21,22]. Bisphenol analogues have similar physicochemical properties to BPA, which make them suitable candidates for its replacement in several industrial applications.…”

Section: Introductionmentioning

confidence: 99%

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The Association between the Bisphenols Residues in Amniotic Fluid and Fetal Abnormalities in Polish Pregnant Women—Its Potential Clinical Application

Tuzimski

Szubartowski

Stupak

et al. 2023

IJMS

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The present study aimed to investigate the relationship between the concentrations of bisphenols residues in the amniotic fluid (AF) samples collected during amniocentesis and fetal chromosomal abnormalities in pregnant women. A total of 33 pregnant Polish women aged between 24 and 44 years, and screened to detect high risk for chromosomal defects in the first trimester, were included in this study. Samples were collected from these patients during routine diagnostic and treatment procedures at mid-gestation. The concentrations of various bisphenols residues in the samples were determined by liquid chromatography coupled with triple quadrupole tandem mass spectrometry (LC-ESI-QqQ-MS/MS). Residues of eight analytes (BPS, BPF, BPA, BPAF, BADGE, BADGE·2H2O, BADGE·H2O·HCl and BADGE·2HCl) were detected in amniotic fluid samples in the range 0.69 ng/mL to 3.38 ng/mL. Fetuses with chromosomal abnormalities showed a slightly higher frequency of occurrence of selected bisphenols residues in the AF samples collected between 15–26 weeks of pregnancies. Finally, the proposed method was applied in the simultaneous determination of several endocrine-disrupting chemicals from bisphenol group in 33 human AF samples. BADGE·H2O·HCl has been identified in the AF samples taken from women older than average in the examined group. The number of detected compounds has been significant for the following analytes: BPS, BPAF, BADGE·H2O·HCl and BADGE. The proposed method may be an attractive alternative for application in large-scale human biomonitoring studies.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

The Association between the Bisphenols Residues in Amniotic Fluid and Fetal Abnormalities in Polish Pregnant Women—Its Potential Clinical Application

Tuzimski

Szubartowski

Stupak

et al. 2023

IJMS

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“…There is evidence regarding the action mechanisms of BPA in relation to estrogenic activity. BPA can activate transcription by linking to ERα and β [ 74 ], as well as to the ERβ coactivator [ 75 ] and to GPR30, a non-classical ER that seems to play an important role in the deleterious effects of low doses of BPA [ 76 ]. Among such impacts of BPA on the ovulatory process, oocytes can become defective due to damage to various organelles [ 77 ], as well as increased levels of apoptosis under exposure to high doses [ 78 ].…”

Section: Discussionmentioning

confidence: 99%

NTS, NTSR1 and ERs in the Pituitary–Gonadal Axis of Cycling and Postnatal Female Rats after BPA Treatment

González‐Gómez

Reyes

Damas-Hernández

et al. 2023

IJMS

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The neuropeptide neurotensin (NTS) is involved in regulating the reproductive axis and is expressed at each level of this axis (hypothalamus–pituitary–gonads). This dependence on estrogen levels has been widely demonstrated in the hypothalamus and pituitary. We focused on confirming the relationship of NTS with estrogens and the gonadal axis, using a particularly important environmental estrogenic molecule, bisphenol-A (BPA). Based on the experimental models or in vitro cell studies, it has been shown that BPA can negatively affect reproductive function. We studied for the first time the action of an exogenous estrogenic substance on the expression of NTS and estrogen receptors in the pituitary-gonadal axis during prolonged in vivo exposure. The exposure to BPA at 0.5 and 2 mg/kg body weight per day during gestation and lactation was monitored through indirect immunohistochemical procedures applied to the pituitary and ovary sections. Our results demonstrate that BPA induces alterations in the reproductive axis of the offspring, mainly after the first postnatal week. The rat pups exposed to BPA exhibited accelerated sexual maturation to puberty. There was no effect on the number of rats born per litter, although the fewer primordial follicles suggest a shorter fertile life.

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“…In the two nuclei, BPA exposure increased both the number of OXT-positive cells and the fractional area covered by immunoreactive structures, whereas BPS exposure did not. Previous studies evidenced the organizational effects of neonatally administered BPA on the OXT system in the PVN [30,55], probably acting through estrogen receptor β (ERβ) [56][57][58]. No data are available for the BPS, but BPS seems to impact less on ERβ, which is fundamental for estrogen pathway regulation in magnocellular neurons of the hypothalamus [59], and more on estrogen receptor α compared to BPA [36,60].…”

Section: Discussionmentioning

confidence: 99%

Exposure to either Bisphenol A or S Represents a Risk for Crucial Behaviors for Pup Survival, Such as Spontaneous Maternal Behavior in Mice

Bonaldo

Gioisa²,

Panzica

et al. 2022

Neuroendocrinology

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Maternal behavior depends on a multitude of factors, including the environmental ones, such as Endocrine Disrupting Chemicals (EDCs), which are increasingly attracting attention. Bisphenol A (BPA), an EDC present in plastic, is known to exert negative effects on maternal behavior. Bisphenol S (BPS), a BPA-substitute, seems to share some endocrine disrupting properties. In this study we focused on the analysis of the effects of low-dose (i.e., 4µg/kg body weight/day, EFSA TDI for BPA) BPA or BPS exposure throughout pregnancy and lactation in C57BL/6J mice. During the first postnatal week we observed the spontaneous maternal behavior. At the pups' weaning, we sacrificed the dams and analyzed the oxytocin system, involved in the control of the maternal care, in the hypothalamic magnocellular nuclei. At birth, pups from BPA-treated dams tended to have lower male-to-female ratio compared to controls, while the opposite was observed among BPS litters. During the first postnatal week, offspring mortality impacted differentially BPA and BPS litters, with more female dead pups among the BPA litters, while more male dead pups in the BPS litters, sharpening the difference in the sex ratio. BPA and BPS dams spent significantly less time in pup-related behaviors than controls. Oxytocin-ir in paraventricular and supraoptic nuclei was increased only in the BPA-treated dams. Alterations in maternal care, along with the treatment itself, may affect, later in life, the offspring physiology and behavior. The exposure to BPs during sensitive developmental periods represents a risk for both dams and offspring, even at low environmentally-relevant doses, through the functional alteration of neural circuits controlling fundamental behaviors for pup survival, such as maternal behaviors.

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Bisphenol A derivatives act as novel coactivator-binding inhibitors for estrogen receptor β

Cited by 17 publications

References 55 publications

The Association between the Bisphenols Residues in Amniotic Fluid and Fetal Abnormalities in Polish Pregnant Women—Its Potential Clinical Application

The Association between the Bisphenols Residues in Amniotic Fluid and Fetal Abnormalities in Polish Pregnant Women—Its Potential Clinical Application

NTS, NTSR1 and ERs in the Pituitary–Gonadal Axis of Cycling and Postnatal Female Rats after BPA Treatment

Exposure to either Bisphenol A or S Represents a Risk for Crucial Behaviors for Pup Survival, Such as Spontaneous Maternal Behavior in Mice

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