Chlorination of bisphenol F and the estrogenic and peroxisome proliferator-activated receptor gamma effects of its disinfection byproducts

Zheng, Sai; Shi, Jiachen; Hu, Jianying; Hu, Wenxin; Zhang, Jing; Lei, Lei

doi:10.1016/j.watres.2016.10.048

Cited by 38 publications

(25 citation statements)

References 31 publications

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“…Moreover, BPF exhibited adverse effects on the hypothalamic-pituitary-gonadal axis, which is crucial for energy storage and consumption [2526]. Second, BPF could promote differentiation of preadipocytes and increase lipid accumulation by affecting the peroxisome proliferator-activated receptor gamma signaling pathway [1227]. Third, BPF was observed to affect adiponectin production and secretion [28].…”

Section: Discussionmentioning

confidence: 99%

Association of Bisphenol A and Its Substitutes, Bisphenol F and Bisphenol S, with Obesity in United States Children and Adolescents

et al. 2019

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Background Bisphenol F (BPF) and bisphenol S (BPS) are increasingly used as substitutes for bisphenol A (BPA), an environmental obesogen. However, health effects of BPF and BPS remain unclear. In this study, we evaluated the associations of BPA, BPF, and BPS with obesity in children and adolescents. Methods We used data from the U.S. National Health and Nutrition Examination Survey 2013 to 2014, a nationally representative study. We included 745 participants aged 6 to 17 years old. General obesity was defined based on the 2000 Centers for Disease Control and Prevention body mass index-for-age growth charts for the United States. Abdominal obesity was defined as waist-to-height ratio ≥0.5. Results After adjustment for demographic, socioeconomic and lifestyle factors, and urinary creatinine levels, the odds ratio of general obesity comparing the highest with lowest quartile of urinary bisphenol levels was 1.74 (95% confidence interval [CI], 0.92 to 3.31) for BPA, 1.54 (95% CI, 1.02 to 2.32) for BPF, and 1.36 (95% CI, 0.53 to 3.51) for BPS. Moreover, the associations were stronger in boys than in girls for BPA and BPF. Similar results were observed for abdominal obesity. Conclusion This study for the first time showed that exposure to BPF, a commonly used substitute for BPA, was positively associated with higher risk of obesity in children and adolescents. The association of BPA and BPF with general and abdominal obesity was primarily observed in boys, suggesting a possible sex difference. Further investigations on the underlying mechanisms are needed.

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Section: Discussionmentioning

confidence: 99%

Association of Bisphenol A and Its Substitutes, Bisphenol F and Bisphenol S, with Obesity in United States Children and Adolescents

et al. 2019

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“…(North York, Canada). Monochlorobisphenol F (MCBPF), dichlorobisphenol F (DCBPF), trichlorobisphenol F(TriBPF), tetrochlorobisphenol F (TCBPF), monochlorobisphenol S (MCBPS), dichlorobisphenol S (DCBPS), trichlorobisphenol S (TriBPS), and tetrochlorobisphenol S (TCBPS) were synthesized in our previous study with purities all above 98% …”

Section: Methodsmentioning

confidence: 99%

“…Besides the analogues of BPA, halogenated derivatives of BPA, such as tetrachlorobisphenol A (TCBPA) and tetrabromobisphenol A (TBBPA), were widely used as flame retardants . In addition, BPA could be readily converted to its chlorinated derivatives during water disinfection processes. , Similar transformations were observed for BPF and BPS. − The increasing application of BPA analogues and their halogenated derivatives (collectively referred to as BPs) in consumer products resulted in the widespread occurrence in various environmental samples, foods, and even human biological fluids. , Elevated detection frequencies and concentrations of BPF, BPS, and BPAF have been reported in the environment and human urine …”

Section: Introductionmentioning

confidence: 99%

Highly Sensitive and High-Throughput Method for the Analysis of Bisphenol Analogues and Their Halogenated Derivatives in Breast Milk

Niu

Wang

Zhao³

et al. 2017

J. Agric. Food Chem.

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The structural analogs of bisphenol A (BPA) and their halogenated derivatives (together termed BPs) have been found in the environment, food, and even the human body. Limited research showed that some of them exhibited toxicities that were similar to or even greater than that of BPA. Therefore, adverse health effects for BPs were expected for humans with low-dose exposure in early life. Breast milk is an excellent matrix and could reflect fetuses' and babies' exposure to contaminants. Some of the emerging BPs may present with trace or ultratrace levels in humans. However, existing analytical methods for breast milk cannot quantify these BPs simultaneously with high sensitivity using a small sampling weight, which is important for human biomonitoring studies. In this paper, a method based on Bond Elut Enhanced Matrix Removal-Lipid purification, pyridine-3-sulfonyl chloride derivatization, and liquid chromatography electrospray tandem mass spectrometry was developed. The method requires only a small quantity of sample (200 μL) and allowed for the simultaneous determination of 24 BPs in breast milk with ultrahigh sensitivity. The limits of quantitation of the proposed method were 0.001-0.200 μg L, which were 1-6.7 times lower than the only study for the simultaneous analysis of bisphenol analogs in breast milk based on a 3 g sample weight. The mean recoveries ranged from 86.11% to 119.05% with relative standard deviation (RSD) ≤ 19.5% (n = 6). Matrix effects were within 20% with RSD < 10% for six different lots of samples. The proposed method was successfully applied to 20 breast milk samples. BPA, bisphenol F (BPF), bisphenol S (BPS), and bisphenol AF (BPAF) were detected. BPA was still the dominant BP, followed by BPF. This is the first report describing the occurrence of BPF and BPAF in breast milk.

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“…[52][53][54][55][56][57][58] When ion fragmentation is used a more definite structural information can be obtained by MS. 49,51,59 On the other hand, the use of NMR spectroscopy in the structure determination of DBPs is rare and usually requires some form of compound separation. [60][61][62][63] Here we illustrate the power of 19 F-centred NMR structure elucidation of fluorinated molecules using a complex mixture of DBPs produced by chloramination of a single fluorine-containing molecule.…”

Section: Introductionmentioning

confidence: 99%

New ¹⁹F NMR methodology reveals structures of molecules in complex mixtures of fluorinated compounds

et al. 2022

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Chlorination of bisphenol F and the estrogenic and peroxisome proliferator-activated receptor gamma effects of its disinfection byproducts

Cited by 38 publications

References 31 publications

Association of Bisphenol A and Its Substitutes, Bisphenol F and Bisphenol S, with Obesity in United States Children and Adolescents

Association of Bisphenol A and Its Substitutes, Bisphenol F and Bisphenol S, with Obesity in United States Children and Adolescents

Highly Sensitive and High-Throughput Method for the Analysis of Bisphenol Analogues and Their Halogenated Derivatives in Breast Milk

New ¹⁹F NMR methodology reveals structures of molecules in complex mixtures of fluorinated compounds

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Chlorination of bisphenol F and the estrogenic and peroxisome proliferator-activated receptor gamma effects of its disinfection byproducts

Cited by 38 publications

References 31 publications

Association of Bisphenol A and Its Substitutes, Bisphenol F and Bisphenol S, with Obesity in United States Children and Adolescents

Association of Bisphenol A and Its Substitutes, Bisphenol F and Bisphenol S, with Obesity in United States Children and Adolescents

Highly Sensitive and High-Throughput Method for the Analysis of Bisphenol Analogues and Their Halogenated Derivatives in Breast Milk

New 19F NMR methodology reveals structures of molecules in complex mixtures of fluorinated compounds

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New ¹⁹F NMR methodology reveals structures of molecules in complex mixtures of fluorinated compounds