Bisphenol Z Research Articles

Sex-Specific and Trimester-Specific Associations of Prenatal Exposure to Bisphenols, Parabens, and Triclosan with Neonatal Birth Size and Gestational Age.

Bisphenols, parabens, and triclosan (TCS) are common endocrine disrupters used in various consumer products. These chemicals have been shown to cross the placental barrier and affect intrauterine development of fetuses. In this study, we quantified serum levels of six bisphenols, five parabens, and TCS in 483 pregnant women from southern China. Quantile-based g-computation showed that combined exposure to bisphenols, parabens, and TCS was significantly (p < 0.05) and negatively associated with birth weight (β = -39.9, 95% CI: -73.8, -6.1), birth length (β = -0.19, 95% CI: -0.34, -0.04), head circumference (β = -0.13, 95% CI: -0.24, -0.02), and thoracic circumference (β = -0.16, 95% CI: -0.29, -0.04). An inverse correlation was also identified between mixture exposure and gestational age (β = -0.12, 95% CI: -0.24, -0.01). Bisphenol A (BPA), bisphenol Z (BPZ), bisphenol AP (BPAP), propylparaben (PrP), and TCS served as the dominant contributors to the overall effect. In subgroup analyses, male newborns were more susceptible to mixture exposure than females, whereas the exposure-outcome link was prominent among pregnant women in the first and second trimesters. More evidence is warranted to elucidate the impacts of exposure to mixtures on birth outcomes, as well as the underlying mechanisms.

Assessment of bisphenols in children's toy and baby products in the Middle East

A major concern from the scientific community has been raised since evidence of Bisphenol A (BP-A) can leach out from the products where they are incorporated as well as its endocrine disrupting effects observed in animals and humans. BP-A and several related chemicals such as Bisphenol AP (BP-AP), Bisphenol B (BP–B), Bisphenol S (BP–S), Bisphenol AF (BP-AF), Bisphenol (BP–P), Bisphenol Z (BP-Z) were analyzed in this study. BP-A and BP-S were the only bisphenols detected in the samples analyzed in this study. The median (range; mean) concentrations of BP-A found in this study was 321 ng/g (11–200932; 4893 ng/g). The analysis was carried out by sonicating 0.1 g of a cryo-milled sample aliquot in methanol followed by UPLC-MS/MS determination. High concentrations of BP-A were found in several products labeled as BP-A free such as nursing bottles which are particularly problematic from the children's exposure point of view. This study presents the first reliable bisphenols in children's toys and baby products commercialized in the Middle East. There is, however, a need to continue monitoring these compounds, especially in low-cost toys, and the so-called BP-A-free products, which appear to have high levels of target contaminants and can pose an exposure risk for infants and children in the region.

Bisphenols in Aquatic Products from South China: Implications for Human Exposure.

In this study, 245 representative samples of aquatic products were selected from local markets in Shenzhen by stochastic sampling. The samples comprised eight species and fell into three aquatic product categories: fish, crustaceans, and bivalves. A total of eight BPs were determined by liquid chromatography coupled with mass spectrometry, namely, bisphenol A (BPA), bisphenol AF (BPAF), bisphenol AP (BPAP), bisphenol B (BPB), bisphenol S (BPS), bisphenol P (BPP), bisphenol Z (BPZ), and bisphenol F (BPF). All BPs were detected in aquatic products, except for BPAF, indicating pervasive contamination by BPs in aquatic products. BPS demonstrated the highest detection rate both before and after enzymatic hydrolysis, whereas BPAP exhibited the lowest detection rate before enzymatic hydrolysis and BPB displayed the lowest detection rate after enzymatic hydrolysis. The concentration difference before and after enzymatic hydrolysis proved to be statistically significant. Moreover, 49-96% of BPs in aquatic products were found in the combined state, underscoring the essentiality of conducting detections on aquatic product samples following enzymatic hydrolysis. While the health risks associated with ingesting BPs residues through aquatic product consumption were found to be minimal for residents at risk of exposure, the results suggest the necessity for more stringent regulations governing the consumption of aquatic products.

Synthesis and properties of bisphenol‐Z polycarbonate via melt transesterification

AbstractPolycarbonate (PC) is a thermoplastic engineering plastic with excellent properties, and its excellent dielectric properties have broad application prospects in the field of electronics. In this paper, bisphenol Z (BPZ) and diphenyl carbonate (DPC) are used as raw materials to synthesize special polycarbonate (BPZ‐PC) by melt transesterification. The effects of catalyst type, catalyst dosage, molar ratio of raw materials, transesterification reaction time and vacuum degree, polycondensation reaction temperature and time on the molecular weight of the product are investigated, and the optimal reaction conditions are obtained. The chemical structure of the product is verified by FTIR, 1H‐NMR and 13C‐NMR spectra tests. The thermal properties, mechanical properties, optical properties and dielectric properties of BPZ‐PC are evaluated. Therefore, due to its excellent performance, BPZ‐PC, a high‐performance low‐dielectric polycarbonate, can be widely used in high‐frequency communication, microelectronics, and aerospace industries.

Measurement, Correlation, and Thermodynamic Properties of the Solubility of Bisphenol Z (BPZ) in Nine Mono and (Tetrahydrofuran + 1-Propanol) Binary Solvents

Measurement, Correlation, and Thermodynamic Properties of the Solubility of Bisphenol Z (BPZ) in Nine Mono and (Tetrahydrofuran + 1-Propanol) Binary Solvents

Twelve natural estrogens and ten bisphenol analogues in eight drinking water treatment plants: Analytical method, their occurrence and risk evaluation.

Bisphenol analogues (BPs) and natural estrogens (NEs) as two important groups of endocrine-disrupting compounds (EDCs) in drinking water treatment plants (DWTPs) have been hardly investigated except bisphenol A (BPA) and three major NEs including estrone (E1), 17β-estradiol (E2) and estriol (E3). In this study, a GC-MS analytical method was firstly established and validated for trace simultaneous determination of ten BPs and twelve NEs in drinking water, which included BPA, bisphenol B (BPB), bisphenol C (BPC), bisphenol E (BPE), bsiphenol F (BPF), bsiphenol P (BPP), bisphenol S (BPS), bisphenol Z (BPZ), bisphenol AF (BPAF), bisphenol AP (BPAP), E1, E2, E3, 17α-estradiol (17α-E2), 2-hydroestrone (2OHE1), 16hydroxyestrone (16α-OHE1), 4-hydroestrone (4OHE1), 2-hydroxyesstradiol (2OHE2), 4-hydroxyestradiol (4OHE2), 17-epiestriol (17epiE3), 16-epiestriol (16epiE3) and 16keto-estraiol (16ketoE2). This investigation showed that eighteen out of twenty-two targeted compounds were detected in drinking source waters of eight DWTPs with concentrations ranging from not detected to 142.8ng/L. Although the conventional treatment process of DWTP could efficiently remove both BPs and NEs with respective removal efficiencies of 74.1%-90.9% and 74.5%-100%, BPA, BPS, BPE, BPZ, E1, 2OHE1, and 2OHE2 were found in the finished drinking waters. Chlorination could remove part of BPs and NEs, but the efficiency varied greatly with DWTP and the reason was unknown. In the finished drinking waters of eight DWTPs, the highest chemically calculated estrogen equivalence (EEQ) derived from BPs and NEs was up to 6.11 ngE2/L, which was over 22 times that could do harm to zebrafish, indicating a potential risk to human health. Given the fact that many chlorination products of BPs and NEs likely have higher estrogenic activities, the estrogenic effect of BPs and NEs in finished drinking water should be accurately examined urgently with the inclusion of BPs, NEs as well as their main chlorinated by-products. This study shed new light on the occurrence, removal, and potential estrogenic effects of BPs and NEs in DWTPs.

Associations of exposure to bisphenol A and its substitutes with neurodevelopmental outcomes among infants at 12 months of age: A cross-sectional study

BackgroundBisphenol A (BPA) exposure has been linked to adverse childhood neurodevelopment, but little is known about whether BPA substitutes exposures are also related to childhood neurodevelopment. ObjectivesTo investigate the associations of exposure to BPA and its substitutes with infant neurodevelopment at 12 months. MethodsA total of 420 infants at 12 months were included from the Laizhou Wan (Bay) Birth Cohort in Shandong, China. Urinary concentrations of BPA and its substitutes including bisphenol S (BPS), bisphenol B (BPB), bisphenol AF (BPAF), bisphenol AP (BPAP), bisphenol P (BPP) and bisphenol Z (BPZ) were measured. Developmental quotient (DQ) scores based on the Gesell Development Schedules (GDS) were used to evaluate infant neurodevelopment. The multivariable linear regression and weighted quantile sum (WQS) regression were applied to estimate the associations of exposure to individual bisphenols and their mixtures with DQ scores, respectively. Sex-stratified analyses were also performed. ResultsBPA was detected in most infants (89.05%) and had the highest median concentration (0.709 ng/mL) among all bisphenols. BPA substitutes except BPZ were ubiquitous in infants’ urine samples (>70%), and BPS showed the highest median concentration (0.064 ng/mL) followed by BPAP (0.036 ng/mL), BPAF (0.028 ng/mL), BPP (0.015 ng/mL) and BPB (0.013 ng/mL). In multivariable linear regression, only BPAF exposure was inversely associated with social DQ scores among all infants (β = −0.334; 95% CI: −0.650, −0.019). After sex stratification, this inverse association was significant in girls (β = −0.605; 95% CI: −1.030, −0.180). Besides, BPA exposure was negatively related to gross motor DQ scores in boys (β = −1.061; 95% CI: −2.078, −0.045). WQS analyses confirmed these results. ConclusionsOur study suggests that bisphenol exposure during infancy may be associated with poor infant neurodevelopment, and BPAF as a commonly used BPA substitute contributing the most to this adverse association deserves more attention.

Associations among bisphenol A, its analogs, and chlorinated derivatives in placenta and risk for neural tube defects: A case-control study

Bisphenol A (BPA) and its analogs such as bisphenol Z (BPZ) are widely used in the production of consumer products, but few studies have investigated the associations among BPA, its analogs, and chlorinated derivatives (collectively, BPs) and risk for NTDs. This study investigated the associations between concentrations of BPs in the placenta and risk for NTDs. This was a case-control study including 122 NTDs and 164 controls. BPs in the placenta were determined using liquid chromatography–tandem mass spectrometry. The associations between BPs and NTD risk were evaluated using conventional logistic regression and weighted quantile sum regression (WQS) models.In the logistic regression, exposure to higher levels of BPA and BPZ was associated with increased NTD risk (odds ratio [OR] = 3.17, 95 % confidence interval [CI], 1.22–8.22; OR = 3.11, 95 % CI, 1.20–8.09, respectively). Meanwhile, a significant dose–response relationship was found between BPA and BPZ concentrations and NTD risk. In the WQS model, a quartile increase in WQS index resulted in 4.34 (95 % CI: 1.69, 11.20) higher odds for NTDs, and BPA and BPZ accounted for most of the weight index in the joint effects of BPs. In conclusion, high levels of BPs in the placenta are associated with increased risk for NTDs, of which BPA and BPZ are important risk factors.

Ten bisphenol analogues in Chinese fresh dairy milk: high contribution ratios of conjugated form, importance of enzyme hydrolysis and risk evaluation.

This study investigated concentration levels of ten bisphenols (BPs) in 13 Chinese commercial fresh low temperature dairy milk samples (fresh milk) of main local and national brands with or without enzyme hydrolysis. The results showed that at least two BPs were detected in each fresh milk sample without enzyme hydrolysis and the respective mean concentrations of bisphenol AF (BPAF), bisphenol B (BPB), bisphenol C (BPC), bisphenol F (BPF), bisphenol A (BPA), bisphenol S (BPS), bisphenol AP (BPAP), bisphenol PP (BPP), bisphenol Z (BPZ), and bisphenol E (BPE) were 0.73, 0.61, 1.86, 0.87, 0.42, 0.11, 1.06, 1.42, 1.5, and 0.04 ng/mL, while their respective detection frequencies ranged from 23.1-92.3%. These results indicated the frequent detection of BPs in fresh milk samples. With enzyme hydrolysis, the respective mean concentrations of BPAF, BPA, BPB, BPC, BPF, BPS, and BPAP were increased 7.1-107.1%, indicating the long-ignored importance of enzyme hydrolysis. The respective average estimated daily intakes (EDIs) of BPA by adult and children in China via fresh milk were 32.5 and 37.5 ng/kg bw/d, indicating that BPA in fresh milk was a crucial source to human. Six out of nine other BPs had higher average EDIs than that of BPA, among which the EDI of BPAP was almost three times that of BPA, suggesting the widespread contamination of other BPs in Chinese fresh milk.

Association of parabens and bisphenols with lung function in children aged 5-12 years from Shanghai, China.

Epidemiological studies have reported potential effects of individual paraben or bisphenol exposure on lung function, but few studies have estimated their joint effects. We conducted a cross sectional survey to investigate the associations of parabens and bisphenols exposure with lung function in 205 children aged 5-12 years from Shanghai, China. Urinary concentrations of six parabens [methyl-, ethyl-, propyl-, butyl-, benzyl-, and heptyl-paraben (MeP, EtP, PrP, BuP, BzP, and HeP)] and seven bisphenols [bisphenol A (BPA), bisphenol AF (BPAF), bisphenol AP (BPAP), bisphenol B (BPB), bisphenol P (BPP), bisphenol S (BPS), and bisphenol Z (BPZ)] were assessed by the high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS). Lung function, including forced expiratory volume in 1s (FEV1), forced vital capacity (FVC), FEV1/FVC, peak expiratory flow (PEF), and forced expiratory flow between 25% and 75% of forced vital capacity (FEF25-75%), was further measured. Linear regression, bayesian kernel machine regression (BKMR), and weighted quantile sum regression (WQS) evaluated the individual and joint relationships of the parabens and bisphenols with the lung function parameters. Further, the analysis was stratified by child sex. Parabens (MeP, EtP, PrP, and BuP) and bisphenols (BPA, BPAP, BPB, and BPS) with detection rates >75% were included for analyses. In linear regressions, parabens (MeP, PrP, and BuP) were generally negatively associated with FEV1, FVC, PEF, and FEF25-75%, but no associations for bisphenols were found. The association of parabens with lung function was more pronounced in girls. The aforementioned negative associations between parabens and lung function were confirmed by both the BKMR and WQS, with MeP being considered most heavily weighing chemical. Our findings suggested that exposure to parabens, either individuals or as a mixture, were associated with decreased lung function in children aged 5-12 years, and these associations were stronger among girls. Considering the cross-sectional study design, large longitudinal studies are warranted to confirm our findings.

Determination of bisphenols in sediment by accelerated solvent extraction and solid-phase extraction purification coupled with ultra performance liquid chromatography-tandem mass spectrometry

Bisphenols are endocrine disruptors that are characterized with bioaccumulation, persistence, and estrogenic activity. Even low contents of bisphenols can exert adverse effects on human health and the ecological environment. Herein, a method combining accelerated solvent extraction and solid-phase extraction purification with ultra performance liquid chromatography-tandem mass spectrometry was developed for the accurate detection of bisphenol A (BPA), bisphenol B (BPB), bisphenol F (BPF), bisphenol S (BPS), bisphenol Z (BPZ), bisphenol AF (BPAF), and bisphenol AP (BPAP) in sediments. The mass spectrometric parameters of the seven bisphenols were optimized, and the response values, separation effects, and chromatographic peak shapes of the target compounds were compared under three different mobile phase conditions. The sediment samples were pretreated by accelerated solvent extraction, and orthogonal tests were used to optimize the extraction solvent, extraction temperature, and cycle number. The results showed that the use of 0.05% (v/v) ammonia and acetonitrile as the mobile phase for gradient elution could rapidly separate the seven bisphenols on an Acquity UPLC BEH C18 column (100 mm×2.1 mm, 1.7 μm). The gradient program was as follows: 0-2 min, 60%A; 2-6 min, 60%A-40%A; 6-6.5 min, 40%A; 6.5-7 min, 40%A-60%A; 7-8 min, 60%A. Orthogonal experiments indicated that the optimal extraction conditions were as follows: extraction solvent of acetonitrile, extraction temperature of 100 ℃, and cycle number of three. The seven bisphenols showed good linearity in the range of 1.0-200 μg/L, with correlation coefficients (r2) greater than 0.999, and the limits of detection were 0.01-0.3 ng/g. The recoveries for the seven bisphenols ranged from 74.9% to 102.8% at three spiking levels (2.0, 10, 20 ng/g), with relative standard deviations ranging from 6.2% to 10.3%. The established method was applied to detect the seven bisphenols in sediment samples collected from Luoma Lake and its inflow rivers. BPA, BPB, BPF, BPS, and BPAF were detected in the sediments of the lake, and BPA, BPF, and BPS were detected in the sediments of its inflow rivers. The detection frequency of BPA and BPF was 100%, and the contents of these bisphenols in the sediment were 11.9-38.0 ng/g and 11.0-27.3 ng/g, respectively. The developed method is simple, rapid with high accuracy and precision, and is suitable for the determination of the seven bisphenols in sediment.

Bisphenol A substitutes and childhood obesity at 7years: a cross-sectional study in Shandong, China.

Bisphenol A (BPA) substitutes, such as bisphenol S (BPS) and bisphenol AF (BPAF), are increasingly used due to restrictions on BPA usage, a known endocrine disrupting chemical and putative obesogen. However, little is known about the obesogenic effects of exposure to BPA substitutes in children. A total of 426 children aged 7years old originally recruited from Laizhou Wan Birth Cohort in Shandong, China, during 2010-2013 participated in the 2019-2020 survey. Urinary BPA and its substitutes including BPS, BPAF, bisphenol B (BPB), bisphenol AP (BPAP), bisphenol Z (BPZ), and bisphenol P (BPP) were determined. Anthropometric measures including height, weight, waist circumference, and body fat percentage were assessed, and overweight/obesity was defined as BMI z-score ≥ 85th percentile. Linear and logistic regressions were used on continuous and binary obesity measures, respectively, and weighted quantile sum (WQS) regression was further used to estimate the mixture effects of exposure to diverse bisphenols, and sex-stratified analysis was performed. BPA substitutes were widely detected (> 75%) in children's urine samples. A positive association with obesity measures was consistently observed for urinary BPS and BPAF, i.e., BMI z-score, waist circumference, and overweight/obesity. Further analysis from the WQS regression model demonstrated a positive association between bisphenol mixtures and all measures of obesity, with BPAF contributing the greatest weighing to the observed associations. Sex difference might exist as the positive associations were only significant in boys. No significant association was found between obesity and BPA or other BPA substitutes. Our study adds to mounting evidence that BPA substitutes BPS and BPAF are linked to obesity in children, especially in boys. Further longitudinal studies with larger sample size with continued biomonitoring these chemicals and their obesogenic effects are necessary.

Exposure to bisphenol A and its analogs and polycystic ovarian syndrome in women of childbearing age: A multicenter case-control study

Background/objectivesIn recent years, the reproductive toxicity of new bisphenol analogs has garnered much interest, but it remains to be determined whether bisphenol analogs affect polycystic ovarian syndrome (PCOS). MethodsThis study utilized data from a multicenter hospital-based case-control study conducted in 2014–2016 to examine the association between endocrine-disrupting chemicals and infertility in China. 321 PCOS cases and 412 controls were included in the current analysis. We quantified seven bisphenol analogs in urine samples, including bisphenol A (BPA), bisphenol AP (BPAP), bisphenol AF (BPAF), bisphenol B (BPB), bisphenol S (BPS), bisphenol P (BPP), and bisphenol Z (BPZ). Spearman correlation and generalized linear regression were used in assessing the relationship between bisphenol analogs and hormonal parameters. To examine the association of bisphenol analogs with odds of PCOS, multiple logistic regression, and two multi-pollutant models [quantile-based g-computation (QGC) and extreme gradient boosting (XGBoost) methods] were used. ResultsAfter covariates adjustment, BPA, BPS, and BPAF were positively correlated with testosterone (T) in the control group (P < 0.05). Dose-response relationships were discovered between BPA, BPS, BPZ, and BPAF quartiles and PCOS. Mixed exposure to seven bisphenol analogs was found to be positively associated with the odds of PCOS (adjusted odds ratio = 1.26; 1.12–1.45), which was primarily driven by BPS (weight = 0.51), BPZ (weight = 0.26), and BPAF (weight = 0.23). Women who were overweight or obese tended to have a stronger association between bisphenol analogs and PCOS than normal-weight women. ConclusionsEnvironmental exposure to bisphenol analogs was associated with increased odds of PCOS in this case-control study. This association was stronger among obese and overweight women.

Adsorption characteristics of six bisphenol compounds on magnetic three-dimensional nitrogen-doped carbon nanomaterials and their use in effervescent reaction-assisted dispersive microextraction

Herein, we successfully prepared magnetic Co/Ni-based N-doped 3D carbon nanotubes and graphene nanocomposites (CoNi@NGC) using a simple high-temperature calcination method. The CoNi@NGC nanocomposites were used as adsorbents to study their adsorption performances and underlying kinetic mechanisms for six types of bisphenol compounds (BPs) in water. They were also used as extractants, and acid-base effervescent tablets were used to enhance extractant dispersion with the aid of vigorous CO2 bubbling. Thus, a novel pretreatment method was developed, denoted effervescent reaction-assisted dispersive solid-phase microextraction (ER-DSM), which was combined with high performance liquid chromatography-fluorescence detection (HPLC-FLD) to rapidly quantify trace-level BPs in several drinks. The morphology and structure of the CoNi@NGC adsorbent were characterized in detail using scanning electron microscopy (SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FT-IR), N2 adsorption and desorption (BET-BJH), X-ray photoelectron spectroscopy (XPS), and vibrating sample magnetometry (VSM). The CoNi@NGC nanocomposites were successfully doped with N and exhibited large specific surface areas (109.42 m2/g), abundant pores, and strong magnetic properties (17.98 emu/g).Key parameters were rigorously optimized to maximize the adsorption performance of CoNi@NGC, including adsorbent dosage, solution pH, temperature, and time. Under the constant conditions of pH=7, 5 mg of CoNi@NGC, initial BP concentrations of 5 mg/L, and 5 min of shaking at 298 K, the adsorption percentages of bisphenol M (BPM) and bisphenol A (BPA) reached respective maxima of 99.01% and 98.21%. Remarkably, those of bisphenol Z (BPZ), BPA, and BPM reached almost 100% after 90 min. The adsorption between the BPs and CoNi@NGC was mainly governed by hydrogen bonds, electrostatic interactions, and π-π conjugation. The entire adsorption process was consistent with Freundlich adsorption and a quasi-second-order kinetic equation, representing spontaneous adsorption. Via integration with HPLC-FLD, ER-DSM was used to rapidly extract and analyze trace-level BPs in six types of boxed drinks. Critical factors were optimized individually, including the type of eluent and elution time and volume, which influenced the enrichment effect. Under the optimized extraction conditions (pH=7, 5 mg CoNi@NGC, elution with 2 mL acetone for 6 min), the limits of detection and quantification of the novel extraction method were 0.06-0.20 and 0.20-0.66 μg/L, respectively. The intra- and inter-day precisions spanned the ranges 1.44%-4.76% and 1.69%-5.36%, respectively, and the recoveries in the actual samples were in the range 82.4%-103.7%. Moreover, the respective residual levels of BPA and BPB in peach juice samples were 2.09 and 1.37 μg/L. Regeneration studies revealed that the CoNi@NGC adsorbent could be reused at least five times, which significantly reduced the cost of evaluation. In summary, compared to other methods, this method displays the advantages of a high sensitivity, rapid extraction, and environmental friendliness, thereby exhibiting considerable potential for use in conventional monitoring of trace-level BPs in food matrices.

Effects of BPZ, BPC, BPF, and BPS Exposure on Adult Zebrafish (Danio rerio): Accumulation, Oxidative Stress, and Gene Expression

As substitutes for bisphenol A (BPA), bisphenol analogs (BPs) have been found to cause endocrine disorders and induce toxic effects. The objective of this study was to evaluate the bioaccumulation and subacute toxicity of bisphenol Z (BPZ), bisphenol C (BPC), bisphenol F (BPF), and bisphenol S (BPS) to zebrafish. Five-month-old zebrafish were exposed to 1/100 LC50, 1/50 LC50, and 1/10 LC50 of BPZ, BPC, BPF, and BPS for 13 days, respectively. Bioaccumulation, oxidative stress, and related mRNA expression in zebrafish tissues were measured on days 1, 7, and 13. After exposure, the four kinds of BPs all resulted in the accumulation of concentration and lipid peroxidation in zebrafish tissues to varying degrees. BPZ and BPC had the highest bioaccumulation level and had the greatest influence on malonic dialdehyde (MDA). In addition, the enzyme activities of superoxide dismutase (SOD), peroxidase (POD), glutathione peroxidase (GSH-PX), and the content of glutathione (GSH) in zebrafish tissues were also affected at different levels. However, the enzyme activities of SOD and POD were inactivated in zebrafish exposed to a high concentration of BPC. Further studies showed that BPs exposure down-regulated the transcription level of sod but up-regulated the relative expression levels of cat and gpx. The mRNA relative expression level of erα was not significantly changed, while the mRNA relative expression level of erβ1 was significantly down-regulated except under BPS exposure. These results indicate that BPZ, BPC, and BPF significantly affect the expression level of the estrogen receptor (ER) in zebrafish tissues. Overall, the results suggest that exposure to waterborne BPs can cause severe oxidative stress and tissue damage in adult zebrafish that is not sufficient to kill them after 13 days of waterborne exposure. The toxicity of BPs to organisms, therefore, should be further analyzed and evaluated.

Detection of bisphenols in Indian surface water, tap water, and packaged drinking water using dispersive liquid-liquid microextraction: exposure assessment for health risk.

The prevalence of bisphenols (BPs) has been well documented in the aquatic environment of many countries, but such studies from India are quite limited. The present work aimed to determine the occurrence of BPs in surface water (n = 96), tap water (n = 172), and packaged drinking water (n = 42) and estimate their exposure to humans. For this, a simple, sensitive, cost-effective, and green analytical chemistry method based on dispersive liquid-liquid microextraction (DLLME) was employed. Bisphenol A (BPA) was found as the most prevalent bisphenol (mean concentration range = 980-6470 ng/L) in all the water samples, with a % detection frequency of 17-39%. Bisphenol S (BPS) and bisphenol Z (BPZ) were also detected in all types of water samples. The mean estimated daily intake (EDI) for total BPs (tap water and packaged drinking water) was found to be 474.37 ng/kg b.w./day in adults and 665.65 ng/kg b.w./day in children, respectively. This indicated that the total exposure to all the detected BPs obtained for adults and children was lower than the temporary tolerable daily intake (t-TDI) recommended by the European Food Safety Authority (EFSA) (4 μg/kg b.w./day), thereby posing no substantial risks to humans from consuming water from the tap and/or packaged drinking water.

Synthesis and reproductive toxicity of bisphenol A analogs with cyclic side chains in Caenorhabditis elegans.

Accumulating evidence has shown that bisphenol A (BPA) affects not only the growth and development of reproductive tissues but also disrupts meiosis. Meiotic disturbances lead to the formation of aneuploid gametes, resulting in the inability to conceive, pregnancy loss, and developmental disabilities in offspring. In recent years, increasing health concerns led manufacturers to seek BPA alternatives. In response, BPA analogs have been prepared and investigated in a variety of toxicity-related studies. Despite hopes that these analogs would prove less harmful than BPA, published data show that these alternatives continue to pose a significant risk to human health. In this study, we synthesized two less investigated BPA analogs with cyclic side chains, bisphenol Y (BPY) and bisphenol Z (BPZ), and evaluated their reprotoxic potential using Caenorhabditis elegans. C. elegans were cultured on nematode growth medium plates containing a 1mM concentration of the dimethyl sulfoxide-dissolved bisphenols. The uptake of the chemicals was via two major routes: ingestion and cuticle diffusion. Following exposure, we evaluated fertilized egg count, germline apoptosis, and embryonic lethality-three parameters previously shown to reliably predict the reprotoxic potential of bisphenols in mammals. Our results indicated that both BPY and BPZ had a significant impact on fertility, resulting in increased germline apoptosis and a reduced number of progeny, without affecting the embryonic viability. After comparison with commercially relevant BPA and bisphenol S, our findings imply that BPA analogs with cyclic side chains, BPY and BPZ, adversely affect meiotic fidelity, resulting in diminished reproductive capacity.

Polyol and polyurethane containing bisphenol‐Z: Synthesis and application for toughening epoxy

AbstractDespite their excellent properties, epoxy resins have the disadvantage of low toughness. With the aim to improve the toughness of epoxy resin, polyol and polyurethane are synthesized using bisphenol‐Z (BPZ). The synthesized material is dispersed in the epoxy resin and used as a toughening agent. Polyol (modified bisphenol‐Z [MBPZ]‐OH) is synthesized by a ring‐opening polymerization of propylene oxide and caprolactone, and polyurethane (MBPZ‐PU) is synthesized by a one‐shot method using MBPZ‐OH and hexamethylene diisocyanate (HMDI). The effect of MBPZ‐PU on the mechanical strength of the epoxy resin is analyzed by monitoring the flexural and impact characteristics. The addition of the synthesized MBPZ‐PU improves the tensile strength, flexural strength, flexibility, and impact strength of the cured epoxy composite. Field‐emission scanning electron microscopy measurements indicate that the fracture surface had a specific pattern. Thermal properties such as the curing temperature, glass transition temperature (Tg), and modulus are investigated through differential scanning calorimetry, dynamic mechanical analysis, and thermomechanical analysis. Based on the results, MBPZ‐PU is expected to be applied to a wider field for increasing the toughness of epoxy.

Physiologically Based Toxicokinetic Modeling of Bisphenols in Zebrafish (Danio rerio) Accounting for Variations in Metabolic Rates, Brain Distribution, and Liver Accumulation

Bisphenol A (BPA) is an industrial chemical, which has raised human health and environmental concerns due to its endocrine-disrupting properties. BPA analogues are less well-studied despite their wide use in consumer products. These analogues have been detected in water and aquatic organisms around the world, with some analogues showing toxic effects in various species including fish. Here, we present novel organ-specific time-course distribution data of bisphenol Z (BPZ) in female zebrafish (Danio rerio), including concentrations in the ovaries, liver, and brain, a rarely sampled organ with high toxicological relevance. Furthermore, fish-specific in vitro biotransformation rates were determined for 11 selected bisphenols. A physiologically based toxicokinetic (PBTK) model was adapted for four of these bisphenols, which was able to predict levels in the gonads, liver, and brain as well as the whole body within a 2–5-fold error with respect to experimental data, covering several important target organs of toxicity. In particular, predicted liver concentrations improved compared to currently available PBTK models. Predicted data indicate that studied bisphenols mainly distribute to the carcass and gonads and less to the brain. Our model provides a tool to increase our understanding on the distribution and kinetics of a group of emerging pollutants.

Evaluation of the Cytotoxic Effect of Bisphenol A and Its Analogs in MCF-7 and HSeC Cell Lines in vitro

Endocrine-disrupting chemicals like bisphenol A (BPA) and its analogs have negative effects on human health. This research aims to determine the cytotoxic effects of BPA and its four different analogs bisphenol S (BPS), bisphenol F (BPF), bisphenol Z (BPZ), bisphenol AF (BPAF) on both cancer and healthy cell lines simultaneously by performing an MTT test. In this study, human breast cancer cells (MCF-7) and human Sertoli cells (HSeC) were used for cell culture. MCF-7 and HSeC were exposed to BPA, BPS, BPF, BPZ, BPAF for 24 h. After that, the inhibitory effect of Bisphenols (IC50) was determined by measuring the absorbance. While BPF was the least cytotoxic alternative depending on the highest IC50 values in both cell lines, BPZ was found to be the most cytotoxic alternative in HSeC cell line. In the MCF-7 cell line, BPA and BPZ were found to have equally cytotoxic effects.