Endocrine Disruption In Humans Research Articles

Systematic review of thyroid hormone patterns observed after exposure to endocrine disruptors in humans

Systematic review of thyroid hormone patterns observed after exposure to endocrine disruptors in humans

Pressures of the urban environment on the endocrine system: Adverse effects and adaptation

With an increasing collective awareness of the rapid environmental changes, questions and theories regarding the adaptability of organisms are emerging. Global warming as well as chemical and non-chemical pollution have been identified as triggers of these adaptative changes, but can we link different kinds of stressors to certain phenotypic traits? The physiological adaptation, and particularly endocrine system adaptation, of living beings to urban environments is a fascinating way of studying urban endocrinology, which has emerged as a research field in 2007. In this paper, we stress how endocrine disruption in humans and environment can be studied in the urban environment by measuring the levels of pollution, endocrine activities or adversity. We broaden the focus to include not only exposure to the chemicals that have invaded our private spheres and their effects on wild and domestic species but also non-chemical effectors such as light, noise and climate change. We argue that taking into account the various urban stress factors and their effects on the endocrine system would enable the adoption of new approaches to protect living organisms.

The Effect of sub-chronic Linuron Exposure on Thyroid, Liver, and Kidney Function in Male Wistar Rats.

Herbicides are routinely used to control noxious plants. Most of these chemicals may cause toxicity and endocrine disruption in humans and wildlife. This study aimed to evaluate the influence of linuron on thyroid hormone levels and some hepatic and renal parameters and organ (thyroid, liver and kidney) structures to assume their toxicity toward experimental animals and to evaluate the endocrine disrupting capacity of this chemical. Two groups (8 rats each) were used for an in vivo study. The lot I served as control. Lot II was exposed to 40mg/200mg/day pesticide for 50 days. Changes in hepatic and renal parameters and histological structure were investigated in different treated groups. Data from this study showed that linuron altered thyroid function as evidenced by abnormal TSH, T4, and T3 levels. Furthermore, exposure to linuron induces a significant decrease in body weight and a significant increase in aspartate aminotransferase, alanine transaminase, total bilirubin, uric acid, creatinine, glutathione, and malondialdehyde. Previous data were confirmed through the histopathological examination of different organs. The most used phenylurea herbicide, linuron, disrupted thyroid function at a 40mg/200mg/day dose and produced oxidative stress in the liver and kidney in male Wistar rats. The data of this study warrant further investigation.

Comparison of female rat reproductive effects of pubertal versus adult exposure to known endocrine disruptors.

A prevailing challenge when testing chemicals for their potential to cause female reproductive toxicity is the lack of appropriate toxicological test methods. We hypothesized that starting a 28-day in vivo toxicity study already at weaning, instead of in adulthood, would increase the sensitivity to detect endocrine disruptors due to the possibility of including assessment of pubertal onset. We compared the sensitivity of two rat studies using pubertal or adult exposure. We exposed the rats to two well-known human endocrine disruptors, the estrogen diethylstilbestrol (DES; 0.003, 0.012, 0.048 mg/kg bw/day) and the steroid synthesis inhibitor ketoconazole (KTZ; 3, 12, 48 mg/kg bw/day). Specifically, we addressed the impact on established endocrine-sensitive endpoints including day of vaginal opening (VO), estrous cyclicity, weights of reproductive organs and ovarian histology. After 28 days of exposure, starting either at weaning or at 9 weeks of age, DES exposure altered estrous cyclicity, reduced ovary weight as well as number of antral follicles and corpora lutea. By starting exposure at weaning, we could detect advanced day of VO in DES-exposed animals despite a lower body weight. Some endpoints were affected mainly with adult exposure, as DES increased liver weights in adulthood only. For KTZ, no effects were seen on time of VO, but adrenal and liver weights were increased in both exposure scenarios, and adult KTZ exposure also stimulated ovarian follicle growth. At first glance, this would indicate that a pubertal exposure scenario would be preferrable as timing of VO may serve as sensitive indicator of endocrine disruption by estrogenic mode of action. However, a higher sensitivity for other endocrine targets may be seen starting exposure in adulthood. Overall, starting a 28-day study at weaning with inclusion of VO assessment would mainly be recommended for substances showing estrogenic potential e.g., in vitro, whereas for other substances an adult exposure scenario may be recommended.

Investigating bio-based solvents as a sustainable alternative in the formulation and fabrication of superhydrophobic surfaces

Organic solvents can be highly toxic to humans, causing damage to the tissues and toxin metabolizing systems. Petroleum-based solvents (such as n-hexane) are likely to trigger endocrine disruption in humans regularly exposed to them. Given this, there is still a high demand for petroleum-based solvents, as they can be used to fabricate materials for various high-performance products. In addition, extensive environmental damage is also caused by petroleum-based solvents. This biological and environmental harm has been the main cause of the demand for sustainable and cost-effective development of environmentally non-hazardous solvent systems. An area targeted to achieve this is bio-based solvent alternatives. In this report, 2-methyltetrahydrofuran (2-MeTHF), a bio-based solvent, is explored as an alternative solvent in the development of superhydrophobic surfaces, replacing n-hexane. This model system explores the factors considered when exploring the implementation of bio-based solvents in the development of highly advanced materials. In this research, both 2-MeTHF/n-hexane are used in the formulation/deposition of superhydrophobic polymer–nanoparticle composites (SPNCs). SPNCs developed using 2-MeTHF have water repelling functionality like those developed using n-hexane, while also demonstrating performance enhancements. Overall, this solvent exchange is aimed to serve as an example of what can be achieved in similar systems to enhance the sustainability of chemical processes that require organic solvents.

Human Endocrine-Disrupting Effects of Phthalate Esters through Adverse Outcome Pathways: A Comprehensive Mechanism Analysis.

Phthalate esters (PAEs) are widely exposed in the environment as plasticizers in plastics, and they have been found to cause significant environmental and health hazards, especially in terms of endocrine disruption in humans. In order to investigate the processes underlying the endocrine disruption effects of PAEs, three machine learning techniques were used in this study to build an adverse outcome pathway (AOP) for those effects on people. According to the results of the three machine learning techniques, the random forest and XGBoost models performed well in terms of prediction. Subsequently, sensitivity analysis was conducted to identify the initial events, key events, and key features influencing the endocrine disruption effects of PAEs on humans. Key features, such as Mol.Wt, Q+, QH+, ELUMO, minHCsats, MEDC-33, and EG, were found to be closely related to the molecular structure. Therefore, a 3D-QSAR model for PAEs was constructed, and, based on the three-dimensional potential energy surface information, it was discovered that the hydrophobic, steric, and electrostatic fields of PAEs significantly influence their endocrine disruption effects on humans. Lastly, an analysis of the contributions of amino acid residues and binding energy (BE) was performed, identifying and confirming that hydrogen bonding, hydrophobic interactions, and van der Waals forces are important factors affecting the AOP of PAEs' molecular endocrine disruption effects. This study defined and constructed a comprehensive AOP for the endocrine disruption effects of PAEs on humans and developed a method based on theoretical simulation to characterize the AOP, providing theoretical guidance for studying the mechanisms of toxicity caused by other pollutants.

Comparison between endocrine activity assessed using ToxCast/Tox21 database and human plasma concentration of sunscreen active ingredients/UV filters.

Sunscreen products are composed of ultraviolet (UV) filters and formulated to reduce exposure to sunlight thereby lessening skin damage. Concerns have been raised regarding the toxicity and potential endocrine disrupting (ED) effects of UV filters. The ToxCast/Tox21 program, that is, CompTox, is a high-throughput in vitro screening database of chemicals that identify adverse outcome pathways, key events, and ED potential of chemicals. Using the ToxCast/Tox21 database, octisalate, homosalate, octocrylene, oxybenzone, octinoxate, and avobenzone, 6 commonly used organic UV filters, were found to have been evaluated. These UV filters showed low potency in these bioassays with most activity detected above the range of the cytotoxic burst. The pathways that were most affected were the cell cycle and the nuclear receptor pathways. Most activity was observed in liver and kidney-based bioassays. These organic filters and their metabolites showed relatively weak ED activity when tested in bioassays measuring estrogen receptor (ER), androgen receptor (AR), thyroid receptor, and steroidogenesis activity. Except for oxybenzone, all activity in the endocrine assays occurred at concentrations greater than the cytotoxic burst. Moreover, except for oxybenzone, plasma concentrations (Cmax) measured in humans were at least 100× lower than bioactive (AC50/ACC) concentrations that produced a response in ToxCast/Tox21 assays. These data are consistent with in vivo animal/human studies showing weak or negligible endocrine activity. In sum, when considered as part of a weight-of-evidence assessment and compared with measured plasma concentrations, the results show these organic UV filters have low intrinsic biological activity and risk of toxicity including endocrine disruption in humans.

Simultaneous electrochemical detection of dimethyl bisphenol A and bisphenol A using a novel Pt@SWCNTs-MXene-rGO modified screen-printed sensor

Since bisphenol A (BPA) and dimethyl bisphenol A (DM-BPA) are human endocrine disruptors (EDCs) with tiny potential differences (44 mV) and widespread applications, there is a lack of published reports on their simultaneous detection. Therefore, this study reports a novel electrochemical detection system capable of simultaneous direct detection of BPA and DM-BPA using screen-printed carbon electrodes (SPCE) as a sensing platform. To improve the electrochemical performance of the SPCE, the SPCE was modified by using a combination of Pt nanoparticles modified with single-walled carbon nanotubes (Pt@SWCNTs), MXene (Ti3C2), and graphene oxide (GO). In addition, the GO in Pt@SWCNTs-MXene-GO was reduced to reduced graphene oxide (rGO) by the action of electric field (−1.2 V), which significantly improved the electrochemical properties of the composites and effectively solved the problem of dispersion of the modified materials on the electrode surface. Under optimal experimental conditions, Pt@SWCNTs-Ti3C2-rGO/SPCE exhibited a suitable detection range (0.006–7.4 μmol L−1) and low detection limits (2.8 and 3 nmol L−1, S/N = 3) for the simultaneous detection of BPA (0.392 V vs. Ag/AgCl) and DM-BPA (0.436 V vs. Ag/AgCl)). Thus, this study provides new insights into detecting compounds with similar structures and slight potential differences. Finally, the developed sensor's reproducibility, stability, interference resistance and accuracy were demonstrated with satisfactory results.

Pharmacological intervention of biosynthesized Nigella sativa silver nanoparticles against hexavalent chromium induced toxicity in male albino mice

Hexavalent chromium, toxic heavy metal, among the top-rated environmental contaminants, is declared a potent endocrine disruptor in humans and animals. The present study was planned to find harmful effects on the reproductive system caused by Cr (VI) and the ameliorative effect of Nigella sativa and Nigella sativa-mediated AgNP on male mice (Mus musculus). In the present study, known infertility medicine, clomiphene citrate is also used as a positive control. The main objective of the present study was to assess the ameliorative potential of oral administration of a dose of 50 mg/kg BW clomiphene citrate (control), AgNP via chemical synthesis, Nigella sativa seed extract, and Nigella sativa-mediated AgNP against the Cr (VI) at the dose of 1.5 mg/kg BW from K2Cr2O7 orally induced toxicity over eight weeks on the reproductive performance of male albino mice. Nigella sativa mediated AgNPs were characterized by UV, SEM, FTIR, and XRD. The histological analysis, smear study, antioxidant capacity test, and hormone analysis were conducted by blood samples of albino mice. Cr exposed groups showed a significant decrease in sperm head breadth (5.29 ± 0.54 µ) and length (19.54 ± 1.18 µ), middle piece length, tail length, LH (1.65 ± 0.15 ng/mL), testosterone (2.63 ± 0.29 ng/mL), SOD (61.40 ± 2.48 mmol/mL), CAT (87.40 ± 6.01 mmol/mL), GSH (1.54 ± 0.09 µmol/mL), and no of spermatogonia (1.22 ± 0.25), and spermatocytes (2.33 ± 0.943). However, FSH level (160.00 ± 4.98 ng/mL), seminiferous tubule CSA (1094.69 ± 49.76 mm2), size of spermatogonia (41.30 ± 1.24 µ), and spermatocytes (26.07 ± 1.34 µ) were significantly increased. Administration of Nigella sativa and Nigella sativa-mediated AgNPs reduced the toxicity.

The heritable legacy of diethylstilbestrol: a bellwether for endocrine disruption in humans.

Millions of women and their fetuses were exposed to the toxic pregnancy drug diethylstilbestrol (DES) from the 1940s into the 1970s, a time when the medical profession had little knowledge about potential developmental consequences of fetal drug exposures. Pathological consequences of DES exposure to the pregnant mothers and their offspring are well documented, but now generational research is finding that the grandchildren of women given DES in pregnancy are also at risk. This commentary summarizes presentations on this subject from the Beyond Genes panel "Heritable Impacts of Diethylstilbestrol (DES)."

Classical toxicity endpoints in female rats are insensitive to the human endocrine disruptors diethylstilbestrol and ketoconazole

Developmental exposure to endocrine disrupting chemicals can have negative consequences for reproductive health in both men and women. Our knowledge about how chemicals can cause adverse health outcomes in females is, however, poorer than our knowledge in males. This is possibly due to lack of sensitive endpoints to evaluate endocrine disruption potential in toxicity studies. To address this shortcoming we carried out rat studies with two well-known human endocrine disruptors, diethylstilbestrol (DES) and ketoconazole (KTZ), and evaluated the sensitivity of a series of endocrine related endpoints. Sprague-Dawley rats were exposed orally from gestational day 7 until postnatal day 22. In a range-finding study, disruption of pregnancy-related endpoints was seen from 0.014 mg/kg bw/day for DES and 14 mg/kg bw/day for KTZ, so doses were adjusted to 0.003; 0.006; and 0.0012 mg/kg bw/day DES and 3; 6; or 12 mg/kg bw/day KTZ in the main study. We observed endocrine disrupting effects on sensitive endpoints in male offspring: both DES and KTZ shortened anogenital distance and increased nipple retention. In female offspring, 0.0012 mg/kg bw/day DES caused slightly longer anogenital distance. We did not see effects on puberty onset when comparing average day of vaginal opening; however, we saw a subtle delay after exposure to both chemicals using a time-curve analysis. No effects on estrous cycle were registered. Our study shows a need for more sensitive test methods to protect the reproductive health of girls and women from harmful chemicals.

Multiple persistent organic pollutants in mothers' breastmilk: Implications for infant dietary exposure and maternal thyroid hormone homeostasis in Uganda, East Africa

Persistent organic pollutants (POPs) are ubiquitous contaminants with adverse health effects in the ecosystem. One of such effects is endocrine disruption in humans and wildlife even at background exposure concentrations. This study assessed maternal breastmilk concentrations of POPs; brominated flame retardants (BFRs), polychlorinated biphenyls (PCBs) and polychlorinated dibenzo-p-dioxins/furans (PCDD/Fs), and the potential health risks posed to the nursing infants. We also evaluated the association of these POPs with total 3,3′,5-triiodo-L-thyronine (T3), L-thyroxine (T4), and 3,3′,5′-triiodo-L-thyronine (rT3) levels measured in human breast milk. Thirty breastmilk samples were collected from Kampala, Uganda between August and December 2018. Hexabromobenzene was not detected while the maximum level of 2,2′,4,4′,5,5′-hexabrombiphenyl was 64.7 pg/g lw. The median levels of total indicator PCBs, PBDEs, dioxin-like PCBs, and PCDD/Fs in the samples were 159 pg/g lw, 511 pg/g lw, 1.16 pg TEQ/g lw, and 0.4 pg TEQ/g lw, respectively. These levels were lower than those reported in other countries. Owing to their bio accumulative nature, PCBs −81, −169, and ∑PCDD/Fs increased with increase in maternal age. Estimated dietary intakes for dioxin-like PCBs and PCDD/Fs were lower than those reported elsewhere but were higher than the WHO tolerable daily intakes suggesting potential health risks to nursing infants. In adjusted single pollutant models, PCB-126, PCB-169, and ∑PCBTEQ were negatively associated with T3, while 1,2,3,4,5,7,8-HpCDF was positively associated with rT3. Although these associations did not persist in multipollutant models, our findings suggest potential thyroid hormone disruption by POPs in mothers. This may reduce the levels of thyroid hormones transferred from the mother to the neonates and, hence, adversely influence infant growth. A temporal study with a bigger sample size is required to corroborate these findings.

In silico prediction of nuclear receptor binding to polychlorinated dibenzofurans and its implication on endocrine disruption in humans and wildlife

Polychlorinated dibenzofurans (PCDFs) are known to cause endocrine disruption in humans and wildlife but the mechanisms underlying this disruption have not been adequately investigated. In this paper, the susceptibility of the endocrine system to disruption by PCDF congeners via nuclear receptor binding was studied using molecular docking simulation. Findings revealed that some PCDF congeners exhibit high probabilities of binding to androgen receptor in its agonistic and antagonistic conformations. In depth molecular docking analysis of the receptor-ligand complexes formed by PCDFs with androgen receptor in its agonistic and antagonistic conformations showed that, these complexes were stabilized by electrostatic, van der Waals, pi-effect and hydrophobic interactions. It was also observed that PCDF molecules mimic the modes of interaction observed in androgen-testosterone and androgen-bicalutamide complexes, utilizing between 65 and 83% of the amino acid residues used by the co-crystallized ligands for binding. This computational study suggests that some PCDF congeners may act as agonists and antagonists of androgen receptor in humans and wildlife via inapproprate binding to the receptor.

Electrochemical detection and simultaneous removal of endocrine disruptor, bisphenol A using a carbon felt electrode

2,2-Bis (4-hydroxyphenyl) propane (bisphenol A) is a precursor in many industrial and manufactural resins, plastics, and polycarbonate, as well as an endocrine disruptor in humans and animals. Therefore, the real-time sensing and in-situ removal of BPA are in strong demand. This study evaluated a method for the electrochemical detection of BPA using a carbon felt electrode. BPA was detected by cyclic voltammetry. During detection, the BPA was electropolymerized to a non-conductive lump and layer on the electrode surface. Simultaneously, the capacitance and electrochemical properties of the carbon felt decreased. The peak current and BPA concentration showed a linear correlation; the estimated detection limit was 4.78 × 10−7 M. The BPA-electropolymerized carbon felt could be regenerated successfully by ultrasonication. The detection and quantification of BPA in real water samples showed satisfactory recoveries of 98.4–101.0%. The carbon felt-based electrochemical analysis exhibited high sensitivity and reusability, making it applicable to the in-situ and on-site detection and removal of endocrine disruptors, such as BPA.

Diet: A Source of Endocrine Disruptors.

Food is indispensable for human life and determines the health and wellbeing of the consumer. As food is the source of energy for humans, it also emerges as one of the most important sources of exposure to deleterious chemicals both natural and synthetic. The food exposed chemicals cause a number of detrimental health effects in humans, with endocrine disruption being of serious concern amongst these effects. Such chemicals disrupting the health of endocrine system are known as endocrine-disrupting chemicals (EDCs). The food exposed EDCs need to be identified and classified to effectuate a cautious consumption of food by all and especially by vulnerable groups. The aim of the present review was to discuss food as a source of exposure to common endocrine disruptors in humans. This review presents the occurrence and levels of some of the critical endocrine disruptors exposed through frequently consumed diets. The major source of data was PubMed, besides other relevant publications. The focus was laid on data from the last five years, however significant earlier data was also considered. The food as a source of endocrine disruptors to humans cannot be neglected. It is highly imperative for the consumer to recognize food as a source of EDCs and make informed choices in the consumption of food items.

181 Association between Polychlorinated Biphenyl (PCB) 153 Exposure and Serum Testosterone Levels: Analysis of the National Health and Nutrition Examination Survey

Polychlorinated biphenyls (PCB) 153 are a category of chlorinated aromatic hydrocarbon compounds manufactured for use in various commercial and industrial applications. PCBs are predominantly used as coolants and lubricants in electrical equipment, but is also utilized for the manufacturing of plastic and rubber products as well as pigments and dyes. As PCB and its metabolites have been recognized as potential health hazards, it is important for us to understand its implications on male fertility or the endocrine-related adverse effects associated with PCB exposure. We examined the effects of PCB 153 on serum testosterone levels as an independent variable, and in conjunction with other clinical, demographic and biochemical factors. We hypothesized that men with higher serum levels of PCB153 are associated with lower levels of testosterone, potentially suggesting the detrimental effects of PCB as an endocrine disruptor in humans. Using data collected from the 1999-2000 and 2001-2002 National Health and Nutrition Examination Survey (NHANES), we analyzed serum total testosterone and PCB153 levels, demographic data and comorbidities for men aged 18 years and older. Univariate and multivariate linear regression analysis was used to evaluate the association between total testosterone and serum PCB153.

Subchronic Exposure to Cadmium Causes Persistent Changes in the Reproductive System in Female Wistar Rats.

Cadmium (Cd) is an environmental toxicant and endocrine disruptor in humans and animals, and recent studies have illustrated that the uterus is exceedingly sensitive to Cd toxicity. The aim of the study was to investigate the influence of subchronic (90 days) oral Cd exposure in daily doses of 0.09-4.5 mg/kg b.w. on the balance of sex hormones by estimating estradiol (E2) and progesterone (P) concentrations in the uterus and plasma in comparison with the effects of 17β-E2. Additionally, the uterine weight, histopathological changes in the uterus and ovaries, the regularity of the estrous cycle, Cd bioaccumulation in uterine tissue, and selected biochemical parameters of oxidative stress were determined. A long period of observation (three and six months following the administration period) was used to assess whether the existing effects are reversible. The lowest dose of Cd caused effects similar to 17β-E2: an increase of E2 concentration in the uterus, endometrial epithelium thickness, and disturbed estrous cycle with estrus phase prolongation. The obtained results suggest that Cd causes nonlinear response. Higher doses of Cd caused a significant decrease in E2 concentration in the uterus and plasma, estrous cycle disturbances, endometrium atrophy, and structural damage in the ovaries. This dose additionally induces lipid peroxidation in the uterine tissues. It is noteworthy that a prolonged time of observation after terminating the exposure showed persistent changes in the concentration of E2 in uterine tissue, as well as alterations in estrous cycle phases, and an increase in lipid peroxidation in the uterus. Moreover, significant positive correlations between the plasma E2 concentration and endometrial epithelium thickness in all studied groups were found. In summary, subchronic oral Cd exposure of female rats may result in impaired fertility processes.

Endocrine disrupting chemicals: exposure, effects on human health, mechanism of action, models for testing and strategies for prevention.

Endocrine Disrupting Chemicals (EDCs) are a global problem for environmental and human health. They are defined as "an exogenous chemical, or mixture of chemicals, that can interfere with any aspect of hormone action". It is estimated that there are about 1000 chemicals with endocrine-acting properties. EDCs comprise pesticides, fungicides, industrial chemicals, plasticizers, nonylphenols, metals, pharmaceutical agents and phytoestrogens. Human exposure to EDCs mainly occurs by ingestion and to some extent by inhalation and dermal uptake. Most EDCs are lipophilic and bioaccumulate in the adipose tissue, thus they have a very long half-life in the body. It is difficult to assess the full impact of human exposure to EDCs because adverse effects develop latently and manifest at later ages, and in some people do not present. Timing of exposure is of importance. Developing fetus and neonates are the most vulnerable to endocrine disruption. EDCs may interfere with synthesis, action and metabolism of sex steroid hormones that in turn cause developmental and fertility problems, infertility and hormone-sensitive cancers in women and men. Some EDCs exert obesogenic effects that result in disturbance in energy homeostasis. Interference with hypothalamo-pituitary-thyroid and adrenal axes has also been reported. In this review, potential EDCs, their effects and mechanisms of action, epidemiological studies to analyze their effects on human health, bio-detection and chemical identification methods, difficulties in extrapolating experimental findings and studying endocrine disruptors in humans and recommendations for endocrinologists, individuals and policy makers will be discussed in view of the relevant literature.

Effect of Benzophenone-3 on performance, structure and microbial metabolism in an EGSB system

ABSTRACT Benzophenone-3 is an organic compound widely used as a UV filter, which has been reported as water pollutant and is connected with endocrine disruption in humans and animals. Expanded granular sludge beds (EGSB) are a form of an anaerobic digestion system, which has been successfully evaluated for wastewater treatment, and the removal of different compounds, however little is known about the effect of compounds as Benzophenone-3 in the performance of EGSB systems. In this study, we evaluate the effect of BP-3 on the performance, microbial structure and metabolism of EGSB reactors. For this purpose, biogas production, removal efficiencies of BP-3 and DQO were monitored. Changes in bacteria and archaea microbial structure were investigated using PCR-DGGE, and the effect on anaerobic metabolism was evaluated by measuring the expression of mcrA and ACAs genes through qRT-PCR. The systems remained stable and efficient throughout the operation stages, with CH4 percentages greater than 55% and COD and BP-3 removal percentages greater than 90%. The presence of different concentrations of Benzophenone-3 influenced the organization of microbial communities, especially archaea. However, this did not affect the stability and performance of the EGSB systems.

Synthesis and characterization of molecularly hybrid bisphenols derived from lignin and CNSL: Application in thermosetting resins

Commercially available methacrylates often contain derivates of bisphenol A (BPA), a known human endocrine disruptor and petrochemical derived compound; therefore, alternatives are being investigated to increase sustainability and reduce toxicity. An asymmetric, bio-based bisphenol, VAC, was synthesized via an electrophilic aromatic condensation of vanillyl alcohol and cardanol. The alkyl side chain of VAC was subsequently hydrogenated to yield VAHC to determine the effects of side chain unsaturation on material properties. These bisphenols were methacrylated to prepare VACDM and VAHCDM, blended with a reactive diluent, cured, and compared to BPA dimethacrylate (BPADM), bio-based bisguaiacol dimethacrylate (BGDM), and a commercial BPA based vinyl ester (VE828). Resins containing VACDM and VAHCDM have reduced viscosities relative to BGDM and both BPA-based dimethacrylates, and the unsaturation on the side chain was shown to provide further reduced viscosities. Cured resins with VACDM and VAHCDM exhibit directly comparable thermal stability in both inert and oxidative environments, and decreased glass-transition temperatures due to increased aliphatic character relative to BPA-based resins. The toughness of the thermosets comprised of the bio-based bisphenols were greater than that of BPADM, where the alkyl substituent was shown to impart toughness into the network, yet the level of side chain saturation shows minimal effect on fracture toughness.