PubMed Health⌕ Search

SEARCH · PubMed Health

Results for “Bisphenol A Compounds”

Explore indexed PubMed citations for clinical trials, systematic reviews and public health research. Read source abstracts and follow each citation to its original PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 181 records · Page 10Linked to original sources
PubMed2003

Sorption and dialysis experiments to assess the binding of phenolic xenobiotics to dissolved organic matter in soil.

The binding of two phenolic compounds, nonylphenol (NP) and bisphenol A (BPA), and the herbicide metabolite hydroxydesethyl terbuthylazine (HDT) to dissolved organic matter (DOM) as well as its impact on the environmental fate of the compounds in soil have been investigated. In sorption studies with an acidic silty loam soil and a neutral loam soil, no impact of added DOM on adsorption and desorption coefficients was observed. Adsorption coefficients normalized to soil organic carbon (Koc) of the compounds on the loamy silt soil spanned three orders of magnitude: 90, 890, and 9,140 L/kg for HDT, BPA, and NP, respectively. Significantly lower Koc values for HDT on the neutral loam soil as compared to the acidic loamy silt soil indicated additional polar interactions between the latter and the basic herbicide metabolite. In dialysis experiments with fulvic acid from silty loam soil (FA) and peat humic acid (HA), a formation of analyte-DOM associates was observed only for HA. The degree of association was characterized by distribution coefficients normalized to the dissolved organic carbon concentration (KDOC). Values for NP (8,970 L/kg) and BPA (860 L/kg) corresponded with the respective soil sorption coefficients, suggesting similar binding mechanisms in both cases.

Adsorption↗
PubMed2006

Biodegradation of a variety of bisphenols under aerobic and anaerobic conditions.

There is a group of compounds structurally similar to bisphenol-A (BPA), namely bisphenols (BPs), and some of them are considered to be able to partially replace BPA. In order to assess their biodegradability in the aquatic environment, a variety of BPs; BPA, bis(4-hydroxyphenyl)methane (BPF), bis(4-hydroxyphenyl)ethane (BPE), 2,2-bis(4-hydroxy-phenyl)butane (BPB), 2,2-bis(4- hydroxy-3-methylphenyl)propane (BPP), bis(4-hydroxyphenyl)sulfone (BPS), thiodiphenol (TDP) and 4,4'-dihydroxybenzophenone (HBP); were subjected to biodegradation tests under both aerobic and anaerobic conditions. For the aerobic degradation test, a kind of river-die-away method using several river water samples was used, while pond sediments were used for the anaerobic degradation tests in sealed anoxic bottles. As a whole, the examined BPs could be ranked by their biodegradability under aerobic conditions; BPF, HBP > > BPA > BPP > BPE > BPB > TDP > > BPS. On the other hand, the tendency for the anaerobic biodegradability was; BPF > HBP > BPS, BPA, TDP > BPE > BPB. From the viewpoint of biodegradability, BPF seems to be more environmentally-friendly than BPA and, therefore, may be a candidate to replace BPA for reducing the environmental risks.

Bacteria, Aerobic↗
PubMed2002

Problems for risk assessment of endocrine-active estrogenic compounds.

Estrogenic industrial compounds such as bisphenol A (BPA) and nonylphenol typically bind estrogen receptor (ER) alpha and ERBeta and induce transactivation of estrogen-responsive genes/reporter genes, but their potencies are usually greater than or equal to 1,000-fold lower than observed for 17Beta-estradiol. Risk assessment of estrogenic compounds on the basis of their potencies in simple reporter gene or binding assays may be inappropriate. For example, selective ER modulators (SERMs) represent another class of synthetic estrogens being developed for treatment of hormone-dependent problems. SERMs differentially activate wild-type ERalpha and variant forms expressing activation function 1 (ER-AF1) and AF2 (ER-AF2) in human HepG2 hepatoma cells transfected with an estrogen-responsive complement C3 promoter-luciferase construct, and these in vitro differences reflect their unique in vivo biologies. The HepG2 cell assay has also been used in our laboratories to investigate the estrogenic activities of the following structurally diverse synthetic and phytoestrogens: 4 -hydroxytamoxifen; BPA; 2 ,4 ,6 -trichloro-4-biphenylol; 2 ,3 ,4 ,5 -tetrachloro-4-biphenylol; p-t-octylphenol; p-nonylphenol; naringenin; kepone; resveratrol; and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane. The results show that synthetic and phytoestrogens are weakly estrogenic but induce distinct patterns of ER agonist/antagonist activities that are cell context- and promoter-dependent, suggesting that these compounds will induce tissue-specific (in vivo(ER agonist or antagonist activities. These results suggest that other receptors, such as the aryl hydrocarbon receptor, that also bind structurally diverse ligands may exhibit unique responses in vivo that are not predicted by standard in vitro bioassays.

Biological Assay↗
PubMed2003

Estrogenic compounds affect development of harpacticoid copepod Tigriopus japonicus.

The aim of this investigation was to evaluate the impact of estrogenic compounds on the harpacticoid copepod Tigriopus japonicus after continuous exposure to environmentally relevant concentrations. Natural estrogen (17beta-estradiol), three known estrogenic compounds in vertebrates (bisphenol A, 4-nonylphenol, p-t-octylphenol), and an invertebrate molting hormone (20-hydroxyecdysone) were tested for their effects on development and reproductive characters in two successive generations of T. japonicus. Less than 24-h-old nauplii (parentals) were exposed to four sublethal concentrations of these compounds for 21 d at 25 degrees C. The first brood of nauplii (F1) produced was monitored further under the same culture conditions and exposures to test compounds. Results showed that all estrogenic compounds affected development (both in number of days to reach copepodid stage and sexual maturity) in the parental generation. Similar effects were apparent in the F1; however, fecundity, sex ratio, and survival were not significantly affected, even at concentrations as high as 10 microg/L (nominal concentration). The invertebrate molting hormone 20-hyroxyecdysone had no detectable effect on any of the endpoints tested but gave the lowest 48-h 50% lethal concentration (LC50) value. The results suggest that endocrine disruption could occur in copepods following exposure to environmentally relevant concentrations of estrogenic compounds, especially if they are exposed starting from embryonic development.

Animals↗
PubMed2003

Estrogenic effects of phenolic compounds on glucose-6-phosphate dehydrogenase in MCF-7 cells and uterine glutathione peroxidase in rats.

In this study, we tested phenolic compounds such as bisphenol A (BPA), 4-nonylphenol (NP), 4-octylphenol (OP) and 4-propylphenol (PP) by using glucose-6-phosphate dehydrogenase (G6PD) in estrogen sensitive human breast cancer cells (MCF-7 cells) and glutathione peroxidase (GPx) in female immature Sprague-Dawley (SD) rats. This study was designed to investigate whether phenolic compounds have estrogenic effects in these useful screening methods for endocrine disruptors. We chose 6 h as the incubation period for the G6PD assay through a preliminary experiment using 17beta-estradiol (E2). Above the concentration of 1 x 10(-8) M, BPA significantly increased the G6PD activity in a concentration-dependent manner, relative to the control. NP (over the concentration of 1 x 10(-9) M) also enhanced the G6PD activity by about 1.8 times that of the control. OP produced weaker effects on G6PD than NP, and showed a tendency to increase the G6PD activity. PP did not affect the G6PD activity. These results show that BPA and NP have the effect of enhancing G6PD activities in MCF-7 cells. In the in vivo GPx assay, both BPA and E2 significantly increased the uterus wet weights and dramatically enhanced uterine GPx activities in immature female rats in a dose-dependent manner. Treatment with NP (500 mg/kg/day) increased significantly both the uterine GPx activity and the uterus wet weights in immature female rats. OP (500 mg/kg/day) also caused a significant increase in uterine GPx activity, but had no effect on the uterus wet weights. This finding indicates that the change in uterine GPx activities could be a more sensitive parameter than that of uterus wet weights in immature rats. This study implies that phenolic compounds have a weak estrogenic effects.

Administration, Oral↗
PubMed2005

Removal of selected pharmaceuticals, fragrances and endocrine disrupting compounds in a membrane bioreactor and conventional wastewater treatment plants.

Eight pharmaceuticals, two polycyclic musk fragrances and nine endocrine disrupting chemicals were analysed in several waste water treatment plants (WWTPs). A membrane bioreactor in pilot scale was operated at different solid retention times (SRTs) and the results obtained are compared to conventional activated sludge plants (CASP) operated at different SRTs. The SRT is an important design parameter and its impact on achievable treatment efficiencies was evaluated. Different behaviours were observed for the different investigated compounds. Some compounds as the antiepileptic drug carbamazepine were not removed in any of the sampled treatment facilities and effluent concentrations in the range of influent concentrations were measured. Other compounds as bisphenol-A, the analgesic ibuprofen or the lipid regulator bezafibrate were nearly completely removed (removal rates >90%). The operation of WWTPs with SRTs suitable for nitrogen removal (SRT>10 days at 10 degrees C) also increases the removal potential regarding selected micropollutants. No differences in treatment efficiencies were detected between the two treatment techniques. As in conventional WWTP also the removal potential of MBRs depends on the SRT. Ultrafiltration membranes do not allow any additional detention of the investigated substances due to size exclusion. However, MBRs achieve a high SRT within a compact reactor. Nonylphenolpolyehtoxylates were removed in higher extend in very low-loaded conventional WWTPs, due to variations of redox conditions, necessary for the degradation of those compounds.

Biodegradation, Environmental↗
PubMed2001

Toxicology of environmental estrogens.

It has been hypothesized that environmental contaminants that modulate endocrine signaling pathways may be causally linked to adverse health effects in humans. There has been particular concern regarding synthetic estrogens and their role in disrupting normal development of the male reproductive tract. Most estrogenic industrial compounds, such as bisphenol A (BPA) and nonylphenol, typically bind estrogen receptors alpha (ERalpha) and beta (ERbeta) and induce transactivation of estrogen-responsive genes/reporter genes, but their potencies are usually > or = 1,000-fold lower than observed for 17beta-estradiol (E2). Selective estrogen receptor modulators (SERMs) represent another class of synthetic estrogens that are being developed for treatment of hormone-dependent problems. The SERMs differentially activate wild-type ERalpha and variant forms expressing activation function 1 (ER-AF1) and AF2 (ER-AF2) in human HepG2 hepatoma cells transfected with a pC3-luciferase construct, and these in vitro differences reflect their unique in vivo biologies. The HepG2 cell assay has also been used in our laboratories to investigate the estrogenic activities of the following structurally diverse synthetic and phytoestrogens: 4'-hydroxytamoxifen; BPA; 2',4',6'-trichloro-4-biphenylol; 2',3',4',5'-tetrachloro-4-biphenylol; p-t-octylphenol; p-nonylphenol; naringenin; kepone; resveratrol; and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane (HPTE). The results show that synthetic and phytoestrogens induce distinct patterns of gene activation in HepG2 and U2 osteogenic sarcoma cells, suggesting that these compounds will induce tissue-specific in vivo ER agonist or antagonist activities. The predicted differences between these compounds, based on results of the in vitro bioassay, have been confirmed. For example, BPA inhibits E2-induced responses in the rodent uterus, and HPTE and structurally related compounds are ERalpha agonists and ERbeta antagonists in assays carried out in HepG2 and other cancer cell lines.

Animals↗
PubMed2003

Semi-automated hollow-fibre membrane extraction, a novel enrichment technique for the determination of biologically active compounds in water samples.

An automated hollow fibre membrane extraction technique was developed for the GC-MS determination of pharmaceutical and endocrine disrupting compounds in water samples. Enrichment was carried out inside a porous polypropylene hollow fibre membrane, which separated the aqueous and organic phases and regulated the transfer of analytes. n-Octanol placed inside the hollow fibre was used as the acceptor solution. A water-solvent ratio of about 300:1 was used to concentrate the analytes. After 1 hour's extraction of the water sample under magnetic stirring, 1 microl of the n-octanol phase was automatically injected from the hollow fibre into the GC-MS. Development work included examining the influence of different sample matrices, volumes, extraction times and extraction solvents. The detection limits, linearity and standard deviations of the method were determined using drugs such as ibuprofen, phenazone and carbamazepine as well as the endocrine disrupting compounds. technical nonylphenols, bisphenol A, 17alpha-ethinylestradiol and tonalide by way of example.

Automation↗
PubMed2004

A sol-gel method using acetic anhydride in the presence of cholesterol in organic solution media: preparation of silicas that recognize steroid hormones.

Silicas were prepared by a sol-gel method from tetraethoxysilane and acetic anhydride in the presence of cholesterol in organic solution media. Some silicas had higher pore volumes than silicas obtained in the absence of cholesterol. The adsorption abilities by these silicas were compared using various compounds in benzene solution. Although no clear difference among their adsorptions of cholesterol was observed, progesterone and other analogous steroid hormones were well adsorbed by silicas prepared in the presence of cholesterol, especially, prepared with n-heptane as an additional solvent. This silica adsorbed steroid hormones more selectively than other analogous compounds such as bisphenol A and hexestrol. On the other hand, a silica prepared by the usual aqueous sol-gel method with cholesterol had no clear adsorption selectivity to steroid hormones. Furthermore, no selective adsorption of steroid hormones was observed in the case of a common silica gel for column chromatography. This unique property of adsorption observed in silicas prepared using acetic anhydride in the presence of cholesterol is likely to be induced by the imprinting effect of the steroid skeleton part of cholesterol in silica matrix.

Acetic Anhydrides↗
PubMed2002

Estimates of per capita exposure to substances migrating from canned foods and beverages.

A study was undertaken by European industry to estimate the consumption of canned beverages and foodstuffs. European can production data were used with adjustments for imports into and out of the EU. It was further assumed that can production, with adjustments, equalled consumption. Owing to the lack of actual consumption country-by-country or household-by-household data throughout Europe, only per capita estimates of consumption were possible. Data were compiled country-by-country for seven major can-producing EU Member States and for eight different types of canned food and two types of canned beverage (beer and soft drinks). The per capita consumption of canned foods was 1.1 cans/person/week, and consumption of canned fish was estimated as 2.2 kg/person/year. The estimate of per capita consumption of canned food was 62 g/person/day or 22.6 kg/person/year. Canned beverages account for about 60% of the consumption of canned foodstuffs. The usefulness of per capita consumption of beverages is questionable because consumption habits may vary more widely than those for canned foods. However, as the migration into beverages is insignificant, these data were added for completeness. Per capita consumption of canned beverages is 67 cans/person/year or 61 g/person/day. From the average can sizes, the surface area of the cans consumed was estimated. The per capita surface area exposure was 0.55 dm(2)/person/day for canned foods and 0.55 dm(2)/person/day for canned beverages, giving 1.1 dm(2)/person/day. Migration of a substance at 0.02 mg dm(2) gives an exposure of 0.01 mg/person/day assuming a per capita consumption, using a surface area model. Migration at 0.12 mg kg(-1) in food gives an exposure of 0.007 mg/person/day using a weight model. Both models assumed migration into all food types at the same level, which is highly unrealistic. Exposure to BADGE from canned foods has been used as a case study. The best estimate for a worst case per capita exposure to BADGE and relevant derivatives was between 6 and 10 micro g/person/day, depending upon the approach and assumptions used.

Benzhydryl Compounds↗
PubMed2002

Microleakage of resected MTA.

Forty-six single rooted extracted human teeth were used in this study. After cleaning and shaping, twenty canals were randomly selected for obturation with MTA placed in an orthograde manor (Group 1). Another twenty roots were obturated with gutta-percha and Kerr EWT sealer, using warm vertical compaction (Group 2). The apical 3 mm of each root in both groups were resected at approximately 45 degrees to its long axis. The teeth were aged for 48 h in a humidor. The root-ends of the teeth in Group 2 were then prepared and received MTA as a root-end filling material to a depth of 3 mm. Six roots were used as positive and negative controls. The roots of all teeth were placed in contact with India ink for 48 h. The roots were split and examined for dye leakage. There was no discernible leakage in teeth with resected MTA or those with MTA placed as a retrograde root-end filling material. We found no significant difference in dye leakage between resected MTA (Group 1) and non-resected MTA (Group 2). Based on these results it appears that the resection of set MTA does not affect its sealing ability.

Aluminum Compounds↗
PubMed2002

Development of an enzyme-linked immunosorbent assay for bisphenol a using chicken immunoglobulins.

Bisphenol A was coupled, after derivatization into a suitable hapten, to bovine serum albumin and ovalbumin in order to produce immunizing and coating antigens. The immunizing antigens were injected into chickens, which allowed the isolation of specific bisphenol A immunoglobulins from the egg yolk. These antibodies were used in an indirect competitive enzyme-linked immunosorbent assay for the determination of bisphenol A in aqueous solutions. Various parameters, influencing the assay sensitivity, were evaluated. The applicability of the assay for the determination of bisphenol A in milk was also studied. The assay was not as sensitive as other analytical techniques used in bisphenol A analysis, since typical I(50) levels of 2.5 microM were reached in aqueous solutions. This study nevertheless illustrates the usefulness and the potency of chicken antibodies in the analysis of migration residues from packaging materials using immunochemical techniques. In addition, the assay showed to be quite specific for bisphenol A as well. Only for bisphenol A analogues, cross reactivities of about 40% were reached, enabling the use of the antibodies for the screening of bisphenol A and alike compounds.

Animals↗
PubMed2002

Lack of significant alteration in the prostate or testis of F344 rat offspring after transplacental and lactational exposure to bisphenol A.

Bisphenol A (BPA), a compound of great concern as an estrogenic xenobiotic, was assessed for its ability to cause alteration in the accessory sex organs and spermatogenesis in male offspring exposed preneonatally and neonatally. In a series of experiments focusing on rat sensitivity to gestational and lactational exposure to BPA, we investigated its effects on gestation period and reproductive organs in male offspring. In the first instance, BPA was administered to F344 female rats by gavage at 0, 7.5, 120 mg/kg/day during pregnancy and lactation period. There were no observable adverse effects in pregnant rats and the treatment did not induce any morphological abnormalities in the accessory sex organs of male offspring. However, lowered numbers of sperm in the testis were found with a dose of 120 mg/kg/day. In the second study, the same protocol with a higher number of male offspring was applied, but no reduction in the sperm count was apparent. We conclude that transplacental and lactational exposure to BPA dose not exert any adverse effects on morphogenesis of rat accessory sex organs or spermatogenesis.

Animals↗
PubMed2002

Effects of perinatal exposure to bisphenol A on play behavior of female and male juvenile rats.

In higher vertebrates, estrogen can exert an organizational effect on sexually dimorphic areas of the central nervous system (CNS) during the perinatal phase of development. The possibility that estrogenic pollutants may mimic estrogen action on the CNS during development and produce long-lasting or irreversible effects is an issue of great concern. Bisphenol A (BPA), a compound widely used in the food industry and in dentistry, has proven estrogenic actions. To study its potential developmental effects on behavior, we gave female Sprague-Dawley rats 40 microg/kg/day BPA from conception to weaning postnatal day 21 and 400 microg/kg/day BPA from gestation day 14 to postnatal day 6. After exposure, we studied social behavior in a play situation in juvenile male and female offspring. The attempt to use play behavior to study the effects of BPA yielded some interesting results. We observed an early action of BPA on several behavioral categories in both males and females. In particular we observed a masculinization of female behavior in two behavioral categories (play with females and sociosexual exploration), an effect probably mediated by the estrogenic activity of BPA in the CNS. These long-lasting effects of BPA could have important consequences at individual and population levels.

Administration, Oral↗
PubMed2000

Reduced sperm counts in guppies (Poecilia reticulata) following exposure to low levels of tributyltin and bisphenol A.

There is increasing evidence that normal male reproductive function can be disrupted by exposure to pollutants in the environment that can exogenously mimic, antagonize or block sex-hormone function. One possible consequence of exposure to these xenobiotics is disruption to spermatogenesis, but results thus far provide only indirect and inconsistent evidence. In this study we exposed adult male guppies (Poeciliidae: Teleostei) to environmentally relevant levels of the common xenobiotics tributyltin (11.2-22.3 ngl-1) and bisphenol A (274-549 micrograms l-1) in experimental aquaria. After 21 days of exposure, we found significant declines (by 40-75%) in total sperm counts for male fishes exposed to tributyltin and bisphenol A compared with controls. This short-term decline in sperm count is unlikely to be the result of endocrine-mediated alteration of the germ line, and we found no change in testis size or sperm lengths between treatments. However, Sertoli cells, which facilitate the transport of maturing sperm into the testicular deferent duct (where they are stored prior to ejaculation), are directly sensitive to xenobiotic action and it is therefore possible that spermatogenesis was inhibited through in vivo interference with normal Sertoli-cell function.

Animals↗