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Nonylphenol
Selected AbstractsNonylphenol-induced cytosolic Ca2+ elevation and death in renal tubular cellsDRUG DEVELOPMENT RESEARCH, Issue 5 2009Jeng-Yu Tsai Abstract Nonylphenol is an environmental endocrine disrupter. The effect of nonylphenol on intracellular free Ca2+ levels ([Ca2+]i) and viability in Madin-Darby canine kidney (MDCK) cells was explored. Nonylphenol increased [Ca2+]i in a concentration-dependent manner (EC50,0.8,,M). Nonylphenol-induced Mn2+ entry demonstrated Ca2+ influx and removal of extracellular Ca2+ partly decreased the [Ca2+]i rise. The [Ca2+]i rise was inhibited by the protein kinase C activator, phorbol 13-myristate acetate (PMA) but not by L-type Ca2+ channel blockers. In Ca2+ -free medium, nonylphenol-induced [Ca2+]i rise was partly inhibited by pretreatment with 1,,M thapsigargin (an endoplasmic reticulum Ca2+ pump inhibitor). Conversely, nonylphenol pretreatment abolished thapsigargin-induced Ca2+ release. Nonylphenol-induced Ca2+ release was unaltered by inhibition of phospholipase C. At concentrations of 5,100,,M, nonylphenol killed cells in a concentration-dependent manner. The cytotoxic effect of 100,,M nonylphenol was not affected by preventing [Ca2+]i rises with BAPTA/AM. Collectively, this study shows that nonylphenol induced [Ca2+]i increase in MDCK cells via evoking Ca2+ entry through protein kinase C-regulated Ca2+ channels, and releasing Ca2+ from endoplasmic reticulum and other stores in a phospholipase C-independent manner. Nonylphenol also killed cells in a Ca2+ -independent fashion. Drug Dev Res, 2009. © 2009 Wiley-Liss, Inc. [source] Toxicity of nonylphenol on the cnidarian Hydra attenuata and environmental risk assessmentENVIRONMENTAL TOXICOLOGY, Issue 4 2006S. Pachura-Bouchet Abstract Alkylphenols and their derivatives, alkylphenol polyethoxylates (APEs), are synthetic chemicals of concern owing to their endocrine properties. Nonylphenol (NP) is a critical APE metabolite because of its recalcitrance to biodegradation, toxicity, and ability to bio-accumulate in aquatic organisms. Studies of NP effects in vertebrates demonstrated estrogenic disrupting properties in fish, birds, reptiles, and mammal cells in which NP displaces the natural estrogen from its receptor. Less is known on its toxicity toward invertebrates. Effects on reproduction have been reported, but toxicity on development has been poorly documented thus far. We investigated NP toxicity on survival and regeneration of the freshwater coelenterate Hydra attenuata. Hydra is known for its regenerative capacity and its sensitivity to chemical pollution. It has been used for over 20 years to screen for teratogenicity of chemicals (Johnson et al. (1982) Teratog Carcinog Mutagen 2:263,276). Our results showed that hydra appeared as one of the most sensitive species to acute and chronic toxicity of NP compared to several freshwater invertebrates. Regeneration was disrupted at NP concentrations lower than those affecting survival. Toxicity thresholds of NP for aquatic vertebrates and invertebrates are also reported and discussed in the context of environmental risk assessment and of water quality objectives recommended for surface waters in industrialized countries. NP levels have decreased during the last decade because of a voluntary agreement of surfactant producers and users. At present, concentrations of NP found in surface waters are far below 1 ,g/L in Europe, but can reach several ,g/L when wastewater treatment plant inefficiency occurs. © 2006 Wiley Periodicals, Inc. Environ Toxicol 21: 388,394, 2006. [source] Acute toxicity of para -nonylphenol to saltwater animals,ENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 3 2000Suzanne M. Lussier Abstract para -Nonylphenol (PNP), a mixture of alkylphenols used in producing nonionic surfactants, is distributed widely in surface waters and aquatic sediments, where it can affect saltwater species. This article describes a database for acute toxicity of PNP derived for calculating a national saltwater quality criterion. Using a flow-through exposure system with measured concentrations, we tested early life stages of four species of saltwater invertebrates and two species of fish. Static 96-h tests were also conducted on zoeal Homarus americanus, embryo-larval Mulinia lateralis, and larval Pleuronectes americanus. The number of organisms surviving the flow-through test was measured at 2, 4, 8, and 12 h and daily through day 7. Mortality for most species plateaued by 96 h. The ranked sensitivities (96-h 50% lethal concentrations, measured in micrograms per liter) for the species tested were 17 for Pleuronectes americanus, 37.9 (48-h 50% effective concentration) for Mulinia lateralis, 59.4 for Paleomonetes vulgaris, 60.6 for Americamysis bahia (formerly Mysidopsis bahia), 61.6 for Leptocheirus plumulosos, 70 for Menidia beryllina, 71 for Homarus americanus, 142 for Cyprinodon variegatus, and > 195 for Dyspanopius sayii. Values for the seven most sensitive of these species ranged over a factor of only 4.2. The narrow range of responses for PNP implies that exceeding a threshold concentration would endanger a large proportion of the aquatic community. [source] Endocrine disruptor issues in JapanCONGENITAL ANOMALIES, Issue 2 2002Taisen Iguchi ABSTRACT, Monitoring of environmental chemicals in Japan has revealed that several endocrine active chemicals are in river water, sediments, and wildlife as well as in the human umbilical cord. In 2001, risk assessments of tributyltin and nonylphenol have been conducted by the Ministry of the Environment, Japan. Risk assessments of di(2-ethylhexyl)phthalate and di-isononyl phthalate have also been performed by the Ministry of Health, Labour and Welfare using a toxicological point of view in 2001. In this review, an overview of recent progress in endocrine disruptor research in Japan will be provided. [source] Nonylphenol-induced cytosolic Ca2+ elevation and death in renal tubular cellsDRUG DEVELOPMENT RESEARCH, Issue 5 2009Jeng-Yu Tsai Abstract Nonylphenol is an environmental endocrine disrupter. The effect of nonylphenol on intracellular free Ca2+ levels ([Ca2+]i) and viability in Madin-Darby canine kidney (MDCK) cells was explored. Nonylphenol increased [Ca2+]i in a concentration-dependent manner (EC50,0.8,,M). Nonylphenol-induced Mn2+ entry demonstrated Ca2+ influx and removal of extracellular Ca2+ partly decreased the [Ca2+]i rise. The [Ca2+]i rise was inhibited by the protein kinase C activator, phorbol 13-myristate acetate (PMA) but not by L-type Ca2+ channel blockers. In Ca2+ -free medium, nonylphenol-induced [Ca2+]i rise was partly inhibited by pretreatment with 1,,M thapsigargin (an endoplasmic reticulum Ca2+ pump inhibitor). Conversely, nonylphenol pretreatment abolished thapsigargin-induced Ca2+ release. Nonylphenol-induced Ca2+ release was unaltered by inhibition of phospholipase C. At concentrations of 5,100,,M, nonylphenol killed cells in a concentration-dependent manner. The cytotoxic effect of 100,,M nonylphenol was not affected by preventing [Ca2+]i rises with BAPTA/AM. Collectively, this study shows that nonylphenol induced [Ca2+]i increase in MDCK cells via evoking Ca2+ entry through protein kinase C-regulated Ca2+ channels, and releasing Ca2+ from endoplasmic reticulum and other stores in a phospholipase C-independent manner. Nonylphenol also killed cells in a Ca2+ -independent fashion. Drug Dev Res, 2009. © 2009 Wiley-Liss, Inc. [source] Toxicity of nonylphenol on the cnidarian Hydra attenuata and environmental risk assessmentENVIRONMENTAL TOXICOLOGY, Issue 4 2006S. Pachura-Bouchet Abstract Alkylphenols and their derivatives, alkylphenol polyethoxylates (APEs), are synthetic chemicals of concern owing to their endocrine properties. Nonylphenol (NP) is a critical APE metabolite because of its recalcitrance to biodegradation, toxicity, and ability to bio-accumulate in aquatic organisms. Studies of NP effects in vertebrates demonstrated estrogenic disrupting properties in fish, birds, reptiles, and mammal cells in which NP displaces the natural estrogen from its receptor. Less is known on its toxicity toward invertebrates. Effects on reproduction have been reported, but toxicity on development has been poorly documented thus far. We investigated NP toxicity on survival and regeneration of the freshwater coelenterate Hydra attenuata. Hydra is known for its regenerative capacity and its sensitivity to chemical pollution. It has been used for over 20 years to screen for teratogenicity of chemicals (Johnson et al. (1982) Teratog Carcinog Mutagen 2:263,276). Our results showed that hydra appeared as one of the most sensitive species to acute and chronic toxicity of NP compared to several freshwater invertebrates. Regeneration was disrupted at NP concentrations lower than those affecting survival. Toxicity thresholds of NP for aquatic vertebrates and invertebrates are also reported and discussed in the context of environmental risk assessment and of water quality objectives recommended for surface waters in industrialized countries. NP levels have decreased during the last decade because of a voluntary agreement of surfactant producers and users. At present, concentrations of NP found in surface waters are far below 1 ,g/L in Europe, but can reach several ,g/L when wastewater treatment plant inefficiency occurs. © 2006 Wiley Periodicals, Inc. Environ Toxicol 21: 388,394, 2006. [source] Estrogenic effect of leachates and soil extracts from lysimeters spiked with sewage sludge and reference endocrine disruptersENVIRONMENTAL TOXICOLOGY, Issue 2 2002Halim Dizer Abstract Several experiments were conducted to evaluate the behavior and performance of some potential endocrine disrupters (ECDs). Two in vitro screening assays, one based on MCF7-cell proliferation (E-screen test) and the other on estrogenic receptor activity [enzyme-linked receptor assay (ELRA)], were used for the tests, which were done in lysimeters 80 cm in diameter with depths of 30 cm (shallow) or 90 cm (deep). A sandy soil was used to fill in all lysimeters, which were spiked on the surface with either: (a) a sewage sludge (SS) at a dose equivalent to 20 tons ha,1; (b) a mixture of reference ECDs, comprising 17,- and 17,-estradiol (E2), nonylphenol, octylphenol, and bisphenol A at doses 100 times higher than the maximum concentrations respectively found in the applied SS; or (c) a mixture of ECDs and SS. After percolation of the lysimeters with rain and/or artificial water, five leachates were sampled from each lysimeter during a period of 210 days. Immediately after the lysimeter percolation experiments, four and six soil fractions were dissected from, respectively, the 30-cm and 90-cm lysimeters and extracted by water. Both the leachate and soil extract samples were analyzed for their estrogenicity using the assays indicated above. The E-screen assay was highly sensitive only for some leachate and extract samples but gave no response for most leachates and soil extracts. The results of the ELRA assay suggests a significantly higher estrogenicity of leachate samples from shallow lysimeters compared with that of leachates from deep lysimeters. In contrast, the estrogenic effect measured for soil extracts of shallow lysimeters was lower than that measured for soil extracts of deep lysimeters. The results of the E-screen assay suggests the occurrence of a fast mobilization of applied ECDs and a moderate retardation effect of native ECDs contained in applied SS in the sandy soil used in the lysimeters. In lysimeters spiked with a mixture of SS and ECDs, the washing-out effect of ECDs in the first leachate fraction decreased, but the distribution of ECDs in the lysimeters increased. The relatively high estrogenic impact measured for soil water extracts suggests that the ECDs were mostly associated with water-soluble fractions of organic matter and/or water-suspended fractions of the mineral soil matrix. The application of SS to agricultural and forest fields may determine the immobilization of ECDs in soil or their movement to surface and/or groundwater. Therefore, an endocrine risk of exposure exists for the water and soil organisms. © 2002 Wiley Periodicals, Inc. Environ Toxicol 17: 105,112, 2002; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/tox.10038 [source] Bioavailability and biodegradation of nonylphenol in sediment determined with chemical and bioanalysis,ENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 4 2008Jasperien de Weert Abstract The surfactant nonylphenol (NP) is an endocrine-disrupting compound that is widely spread throughout the environment. Although environmental risk assessments are based on total NP concentrations, only the bioavailable fraction posses an environmental risk. The present study describes the bioavailability and biodegradability of NP over time in contaminated river sediment of a tributary of the Ebro River in Spain. The bioavailable fraction was collected with Tenax TA® beads, and biodegradation was determined in aerobic batch experiments. The presence of NP was analyzed chemically using gas chromatography-mass spectrometry and indirectly as estrogenic potency using an in vitro reporter gene assay (ER, - luc assay). Of the total extractable NP in the sediment, 95% ± 1.5% (mean ± standard error) desorbed quickly into the water phase. By aerobic biodegradation, the total extractable NP concentration and the estrogenic activity were reduced by 97% ± 0.5% and 94% ± 2%, respectively. The easily biodegradable fraction equals the potential bioavailable fraction. Only 43 to 86% of the estrogenic activity in the total extractable fraction, as detected in the ER, - luc assay, could be explained by the present NP concentration. This indicates that other estrogenic compounds were present and that their bioavailability and aerobic degradation were similar to that of NP. Therefore, we propose to use NP as an indicator compound to monitor estrogenicity of this Ebro River sediment. To what extent this conclusion holds for other river sediments depends on the composition of the contaminants and/or the nature of these sediments and requires further testing. [source] Potential for 4- n -nonylphenol biodegradation in stream sedimentsENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 2 2008Paul M. Bradley Abstract The potential for in situ biodegradation of 4-nonylphenol (4-NP) was investigated in three hydrologically distinct streams impacted by wastewater treatment plants (WWTPs) in the United States. Microcosms were prepared with sediments from each site and amended with [U-ring- 14C]4- n -nonylphenol (4- n -NP) as a model test substrate. Microcosms prepared with sediment collected upstream of the WWTP outfalls and incubated under oxic conditions showed rapid and complete mineralization of [U-ring- 14C]4-n-NP to 14CO2 in all three systems. In contrast, no mineralization of [U-ring- 14C]4- n -NP was observed in these sediments under anoxic (methanogenic) conditions. The initial linear rate of [U-ring- 14C]4- n -NP mineralization in sediments from upstream and downstream of the respective WWTP outfalls was inversely correlated with the biochemical oxygen demand (BOD) of the streambed sediments. These results suggest that the net supply of dissolved oxygen to streambed sediments is a key determinant of the rate and extent of 4-NP biodegradation in stream systems. In the stream systems considered by the present study, dissolved oxygen concentrations in the overlying water column (8,10 mg/L) and in the bed sediment pore water (1,3 mg/L at a depth of 10 cm below the sediment,water interface) were consistent with active in situ 4-NP biodegradation. These results suggest WWTP procedures that maximize the delivery of dissolved oxygen while minimizing the release of BOD to stream receptors favor efficient biodegradation of 4-NP contaminants in wastewater-impacted stream environments. [source] Application of toxicity identification evaluation to sediment in a highly contaminated water reservoir in southeastern BrazilENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 2 2006Rosalina P. A. Araújo Abstract Rasgão Reservoir, located close to the Metropolitan region of São Paulo, Brazil, has been analyzed previously, and its sediment was found to be highly toxic, with high levels of metals and polycyclic aromatic hydrocarbons and a complete absence of benthic life. Polychlorinated biphenyls also were present, as was mutagenic activity, detected with the Salmonella/microsome assay. Because of the extremely complex mixture of contaminants in these sediments, a toxicity identification evaluation was performed on the pore water and elutriate using Ceriodaphnia dubia and Vibrio fischeri. Toxicity characterization, identification, and confirmation procedures were performed in one representative sample of the reservoir, and the results indicated that ammonia was the main cause of the toxicity detected with C. dubia in both sediment pore water and elutriate. Chemical analysis corroborated this observation by revealing un-ionized ammonia concentrations as high as 5.14 mg/L in pore water and 2.06 mg/L in elutriate. These high ammonia levels masked possible toxicity caused by other classes of compounds. The toxicity detected with V. fischeri decreased with the time of sample storage and was related to the organic fraction of the pore water and the elutriate, in which compounds such as benzothiazole and nonylphenol were detected. [source] Bioluminescence inhibition assays for toxicity screening of wood extractives and biocides in paper mill process watersENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 2 2004Anna Rigol Abstract The risk associated with wood extractives, biocides, and other additives in pulp and paper mill effluents was evaluated by performing a characterization of process waters and effluents in terms of toxicity and chemical analysis. The individual toxicity of 10 resin acids, two unsaturated fatty acids, and three biocides was estimated by measuring the bioluminescence inhibition with a ToxAlert® 100 system. Median effective concentration values (EC50) of 4.3 to 17.9, 1.2 to 1.5, and 0.022 to 0.50 mg/L were obtained, respectively. Mixtures of these three families of compounds showed antagonistic effects. Chemical analysis of process waters was performed by liquid chromatography-and gas chromatography-mass spectrometry. Biocides such as 2-(thiocyanome-thylthio)-benzotiazole (TCMTB) (EC50 = 0.022 mg/L) and 2,2-dibromo-3-nitrilpropionamide (DBNPA) (EC50 = 0.50 mg/L) were the most toxic compounds tested and were detected at concentrations of 16 and 59 ,g/L, respectively, in a closed-circuit recycling paper mill. Process waters from kraft pulp mills, printing paper mills, and packing board paper mills showed the highest concentration of resin acids (up to 400 ,g/L) and accounted for inhibition percentages up to 100%. Detergent degradation products such as nonylphenol (NP) and octylphenol (OP) and the plasticizer bisphenol A (BPA) were also detected in the waters at levels of 0.6 to 10.6, 0.3 to 1.4, and 0.7 to 187 ,g/L, respectively. However, once these waters were biologically treated, the concentration of detected organic compounds diminished and the toxicity decreased in most cases to values of inhibition lower than 20%. [source] Gonadal differentiation in frogs exposed to estrogenic and antiestrogenic compoundsENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 10 2003Constanze A. Mackenzie Abstract Exposure of amphibians to endocrine disrupting compounds (EDCs) may alter differentiationof gonads, especially when exposures begin during early life stages. Gonadal differentiation was observed in leopard frogs (Rana pipiens) and wood frogs (Rana sylvatica) exposed as tadpoles to estrogenic (estradiol, ethinylestradiol, nonylphenol) and antiestrogenic compounds (an aromatase inhibitor, flavone, and an antiestrogen, ICI 182780). Exposure to all compounds at ,g/L concentrations altered gonadal differentiation in some animals by inducing either complete feminization or an intersex condition, and altered testicular tubule morphology, increased germ cell maturation (vitellogenesis), and oocyte atresia. Comparisons between the two species indicate that R. pipiens are more susceptible to sex reversal and development of intersex gonads. However, R. sylvatica also showed alterations to testicular morphology, germ cell maturation, and ooctye atresia. These laboratory results indicate that amphibians could be susceptible to altered gonadal differentiation and development when exposed to estrogenic and antiestrogenic compounds in aquatic environments, such as those impacted by agricultural, industrial, and municipal runoff. [source] Degradation of nonylphenol ethoxylates in estuarine sediment under aerobic and anaerobic conditionsENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 6 2003P. Lee Ferguson Abstract Nonylphenol ethoxylate (NPEO) surfactants and their metabolites are ubiquitous contaminants of the aquatic environment. Despite considerable interest in the environmental fate of these compounds due to concerns over toxicity and estrogenic activity, the pathways of NPEO degradation in sediments have not previously been reported, in spite of the fact that sediment appears to be an important sink for these compounds in the environment. In the present work, we have examined the rates and pathways of NPEO degradation in batch sediment slurry experiments using radiolabeled NPEO mixtures. Results suggest that NPEOs are more persistent in sediments under anaerobic conditions than in the presence of oxygen. In addition, it was illustrated that NPEO degradation proceeds via separate pathways in oxic and anoxic sediment. Discernible metabolites were identified and an overall mass balance for NPEO degradation in oxic and anoxic sediment was achieved. In contrast with previous studies, no evidence was observed for net production of nonylphenol from NPEOs during aerobic or anaerobic degradation. The observed relative rates at which NPEO ethoxymers disappeared in the sediment slurry experiments were consistent with previous reports for these compounds in sediment and other environmental media, although the absolute rates measured were somewhat faster than those reported for field sediments. [source] Controlled release experiments with nonylphenol in aquatic microcosmsENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 1 2003Gerd Pfister Abstract A method of controlled release of technical nonylphenol (tNP) was developed to simulate realistic exposure in ecotoxicological studies on aquatic organisms. The direct addition of tNP from an aqueous stock solution into 50 ml of water led to a concentration decrease of 80 to 90% weight/volume (w/v) from nominal values within 48 h. The inclusion of tNP in semipermeable low-density polyethylene (LDPE) lay-flat tubing (controlled-release devices [CRDs]) of different length allowed a continuous release into pure water at a rate of about 30 ,g/cm2/d. Using CRDs in aquaria containing 15 L of 63-,m-filtered lake water, eight different concentrations with maxima between 38.1 and 326.7 ,g/L were maintained for 11 d. During a second experiment in 15-L aquaria, five replicates of three concentrations were maintained using CRDs of the same length. Concentrations after 38 d varied between 0.1 and 6.7, 26.1 and 41.9, and 49.9 and 76.0 ,g/L. In aquatic microcosms containing 230 L of lake water, a natural plankton community, 50 L of sediment, and macrophytes, seven different tNP concentrations (maxima 11,120.1 ,g/L) were maintained over 45 d using CRDs of different length. They were replaced after 14 and 25 d because release of tNP was slower than predicted from laboratory experiments. Concentrations in the top 1-cm sediment layer were on average 19 times higher during the dosing period than concentrations in the water at the same time. In the sediments, different levels of applications led to concentrations that differed less distinctly than in the water. This method is suitable for exposing aquatic organisms continuously to constant, ecologically relevant concentrations of NP and represents an improvement over previous dosing methods in which exposure varied. [source] Development of a fish reporter gene system for the assessment of estrogenic compounds and sewage treatment plant effluentsENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 9 2002Gabriele E. Ackermann Abstract This study reports on the development and application of a fish-specific estrogen-responsive reporter gene assay. The assay is based on the rainbow trout (Oncorhynchus mykiss) gonad cell line RTG-2 in which an acute estrogenic response is created by cotransfecting cultures with an expression vector containing rainbow trout estrogen receptor a complementary DNA (rtER, cDNA) in the presence of an estrogen-dependent reporter plasmid and an estrogen receptor (ER) agonist. In a further approach, RTG-2 cells were stably transfected with the rtER, cDNA expression vector, and clones responsive to 17,-estradiol (E2) were selected. The estrogenic activity of E2, 17,-ethinylestradiol, 4-nonylphenol, nonylphenoxy acetic acid, 4- tert -octylphenol, bisphenol A, o,p,-DDT, p,p,-DDT, o,p,-2,2-bis(chlorophenyl)-1,1-dichloroethylene (o,p,-DDE), p,p,-DDE, o,p,-2,2-bis(chlorophenyl)-1,1-di-chloroethane (o,p,-DDD), p,p,-DDD, and p,p,-2,2-bis(chlorophenyl)acetic acid (p,p,-DDA) was assessed at increasing concentrations. All compounds except o,p,-DDT, p,p,-DDE, and p,p,-DDA showed logistic dose-response curves, which allowed the calculation of lowest-observed-effect concentrations and the concentrations at which half-maximal reporter gene activities were reached. To check whether estrogen-responsive RTG-2 cells may be used to detect the estrogenic activity of environmental samples, an extract from a sewage treatment plant (STP) effluent was assessed and found to have estrogenic activity corresponding to the transcriptional activity elicited by 0.05 nM of E2. Dose-response curves of nonylphenol, octylphenol, bisphenol A, and o,p,-DDD revealed that the RTG-2 reporter gene assay is more sensitive for these compounds when compared to transfection systems recombinant for mammalian ERs. These differences may have an effect on the calculation of E2 equivalents when estrogenic mixtures of known constitution, or environmental samples, such as STP effluents, are assessed. [source] Mineralization of organic contaminants in sludge-soil mixturesENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 4 2001Bo Gejlsbjerg Abstract The mineralization of 14C-labeled linear alkylbenzene sulfonate (LAS), nonylphenol (NP), nonylphenol-di-ethoxylate (NP2EO), di-(2-ethylhexyl)phthalate (DEHP), pyrene, and 1,4-dichlorobenzene (DCB) was investigated in different sludge-soil mixtures and soils. Under aerobic conditions, the mineralization of LAS, NP, and NP2EO was between 50 and 81% of the added amounts after two months, while DEHP and pyrene were mineralized more slowly. The mineralization of the model chemicals was indirectly affected by the amount of sludge in the test mixtures. A higher content of sludge in the mixtures reduced the overall concentration of oxygen, which resulted in a decrease of the mineralization of several of the model chemicals. In sludge-soil mixtures with predominantly anaerobic conditions, the mineralization was slower for all of the chemicals with the exception of DEHP and DCB. The mineralization of DCB was enhanced in mixtures with a high sludge content. No pronounced difference in the mineralization of the model chemicals (except DEHP) was observed when the sludge was mixed with three different agricultural soils. [source] Effects of nonylphenol, bisphenol a, and their mixture on the viviparous swordtail fish (Xiphophorus helleri)ENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 4 2001Hyeong-Il Kwak Abstract A number of fish species have been used for studies on endocrine disrupting chemicals (EDCs). However, despite the widespread use of oviparous fish, relatively little attention has been given to viviparous species. This study investigated the effects of EDCs in a viviparous fish and examined the possible usefulness of the fish as an alternative model for the studies on EDCs. Swordtails (Xiphophorus helleri) were exposed to nonylphenol (NP), bisphenol A (BPA), and their mixture. Both short-term (3-d) and relatively long-term (60-d) exposures were carried out using adult male and 30-d-old juvenile fish, respectively. Following the short-term exposure, both NP and BPA caused vitellogenin mRNA expression. Flow cytometric analysis and terminal deox-ynucleotidyl transferase assay on the testes of treated fish indicated reproductive damage. Histopathological analysis found degenerative and necrotic cells in seminiferous tubules following the exposure to 100 ppb NP. The testes with lesions were also associated with highly suppressed spermatogenesis. Following the long-term exposure, both NP and BPA exposures significantly affected the growth of swordtails. In all cases, the results showed that the mixture was always more potent than a single chemical and that swordtail fish can be a useful model for the study of endocrine disruptors. [source] Use of freshwater rotifer Brachionus calyciflorus in screening assay for potential endocrine disruptorsENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 12 2000Benjamin L. Preston Abstract eports of the effectsofendocrinedisruptorsonaquatic invertebrates arebecoming increasingly common. However, little is known about the endocrine systems of most aquatic invertebrates, limiting the development of assays based on endocrine mechanisms. As a result, endocrine disruption is often inferred through the effects caused by the chemical of interest, making it difficult to rule out other mechanisms of toxicity. To be a good candidate for an endocrine disruptor, effects should be observed in processes known to be under endocrine control, at life stages where endocrine signals are known to be active, and at concentrations below acute and chronic toxic effects. We developed a 96-h reproductive assay using the freshwater rotifer Brachionus calyciflorus to screen for potential endocrine disruptors and examined cadmium, chlorpyrifos, naphthol, pentachlorophenol, estradiol, methoprene, precocene, nonylphenol, flutamide, and testosterone for effects on asexual and sexual reproduction. Flutamide, testosterone, and nonylphenol inhibited fertilization of sexual females at concentrations of 1, 10, and 50 ,g/L, respectively. The fertilization no-observable-effect concentrations (NOECs) for these compounds were 5 to 200 times lower than previously described reproduction NOECs for B. calyciflorus. Sexual reproduction was inhibited with no effects on asexual reproduction, increasing the likelihood that these specific reproductive effects occurred through an endocrine mechanism. Rotifer reproduction assays may be a useful, rapid, and inexpensive method for screening compounds suspected to have endocrine disrupting activity in aquatic invertebrates. [source] Developmental toxicity of estrogenic alkylphenols in killifish (Fundulus heteroclitus)ENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 10 2000Sue A. Kelly Abstract Estrogenic alkylphenols have been identified in the aquatic environment, and concern has arisen over the ability of these compounds to interact with and potentially disrupt vertebrate endocrine systems. Here we report that waterborne nonylphenol (NP) and 4- tert -octylphenol (4- t -OP) are toxic to the embryos and larvae of Fundulus heteroclitus, an estuarine teleost, causing both lethal and sublethal developmental abnormalities. Hatch success in surviving embryos is also adversely affected by alkylphenol exposure. Correlation analysis has indicated that decreased hatch success is strongly correlated to deformities in the torso/abdomen and tail of embryos. Larval exposure to the alkylphenols demonstrates that NP and 4- t -OP are lethal at concentrations an order of magnitude less than those lethal to embryos (NP larval 96-h LC50 = 0.95 ,M [204 ,g/L]; NP embryo 96-h LC50 = 24 ,M [5 mg/L]). In evaluating the role of estrogenicity in developmental toxicity of the alkylphenols, we have found that tamoxifen, an estrogen receptor antagonist, can prevent embryo-lethality for NP and 4- t -OP While these embryos survive, some sublethal abnormalities are still evident, particularly in the torso and tail. The results of these studies suggest that the alkylphenols have the potential to cause developmental toxicity in aquatic organisms and that this may occur through disruption of estrogen-based signals. [source] Distribution of degradation products of alkylphenol ethoxylates near sewage treatment plants in the lower Great Lakes, North AmericaENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 4 2000Erin R. Bennett Abstract Degradation of alkylphenol ethoxylate (APEO) surfactants in the environment leads to the formation of relatively hydrophobic compounds such as nonylphenol (NP), octylphenol (OP), nonylphenol monoethoxylate (NP1EO), and nonylphenol diethoxylate (NP2EO) that have been shown to have estrogenic activity. Previous studies have shown that sewage treatment plants (STPs) are point sources for these compounds in the aquatic environment. We collected sediment samples at several sites in the vicinity of STPs in Hamilton Harbour and in the Detroit River to determine the spatial distribution of the degradation products of APEOs. In addition, we deployed semipermeable membrane devices (SPMDs) and caged freshwater mussels (Elliptio complanata) at these locations to determine the distribution of these compounds in the dissolved phase and their potential to bioaccumulate in aquatic organisms. The NP, OP, NP1EO, and NP2EO were found at ,g/g (dry wt.) concentrations in sediments and accumulated to ng/g (wet wt.) concentrations in caged mussels near the STPs. However, in the Detroit River, the concentrations of these compounds declined to near background levels in the sediments, water column (i.e., SPMDs), and biota at stations about 1 km downstream from STPs. At stations in Hamilton Harbour, concentrations of APEO degradation products also declined markedly in sediments and SPMDs located a few hundred meters from the STP. These data indicate that degradation products of APEOs can be accumulated by biota near STPs. However, the environmental distribution of these compounds is localized to areas close to the point of discharge. [source] Acute toxicity of para -nonylphenol to saltwater animals,ENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 3 2000Suzanne M. Lussier Abstract para -Nonylphenol (PNP), a mixture of alkylphenols used in producing nonionic surfactants, is distributed widely in surface waters and aquatic sediments, where it can affect saltwater species. This article describes a database for acute toxicity of PNP derived for calculating a national saltwater quality criterion. Using a flow-through exposure system with measured concentrations, we tested early life stages of four species of saltwater invertebrates and two species of fish. Static 96-h tests were also conducted on zoeal Homarus americanus, embryo-larval Mulinia lateralis, and larval Pleuronectes americanus. The number of organisms surviving the flow-through test was measured at 2, 4, 8, and 12 h and daily through day 7. Mortality for most species plateaued by 96 h. The ranked sensitivities (96-h 50% lethal concentrations, measured in micrograms per liter) for the species tested were 17 for Pleuronectes americanus, 37.9 (48-h 50% effective concentration) for Mulinia lateralis, 59.4 for Paleomonetes vulgaris, 60.6 for Americamysis bahia (formerly Mysidopsis bahia), 61.6 for Leptocheirus plumulosos, 70 for Menidia beryllina, 71 for Homarus americanus, 142 for Cyprinodon variegatus, and > 195 for Dyspanopius sayii. Values for the seven most sensitive of these species ranged over a factor of only 4.2. The narrow range of responses for PNP implies that exceeding a threshold concentration would endanger a large proportion of the aquatic community. [source] Enhanced interleukin-4 production in CD4+ T cells and elevated immunoglobulin E levels in antigen-primed mice by bisphenol A and nonylphenol, endocrine disruptors: involvement of nuclear factor-AT and Ca2+IMMUNOLOGY, Issue 1 2003Mee H. Lee Summary Bisphenol A (BPA) and p -nonylphenol (NP) are representative endocrine disruptors (EDs) that may have adverse effects on human health. The influence of these compounds on allergic immune responses remains unclear. In this study, we have examined the effects of BPA and NP on production of interleukin-4 (IL-4), a pro-inflammatory cytokine closely associated with allergic immune responses. Both BPA and NP significantly enhanced IL-4 production in keyhole limpet haemocyanin (KLH)-primed CD4+ T cells in a concentration-dependent manner. Treatment with BPA or NP in vivo resulted in significant increase of IL-4 production in CD4+ T cells and of antigen-specific immunoglobulin E (IgE) levels in the sera of KLH-primed mice. Furthermore, BPA and NP enhanced the activation of IL-4 gene promoter in EL4 T cells transiently transfected with IL-4 promoter/reporter constructs, and the enhancing effect mapped to a region in the IL-4 promoter containing binding sites for nuclear factor (NF)-AT. Activation of T lymphocytes by phorbol 12-myristate 13-acetate/ionomycin resulted in markedly enhanced binding activities to the NF-AT site, which significantly increased upon addition of BPA or NP, as demonstrated by the electrophoretic mobility shift assay, indicating that the transcription factor NF-AT was involved in the enhancing effect of BPA and NP on IL-4 production. The enhancement of IL-4 production by BPA or NP was significantly reduced by nitrendipine, a blocker of Ca2+ influx, and by FK506, a calcineurin inhibitor. FK506 inhibited the NF-AT,DNA binding activity and IL-4 gene promoter activity enhanced by BPA or NP. These results represent the first report describing possible enhancement of allergic response by EDs through increasing IL-4 production in CD4+ T cells and antigen-specific IgE levels in the sera via the stimulation of Ca2+/calcineurin-dependent NF-AT activation. [source] The contribution of hepatic steroid metabolism to serum estradiol and estriol concentrations in nonylphenol treated MMTVneu mice and its potential effects on breast cancer incidence and latencyJOURNAL OF APPLIED TOXICOLOGY, Issue 5 2005Ricardo Acevedo Abstract The two major pathways for the metabolism of estradiol-17, (E2) are the 2- and 16-hydroxylase pathways. Research has suggested that the increased production of the estrogenically active 16-hydroxy products such as estriol (E3) may be involved in increased susceptibility to breast cancer. 4-Nonylphenol (4-NP) is an environmental estrogen that also can activate the pregnane-X receptor (PXR) and induce P-450 enzymes responsible for the production of E3. It is hypothesized that 4-NP may act in part as an environmental estrogen by increasing E3 production. Based on its affinity for the estrogen receptor (ER) alone, 4-NP may be more potent than predicted at increasing mammary cancer incidence in the MMTVneu mouse. Female mice were treated per os for 7 days at 0, 25, 50 or 75 mg kg,1 day,1 4-NP to investigate the effects of 4-NP on hepatic estrogen metabolism after an acute treatment. 4-Nonylphenol increased the hepatic formation of E3 in a dose-dependent manner. However, serum E3 concentrations were only increased at 25 mg kg,1 day,1 presumably due to direct inhibition of E3 formation by 4-NP. MMTVneu mice were then treated for 32 weeks at 0, 30 or 45 mg kg,1 day,1 4-NP to determine its effects on mammary cancer formation and estrogen metabolism. 4-Nonylphenol increased mammary cancer formation in the MMTVneu mice at 45 mg kg,1 day,1 but not at 30 mg kg,1 day,1. Mice treated with an equipotent dose of E2, 10 µg kg,1 day,1, based on the relative binding affinities of nonylphenol and estradiol for ER,, did not develop mammary cancer. This suggests that nonylphenol is more potent than predicted based on its affinity for the estrogen receptor. However, no changes in serum E3 concentrations or hepatic E3 production were measured after the chronic treatment. Changes in E3 formation were correlated with increased CYP2B levels after the 7 day 4-NP treatment, and repression of CYP2B and CYP3A after 32 weeks of 4-NP treatment. Microarray analysis and Q-PCR of liver mRNA from the mice treated for 32 weeks demonstrated a decrease in RXR,, the heterodimeric partner of the PXR, which may in part explain the repressed transcription of the P450s measured. In conclusion, 4-NP treatment for 32 weeks increased mammary cancer formation at a dose of 45 mg kg,1 day,1. However, chronic treatment with 4-NP did not increase hepatic E3 formation or serum E3 concentrations. The transient induction by 4-NP of hepatic E3 formation and serum concentrations is most likely not involved in the increased incidence of mammary cancer in MMTVneu mice since E3 serum concentrations were only increased at 25 mg kg,1 day,1, a dose that was not sufficient to induce mammary tumor formation. Nevertheless, the induced hepatic E3 production in the acute exposures to 4-NP was indicative of an increase in mammary cancer incidence after the chronic exposure. Copyright © 2005 John Wiley & Sons, Ltd. [source] Molecularly imprinted polymer for selective extraction of endocrine disrupters nonylphenol and its ethoxylated derivates from environmental solidsJOURNAL OF SEPARATION SCIENCE, JSS, Issue 13 2008Laura Núñez Abstract Nonylphenol isomers (NP), linear nonylphenol (4-n-NP) and NP short chain ethoxylated derivates (NPEO1 and NPEO2) are degradation products of nonylphenol polyethoxylates, a worldwide used group of surfactants. All of them are considered endocrine disrupters due to their ability to mimic natural estrogens. In this paper, the preparation and evaluation of several 4-n-NP molecularly imprinted polymers (MIPs) for the selective extraction and clean-up of 4-n-NP, NP, NPEO1 and NPEO2 from complex environmental solid samples is described. Among the different combinations tested, a methacrylic acid-based imprinted polymer prepared in toluene provided the better performance for molecularly imprinted SPE (MISPE). Under optimum MISPE conditions, the polymer was able to selectively retain not only linear NP but also the endocrine disruptors NPEO1, NPEO2 and NP with recoveries ranging from 60 to 100%, depending upon the analyte. The developed MISPE procedure was successfully used for the determination of 4-n-NP, NP, NPEO1 and NPEO2 in sediments and sludge samples at concentration levels according to data reported in the literature for incurred samples. Finally, various sludge samples collected at five different sewage treatment plants from Madrid and commercial sludge for agriculture purposes were analysed. The measured concentrations of the different compounds varied from 3.7 to 107.5 mg/kg depending upon the analyte and the sample. [source] Electrochemical preparation of composite polyaniline coating and its application in the determination of bisphenol A, 4- n -nonylphenol, 4- tert -octylphenol using direct solid phase microextraction coupled with high performance liquid chromatographyJOURNAL OF SEPARATION SCIENCE, JSS, Issue 16 2005Minjia Huang Abstract For SPME-HPLC, metal wires with better mechanical strength are preferred over the fused silica fibers. In this article, a novel composite polyaniline (CPANI) doped with PEG and polydimethylsiloxane coating (CPANI fiber) was prepared on a stainless steel wire by a three-electrode system: the fiber was used as the work electrode, a calomel electrode and a platinum electrode were used as the reference and the counter electrodes, respectively. To evaluate the new CPANI coating, the coating was used to extract three kinds of phenols (bisphenol A, 4- n -nonylphenol, and 4- tert -octylphenol) in water samples by direct-SPME mode and then desorbed in commercial SPME-HPLC interface to separation. The extraction procedure was also optimized. Five real water samples were investigated. Good recoveries were gained when environmental samples were analyzed. [source] Effect of surfactant type on the synthesis of PMMA using redox initiation and high frequency ultrasoundPOLYMER ENGINEERING & SCIENCE, Issue 10 2008Cristina Parra In the present work, a study of the effect of the surfactant nature on the synthesis of polymethylmethacrylate (PMMA) obtained by high frequency ultrasonic radiation and redox initiation is presented. The surfactants used were an anionic: sodium lauryl sulfate (SLS) and a nonionic: nonylphenol etoxilated. Different morphologies, particle size, and microstructures were obtained depending on the surfactant concentration (0.5, 1.0, 1.5, and 2.0)%. The highest conversion values of PMMA were obtained with SLS, resulting in a highly syndiotactic polymer. High frequency ultrasound is very efficient when ionic surfactants are used. However, for nonionic surfactants ultrasonic irradiation is very inefficient to initiate polymerization, in this case the effect of redox initiation was very marked increasing polymerization conversion. For this, surfactant blends of PMMA/PEO were obtained when redox initiation was used together with high frequency ultrasound. POLYM. ENG. SCI., 2008. © 2008 Society of Plastics Engineers. [source] Simultaneous exposure to low concentrations of dichlorodiphenyltrichloroethane, deltamethrin, nonylphenol and phytoestrogens has negative effects on the reproductive parameters in male Spraque-Dawley ratsANDROLOGIA, Issue 4 2007E. Kilian Summary Many reports suggest that male reproductive health has deteriorated over the last decades, possibly due to environmental contaminants that act as endocrine disruptors. This hypothesis was tested in Sprague-Dawley rats using a modified Organization for Economic Cooperation and Development 415 one-generation test. Group A received cottonseed oil as control, and Groups B, C and D received deltamethrin (DM); DM and dichlorodiphenyltrichloroethane (DDT); and DM, DDT, phytoestrogens and p -nonylphenol, respectively. Rats were exposed in utero and then received the substances for 10 weeks. The seminal vesicle mass (Group B; P = 0.046) and sperm count [Groups C (P = 0.013) and D (P = 0.003)] were lower and the anogenital distance [Group B (P = 0.047) C (P = 0.045) and D (P = 0.002)] shorter compared with the control group. The seminiferous tubule diameter [Groups B (P = <0.001), C (P = <0.001) and D (P = <0.001)] and epithelium thickness [Groups B (P = 0.030), C (P = <0.001) and D (P = <0.001)] were smaller compared with the control. The histology of the testes showed signs of apical sloughing and vacuolisation. Liver weights [Groups C (P = 0.013) and D (P = 0.005)] and liver enzymes [Group D (P = 0.013)] were also affected. These findings may indicate that simultaneous exposure to endocrine disrupting compounds contributes to the deterioration observed in male reproductive health. [source] Determination of rat hepatocellular glutathione by reversed-phase liquid chromatography with fluorescence detection and cytotoxicity evaluation of environmental pollutants based on the concentration changeBIOMEDICAL CHROMATOGRAPHY, Issue 4 2001Toshimasa Toyo'oka Three methods for the determination of rat hepatocellular thiols by high-performance liquid chromatography (HPLC) with fluorescence (FL) detection have been developed. The thiols in the cells were tagged with three fluorogenic reagents, SBD-F, ABD-F and DBD-F. These reagents could permeate into cells and effectively reacted with thiols to produce highly fluorescent derivatives. These derivatives fluoresced in the long wavelength region at around 530,nm (excitation at around 380 nm). The five biological thiols tagged were perfectly separated by reversed-phase liquid chromatography and were sensitively and selectively detected without any interference from endogenous substanaces. The main thiol in the cells was reduced GSH and the concentration was at the,mM level. The proposed procedures were applied to the determination of hepatocellular GSH after treatment of environmental pollutants such as volatile organic compounds (VOC) and endocrine disrupting chemicals (EDC). From the comparison of intracellular GSH concentration, the test compounds were classified into four groups: compounds of strong depletion (eg triphenyltin chloride, hexachlorocyclohexene, nonylphenol, bromoacetic acid, 4-chlorobenzyl chloride and 1,3-dichloropropene), slight decrease (eg bisphenol A, benzo[a]pylene, carbon tetrachloride and benzene), slight increase (eg bromoform and toluene), and no effect (eg 1,1,1-trichloroethane, 1,1,2-trichloroethane and 1,2-dichloroethane). Although the decrease of GSH concentration does not reflect the cytotoxicity of chemicals, the proposed procedure utilizing isolated rat hepatpcytes seems to be useful for investigating the bioactivation of VOC, and EDC, etc. Copyright © 2001 John Wiley & Sons, Ltd. [source] Zebrafish as a model for developmental neurotoxicity testing,,BIRTH DEFECTS RESEARCH, Issue 7 2006Christopher Ton Abstract BACKGROUND: To establish zebrafish as a developmental toxicity model, we used 7 well-characterized compounds to examine several parameters of neurotoxicity during development. METHODS: Embryos were exposed by semistatic immersion from 6 hrs postfertilization (hpf). Teratogenicity was assessed using a modified method previously developed by Phylonix. Dying cells in the brain were assessed by acridine orange staining (these cells are likely to be apoptotic). Motor neurons were assessed by antiacetylated tubulin staining and catecholaminergic neurons were visualized by antityrosine hydroxylase staining. RESULTS: Atrazine, dichlorodiphenyltrichloroethane (DDT), and 2,3,7,8-tetrachlorodibenzo- p -dioxin (TCDD) were primarily teratogenic and not specifically neurotoxic. 2,4-dichlorophenoxyacetic acid (2,4-D), dieldrin, and nonylphenol showed specific neurotoxicity; dieldrin and nonylphenol were specifically toxic to catecholaminergic neurons. Malathion, although not teratogenic, showed some nonspecific toxicity. CONCLUSIONS: Teratogenicity measured in 96-hpf zebrafish is predictive of mammalian teratogenicity and is useful in determining whether a compound causes specific neurotoxicity or general developmental toxicity. Induction of apoptosis or necrosis is an indicator of neurotoxicity. An effect on motor neurons in the caudal third of the embryo correlates with expected defects in motility. Overall, our results showed a strong correlation with mammalian data and suggest that zebrafish is a predictive animal model for neurotoxicity screening. Birth Defects Research (Part A) 76:553,567, 2006. Published 2006 Wiley-Liss, Inc. [source] Enantiomers of a nonylphenol isomer: Absolute configurations and estrogenic potenciesCHIRALITY, Issue 2 2009Haifeng Zhang Abstract Enantiomers of 4-(1,1,2-trimethylhexyl)phenol, a chiral isomer of the endocrine disrupting chemical nonylphenol, have been resolved and isolated by preparative chiral HPLC. The absolute configurations of the enantiomers were then determined by an X-ray crystallographic study of the (,)-camphanoyl derivative of the first eluted enantiomer NP35E1. The first enantiomer (NP35E1) and the second enantiomer (NP35E2) eluted were found to have the S and R absolute configurations, respectively. The estrogenic potencies of the S and R enantiomers were tested by the E-screen assay. A slight difference was observed in the relative proliferative effect between the S enantiomer and R enantiomer in the E-screen assay. Chirality, 2009. © 2008 Wiley-Liss, Inc. [source] | ||||||||||||||||