Estrogenic potential of halogenated derivatives of nonylphenol ethoxylates and carboxylates.


:Halogenated derivatives of nonylphenol and of its alkylates are generated during drinking water disinfection and treatment procedures. In this paper we analyze the potential of these compounds to interact with the estrogen receptor and to activate hormone-regulated gene promoters. We used the recombinant yeast assay (RYA) and the human breast cancer cell MCF7 proliferation assay for both estrogenic and antiestrogenic activities and the enzyme-linked receptor assay to examine in vitro binding to the receptor. Many nonylphenol derivatives were very weak estrogens in our functional tests when compared to nonylphenol while retaining a substantial affinity for the estrogen receptor in vitro. Antiestrogenicity tests demonstrated that brominated nonylphenol and most of the carboxylated compounds studied here behaved as estrogenic antagonists in the RYA. We also detected an increased cytotoxicity for the carboxylated derivatives in both yeast and mammalian cells. We conclude that derivatization may mask the apparent estrogenicity of nonylphenol, but the resulting compounds still represent a potential hazard since they are still able to bind the estrogen receptor and to influence the physiological response to estrogens. Our results also illustrate the advantage of combining different methods to assay estrogenicity of unknown substances.


Environ Toxicol Chem


García-Reyero N,Requena V,Petrovic M,Fischer B,Hansen PD,Díaz A,Ventura F,Barceló D,Piña B




Has Abstract


2004-03-01 00:00:00












  • Simultaneous experimental study of direct and direct plus trophic contamination of the crayfish Astacus astacus by inorganic mercury and methylmercury.

    abstract::An experimental study was carried out to investigate direct and direct plus trophic contamination routes of the crayfish Astacus astacus by inorganic mercury (Hg(II)) or methylmercury (MeHg). Direct exposure was based on low contamination conditions, 300 and 30 ng/L in the dissolved phase, respectively, during 30 d at...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Simon O,Boudou A

    更新日期:2001-06-01 00:00:00

  • Toxicological Evaluation and Quantification of Ingested Metal-Core Nanoplastic by Daphnia magna Through Fluorescence and Inductively Coupled Plasma-Mass Spectrometric Methods.

    abstract::There are few studies on nanoplastic that propose quantification of the amount ingested combined with evaluation of the toxic effects on aquatic organisms. We propose 2 methods to quantify the amount of polystyrene nanoplastic (PSNP) ingested by Daphnia magna: fluorescence intensity, where a fluorescent monomer (F) is...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Vicentini DS,Nogueira DJ,Melegari SP,Arl M,Köerich JS,Cruz L,Justino NM,Oscar BV,Puerari RC,da Silva MLN,Simioni C,Ouriques LC,Matias MS,de Castilhos Junior AB,Matias WG

    更新日期:2019-10-01 00:00:00

  • Spatial and temporal trends in contaminant concentrations in Hexagenia nymphs following a coal ash spill at the Tennessee Valley Authority's Kingston Fossil Plant.

    abstract::A dike failure at the Tennessee Valley Authority Kingston Fossil Plant in East Tennessee, United States, in December 2008, released approximately 4.1 million m(3) of coal ash into the Emory River. From 2009 through 2012, samples of mayfly nymphs (Hexagenia bilineata) were collected each spring from sites in the Emory,...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Smith JG,Baker TF,Murphy CA,Jett RT

    更新日期:2016-05-01 00:00:00

  • Glyphosate Accelerates the Proliferation of Microcystis aeruginosa, a Dominant Species in Cyanobacterial Blooms.

    abstract::Glyphosate is a commonly used herbicide known for its high performance in killing certain plants and grasses; however, its use is regulated due to its harmful effects on the aquatic environment. The present study investigated and compared the toxic mechanisms of glyphosate on Microcystis aeruginosa (a toxin-producing ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Wang W,Jiang M,Sheng Y

    更新日期:2021-02-01 00:00:00

  • Uptake of radiolabeled 3,3',4,4'-tetrachlorobiphenyl into Japanese quail egg compartments and embryo following air cell and albumen injection.

    abstract::The avian embryo is an excellent model for testing adverse developmental effects of environmental chemicals as well as uptake and movement of xenobiotics within the egg compartments. Before incubation at embryonic day 0, 14 C 3,3',4,4'-tetrachlorobiphenyl (14 C PCB 77) was injected into Japanese quail eggs either onto...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Dean KM,Baltos LD,Marcell AM,Bohannon MEB,Iwaniuk AN,Ottinger MA

    更新日期:2018-01-01 00:00:00

  • Measurement of triclosan in wastewater treatment systems.

    abstract::The objective of this study was to investigate the fate and removal of triclosan (TCS; 5-chloro-2-[2,4-dichloro-phenoxy]-phenol), an antimicrobial agent used in a variety of household and personal-care products, in wastewater treatment systems. This objective was accomplished by monitoring the environmental concentrat...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: McAvoy DC,Schatowitz B,Jacob M,Hauk A,Eckhoff WS

    更新日期:2002-07-01 00:00:00

  • Evidence of impaired health in yellow perch (Perca flavescens) from a biological mercury hotspot in northeastern North America.

    abstract::Few studies have investigated the effects of mercury (Hg) on wild fish from remote areas, even though these fish can have high total Hg concentrations. In Kejimkujik National Park and National Historic Site (KNPNHS), Nova Scotia, Canada, concentrations of total Hg in many yellow perch (Perca flavescens) currently exce...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Batchelar KL,Kidd KA,Drevnick PE,Munkittrick KR,Burgess NM,Roberts AP,Smith JD

    更新日期:2013-03-01 00:00:00

  • Use of the Australian crimson-spotted rainbowfish (Melanotaenia fluviatilis) as a model test species for investigating the effects of endocrine disruptors.

    abstract::Few studies have investigated the potential reproductive effects of toxicants on Australian freshwater fish species. The present study uses the Australian rainbowfish (Melanotaenia fluviatilis) as a model for testing the potential effects of 17beta-estradiol. Groups of reproductively active rainbowfish were exposed to...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Pollino CA,Georgiades E,Holdway DA

    更新日期:2007-10-01 00:00:00

  • Metabolism of uniconazole-P in water-sediment systems under illumination.

    abstract::Aerobic soil metabolism of uniconazole-P ([S]-E-1-[4-chlorophenyl]-4,4-dimethyl-2-[1,2,4-triazole-1-yl]-penten-3-ol) and the effect of illumination on metabolic profiles were studied in the water-sediment system when spiked to water. Uniconazole-P was gradually partitioned to the sediment with an aquatic half-life of ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Kodaka R,Sugano T,Katagi T

    更新日期:2006-02-01 00:00:00

  • Toxicity of substituted anilines to Pseudokirchneriella subcapitata and quantitative structure-activity relationship analysis for polar narcotics.

    abstract::This study evaluated the toxic effects of substituted anilines on Pseudokirchneriella subcapitata with the use of a closed algal toxicity testing technique with no headspace. Two response endpoints (i.e., dissolved oxygen production [DO] and algal growth rate) were used to evaluate the toxicity of anilines. Both DO an...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Chen CY,Ko CW,Lee PI

    更新日期:2007-06-01 00:00:00

  • Toxicity of 19 adjuvants to juvenile Lepomis macrochirus (bluegill sunfish).

    abstract::Nineteen adjuvants, many used as surfactants for aquatic herbicide applications, were applied in static bioassay to bluegill sunfish (Lepomis macrochirus) for 96 h to determine median lethal concentrations (LC50). Surfactants are added to the tank mix as a percentage (v/v) of the total volume, in contrast to herbicide...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Haller WT,Stocker RK

    更新日期:2003-03-01 00:00:00

  • Improved empirical models describing hormesis.

    abstract::During the past two decades, the phenomenon of hormesis has gained increased recognition. To promote research in hormesis, a sound statistical quantification of important parameters, such as the level and significance of the increase in response and the range of concentration where it occurs, is strongly needed. Here,...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Cedergreen N,Ritz C,Streibig JC

    更新日期:2005-12-01 00:00:00

  • Screening-level risk assessment of methylmercury for non-anadromous Arctic char (Salvelinus alpinus).

    abstract::Non-anadromous forms of Arctic char (Salvelinus alpinus), those that are restricted to lakes and rivers, typically have higher mercury (Hg) concentrations than anadromous forms, which migrate to and from the sea. Using tissue burden data from the literature and our own analyses, we performed a screening-level risk ass...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Barst BD,Drevnick PE,Muir DCG,Gantner N,Power M,Köck G,Chéhab N,Swanson H,Rigét F,Basu N

    更新日期:2019-03-01 00:00:00

  • Integrated biomarker response: a useful tool for ecological risk assessment.

    abstract::A battery of biomarkers is often used to evaluate the effects of exposure to chemical contaminants and detect responses to environmental stress. Unfortunately, field application of biomarkers is subject to various constraints (e.g., the availability of living material) that can limit data acquisition and prevent the u...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Beliaeff B,Burgeot T

    更新日期:2002-06-01 00:00:00

  • Coupling contaminants with demography: effects of lead and selenium in Pacific common eiders.

    abstract::We coupled intensive population monitoring with collection of blood samples from 383 nesting Pacific common eiders (Somateria mollisima v-nigrum) at two locations in Alaska (USA) from 2002 to 2004. We investigated annual, geographic, and within-season variation in blood concentrations of lead and selenium; compared ex...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Wilson HM,Flint PL,Powell AN

    更新日期:2007-07-01 00:00:00

  • Improving substance information in USEtox® , part 2: Data for estimating fate and ecosystem exposure factors.

    abstract::The scientific consensus model USEtox® has been developed since 2003 under the auspices of the United Nations Environment Programme-Society of Environmental Toxicology and Chemistry Life Cycle Initiative as a harmonized approach for characterizing human and freshwater toxicity in life cycle assessment and other compar...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Saouter E,Aschberger K,Fantke P,Hauschild MZ,Kienzler A,Paini A,Pant R,Radovnikovic A,Secchi M,Sala S

    更新日期:2017-12-01 00:00:00

  • Fate of mercury accumulated by blowflies feeding on fish carcasses.

    abstract::Because fish represent the principal methylmercury (MeHg) pool in the water column of freshwater systems, MeHg released from their carcasses could represent an important flux to the environment. Necrophagous invertebrates such as fly larvae can play an important role in this Hg recycling. We studied Hg accumulation by...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Sarica J,Amyot M,Bey J,Hare L

    更新日期:2005-03-01 00:00:00

  • Electron paramagnetic resonance investigation of in vivo free radical formation and oxidative stress induced by 2,4-dichlorophenol in the freshwater fish Carassius auratus.

    abstract::In the present study, electron paramagnetic resonance coupled with spin-trapping technique was used, with alpha-phenyl-N-tert-butylnitrone (PBN) as a spin-trapping agent, to investigate free radical generation in freshwater fish with acute 2,4-dichlorophenol (2,4-DCP) poisoning. The PBN-radical adducts were detected i...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Luo Y,Wang XR,Shi HH,Mao DQ,Sui YX,Ji LL

    更新日期:2005-09-01 00:00:00

  • Occurrence and mass loadings of n-alkanes in riverine runoff of the Pearl River Delta, South China: global implications for levels and inputs.

    abstract::Riverine runoff samples were collected monthly from March 2005 to February 2006 from the eight major outlets of the Pearl River Delta (PRD), South China, and analyzed to obtain the concentrations of n-alkanes in both the filtrate and particulate phases. The average concentrations of Sigma(C15-C34) (i.e., sum of C15 to...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Wang JZ,Ni HG,Guan YF,Zeng EY

    更新日期:2008-10-01 00:00:00

  • Chronic exposure to mono-(2-ethylhexyl)-phthalate causes endocrine disruption and reproductive dysfunction in zebrafish.

    abstract::Phthalic acid esters are frequently detected in aquatic environments. In the present study, zebrafish were exposed to low concentrations (0 µg/L, 0.46 µg/L, 4.0 µg/L, and 37.5 µg/L) of mono-(2-ethylhexyl) phthalate (MEHP) for 81 d, and the effects on reproduction, gamete quality, plasma vitellogenin (VTG), sex steroid...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Zhu Y,Hua R,Zhou Y,Li H,Quan S,Yu Y

    更新日期:2016-08-01 00:00:00

  • Effects of an antidepressant mixture on the brain serotonin and predation behavior of hybrid striped bass.

    abstract::Antidepressants have been found in measurable concentrations in final treated wastewater effluent and receiving waters throughout the world. Studies have shown that these concentrations are typically not overtly toxic, but the psychotropic mode of action of these chemicals warrants examination of their behavioral effe...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Bisesi JH Jr,Sweet LE,van den Hurk P,Klaine SJ

    更新日期:2016-04-01 00:00:00

  • Complexity in multimedia mass balance models: when are simple models adequate and when are more complex models necessary?

    abstract::Three environmental multimedia models of varying degrees of complexity are compared to assess when simple models are adequate and when more complex models are advantageous. The simplest model, the level II (L-II) model, assumes all environmental media are at chemical equilibrium, whereas the more complex models treat ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Cahill TM,Mackay D

    更新日期:2003-06-01 00:00:00

  • Rod-shaped iron oxide nanoparticles are more toxic than sphere-shaped nanoparticles to murine macrophage cells.

    abstract::Variable sizes of nanoparticles, ranging from nano to micro scale, are of toxicological interest. In the present study, the authors hypothesized that, in addition to the size, the shape of iron oxide (Fe2O3) nanoparticles is a major factor that contributes to particle cytotoxicity. Cytotoxicity to mouse macrophage cel...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Lee JH,Ju JE,Kim BI,Pak PJ,Choi EK,Lee HS,Chung N

    更新日期:2014-12-01 00:00:00

  • Application of statistical experimental design and multivariate data analysis for evaluation of mixtures using cytochrome P4501A induction.

    abstract::Cytochrome P4501A (CYP1A) induction was evaluated in the rat hepatoma cell line H4IIE as a biomarker of exposure to organic compounds. The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazoliumbromide assay was performed to assess the viability of cells exposed to environmentally relevant concentrations of cadmium. Cad...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Jensen MH,Krøkje A

    更新日期:2008-08-01 00:00:00

  • Variation, replication, and power analysis of Myriophyllum spp. microcosm toxicity data.

    abstract::Myriophyllum spp. have been proposed as a new standard laboratory aquatic macrophyte test species for the registration of pesticides. The main objectives of this investigation were to determine the power of Myriophyllum sibiricum and Myriophyllum spicatum toxicity data derived from an outdoor microcosm bioassay, to ev...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Hanson ML,Sanderson H,Solomon KR

    更新日期:2003-06-01 00:00:00

  • Identifying the causes of sediment-associated toxicity in urban waterways in South China: incorporating bioavailabillity-based measurements into whole-sediment toxicity identification evaluation.

    abstract::Sediments in urban waterways of Guangzhou, China, were contaminated by a variety of chemicals and showed prevalent toxicity to benthic organisms. A combination of whole-sediment toxicity identification evaluation (TIE) and bioavailability-based extraction was used to identify the causes of sediment toxicity. Of the 6 ...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Yi X,Li H,Ma P,You J

    更新日期:2015-08-01 00:00:00

  • Relative toxicological importance of aqueous and dietary metal exposure to a freshwater crustacean: implications for risk assessment.

    abstract::Aquatic organisms can take up toxicants from water (aqueous exposure) and from food (dietary exposure), yet current environmental regulations often fail to consider the toxic effects of dietary exposure. Such unrealistic exposure scenarios may lead to ineffective water-quality standards or discharge consents that fail...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Wilding J,Maltby L

    更新日期:2006-07-01 00:00:00

  • Source Identification and Health Risk Assessment of Polycyclic Aromatic Hydrocarbon-Enriched PM2.5 in Tangshan, China.

    abstract::Tangshan city in Hebei Province is one of the most heavily polluted cities in China, with substantial industrial emissions. The development of effective air pollution emission reduction policies requires knowledge of the sources and health risks of polycyclic aromatic hydrocarbon (PAH)-enriched fine particulate matter...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Zhang L,Xu H,Fang B,Wang H,Yang Z,Yang W,Hao Y,Wang X,Wang Q,Wang M

    更新日期:2020-02-01 00:00:00

  • Use of Postregistration Monitoring Data to Evaluate the Ecotoxicological Risks of Pesticides to Surface Waters: A Case Study with Chlorpyrifos in the Iberian Peninsula.

    abstract::Chemical monitoring data sets such as those provided by the implementation of the Water Framework Directive (WFD) offer opportunities to evaluate the ecological risks of pesticides under large spatiotemporal scales and to evaluate the protectiveness of the current prospective risk-assessment framework. As a case study...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Rico A,Dafouz R,Vighi M,Rodríguez-Gil JL,Daam MA

    更新日期:2021-02-01 00:00:00

  • Integrating enzymatic responses to organic chemical exposure with total oxyradical absorbing capacity and DNA damage in the European eel Anguilla anguilla.

    abstract::In this work, susceptibility to oxidative stress was analyzed under laboratory conditions in the European eel Anguilla anguilla. Eels were treated with increasing concentrations of benchmark environmental pollutants, namely, benzo[a]pyrene ([BaP], at 0, 0.1, 1, 10, and 50 mg/kg), beta-naphthoflavone ([BNF], at 0, 0.1,...

    journal_title:Environmental toxicology and chemistry

    pub_type: 杂志文章


    authors: Regoli F,Winston GW,Gorbi S,Frenzilli G,Nigro M,Corsi I,Focardi S

    更新日期:2003-09-01 00:00:00