Identification and determination oftert-alkylphenols in carp from the trenton channel of the Detroit River, Michigan, USA

Shiraishi, Hiroaki; Carter, Donna S.; Hites, Ronald A.

doi:10.1002/bms.1200180706

Cited by 39 publications

(19 citation statements)

References 10 publications

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“…The contribution of APEs and alkylphenols to the xenoestrogen burden of humans is unknown; however, it has been reported that these chemicals are present in sewage outlets in concentrations sufficient to feminize sentinel fish (38). Alkylphenols accumulate in river sediment and in the fat of exposed fish (39 In addition to the estrogenic alkylphenol antioxidants described above, we found that BHA was estrogenic. BHA is a widely used antioxidant; because it controls oxidation of short-chain fatty acids such as coconut oil (40).…”

Section: Animal Bioassays and The E-screen Assay: Differences And Simmentioning

confidence: 48%

The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants.

Soto

Sonnenschein

Chung

et al. 1995

Environ Health Perspect

1,438

989

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Estrogens are defined by their ability to induce the proliferation of cells of the female genital tract. The wide chemical diversity of estrogenic compounds precludes an accurate prediction of estrogenic activity on the basis of chemical structure. Rodent bioassays are not suited for the large-scale screening of chemicals before their release into the environment because of their cost, complexity, and ethical concerns. The E-SCREEN assay was developed to assess the estrogenicity of environmental chemicals using the proliferative effect of estrogens on their target cells as an end point. This quantitative assay compares the cell number achieved by similar inocula of MCF-7 cells in the absence of estrogens (negative control) and in the presence of 1 7,B-estradiol (positive control) and a range of concentrations of chemicals suspected to be estrogenic. Among the compounds tested, several "new" estrogens were found; alkylphenols, phthalates, some PCB congeners and hydroxylated PCBs, and the insecticides dieldrin, endosulfan, and toxaphene were estrogenic by the E-SCREEN assay. In addition, these compounds competed with estradiol for binding to the estrogen receptor and increased the levels of progesterone receptor and pS2 in MCF-7 cells, as expected from estrogen mimics. Recombinant human growth factors (bFGF, EGF, IGF-1) and insulin did not increase cell yields. The aims of the work summarized in this paper were a) to validate the E-SCREEN assay; b) to screen a variety of chemicals present in the environment to identify those that may be causing reproductive effects in wildlife and humans; c) to assess whether environmental estrogens may act cumulatively; and finally d) to discuss the reliability of this and other assays to screen chemicals for their estrogenicity before they are released into the environment. -Environ Health Perspect 1 03(Suppl 7):113-122 (1995)

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Section: Animal Bioassays and The E-screen Assay: Differences And Simmentioning

confidence: 48%

The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants.

Soto

Sonnenschein

Chung

et al. 1995

Environ Health Perspect

1,438

989

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“…It remains to be determined whether OP in the environment is absorbed in sufficient amounts and for sufficient lengths of time to pose a threat to wildlife and humans. It has been reported that concentrations of 2,4-di-tert-pentylphenol, a related alkylphenol, were in the 10 -3 M range in fat tissue in carp in the Detroit River's Trenton Channel [21]. This concentration was greater than that in the water or water sediment, suggesting not only that the alkylphenol was absorbed by the fish but also that it bioaccumulated in the fat tissue.…”

Section: Discussionmentioning

confidence: 88%

Chronic Administration of 4-Tert-Octylphenol to Adult Male Rats Causes Shrinkage of the Testes and Male Accessory Sex Organs, Disrupts Spermatogenesis, and Increases the Incidence of Sperm Deformities1

Boockfor

Blake

1997

Biology of Reproduction

135

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The environmental toxicant 4-tert-octylphenol (OP) has been shown to exert estrogenic effects on mammalian cells in culture. Recent findings from our laboratories demonstrate clearly that OP administration disrupts reproductive hormone secretion in the adult male rat, quite likely as a result of estrogenic action. In the present study, we investigated the impact of these or other OP-induced changes on male reproductive tissues. Adult male rats were injected with OP (20 or 80 mg) or estradiol valerate (EV; 0.8 or 8 microg) s.c. in oil three times a week for either 1 or 2 mo. We found that an 80-mg dosage of OP for 2 mo or an 8-microg dosage of EV for 1 or 2 mo greatly reduced sperm numbers and adversely influenced the sizes, weights, and histological structures of the testes, epididymides, ventral prostate glands, seminal vesicles, and coagulating glands. The 80-mg dosage of OP for 1 mo reduced epididymal tubule size to a lesser extent than after 2 mo of treatment. Otherwise, treatment with 80 mg OP for 1 mo, 20 mg OP for 1 or 2 mo, or 0.8 microg EV for 1 mo had little or no effect on the histology of the tissues we examined. Additional evaluation of sperm morphology revealed marked increases in the proportions of head and tail abnormalities from animals that had received 80 mg of OP or 8 microg of EV for 1 mo and 20 mg of OP for 2 mo. The head abnormalities consisted mainly of pin heads, detached heads, and the absence of hooks, while tail abnormalities included mainly broken, coiled, and bent tails. Our results clearly demonstrate that OP can severely reduce the size and/or function of all of the male gametogenic and accessory reproductive organs studied. Moreover, the similarity of these cell and tissue changes between rats treated with OP and those treated with EV further suggests that OP may exert its action in an estrogenic-like manner.

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“…These degradation products, nonylphenols, showed estrogenic effects. Alkylphenols are present in certain sewage outlets in concentrations sufficient to feminize certain fish species like trout and carp 3,4 . The in vivo estimated concentration of octylphenols (and consequently others alkylphenols, as nonylphenol) responsible of vitellogenin induction in rainbow trout is between 1-10 µg L -1 and in male roach is 10-100 µg L - 1 5 .…”

Section: Introductionmentioning

confidence: 99%

Occurrence of nonylphenol and bisphenol-A in surface waters from Portugal

Azevedo

Lacorte

Viana

et al. 2001

J. Braz. Chem. Soc.

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A presença de bisfenol A e de isômeros do 4-nonilfenol, compostos que promovem desequilíbrio do sistema endócrino, foi determinada em amostras de águas superficiais de Portugal. O método analítico envolveu a preconcentração de 200 mL de água, utilizando extração por fase sólida com cartuchos OASIS, seguida de análise por cromatografia gasosa acoplada a espectrometria de massas.As recuperações e os limites de detecção do bisfenol A e dos isômeros do 4-nonilfenol foram 119 % e 73 %, respectivamente e 0,002 µg L -1 e 0,01 µg L -1 . O método foi aplicado na determinação destes poluentes em águas de rios e costeiras por um período de três meses (agosto-outubro/1999). O total de amostras analisadas foi 135. As concentrações de bisfenol A e dos isômeros do 4-nonilfenol variaram de 0,2 a 4,0 µg L -1 e 0,2 a 30 µg L -1 , respectivamente. Somente em duas amostras de água de rios, a concentração dos isômeros de 4-nonilfenol ultrapassou 10 µg L -1 e do bisfenol A 2 µg L -1 . Concentrações superiores a estes valores podem causar efeitos estrogênicos em peixes.The occurrence of the endocrine disruptor compounds, such as 4-nonylphenol isomers and bisphenol A was determined in surface water samples from Portugal. The analytical method used involved the preconcentration of 200 mL of water sample by solid phase extraction (SPE) using a OASIS (Waters) cartridge, followed by Gas Chromatography-Mass Spectrometry (GC/MS) determination. Recoveries and limits of detection of 4-nonylphenol isomers and bisphenol-A were 73 % and 119 %, respectively, 0.01 µg L -1 and 0.002 µg L -1 . The method was applied to the determination of these estrogenic pollutants in river and coastal waters during three months (AugustOctober/1999). The total samples analyzed were 135. Concentrations of 4-nonylphenol isomers and bisphenol-A ranged from 0.03-30 µg L -1 and 0.07-4.0 µg L -1 , respectively. Only in two river samples, concentrations of 4-nonylphenol isomers were above 10 µg L -1 and bisphenol-A were above 2 µg L -1 . These values can cause estrogenic effects in fish and these sampling points require further investigation in order to verify the maintenance of these levels.

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Identification and determination oftert-alkylphenols in carp from the trenton channel of the Detroit River, Michigan, USA

Cited by 39 publications

References 10 publications

The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants.

The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants.

Chronic Administration of 4-Tert-Octylphenol to Adult Male Rats Causes Shrinkage of the Testes and Male Accessory Sex Organs, Disrupts Spermatogenesis, and Increases the Incidence of Sperm Deformities1

Occurrence of nonylphenol and bisphenol-A in surface waters from Portugal

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