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1.
BMC Oral Health ; 23(1): 976, 2023 12 07.
Artigo em Inglês | MEDLINE | ID: mdl-38062423

RESUMO

BACKGROUND: The COVID-19 pandemic led to concerns about the potential airborne transmission of the virus during dental procedures, but evidence of actual transmission in clinical settings was lacking. This study aimed to observe the behavior of dental sprays generated from dental rotary handpieces and to evaluate the effectiveness of high-volume evacuators (HVEs) using laser light sheets and water-sensitive papers. METHODS: A dental manikin and jaw model were mounted in a dental treatment unit. Mock cutting procedures were performed on an artificial tooth on the maxillary left central incisor using an air turbine, a contra-angle electric micromotor (EM), and a 1:5 speed-up contra-angle EM (×5EM). Intraoral vacuum and extraoral vacuum (EOV) were used to verify the effectiveness of the HVEs. The dynamics and dispersal range of the dental sprays were visualized using a laser light sheet. In addition, environmental surface pollution was monitored three-dimensionally using water-sensitive papers. RESULTS: Although the HVEs were effective in both the tests, the use of EOV alone increased vertical dispersal and pollution. CONCLUSIONS: The use of various types of HVEs to reduce the exposure of operators and assistants to dental sprays when using dental rotary cutting instruments is beneficial. The study findings will be helpful in the event of a future pandemic caused by an emerging or re-emerging infectious disease.


Assuntos
Equipamentos Odontológicos de Alta Rotação , Pandemias , Humanos , Dente Artificial , Água
2.
Fujita Med J ; 5(2): 53-55, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-35111502

RESUMO

OBJECTIVES: This study aimed to evaluate the effect of preventive administration of the combination of droperidol and dexamethasone on lowering the risk for postoperative nausea and vomiting (PONV) after cleft-related surgery in pediatric patients. METHODS: Preventive care consisted of a single dose of droperidol (0.025 mg/kg) and dexamethasone (0.06 mg/kg), which were administered at the end of surgery. The effect of preventive administration was evaluated in a sample group of 58 patients aged ≥3 years who underwent cleft-related surgery. Thirty patients received preventive administration (prevention group) and 28 patients did not (comparative group). The following outcome variables were evaluated between the groups: sex, age, body weight at the time of surgery, and duration of anesthesia. The presence or absence of PONV was the primary outcome and other variables were considered as explanatory variables. RESULTS: The incidence rate of PONV was 20% (6/30) in the prevention group and 28.6% (8/28) in the comparative group, with no significant difference between the groups (p=0.45). In multiple logistic regression analysis, sex was the only explanatory factor of PONV, with a higher risk in girls than in boys (odds ratio, 6.20; 95% confidence interval, 1.65-27.63; p=0.01). CONCLUSIONS: The incidence rate of PONV is 20% with preventive care of droperidol and dexamethasone administration, but this rate is not different from that without this combination. Sex is a risk factor for PONV. Further studies are required to validate our results.

3.
Cleft Palate Craniofac J ; 53(2): 157-60, 2016 03.
Artigo em Inglês | MEDLINE | ID: mdl-25607241

RESUMO

Objective Our objective is to determine appropriate specifications for smaller tongue blade for Japanese pediatric patients with cleft palate (CP) and mandibular micrognathia. Patients We investigated 59 patients who underwent palatoplasty. Patients were divided into two groups: the micrognathia (MG) group consisted of 11 patients and the normognathia (NG) group consisted of 48 patients. Interventions The following five items were investigated retrospectively: (1) gender, (2) cleft type, (3) age at the time of surgery, (4) weight at the time of surgery, and (5) distance from the tongue blade base to the posterior pharyngeal wall (Dis). Results There was a significant difference (P < .01) in age at the time of surgery and in Dis between groups, but not in weight. The minimum values were 55 mm for the MG group. As for correlations between age and weight at the time of surgery, the P values for the MG and NG groups were .993 and .052, respectively. As for correlations between weight at the time of surgery and Dis, the P values for the MG and NG groups were .987 and .099, respectively. Conclusions It was difficult to predict Dis on the basis of the patient's age and weight measured preoperatively. The minimum Dis was 55 mm, equal to the length from the base to the tip of the Dingman Mouth Gag tongue blade currently in use, suggesting that a tongue blade of approximately 50 mm in length, shorter than the current minimum specifications, may be appropriate.


Assuntos
Fissura Palatina/cirurgia , Micrognatismo/cirurgia , Protetores Bucais , Síndrome de Pierre Robin/cirurgia , Língua/anatomia & histologia , Feminino , Humanos , Lactente , Masculino , Desenho de Prótese , Ajuste de Prótese , Estudos Retrospectivos , Resultado do Tratamento
4.
J Med Case Rep ; 9: 41, 2015 Feb 24.
Artigo em Inglês | MEDLINE | ID: mdl-25888867

RESUMO

INTRODUCTION: Sclerosing mucoepidermoid carcinoma with eosinophilia is a rare morphological variant of thyroid carcinoma associated with Hashimoto's disease. To date, only three such tumors have been reported in the minor salivary glands. We describe the first case, to the best of our knowledge, of recurrent sclerosing mucoepidermoid carcinoma with eosinophilia in the minor salivary glands of the upper lip. CASE PRESENTATION: A 61-year-old Japanese man was referred to our hospital with a mass in his median upper lip of four years' duration. An examination of his median upper lip revealed a well-defined tumor measuring 9 × 12 mm in diameter, which was subsequently resected. Three years after the first surgery, the tumor recurred and was resected. Both tumors were confirmed by histopathology to be sclerosing mucoepidermoid carcinoma with eosinophilia. Neither recurrence nor metastasis was observed in three and a half years of follow-up after the second surgery. CONCLUSION: Our findings indicate that sclerosing mucoepidermoid carcinoma with eosinophilia can originate in the minor salivary glands and may be clinically or pathologically misdiagnosed as other conditions.


Assuntos
Carcinoma Mucoepidermoide/complicações , Eosinofilia/complicações , Neoplasias Labiais/complicações , Recidiva Local de Neoplasia/patologia , Neoplasias das Glândulas Salivares/complicações , Carcinoma Mucoepidermoide/patologia , Humanos , Lábio/patologia , Neoplasias Labiais/patologia , Masculino , Pessoa de Meia-Idade , Neoplasias das Glândulas Salivares/patologia , Glândulas Salivares Menores
5.
Cancer Sci ; 102(1): 122-9, 2011 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-21073635

RESUMO

Ependymomas often show characteristics similar to those of neural stem cells in vivo and in vitro. However, few ependymoma cell lines that exhibit neural stem cell-like properties have been reported. In this study, we have characterized a novel cell line, designated Vn19, established from ependymoma that arose in mice inoculated intracerebrally with human BK polyomavirus. Transplanted Vn19 cells in nude mice ubiquitously expressed viral large T antigen in the nucleus and coexpressed neuronal and glial marker proteins in vivo. Remarkably, individual Vn19 cells in dispersed cultures simultaneously expressed marker proteins of neural stem cells (nestin, Bmi1, CD133), neurons (ßIII tubulin, neurofilament-M) and glial cells (glial fibrillary acidic protein, A2B5, S100ß, O4). Ubiquitous and homogenous expression of these multilineage marker proteins was also observed in cloned Vn19 cells. The Vn19 cells formed neurosphere-like aggregates when cultured in the presence of growth factors. Quantitative RT-PCR analysis revealed that expression of mRNA for nestin, neurofilament-H and glial fibrillary acidic protein significantly increased in Vn19 cells cultured under growth factor-deprived conditions. Among MAGE (melanoma antigen) family genes, MAGE-A (A1-8), MAGE-B (B1-3), MAGE-D1, MAGE-E1, MAGE-G1 (necdin-like 2) and MAGE-H1 were expressed in the Vn19 cells, in which neither necdin nor MAGEL2 was detectable. These results suggest that this murine ependymoma cell line recapitulates the gene expression profile in ependymal cells undergoing malignant transformation.


Assuntos
Vírus BK/patogenicidade , Transformação Celular Neoplásica , Ependimoma/metabolismo , Células-Tronco Neurais/metabolismo , Animais , Biomarcadores , Linhagem Celular Tumoral , Ependimoma/patologia , Proteína Glial Fibrilar Ácida , Proteínas de Homeodomínio/análise , Proteínas de Homeodomínio/genética , Humanos , Imuno-Histoquímica , Antígenos Específicos de Melanoma/genética , Camundongos , Camundongos Endogâmicos BALB C , Proteínas do Tecido Nervoso/análise , Proteínas do Tecido Nervoso/genética , Proteínas Nucleares/análise , Proteínas Nucleares/genética , Complexo Repressor Polycomb 1 , Proteínas Proto-Oncogênicas/análise , Proteínas Proto-Oncogênicas/genética , RNA Mensageiro/análise , Proteínas Repressoras/análise , Proteínas Repressoras/genética , Fatores de Transcrição/análise , Fatores de Transcrição/genética
6.
Chemosphere ; 78(4): 482-7, 2010 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-19863995

RESUMO

The mutagenic activities of 5-methyl-2-nitrophenol (5M2NP), a chlorination by-product of butamifos, its structural isomer 2-methyl-5-nitrophenol (2M5NP), and related compounds were evaluated by the Ames assay. The mutagenic activities of 5M2NP and 2M5NP were negative or not particularly high. However, those of their chlorinated derivatives were increased in Salmonella typhimurium strain TA100 and the overproducer strains YG1026, and YG1029 in the absence and/or presence of a rat liver metabolic activation system (S9 mix), particularly for YG1029. The mutagenic activities of 6-chloro-2-methyl-5-nitrophenol (6C2M5NP) in YG1029 in the absence and presence of S9 mix were 70000 and 110000 revertants mg(-1), respectively. When nitro functions of 6C2M5NP and 4-chloro-5-methyl-2-nitrophenol (4C5M2NP) were reduced to amino functions, their mutagenic activities were markedly decreased. The mutagenic activities of 5M2NP and 4C5M2NP were lower than those of 2M5NP and 6C2M5NP, respectively. Thus, it was shown that substituent position is a key factor for the mutagenic activities of methylnitrophenols (MNPs) and related compounds. The mutagenic activities of the extracts of 2M5NP in chlorination increased early during the reaction time and then decreased. The main chlorination by-product contributing to the mutagenic activities of the extracts of 2M5NP in chlorination was 6C2M5NP. The results of chlorination of 2M5NP suggested that MNPs were present as their dichlorinated derivatives or further chlorination by-products in drinking water.


Assuntos
Carcinógenos/metabolismo , Halogenação , Mutagênicos/farmacologia , Nitrofenóis/metabolismo , Compostos Organotiofosforados/farmacologia , Animais , DNA Bacteriano/efeitos dos fármacos , Concentração de Íons de Hidrogênio , Microssomos Hepáticos/metabolismo , Testes de Mutagenicidade , Compostos Organotiofosforados/metabolismo , Ratos , Salmonella typhimurium/metabolismo , Relação Estrutura-Atividade
7.
Water Res ; 43(20): 5160-70, 2009 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-19751944

RESUMO

As a pretreatment for membrane microfiltration (MF), the use of powdered activated carbon (PAC) with a particle size much smaller than that of conventional PAC (super-powdered PAC, or S-PAC) has been proposed to enhance the removal of dissolved substances. In this paper, another advantage of S-PAC as a pretreatment for MF is described: the use of S-PAC attenuates trans-membrane pressure increases during the filtration operation. The floc particles that formed during coagulation preceded by S-PAC pretreatment were larger and more porous than the floc particles formed during coagulation preceded by PAC pretreatment and those formed during coagulation without pretreatment. This result was due to increased particle-particle collision frequency and better removal of natural organic matter, which inhibits coagulation by consuming coagulant, before the coagulation reaction. The caked fouling layer that built up on the membrane surface was thus more permeable with S-PAC than with normal PAC. Both physically reversible and irreversible membrane foulings were reduced, and more stable filtration was accomplished with S-PAC pretreatment.


Assuntos
Carvão Vegetal/química , Ultrafiltração/métodos , Floculação , Ultrafiltração/instrumentação , Eliminação de Resíduos Líquidos , Poluentes da Água/análise , Poluentes da Água/química
8.
Chemosphere ; 77(3): 434-9, 2009 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-19625070

RESUMO

The mutagenicity levels of tap water in Japan were surveyed using the Ames test. Tap water samples (179) were collected at 17 sampling sites located from the northern tip (Hokkaido) to the southern tip (Kagoshima Prefecture). The mutagenicity values ranged from under the detection limit to 3600 net rev x L(-1). The average mutagenicity was 1100 net rev x L(-1) and the levels were significantly higher in the wintertime than in the summertime. The average mutagenicity of each site ranged from under the detection limit to 2000 net rev x L(-1). There was no significant correlation of the mutagenicity with TOC, A(260) or THMs. The highest positive ratios of the Ames test and the umu test were 92% under the condition TA100-S9 and 9% under the condition NM2009-S9, respectively, which indicated that the Ames test has higher sensitivity for the test of tap water than the umu test. This survey incorporated the 1992-1993 survey. The comparison of these survey-results in a further study will reveal the improvement of Japanese tap water quality from the perspective of mutagenicity.


Assuntos
Água Doce/química , Mutagênicos/análise , Poluentes Químicos da Água/análise , Purificação da Água/métodos , Abastecimento de Água/análise , Monitoramento Ambiental , Japão , Testes de Mutagenicidade , Estações do Ano
9.
Environ Sci Technol ; 40(2): 487-93, 2006 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-16468393

RESUMO

To assess the endocrine-disrupting activity stemming from the presence of pyrene in drinking water, the kinetics of chlorination of pyrene was investigated at room temperature, the products of its aqueous chlorination with and without bromide ion were identified, and their aryl hydrocarbon receptor (AhR)-mediated activities were determined. It was found that the presence of bromide ion greatly promoted the reaction rate of chlorination of pyrene accompanied with the formation of brominated products. While the main product was 1-Cl-pyrene without the addition of bromide ion, di-Br-pyrene and 1-Br-pyrene became the main products in the presence of bromide ion. GC-MS and NMR analysis identified three structures of dibromopyrene in chlorination with the addition of bromide ion as 1,3-di-Br-pyrene, 1,6-di-Br-pyrene, and 1,8-di-Br-pyrene, and their molar ratio was determined to be approximately 0.3:1:1. Finally, 1-Br-pyrene, 1,3-di-Br-pyrene, a mixture of 1,6-di-Br-pyrene and 1,8-di-Br-pyrene (di-Br-pyrene), 1-Cl-pyrene, and a mixture of 1,6-di-Cl-pyrene and 1,8-di-Cl-pyrene (di-Cl-pyrene) were fractionated by HPLC, and their AhR-mediated activities were assessed by a yeast assay. It was found that the effective molar concentrations (or mass concentration) showing half-maximal transcriptional response, EC50, for pyrene, 1-Br-pyrene, 1-Cl-pyrene, di-Cl-pyrene, and di-Br-pyrene were 5632 (1.14), 3089 (0.86), 1942 (0.46), 597.2 (0.21), and 147.3 (0.04) nM (mg/L), respectively.


Assuntos
Brometos/química , Cloro/química , Pirenos/química , Receptores de Hidrocarboneto Arílico/química , Cinética , Espectroscopia de Ressonância Magnética
11.
J Alzheimers Dis ; 6(4): 435-42; discussion 443-9, 2004 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-15345814

RESUMO

Alpha-synuclein is a major constituent of pathological intracellular inclusion bodies, a common feature of several neurodegenerative diseases. Two missense mutations in the alpha-synuclein gene have been identified in confirmed autosomal-dominant familial Parkinson's disease, which segregate with the illness. However, the physiological function of alpha-synuclein remains unknown. After biochemical investigations we have revealed tubulin to be an alpha-synuclein associated/binding protein. Here, we show that alpha-synuclein induces polymerization of purified tubulin into microtubules. Mutant forms of alpha-synuclein lose this potential. The binding site of alpha-synuclein to tubulin is identified, and co-localization of alpha-synuclein with microtubules is shown in cultured cells. To our knowledge, this is the first demonstration of microtubule-polymerizing activity of alpha-synuclein. Now we can see a striking resemblance between alpha-synuclein and tau: both have the same physiological function and pathological features, making abnormal structures in diseased brains known as synucleinopathies and tauopathies. The discovery of a physiological role for alpha-synuclein may provide a new dimension in researches into the mechanisms of alpha-synuclein-associated neurodegenerative diseases.


Assuntos
Proteínas Associadas aos Microtúbulos/fisiologia , Proteínas do Tecido Nervoso/fisiologia , Oxirredutases do Álcool , Animais , Sítios de Ligação , Encéfalo/metabolismo , Encéfalo/patologia , Células COS/metabolismo , Primers do DNA/genética , Proteínas de Ligação a DNA/metabolismo , Corpos de Inclusão/metabolismo , Corpos de Inclusão/patologia , Espaço Intracelular/metabolismo , Espaço Intracelular/patologia , Proteínas Associadas aos Microtúbulos/genética , Proteínas Associadas aos Microtúbulos/metabolismo , Mutação de Sentido Incorreto/genética , Proteínas do Tecido Nervoso/genética , Fosfoproteínas/metabolismo , Mutação Puntual/genética , Reação em Cadeia da Polimerase , Suínos , Sinucleínas , Transfecção/métodos , alfa-Sinucleína , Proteínas tau/metabolismo
12.
Water Res ; 37(6): 1213-22, 2003 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-12598185

RESUMO

The estrogen receptor (ER) binding affinities of 25 compounds including 15 industrial phenolic chemicals, two phytoestrogens, three natural steroids and one man-made steroid were detected by a binding competition assay. The 17 industrial phenolic chemicals were selected as objective compounds because they are possibly released from epoxy and polyester-styrene resins used in lacquer coatings of concrete tank and lining of steel pipe in water supply system. A quantitative structure-activity relationship (QSAR) for structurally diverse phenols, nine alkylphenols with only one alkyl group, four hydroxyl biphenyls, bisphenol A and four natural and man-made estrogens was established by applying a quantum chemical modeling method. Logarithm of octanol-water coefficient (logPow), molecular volume (V(m)), and energies of the highest occupied molecular orbital ( epsilon (HOMO)) and lowest unoccupied molecular orbital ( epsilon (LUMO)) were selected as hydrophobic, steric (V(m)), and electronic chemical descriptors, respectively. Chemicals capable of ER binding had large V(m) and high epsilon (HOMO), while the effects of logPow and epsilon (LUMO) on the binding affinity could not be identified. The QSAR made successful predictions for the three phytoestrogens. Also, the successful prediction of ER-binding affinity for biochanin A, another phytoestrogen, two indicators of pH (phenolphthalin and phenolphthalein) and one alkylphenolic chemical with three alkyl groups (4-methyl-2,6-di-butyl-phenol), by amending the V(m) in the above-mentioned QSAR according to the electron-density distribution (or HOMO density) is an additional step in the elucidation of chemical steric and electronic parameters for predicting the binding affinities of phenolic compounds.


Assuntos
Isoflavonas , Fenóis/farmacocinética , Receptores de Estrogênio/efeitos dos fármacos , Poluentes da Água/farmacocinética , Estrogênios não Esteroides/farmacocinética , Estrogênios não Esteroides/farmacologia , Octanóis/química , Fenóis/farmacologia , Fitoestrógenos , Preparações de Plantas , Receptores de Estrogênio/fisiologia , Solubilidade , Relação Estrutura-Atividade , Eliminação de Resíduos Líquidos , Poluentes da Água/farmacologia
13.
Environ Sci Technol ; 37(24): 5665-70, 2003 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-14717178

RESUMO

To assess the estrogenic activity potentially stemming from 17beta-estradiol (E2) in drinking water, ESI-LC-MS was used to identifythe products of its aqueous chlorination under the following conditions: 50 microg/L E2, 1.46 mg/L sodium hypochlorite, pH 7.5, 25 degrees C. Seven products, including 2,4-dichloro-17beta-estradiol, monochloroestrone, 2,4-dichloroestrone, and the four byproducts such as 4-[2-(2,6-dichloro-3-hydroxyphenyl)ethyl]-7alpha-methyloctahydroinden-5-one (product C in the text) were identified in chlorinated E2 solution. The estrogenic activities of the aqueous chlorinated E2 solution at 10, 30, 60, 120, and 180 min contact time were assessed by a yeast two-hybrid system based on the ligand-dependent interaction of two proteins, a human estrogen receptor (ER) and a coactivator. All five solutions elicited transcriptional activation induction. The maximal beta-galactosidase activities induced by the chlorinated solution at 10, 30, and 60 min were similar and slightly lower than those before chlorination, while the activities of the chlorinated solution at 120 and 180 min were about 40% of those before chlorination. Finally, 4-chloro-17beta-estradiol (4-chloro-E2) (we failed to synthesize the 2-chloroestrone (2-chloro-E1)), 2,4-dichloro-17beta-estradiol (2,4-dichloro-E2), and 2,4-dichloroestrone (2,4-dichloro-E1) were synthesized, and product C was fractionated by HPLC. It was found that 4-chloro-E2 elicited strong estrogenic activity, at almost the same level as that of estrone (EC50 = 10(2) nM), while 2,4-dichloro-E2 elicited weaker beta-galactosidase activity compared with that of 4-chloro-E2. The EC50 was ca. 10(3) nM. The maximal beta-galactosidase activity for 2,4-dichloro-E1 was lower than that of 2,4-dichloro-E2, while its EC50 was similar to that of 2,4-dichloro-E2. In addition, product C, 4-[2-(2,6-dichloro-3-hydroxyphenyl)ethyl]-7alpha-methyloctahydroinden-5-one, induced high beta-galactosidase activity at the relatively higher concentration of 3.5 x 10(5) nM. On the basis of the dose-response curve of a single byproduct of chlorinated E2, the estrogenic activity at 120 and 180 min appears to be induced mainly by 2,4-dichloro-E2 and 2,4-dichloro-E1.


Assuntos
Estradiol/química , Estradiol/farmacologia , Estrogênios/farmacologia , Receptores de Estrogênio/efeitos dos fármacos , Abastecimento de Água , Bioensaio , Cromatografia Líquida , Desinfecção , Relação Dose-Resposta a Droga , Estrogênios/análise , Estrogênios/química , Humanos , Espectrometria de Massas , Receptores de Estrogênio/fisiologia , Leveduras
14.
Environ Toxicol Chem ; 21(10): 2034-9, 2002 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-12371478

RESUMO

Seven reaction products (2-chloro-4-nonylphenol [NP], 2,6-dichloro-4-NP, trichlorophenol, 4-propyl-2'-hydroxyphenol, 4-isobutyl-2'-hydroxyphenol, 4-isoamyl-2'-hydroxyphenol, and 4-isopentyl-2'-hydroxyphenol) were identified by gas chromatography/mass spectrometry (GC/MS) in order to assess the estrogenic activity originated from 4-nonylphenol (4-NP) in drinking water. The estrogenic activities of the aqueous chlorinated 4-NP solution at 10, 60, and 120 min chlorination time were assessed by a yeast two-hybrid system based on the ligand-dependent interaction of two proteins, a human estrogen receptor (ER), and a coactivator. It was found that all three solutions inhibited transcriptional activation induction by 4-NP. Further experiments showed that these solutions also inhibited beta-galactosidase induction by 17beta-estradiol. For the solution at 10 min, the inhibition was found to be due to its toxicity, with an inhibition concentration (IC50) of about 10-fold of concentration of chlorinated 4-NP solution, suggesting the existence of some products with higher yeast toxicity than that of the parent 4-NP. Similar inhibition trends were also found in the dose response of the two solutions at 60 and 120 min, with an IC50 of 10-fold concentration. In these cases, the effects were considered to result from their antagonist action because the two solutions show lower yeast toxicity of which IC50 is 45-fold concentration. This suggests that some products in the chlorinated 4-NP solution elicit the antiestrogenic activities.


Assuntos
Clorofenóis/toxicidade , Estrogênios não Esteroides/toxicidade , Fenóis/toxicidade , Saccharomyces cerevisiae/efeitos dos fármacos , Poluentes Químicos da Água/toxicidade , Clorofenóis/química , Clorofenóis/metabolismo , Relação Dose-Resposta a Droga , Estrogênios não Esteroides/química , Estrogênios não Esteroides/metabolismo , Humanos , Fenóis/química , Fenóis/metabolismo , Receptores de Estrogênio/metabolismo , Saccharomyces cerevisiae/enzimologia , Saccharomyces cerevisiae/metabolismo , Fatores de Tempo , Poluentes Químicos da Água/metabolismo , Purificação da Água , Abastecimento de Água , beta-Galactosidase/antagonistas & inibidores
15.
Environ Sci Technol ; 36(9): 1980-7, 2002 May 01.
Artigo em Inglês | MEDLINE | ID: mdl-12026981

RESUMO

To assess the estrogenic activity potentially stemming from bisphenol A (BPA) in drinking water, APCI/LC/MS and NMR were used to identify the products of its aqueous chlorination under the following conditions: 500 microg/L bisphenol A and 1.46 mg/L sodium hypochlorite (pH 7.5) at 25 degrees C. The 13 products (4-chloro-BPA; 2,6'-dichloro-BPA; 2,6-dichloro-BPA; 2,2',6'-trichloro-BPA; 2,2',6,6'-tetrachloro-BPA; trichlorophenol; 4-isopropyl-2'-hydroxylphenol; and six kinds of polychlorinated phenoxyphenols (PCPPs)) were found in the chlorinated BPA solution. Three main pathways are proposed: (1) chlorine-substitution reactions on the aromatic ring, followed by dehydration to form the chlorine-substituted BPA, (2) chlorine substitution reactions followed by cleavage of the alpha-C on the isopropyl moiety with positive partial charge and beta'-C on the benzene moiety with a negative partial charge to form trichlorophenol and 4-isopropyl-2'-hydroxylphenol, and (3) the formation of PCPPs. Especially for pathway 2, the reaction mechanism was clarified based on semiempirical quantum mechanical calculations. The reaction proceeded by attack of the OH and Cl (from HOCl) on the alpha-C on the isopropyl moiety with a positive partial charge and on the beta'-C with a negative partial charge on the benzene moiety. The activation energies forthe HOCl/4-chloro-BPA and 2,2',6,6'-tetrachloro-BPA reactions were 0.14 and 0.15 kcal/mol, respectively. Finally, the estrogenic activity of the aqueous chlorinated BPA solution was assessed by an estrogen receptor binding assay and a yeast two-hybrid system. It was found that the binding affinity of the chlorinated aqueous BPA at 60 min was 24 times that before chlorination. The transcriptional activation-induced by products were detected by a yeast two-hybrid system based on the ligand-dependent interaction of two proteins, a human ER and a coactivator, suggesting that the chlorinated BPA solution elicits an ability to mimic the effect of the estrogen hormone.


Assuntos
Compostos Clorados/química , Estrogênios não Esteroides/química , Estrogênios não Esteroides/farmacologia , Fenóis/química , Fenóis/farmacologia , Receptores de Estrogênio/efeitos dos fármacos , Purificação da Água , Abastecimento de Água , Compostos Benzidrílicos , Receptores de Estrogênio/fisiologia , Leveduras
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