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[PMID]:25960318
[Au] Autor:Ambadapadi S; Wang PL; Palii SP; James MO
[Ad] Endereço:Department of Medicinal Chemistry, College of Pharmacy, University of Florida, Gainesville, FL 32610-0485, USA.
[Ti] Título:Celecoxib influences steroid sulfonation catalyzed by human recombinant sulfotransferase 2A1.
[So] Source:J Steroid Biochem Mol Biol;152:101-13, 2015 Aug.
[Is] ISSN:1879-1220
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Celecoxib has been reported to switch the human SULT2A1-catalyzed sulfonation of 17ß-estradiol (17ß-E2) from the 3- to the 17-position. The effects of celecoxib on the sulfonation of selected steroids catalyzed by human SULT2A1 were assessed through in vitro and in silico studies. Celecoxib inhibited SULT2A1-catalyzed sulfonation of dehydroepiandrosterone (DHEA), androst-5-ene-3ß, 17ß-diol (AD), testosterone (T) and epitestosterone (Epi-T) in a concentration-dependent manner. Low µM concentrations of celecoxib strikingly enhanced the formation of the 17-sulfates of 6-dehydroestradiol (6D-E2), 17ß-dihydroequilenin (17ß-Eqn), 17ß-dihydroequilin (17ß-Eq), and 9-dehydroestradiol (9D-E2) as well as the overall rate of sulfonation. For 6D-E2, 9D-E2 and 17ß-Eqn, celecoxib inhibited 3-sulfonation, however 3-sulfonation of 17ß-Eq was stimulated at celecoxib concentrations below 40 µM. Ligand docking studies in silico suggest that celecoxib binds in the substrate-binding site of SULT2A1 in a manner that prohibits the usual binding of substrates but facilitates, for appropriately shaped substrates, a binding mode that favors 17-sulfonation.
[Mh] Termos MeSH primário: Inibidores de Ciclo-Oxigenase 2/farmacologia
Estradiol/metabolismo
Pirazóis/farmacologia
Sulfonamidas/farmacologia
Sulfotransferases/metabolismo
[Mh] Termos MeSH secundário: Androstenodiol/metabolismo
Sítios de Ligação
Celecoxib
Desidroepiandrosterona/metabolismo
Epitestosterona/metabolismo
Equilina/análogos & derivados
Equilina/metabolismo
Seres Humanos
Modelos Moleculares
Simulação de Acoplamento Molecular
Pirazóis/metabolismo
Proteínas Recombinantes/genética
Proteínas Recombinantes/metabolismo
Sulfonamidas/metabolismo
Sulfotransferases/genética
Testosterona/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, N.I.H., EXTRAMURAL
[Nm] Nome de substância:
0 (Cyclooxygenase 2 Inhibitors); 0 (Pyrazoles); 0 (Recombinant Proteins); 0 (Sulfonamides); 08O86EX0J4 (Equilin); 3XMK78S47O (Testosterone); 459AG36T1B (Dehydroepiandrosterone); 481-30-1 (Epitestosterone); 4TI98Z838E (Estradiol); 651-55-8 (dihydroequilin); 95PS51EMXY (Androstenediol); EC 2.8.2.- (Sulfotransferases); EC 2.8.2.2 (alcohol sulfotransferase); JCX84Q7J1L (Celecoxib)
[Em] Mês de entrada:1510
[Cu] Atualização por classe:170220
[Lr] Data última revisão:
170220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150512
[St] Status:MEDLINE


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[PMID]:25611945
[Au] Autor:Uchida M; Ishibashi H; Yamamoto R; Koyanagi A; Kusano T; Tominaga N; Ishibashi Y; Arizono K
[Ad] Endereço:Mizuki biotech, Co., Ltd, 1-1 Hyakunenkouen, Kurume, Fukuoka, 839-0864, Japan.
[Ti] Título:Endocrine-disrupting potentials of equine estrogens equilin, equilenin, and their metabolites, in the medaka Oryzias latipes: in silico and DNA microarray studies.
[So] Source:J Appl Toxicol;35(9):1040-8, 2015 Sep.
[Is] ISSN:1099-1263
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Although several previous studies have demonstrated the presence of equine estrogens in the aquatic environment, limited data are currently available on the endocrine-disrupting potentials in fish and the risks they pose to aquatic organisms. To investigate the interactions of major equine estrogens equilin (Eq) and equilenin (Eqn), as well as their metabolites 17α-dihydroequilin, 17ß-dihydroequilin, 17α-dihydroequilenin and 17ß-dihydroequilenin, with the estrogen receptor α (ERα) of medaka (Oryzias latipes), a three-dimensional model of the ligand-binding domain (LBD) of ERα was built in silico, and docking simulations were performed. The docking simulation analysis indicated that the interaction of 17ß-dihydroequilenin with the ERα LBD is the most potent, followed by those of 17α-dihydroequilin and 17ß-dihydroequilin, whereas those of Eq and Eqn were least potent. We further analyzed gene expression profiles in the livers of male medaka exposed to Eq and Eqn. A DNA microarray representing 6000 genes revealed that 24-h exposure to Eq and Eqn (100 ng/L) upregulated the expression of 6 and 34 genes in the livers of males, respectively. Genes upregulated by Eq included the estrogenic biomarker genes vitellogenins and choriogenins, suggesting the estrogenic potential of Eq. In contrast, Eqn exposure upregulated several cancer-related genes, such as mediator complex subunit 16 and RAS oncogene family members, suggesting a carcinogenic potential for Eqn. These results suggest that equine estrogens may have not only endocrine-disrupting potentials via the ERα signaling pathway but also carcinogenic potency in male medaka.
[Mh] Termos MeSH primário: Disruptores Endócrinos/toxicidade
Equilenina/toxicidade
Equilina/toxicidade
Fígado/efeitos dos fármacos
Oryzias/metabolismo
Poluentes Químicos da Água/toxicidade
[Mh] Termos MeSH secundário: Animais
Disruptores Endócrinos/metabolismo
Equilenina/metabolismo
Equilina/metabolismo
Receptor alfa de Estrogênio/metabolismo
Receptor beta de Estrogênio/metabolismo
Ligantes
Fígado/metabolismo
Masculino
Simulação de Acoplamento Molecular
Análise de Sequência com Séries de Oligonucleotídeos
Ligação Proteica
Transcriptoma/efeitos dos fármacos
Poluentes Químicos da Água/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Endocrine Disruptors); 0 (Estrogen Receptor alpha); 0 (Estrogen Receptor beta); 0 (Ligands); 0 (Water Pollutants, Chemical); 08O86EX0J4 (Equilin); W8FTJ17C4J (Equilenin)
[Em] Mês de entrada:1605
[Cu] Atualização por classe:150727
[Lr] Data última revisão:
150727
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150123
[St] Status:MEDLINE
[do] DOI:10.1002/jat.3098


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[PMID]:24974469
[Au] Autor:Zhang TL; Shi MY; Di X; Gu JK
[Ti] Título:[Fragmentation pathways of five estrogens using electrospray ionization quadrupole time-of-flight mass spectrometry].
[So] Source:Yao Xue Xue Bao;49(4):507-12, 2014 Apr.
[Is] ISSN:0513-4870
[Cp] País de publicação:China
[La] Idioma:chi
[Ab] Resumo:The fragmentation pathways of five estrogens (estradiol, estrone, equilin sulfate, 17 a-dihydroequilin sulfate and equilenin sulfate) have been studied with high resolution and high mass accuracy using electrospray ionization quadrupole time-of-flight mass spectrometry (ESI-Q-TOF/MS) in the negative ion mode. Molecular weights were obtained from [M-H](-) ions in the product ion spectra. The results indicate that the five structurally similar estrogens have similar fragmentation pathways. Using their stable isotope forms as internal reference compounds, the accurate mass and composition of the fragment ions were determined. During collision-induced dissociation (CID), cleavage is initiated by loss of oxygen atoms from carbon-17, after which D and C rings cleave sequentially and rearrange to finally form stable conjugate structures with highly abundant characteristic fragment ions at m/z 183 (accompanied by m/z 181), m/z 169 and m/z 145 (accompanied by m/z 143). Understanding these characteristic fragmentation pathways of estrogens will be helpful in identifying the structures of steroid hormones in general.
[Mh] Termos MeSH primário: Fracionamento Químico/métodos
Estrogênios/química
[Mh] Termos MeSH secundário: Equilenina/química
Equilina/análogos & derivados
Equilina/química
Estradiol/química
Estrona/química
Íons
Espectrometria de Massas por Ionização por Electrospray
[Pt] Tipo de publicação:ENGLISH ABSTRACT; JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Estrogens); 0 (Ions); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 4TI98Z838E (Estradiol); 651-55-8 (dihydroequilin); D507VOE6VN (equilin sulfate); W8FTJ17C4J (Equilenin)
[Em] Mês de entrada:1602
[Cu] Atualização por classe:140630
[Lr] Data última revisão:
140630
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140701
[St] Status:MEDLINE


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[PMID]:23345032
[Au] Autor:Tedmon L; Barnes JS; Nguyen HP; Schug KA
[Ad] Endereço:Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, TX 76019-0065, USA.
[Ti] Título:Differentiating isobaric steroid hormone metabolites using multi-stage tandem mass spectrometry.
[So] Source:J Am Soc Mass Spectrom;24(3):399-409, 2013 Mar.
[Is] ISSN:1879-1123
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Steroid hormones and their metabolites are currently undergoing clinical trials as potential therapeutics for traumatic brain injury (TBI). To support this work, it is necessary to develop improved procedures for differentiating isobaric species in this compound class. Equilin sulfate (E-S), estrone sulfate (E1-S), 17α-dihydroequilin sulfate (ADHE-S), and 17ß-dihydroequilin sulfate (BDHE-S) are primary constituents in hormone replacement therapies, such as Premarin, which are among pharmaceuticals being investigated for TBI treatment. The latter three compounds are isomers and can be difficult to differentiate in trace analytical determinations. In this work, a systematic study of the fragmentation of ADHE-S, BDHE-S, E1-S, and E-S under different stages of higher order tandem mass spectrometry (MS(n)) and variation of collision energy, allowed optimization of conditions for distinguishing the isomeric structures. For epimeric variants (e.g., ADHE-S versus BDHE-S; α- versus ß-stereoisomerization in the C-17 position), differentiation was achieved at MS(4) and fragmentation was demonstrated through MS(5). Computational analysis was performed to further explore differences in the fragmentation pathways due to changes in stereochemistry.
[Mh] Termos MeSH primário: Equilina/análogos & derivados
Estrogênios Conjugados (USP)/análise
Estrona/análogos & derivados
Espectrometria de Massas em Tandem/métodos
[Mh] Termos MeSH secundário: Simulação por Computador
Equilina/análise
Estrona/análise
Seres Humanos
Isomerismo
Modelos Moleculares
Espectrometria de Massas por Ionização por Electrospray/métodos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Estrogens, Conjugated (USP)); 08O86EX0J4 (Equilin); 126647-89-0 (17-dihydroequilin 3-sulfate); 2DI9HA706A (Estrone); D507VOE6VN (equilin sulfate); QTL48N278K (estrone sulfate)
[Em] Mês de entrada:1308
[Cu] Atualização por classe:171111
[Lr] Data última revisão:
171111
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:130125
[St] Status:MEDLINE
[do] DOI:10.1007/s13361-012-0542-4


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[PMID]:22704204
[Au] Autor:Rokhina EV; Vattikonda NS; Johnson C; Suri RP
[Ad] Endereço:NSF Water and Environmental Technology (WET) Center, Department of Civil and Environmental Engineering, Temple University, Philadelphia, PA 19122, USA.
[Ti] Título:Ozonation of a mixture of estrogens and progestins in aqueous solution: interpretation of experimental results by computational methods.
[So] Source:Chemosphere;89(11):1323-9, 2012 Nov.
[Is] ISSN:1879-1298
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The degradation of the mixture of steroid hormones including seven estrogens (17α-estradiol, 17ß-estradiol, 17α-dihydroequilin, 17α-ethinyl estradiol, estriol, estrone and equilin) and five progestins (levonorgestrel, gestodene, trimegestrone, medrogestone and progesterone) by ozonation in aqueous solution is investigated. The ozonation process provides high removal (up to 100%) of hormones and estrogenicity in the treated water. Computational methods such as quantum chemistry calculations (QCCs) are applied to interpret the observed results. Quantum chemistry descriptors computed for steroid hormones explain the nature of the reactions and differences in reactivities between estrogen and progestin hormones within the framework of the Density Functional Theory (DFT). Computed molecular descriptors were combined with physical properties to develop qualitative structure activity relationship (QSAR) models (using multiple linear regression algorithm). The developed models have correlation coefficients (R(2)) of 0.994 for estrogens and 0.997 for progestins, and could be used to predict the removal efficiencies for similar compounds. The frontier molecular orbitals (the HOMO and the LUMO) have a major impact on the reactivity of steroid hormones. The susceptibility of certain functional groups to ozone and possible reactive sites for all steroids was discussed by Frontier Molecular Orbital approach.
[Mh] Termos MeSH primário: Estrogênios/química
Progestinas/química
Poluentes Químicos da Água/química
[Mh] Termos MeSH secundário: Equilina/análogos & derivados
Equilina/química
Estradiol/química
Estrona/química
Etinilestradiol/química
Modelos Químicos
Ozônio/química
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Estrogens); 0 (Progestins); 0 (Water Pollutants, Chemical); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 423D2T571U (Ethinyl Estradiol); 4TI98Z838E (Estradiol); 651-55-8 (dihydroequilin); 66H7ZZK23N (Ozone)
[Em] Mês de entrada:1212
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:120619
[St] Status:MEDLINE


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[PMID]:22612477
[Au] Autor:Bermudez DS; Gray LE; Wilson VS
[Ad] Endereço:Department of Molecular Biomedical Sciences, North Carolina State University, Raleigh, NC, USA.
[Ti] Título:Modelling defined mixtures of environmental oestrogens found in domestic animal and sewage treatment effluents using an in vitro oestrogen-mediated transcriptional activation assay (T47D-KBluc).
[So] Source:Int J Androl;35(3):397-406, 2012 Jun.
[Is] ISSN:1365-2605
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:There is growing concern of exposure of fish, wildlife and humans to water sources contaminated with oestrogens and the potential impact on reproductive health. Environmental oestrogens can come from various sources including concentrated animal feedlot operations (CAFO), municipal waste, agricultural and industrial effluents. US EPA's drinking water contaminant candidate list 3 (CCL3) includes several oestrogenic compounds. Although these contaminants are currently not subject to any proposed or promulgated national primary drinking water regulations, they are known or anticipated to occur in public water systems and may require future regulation under the Safe Drinking Water Act. Using an in vitro transcriptional activation assay, this study evaluated oestrogens from CCL3 both individually and as a seven oestrogen mixture (fixed ray design) over a broad range of concentrations, including environmentally relevant concentrations. Log EC(50) and Hillslope values for individual oestrogens were as follows: estrone, -11.92, 1.283; estradiol-17α, -9.61, 1.486; estradiol-17ß, 11.77, 1.494; estriol, -11.14, 1.074; ethinyl estradiol-17α, -12.63, 1.562; Mestranol, -11.08, 0.809 and Equilin, -11.48, 0.946. In addition, mixtures that mirrored the primary oestrogens found in swine, poultry and dairy CAFO effluent (fixed-ratio ray design), and a ternary mixture (4 × 4 × 4 factorial design) of oestrogens found in hormone replacement therapy and/or oral contraceptives were tested. Mixtures were evaluated for additivity using both the concentration addition (CA) model and oestrogen equivalence (EEQ) model. For each of the mixture studies, a broad range of concentrations were tested, both above and below environmentally relevant concentrations. Results show that the observed data did not vary consistently from either the CA or EEQ predictions for any mixture. Therefore, either the CA or EEQ model should be useful predictors for modelling oestrogen mixtures.
[Mh] Termos MeSH primário: Estrogênios/análise
Esgotos/análise
Poluentes Químicos da Água/análise
[Mh] Termos MeSH secundário: Bioensaio/métodos
Linhagem Celular Transformada
Linhagem Celular Tumoral
Equilina/análise
Estradiol/análise
Estrona/análise
Etinilestradiol/análise
Seres Humanos
Modelos Teóricos
Ativação Transcricional
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Estrogens); 0 (Sewage); 0 (Water Pollutants, Chemical); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 423D2T571U (Ethinyl Estradiol); 4TI98Z838E (Estradiol)
[Em] Mês de entrada:1209
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:120523
[St] Status:MEDLINE
[do] DOI:10.1111/j.1365-2605.2012.01278.x


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[PMID]:22245212
[Au] Autor:Rokhina EV; Suri RP
[Ad] Endereço:NSF Water and Environmental Technology Center, Department of Civil and Environmental Engineering, Temple University, 518 EA Building, North 12th Street, Philadelphia, PA 19122, USA.
[Ti] Título:Application of density functional theory (DFT) to study the properties and degradation of natural estrogen hormones with chemical oxidizers.
[So] Source:Sci Total Environ;417-418:280-90, 2012 Feb 15.
[Is] ISSN:1879-1026
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Estrone (E1), 17ß-estradiol (E2), estriol (E3), equilin (EQ) and 17α-estradiol (17α) estrogen hormones are released by humans and animals and have been detected in the environment and municipal wastewater treatment plants. The structural and electronic properties of natural hormone molecules are investigated by performing density functional theory calculations and used to predict their properties and chemical behavior. Quantitative structure property relationship (QSPR) approach is applied to correlate the estrogenicity associated with the natural estrogen hormones according to their molecular properties. The obtained relationship reveals the importance of the frontier molecular orbital energy in the interpretation of estrogenic activity of hormones, which is consistent with the previous research. Moreover, the obtained molecular descriptors also aid determination of the degradability of hormones, and to rationalize degradation pathways, with chemical oxidizers such as ozone and hydroxyl radical. Both types of interactions belong to the orbital-controlled reactions. The active sites determined by Fukui functions for the estrogen hormone molecules confirm the reaction pattern that initiates the attack of the aromatic ring for both ozone and hydroxyl radical. The reactive sites of the molecules are mapped with subsequent reaction intermediates and compared with experimental data obtained from the literature.
[Mh] Termos MeSH primário: Equilina/química
Estradiol/química
Estrona/química
Oxidantes/química
Poluentes Químicos da Água/química
[Mh] Termos MeSH secundário: Animais
Seres Humanos
Radical Hidroxila/química
Modelos Moleculares
Simulação de Dinâmica Molecular
Ozônio/química
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Oxidants); 0 (Water Pollutants, Chemical); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 3352-57-6 (Hydroxyl Radical); 4TI98Z838E (Estradiol); 66H7ZZK23N (Ozone)
[Em] Mês de entrada:1206
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:120117
[St] Status:MEDLINE
[do] DOI:10.1016/j.scitotenv.2011.12.008


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[PMID]:21472385
[Au] Autor:Andaluri G; Suri RP; Kumar K
[Ad] Endereço:NSF Water and Environmental Technology (WET) Center, Civil and Environmental Engineering, Temple University, Philadelphia, PA 19122, USA.
[Ti] Título:Occurrence of estrogen hormones in biosolids, animal manure and mushroom compost.
[So] Source:Environ Monit Assess;184(2):1197-205, 2012 Jan.
[Is] ISSN:1573-2959
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:The presence of natural estrogen hormones as trace concentrations in the environment has been reported by many researchers and is of growing concern due to its possible adverse effects on the ecosystem. In this study, municipal biosolids, poultry manure (PM) and cow manure (CM), and spent mushroom compost (SMC) were analyzed for the presence of seven estrogen hormones. 17α-estradiol, 17ß-estradiol, 17α-dihydroequilin, and estrone were detected in the sampled biosolids and manures at concentrations ranging from 6 to 462 ng/g of dry solids. 17α-estradiol, 17ß-estradiol, and estrone were also detected in SMC at concentrations ranging from 4 to 28 ng/g of dry solids. Desorption experiments were simulated in the laboratory using deionized water (milli-Q), and the aqueous phase was examined for the presence of estrogen hormones to determine their desorption potential. Very low desorption of 0.4% and 0.2% estrogen hormones was observed from municipal biosolids and SMC, respectively. An estimate of total estrogen contribution from different solid waste sources is reported. Animal manures (PM and CM) contribute to a significant load of estrogen hormones in the natural environment.
[Mh] Termos MeSH primário: Estrogênios/análise
Esterco/análise
Eliminação de Resíduos
Poluentes do Solo/análise
Solo/química
[Mh] Termos MeSH secundário: Agaricales
Animais
Bovinos
Monitoramento Ambiental
Equilina/análogos & derivados
Equilina/análise
Estradiol/análise
Estrona/análise
Aves Domésticas
Medição de Risco
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Estrogens); 0 (Manure); 0 (Soil); 0 (Soil Pollutants); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 4TI98Z838E (Estradiol); 651-55-8 (dihydroequilin)
[Em] Mês de entrada:1203
[Cu] Atualização por classe:171116
[Lr] Data última revisão:
171116
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:110408
[St] Status:MEDLINE
[do] DOI:10.1007/s10661-011-2032-8


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[PMID]:21536098
[Au] Autor:Rauschemberger MB; Sandoval MJ; Massheimer VL
[Ad] Endereço:Cátedra de Bioquímica Clínica II, Departamento de Biología, Bioquímica y Farmacia, Universidad Nacional del Sur, San Juan 670, B8000ICN Bahía Blanca, Argentina.
[Ti] Título:Cellular and molecular actions displayed by estrone on vascular endothelium.
[So] Source:Mol Cell Endocrinol;339(1-2):136-43, 2011 Jun 06.
[Is] ISSN:1872-8057
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:In this work we provide evidence that estrone "per se" modulates cellular endothelial growth and survival, events that play key roles in the development of vascular disease. Moreover, under oxidative stress conditions the hormone prevented apoptosis triggered by hydrogen peroxide. Although estrone did not affect E-selectin and VCAM-1 mRNAs synthesis, the hormone prevented the expression of these adhesion molecules induced by the proinflammatory agent LPS. The steroid partially attenuated leukocyte adhesion not only under basal conditions but also in the presence of LPS. Using ICI182780 compound as estrogen receptor antagonist, and PD98059 as MAPK inhibitor we obtained evidence that the mitogenic action of estrone involved the participation of ER and MAPK transduction pathway activation. The presence of estradiol impaired the effect of estrone on cell proliferation and vasoactive production. These results suggest that estrone exhibits a remarkable biological action on endothelial cells, modulating vasoactive production, proliferation, apoptosis, and cell adhesion events.
[Mh] Termos MeSH primário: Células Endoteliais/efeitos dos fármacos
Endotélio Vascular/efeitos dos fármacos
Estrona/farmacologia
[Mh] Termos MeSH secundário: 17-Hidroxiesteroide Desidrogenases/antagonistas & inibidores
Animais
Aorta/citologia
Apoptose/efeitos dos fármacos
Adesão Celular/efeitos dos fármacos
Proliferação Celular/efeitos dos fármacos
Células Cultivadas
Técnicas de Cocultura
Fragmentação do DNA/efeitos dos fármacos
Replicação do DNA/efeitos dos fármacos
Selectina E/metabolismo
Células Endoteliais/fisiologia
Endotélio Vascular/fisiologia
Equilina/farmacologia
Estradiol/farmacologia
Feminino
Leucócitos Mononucleares/efeitos dos fármacos
Leucócitos Mononucleares/fisiologia
Óxido Nítrico/metabolismo
Ratos
Ratos Wistar
Timidina/metabolismo
Molécula 1 de Adesão de Célula Vascular/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (E-Selectin); 0 (Vascular Cell Adhesion Molecule-1); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 31C4KY9ESH (Nitric Oxide); 4TI98Z838E (Estradiol); EC 1.1.- (17-Hydroxysteroid Dehydrogenases); EC 1.1.1.51 (3 (or 17)-beta-hydroxysteroid dehydrogenase); VC2W18DGKR (Thymidine)
[Em] Mês de entrada:1109
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:110504
[St] Status:MEDLINE
[do] DOI:10.1016/j.mce.2011.04.009


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[PMID]:21107298
[Au] Autor:Bhamra RK; Margolis MB; Liu JH; Hendy CH; Jenkins RG; DiLiberti CE
[Ad] Endereço:Teva Branded Pharmaceuticals USA, Woodcliff Lake, NJ, USA.
[Ti] Título:A randomized, multiple-dose parallel study to compare the pharmacokinetic parameters of synthetic conjugated estrogens, A, administered as oral tablet or vaginal cream.
[So] Source:Menopause;18(4):393-9, 2011 Apr.
[Is] ISSN:1530-0374
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:OBJECTIVE: A randomized, parallel-design study was conducted to determine the pharmacokinetic profile of synthetic conjugated estrogens A (SCE-A) vaginal cream (0.625 mg SCE-A/g) when administered at intervals (1 g once daily for 7 d, then twice weekly) over a 27-day period as compared with the pharmacokinetic profile of 0.3 mg SCE-A tablets administered once daily orally for 27 days. METHODS: Blood samples were collected 48 hours before initial dosing for baseline levels and at multiple occasions during the study until 48 hours after final study dosing (day 29). Maximum plasma concentration, time to maximum plasma concentration (Tmax), and area under the curve from 0 to 24 hours were calculated at days 1, 7, and 27; in addition, area under the curve from 0 to 48 hours was calculated at days 7 and 27, and area under the curve weekly (AUCweekly) values were calculated for both groups. For purposes of comparison, ratios of AUCweekly values for vaginal cream and oral tablets were analyzed. RESULTS: Compared with an oral daily dose of 0.3 mg SCE-A, the steady-state systemic exposure from vaginal cream application was considerably less, with the cream-to-oral ratio being 0.45 for baseline-adjusted (BA) unconjugated estradiol, 0.30 for BA unconjugated estrone, and 0.04 for unconjugated equilin (AUCweekly). At steady-state, the systemic blood levels of BA unconjugated estrone, BA unconjugated estradiol and unconjugated equilin were significantly lower in women who received biweekly application of 1 gm vaginal cream compared to women who took an oral daily dose of 0.3 mg SCE-A tablet. CONCLUSIONS: After intravaginal application of SCE-A vaginal cream, absorption of estrogens was lower compared with absorption after oral administration. At steady state, the systemic exposure of equilin, estradiol, and estrone was significantly lower after twice-weekly administration of 1 g SCE-A vaginal cream compared with that achieved with an oral daily dose of a 0.3 mg SCE-A tablet.
[Mh] Termos MeSH primário: Congêneres do Estradiol/farmacocinética
Pós-Menopausa
Comprimidos/administração & dosagem
Cremes, Espumas e Géis Vaginais/administração & dosagem
[Mh] Termos MeSH secundário: Adulto
Idoso
Cromatografia Líquida de Alta Pressão
Equilina/sangue
Estradiol/sangue
Congêneres do Estradiol/administração & dosagem
Estrogênios/administração & dosagem
Estrogênios/farmacocinética
Estrona/sangue
Feminino
Seres Humanos
Espectrometria de Massas
Meia-Idade
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE; RANDOMIZED CONTROLLED TRIAL; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Estradiol Congeners); 0 (Estrogens); 0 (Tablets); 0 (Vaginal Creams, Foams, and Jellies); 0 (estrogens, conjugated synthetic A); 08O86EX0J4 (Equilin); 2DI9HA706A (Estrone); 4TI98Z838E (Estradiol)
[Em] Mês de entrada:1110
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:101126
[St] Status:MEDLINE
[do] DOI:10.1097/gme.0b013e3181f7a2d6



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