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Pesquisa : D04.210.500.247.100 [Categoria DeCS]
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[PMID]:28942275
[Au] Autor:Yadav P; Kaur R; Kanwar MK; Sharma A; Verma V; Sirhindi G; Bhardwaj R
[Ad] Endereço:Department of Botanical and Environmental Sciences, Guru Nanak Dev University, Amritsar 143005, Punjab, India.
[Ti] Título:Castasterone confers copper stress tolerance by regulating antioxidant enzyme responses, antioxidants, and amino acid balance in B. juncea seedlings.
[So] Source:Ecotoxicol Environ Saf;147:725-734, 2018 Jan.
[Is] ISSN:1090-2414
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:The aim of the present study was to explore the effect of exogenous application of castasterone (CS) on physiologic and biochemical responses in Brassica juncea seedlings under copper (Cu) stress. Seeds were pre-soaked in different concentrations of CS and grown for 7 days under various levels of Cu. The exposure of B. juncea to higher levels of Cu led to decrease of morphologic parameters, with partial recovery of length and fresh weight in the CS pre-treated seedlings. Metal content was high in both roots and shoots under Cu exposure while the CS pre-treatment reduced the metal uptake. Accumulation of hydrogen peroxide (H O ) and superoxide anion radical (O ) were chosen as stress biomarker and higher levels of H O (88.89%) and O (62.11%) showed the oxidative stress in metal treated B. juncea seedlings, however, CS pre-treatment reduced ROS accumulation in Cu-exposed seedlings. The Cu exposures lead to enhance the plant's enzymatic and non-enzymatic antioxidant system. It was observed that enzymatic activities of ascorbate peroxidase (APOX), dehydroascorbate reductase (DHAR), and glutathione reductase (GR), glutathione perxoidase (GPOX) and gultrathione-s-transferase increased while activity of monodehydroascorbate reductase (MDHAR) decreased under Cu stress. The pre-treatment with CS positively affected the activities of enzymes. RT-PCR analysis showed that mRNA transcript levels were correlated with total enzymatic activity of DHAR, GR, GST and GSH. Increase in the gene expression of DHAR (1.85 folds), GR (3.24 folds), GST-1 (2.00 folds) and GSH-S (3.18 folds) was noticed with CS pre-treatment. Overall, the present study shows that Cu exposure induced severe oxidative stress in B. juncea plants and exogenous application of CS improved antioxidative defense system by modulating the ascorbate-glutathione cycle and amino acid metabolism.
[Mh] Termos MeSH primário: Antioxidantes/metabolismo
Colestanóis/farmacologia
Cobre/toxicidade
Mostardeira/efeitos dos fármacos
Estresse Oxidativo/efeitos dos fármacos
Poluentes do Solo/toxicidade
[Mh] Termos MeSH secundário: Aminoácidos/metabolismo
Cobre/metabolismo
Relação Dose-Resposta a Droga
Expressão Gênica/efeitos dos fármacos
Peróxido de Hidrogênio/metabolismo
Mostardeira/enzimologia
Mostardeira/genética
Poluentes do Solo/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Amino Acids); 0 (Antioxidants); 0 (Cholestanols); 0 (Soil Pollutants); 789U1901C5 (Copper); 80736-41-0 (castasterone); BBX060AN9V (Hydrogen Peroxide)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180309
[Lr] Data última revisão:
180309
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170925
[St] Status:MEDLINE


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[PMID]:29307820
[Au] Autor:Tang L; Yan M; Leng T; Yin W; Cai S; Duan S; Zhu W; Lin S; Huang J; Yan G; Zheng G; Chen Y
[Ad] Endereço:Department of Pharmacology of Traditional Chinese Medicine, The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangzhou, GD 510120, China; The Postdoctoral Research Station, Guangzhou University of Chinese Medicine, Guangzhou, Guangdong, GD 510120, China.
[Ti] Título:Cholestane-3ß, 5α, 6ß-triol suppresses neuronal hyperexcitability via binding to voltage-gated sodium channels.
[So] Source:Biochem Biophys Res Commun;496(1):95-100, 2018 01 29.
[Is] ISSN:1090-2104
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Neuronal hyperexcitability is identified as a critical pathological basis of epileptic seizures. Cholestane-3ß, 5α, 6ß-triol (Triol) is a major metabolic oxysterol of cholesterol. Although its neuroprotective effect on ischemia-induced neuronal injury and negative modulation of voltage-gated sodium (Nav) channels were well established, the physical binding site of triol to sodium channels and its effects on neuronal hyperexcitability have not yet been explored. In this study, we utilized molecular docking and molecular dynamics simulation to investigate the interaction between triol and Nav Channels. Our results demonstrated that triol binds to the indole ring of Trp122 of the Nav Channel in silico with a high biological affinity. We further found that triol negatively modulates the action potentials bursts of hippocampal neurons by cell-attached patch recording. Moreover, triol significantly inhibits low Mg -induced hyperexcitability in vitro. In addition, triol attenuates pentylenetetrazole (PTZ)-induced convulsive-form behavioral deficits in vivo. Together, our results suggest that triol suppresses neuronal hyperexcitability via binding to Nav channel, indicating that triol might be an attractive lead compound for the treatment of neuronal hyperexcitability-related neurological disorders, especially epileptic seizures.
[Mh] Termos MeSH primário: Potenciais de Ação/fisiologia
Colestanóis/administração & dosagem
Colestanóis/química
Epilepsia/prevenção & controle
Neurônios/fisiologia
Canais de Sódio Disparados por Voltagem/química
Canais de Sódio Disparados por Voltagem/metabolismo
[Mh] Termos MeSH secundário: Potenciais de Ação/efeitos dos fármacos
Animais
Sítios de Ligação
Células Cultivadas
Relação Dose-Resposta a Droga
Epilepsia/fisiopatologia
Hipocampo/efeitos dos fármacos
Hipocampo/fisiologia
Ativação do Canal Iônico/efeitos dos fármacos
Ativação do Canal Iônico/fisiologia
Masculino
Camundongos
Camundongos Endogâmicos C57BL
Simulação de Acoplamento Molecular
Neurônios/efeitos dos fármacos
Fármacos Neuroprotetores/administração & dosagem
Ligação Proteica
Conformação Proteica
Ratos
Ratos Sprague-Dawley
Resultado do Tratamento
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Cholestanols); 0 (Neuroprotective Agents); 0 (Voltage-Gated Sodium Channels); 115510-05-9 (cholestane-3,5,6-triol)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180215
[Lr] Data última revisão:
180215
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180109
[St] Status:MEDLINE


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[PMID]:28807679
[Au] Autor:Kurogi K; Yoshihama M; Horton A; Schiefer IT; Krasowski MD; Hagey LR; Williams FE; Sakakibara Y; Kenmochi N; Suiko M; Liu MC
[Ad] Endereço:Department of Pharmacology, College of Pharmacy, University of Toledo Health Science Campus, Toledo, OH 43614, USA; Biochemistry and Applied Biosciences, University of Miyazaki, Miyazaki 889-2192, Japan.
[Ti] Título:Identification and characterization of 5α-cyprinol-sulfating cytosolic sulfotransferases (Sults) in the zebrafish (Danio rerio).
[So] Source:J Steroid Biochem Mol Biol;174:120-127, 2017 Nov.
[Is] ISSN:1879-1220
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:5α-Cyprinol 27-sulfate is the major biliary bile salt present in cypriniform fish including the zebrafish (Danio rerio). The current study was designed to identify the zebrafish cytosolic sulfotransferase (Sult) enzyme(s) capable of sulfating 5α-cyprinol and to characterize the zebrafish 5α-cyprinol-sulfating Sults in comparison with human SULT2A1. Enzymatic assays using zebrafish homogenates showed 5α-cyprinol-sulfating activity. A systematic analysis, using a panel of recombinant zebrafish Sults, revealed two Sult2 subfamily members, Sult2st2 and Sult2st3, as major 5α-cyprinol-sulfating Sults. Both enzymes showed higher activities using 5α-cyprinol as the substrate, compared to their activity with DHEA, a representative substrate for mammalian SULT2 family members, particularly SULT2A1. pH-Dependence and kinetics experiments indicated that the catalytic properties of zebrafish Sult2 family members in mediating the sulfation of 5α-cyprinol were different from those of either zebrafish Sult3st4 or human SULT2A1. Collectively, these results imply that both Sult2st2 and Sult2st3 have evolved to sulfate specifically C -bile alcohol, 5α-cyprinol, in Cypriniform fish, whereas the enzymatic characteristics of zebrafish Sult3 members, particularly Sult3st4, correlated with those of human SULT2A1.
[Mh] Termos MeSH primário: Arilsulfotransferase/metabolismo
Proteínas de Peixe-Zebra/metabolismo
[Mh] Termos MeSH secundário: Animais
Colestanóis/metabolismo
Ácidos Cólicos/metabolismo
Desidroepiandrosterona/metabolismo
Embrião não Mamífero
Seres Humanos
Peixe-Zebra
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cholestanols); 0 (Cholic Acids); 0 (Zebrafish Proteins); 3692-27-1 (anhydrocyprinol); 459AG36T1B (Dehydroepiandrosterone); EC 2.8.2.1 (Arylsulfotransferase)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171113
[Lr] Data última revisão:
171113
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170816
[St] Status:MEDLINE


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[PMID]:28751198
[Au] Autor:Watanabe B; Yamamoto S; Yokoi T; Sugiura A; Horoiwa S; Aoki T; Miyagawa H; Nakagawa Y
[Ad] Endereço:Chemistry of Molecular Biocatalysts, Institute for Chemical Research, Kyoto University, Kyoto 611-0011, Japan.
[Ti] Título:Brassinolide-like activity of castasterone analogs with varied side chains against rice lamina inclination.
[So] Source:Bioorg Med Chem;25(17):4566-4578, 2017 Sep 01.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Brassinolide (BL) and castasterone (CS) are the representative members of brassinosteroid class of plant steroid hormone having plant growth promoting activity. In this study, eleven CS analogs bearing a variety of side chains were synthesized to determine the effect of the side chain structures on the BL-like activity. The plant hormonal activity was evaluated in a dwarf rice lamina inclination assay, and the potency was determined as the reciprocal logarithm of the 50% effective dose (ED ) from each dose-response curve. The reciprocal logarithm of ED (pED ) was decreased dramatically upon deletion of the C-28 methyl group of CS. The introduction of oxygen-containing groups such as hydroxy, methoxy, and ethoxycarbonyl was also unfavorable to the activity. The pED was influenced by the geometry of carbon-carbon double bond between C-24 and C-25 (cis and trans), but the introduction of a fluorine atom at the C-25 position of the double bond did not significantly change the activity. The binding free energy (ΔG) was calculated for all ligand-receptor binding interactions using molecular dynamics, resulting that ΔG is linearly correlated with the pED .
[Mh] Termos MeSH primário: Colestanóis/química
Reguladores de Crescimento de Planta/química
[Mh] Termos MeSH secundário: Sítios de Ligação
Brassinosteroides/química
Brassinosteroides/metabolismo
Brassinosteroides/farmacologia
Colestanóis/metabolismo
Colestanóis/farmacologia
Ligantes
Simulação de Acoplamento Molecular
Oryza/efeitos dos fármacos
Oryza/crescimento & desenvolvimento
Reguladores de Crescimento de Planta/metabolismo
Reguladores de Crescimento de Planta/farmacologia
Proteínas de Plantas/química
Proteínas de Plantas/metabolismo
Raízes de Plantas/efeitos dos fármacos
Raízes de Plantas/crescimento & desenvolvimento
Estrutura Terciária de Proteína
Esteroides Heterocíclicos/química
Esteroides Heterocíclicos/metabolismo
Esteroides Heterocíclicos/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Brassinosteroids); 0 (Cholestanols); 0 (Ligands); 0 (Plant Growth Regulators); 0 (Plant Proteins); 0 (Steroids, Heterocyclic); 80736-41-0 (castasterone); Y9IQ1L53OX (brassinolide)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170926
[Lr] Data última revisão:
170926
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170729
[St] Status:MEDLINE


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[PMID]:28684089
[Au] Autor:Noguer E; Soules R; Netter C; Nagarathinam C; Leignadier J; Huc-Claustre E; Serhan N; Rives A; de Medina P; Silvente-Poirot S; Poirot M
[Ad] Endereço:Affichem, Toulouse, France.
[Ti] Título:Quantitative analysis of the tumor suppressor dendrogenin A using liquid chromatography tandem mass spectrometry.
[So] Source:Chem Phys Lipids;207(Pt B):81-86, 2017 Oct.
[Is] ISSN:1873-2941
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:Dendrogenin A (DDA) was recently identified as a mammalian cholesterol metabolite that displays tumor suppressor and neurostimulating properties at low doses. In breast tumors, DDA levels were found to be decreased compared to normal tissues, evidencing a metabolic deregulation of DDA production in cancers. DDA is an amino-oxysterol that contains three protonatable nitrogen atoms. This makes it physico-chemically different from other oxysterols and it therefore requires specific analytical methods We have previously used a two-step method for the quantification of DDA in biological samples: 1) DDA purification from a Bligh and Dyer extract by RP-HPLC using a 250×4.6mm column, followed by 2) nano-electrospray ionization mass spectrometry (MS) fragmentation to analyze the HPLC fraction of interest. We report here the development a liquid chromatography tandem mass spectrometry method for the analysis of DDA and its analogues. This new method is fast (10min), resolving (peak width <4s) and has a weak carryover (<0.01%). We show that this technique efficiently separates DDA from its C17 isomer and other steroidal alkaloids from the same family establishing a proof of concept for the analysis of this family of amino-oxysterols.
[Mh] Termos MeSH primário: Neoplasias da Mama/metabolismo
Colestanóis/análise
Colestanóis/química
Imidazóis/análise
Imidazóis/química
[Mh] Termos MeSH secundário: Neoplasias da Mama/química
Colestanóis/isolamento & purificação
Cromatografia Líquida de Alta Pressão
Feminino
Seres Humanos
Concentração de Íons de Hidrogênio
Imidazóis/isolamento & purificação
Conformação Molecular
Espectrometria de Massas em Tandem
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (5-hydroxy-6-(2-(1H-imidazol-4-yl)ethylamino)cholestan-3-ol); 0 (Cholestanols); 0 (Imidazoles)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171030
[Lr] Data última revisão:
171030
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170708
[St] Status:MEDLINE


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[PMID]:28634722
[Au] Autor:Li K; Scott AM; Riedy JJ; Fissette S; Middleton ZE; Li W
[Ad] Endereço:Department of Fisheries and Wildlife, Michigan State University, East Lansing, MI, 48824, USA.
[Ti] Título:Three Novel Bile Alcohols of Mature Male Sea Lamprey (Petromyzon marinus) Act as Chemical Cues for Conspecifics.
[So] Source:J Chem Ecol;43(6):543-549, 2017 Jun.
[Is] ISSN:1573-1561
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Sea lamprey, Petromyzon marinus, rely heavily on chemical cues that mediate their life history events, such as migration and reproduction. Here, we describe petromyzone A-C (1-3), three novel bile alcohols that are highly oxidized and sulfated, isolated from water conditioned with spermiated male sea lamprey. Structures of these compounds were unequivocally established by spectroscopic analyses and by comparison with spectra of known compounds. Electro-olfactogram recordings showed that 1 at 10 M was stimulatory to the adult sea lamprey olfactory epithelium, while 2 and 3 were stimulatory at 10 M. Behavioral assays indicated that 1 is attractive, 2 is not attractive or repulsive, and 3 is repulsive to ovulated female sea lamprey. The results suggest that 1 and 2 may be putative pheromones that mediate chemical communication in sea lamprey. The identification of these three components enhances our understanding of the structures and functions of sex pheromone components in this species and may provide useful behavioral manipulation tools for the integrated management of sea lamprey, a destructive invader in the Laurentian Great Lakes.
[Mh] Termos MeSH primário: Colestanóis/química
Colestanóis/metabolismo
Petromyzon/fisiologia
Atrativos Sexuais/química
Atrativos Sexuais/fisiologia
[Mh] Termos MeSH secundário: Animais
Cromatografia Líquida de Alta Pressão
Cromatografia em Camada Delgada
Sinais (Psicologia)
Feminino
Masculino
Espectrometria de Massas
Estrutura Molecular
Mucosa Olfatória/fisiologia
Ovulação
Esteroides/química
Esteroides/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cholestanols); 0 (Sex Attractants); 0 (Steroids)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170801
[Lr] Data última revisão:
170801
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170622
[St] Status:MEDLINE
[do] DOI:10.1007/s10886-017-0852-x


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[PMID]:28607110
[Au] Autor:Biagioli M; Carino A; Cipriani S; Francisci D; Marchianò S; Scarpelli P; Sorcini D; Zampella A; Fiorucci S
[Ad] Endereço:Department of Surgical and Biomedical Sciences, University of Perugia, Perugia 06132, Italy.
[Ti] Título:The Bile Acid Receptor GPBAR1 Regulates the M1/M2 Phenotype of Intestinal Macrophages and Activation of GPBAR1 Rescues Mice from Murine Colitis.
[So] Source:J Immunol;199(2):718-733, 2017 Jul 15.
[Is] ISSN:1550-6606
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:GPBAR1 (TGR5 or M-BAR) is a G protein-coupled receptor for secondary bile acids that is highly expressed in monocytes/macrophages. In this study, we aimed to determine the role of GPBAR1 in mediating leukocyte trafficking in chemically induced models of colitis and investigate the therapeutic potential of BAR501, a small molecule agonist for GPBAR1. These studies demonstrated that GPBAR1 gene ablation enhanced the recruitment of classically activated macrophages in the colonic lamina propria and worsened the severity of inflammation. In contrast, GPBAR1 activation by BAR501 reversed intestinal inflammation in the trinitrobenzenesulfonic acid and oxazolone models by reducing the trafficking of Ly6C monocytes from blood to intestinal mucosa. Exposure to BAR501 shifted intestinal macrophages from a classically activated (CD11b , CCR7 , F4/80 ) to an alternatively activated (CD11b , CCR7 , F4/80 ) phenotype, reduced the expression of inflammatory genes (TNF-α, IFN-γ, IL-1ß, IL-6, and CCL2 mRNAs), and attenuated the wasting syndrome and severity of colitis (≈70% reduction in the Colitis Disease Activity Index). The protective effect was lost in Gpbar1 mice. Exposure to BAR501 increased the colonic expression of IL-10 and TGF-ß mRNAs and the percentage of CD4 /Foxp3 cells. The beneficial effects of BAR501 were lost in Il-10 mice. In a macrophage cell line, regulation of IL-10 by BAR501 was GPBAR1 dependent and was mediated by the recruitment of CREB to its responsive element in the IL-10 promoter. In conclusion, GPBAR1 is expressed in circulating monocytes and colonic macrophages, and its activation promotes a IL-10-dependent shift toward an alternatively activated phenotype. The targeting of GPBAR1 may offer therapeutic options in inflammatory bowel diseases.
[Mh] Termos MeSH primário: Colite/imunologia
Regulação da Expressão Gênica/imunologia
Mucosa Intestinal/imunologia
Macrófagos/imunologia
Receptores Acoplados a Proteínas-G/metabolismo
[Mh] Termos MeSH secundário: Animais
Antígenos Ly/genética
Antígenos Ly/imunologia
Linhagem Celular
Movimento Celular
Quimiocina CCL2/genética
Quimiocina CCL2/imunologia
Colestanóis/administração & dosagem
Colestanóis/farmacologia
Colite/induzido quimicamente
Colite/metabolismo
Inflamação/imunologia
Interleucina-10/deficiência
Interleucina-10/genética
Interleucina-10/imunologia
Interleucina-1beta/genética
Interleucina-1beta/imunologia
Interleucina-6/genética
Interleucina-6/imunologia
Ativação de Macrófagos
Macrófagos/efeitos dos fármacos
Camundongos
Membrana Mucosa/imunologia
Oxazolona/administração & dosagem
Fenótipo
Regiões Promotoras Genéticas
Receptores Acoplados a Proteínas-G/agonistas
Receptores Acoplados a Proteínas-G/deficiência
Receptores Acoplados a Proteínas-G/genética
Linfócitos T Reguladores/efeitos dos fármacos
Linfócitos T Reguladores/imunologia
Ácido Trinitrobenzenossulfônico/administração & dosagem
Fator de Necrose Tumoral alfa/genética
Fator de Necrose Tumoral alfa/imunologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (6-ethyl-3,7-dihydroxycholan-24-ol); 0 (Antigens, Ly); 0 (Ccl2 protein, mouse); 0 (Chemokine CCL2); 0 (Cholestanols); 0 (Gpbar1 protein, mouse); 0 (IL10 protein, mouse); 0 (Interleukin-1beta); 0 (Interleukin-6); 0 (Ly-6C antigen, mouse); 0 (Receptors, G-Protein-Coupled); 0 (Tumor Necrosis Factor-alpha); 0 (interleukin-6, mouse); 130068-27-8 (Interleukin-10); 15646-46-5 (Oxazolone); 8T3HQG2ZC4 (Trinitrobenzenesulfonic Acid)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170928
[Lr] Data última revisão:
170928
[Sb] Subgrupo de revista:AIM; IM
[Da] Data de entrada para processamento:170614
[St] Status:MEDLINE
[do] DOI:10.4049/jimmunol.1700183


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[PMID]:28554594
[Au] Autor:Soules R; Noguer E; Iuliano L; Zerbinati C; Leignadier J; Rives A; de Medina P; Silvente-Poirot S; Poirot M
[Ad] Endereço:UMR 1037-CRCT, Université de Toulouse, INSERM, UPS, Cholesterol Metabolism and Therapeutic Innovations Team, Toulouse, France.
[Ti] Título:Improvement of 5,6α-epoxycholesterol, 5,6ß-epoxycholesterol, cholestane-3ß,5α,6ß-triol and 6-oxo-cholestan-3ß,5α-diol recovery for quantification by GC/MS.
[So] Source:Chem Phys Lipids;207(Pt B):92-98, 2017 Oct.
[Is] ISSN:1873-2941
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:5,6α-epoxycholesterol (5,6α-EC) and 5,6ß-epoxycholesterol (5,6ß-EC) are oxysterols involved in the anticancer pharmacology of the widely used antitumor drug tamoxifen. They are both metabolized into cholestane-3ß,5α,6ß-triol (CT) by the cholesterol-5,6-epoxide hydrolase (ChEH) enzyme, and CT is metabolized by an as-yet uncharacterized enzyme into 6-oxo-cholestan-3ß,5α-diol (OCDO). A recent feasibility study showed that the 5,6-ECs may represent surrogate markers of tamoxifen activity in breast cancer patients undergoing endocrine therapy, thus there is a growing interest in their accurate quantification. These oxysterols are usually quantified by gas-liquid chromatography coupled to mass spectrometry (GC/MS), using an isotope dilution methodology with the corresponding deuterated oxysterol. This method is considered to be relative quantitative since all of the standards used are deuterated oxysterols, however it is not known whether the preparation of each oxysterol is affected in the same way by the extraction, pre-purification by solid phase extraction (SPE) and trimethylsilylation steps, particularly when using biological samples that contain many other reactive compounds. Thus, in this study we investigated the yield of the 5,6-ECs, CT and OCDO recovery from patient serum samples at different stages of their work-up and trimethylsilylation prior to GC/MS analysis, using [ C]-labeled analogs to follow these oxysterols at each step. We measured a 40 to 60% loss of material for the 5,6-ECs and OCDO, however we also describe the conditions that improved their recovery. Our data also show that the use of deuterated 5,6α-EC, 5,6ß-EC, CT and OCDO is an absolute requirement for their accurate quantification.
[Mh] Termos MeSH primário: Colestanóis/análise
Colesterol/análogos & derivados
Colesterol/análise
[Mh] Termos MeSH secundário: Colestanóis/síntese química
Colesterol/síntese química
Cromatografia Gasosa-Espectrometria de Massas
Seres Humanos
Conformação Molecular
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cholestanols); 0 (cholestan-6-oxo-3,5-diol); 115510-05-9 (cholestane-3,5,6-triol); 97C5T2UQ7J (Cholesterol)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171030
[Lr] Data última revisão:
171030
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170531
[St] Status:MEDLINE


  9 / 967 MEDLINE  
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[PMID]:28276770
[Au] Autor:Guan YY; Li SZ; Lei PS
[Ad] Endereço:a Pharmacy Department , Traffic Hospital of Shandong Province , Jinan 250031 , China.
[Ti] Título:Synthesis and cytotoxic activity of two steroids: icogenin aglycone analogs.
[So] Source:J Asian Nat Prod Res;19(5):481-488, 2017 May.
[Is] ISSN:1477-2213
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:During the process of icogenin analog research, we obtained two cytotoxic steroids: compound 4 and compound 6 casually. Their in vitro antitumor activities were tested by the standard MTT assay. The results disclosed that compound 4 (IC = 3.65-6.90 µM) showed potential antitumor activities against HELA, KB cell lines and compound 6 (IC = 2.40-9.05 µM) showed potential antitumor activities against HELA, BGC-823, KB, A549, HCT-8 cell lines.
[Mh] Termos MeSH primário: Antineoplásicos
Saponinas
Esteroides
[Mh] Termos MeSH secundário: Antineoplásicos/síntese química
Antineoplásicos/química
Antineoplásicos/isolamento & purificação
Antineoplásicos/farmacologia
Proliferação Celular/efeitos dos fármacos
Colestanóis/química
Desenho de Drogas
Ensaios de Seleção de Medicamentos Antitumorais
Células HeLa
Seres Humanos
Células KB
Estrutura Molecular
Saponinas/síntese química
Saponinas/química
Saponinas/isolamento & purificação
Saponinas/farmacologia
Esteroides/síntese química
Esteroides/química
Esteroides/isolamento & purificação
Esteroides/farmacologia
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Cholestanols); 0 (Icogenin); 0 (Saponins); 0 (Steroids); F8PO54Z4V7 (squalamine)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170424
[Lr] Data última revisão:
170424
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170310
[St] Status:MEDLINE
[do] DOI:10.1080/10286020.2016.1228633


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[PMID]:28257814
[Au] Autor:Maiwald A; Bauer O; Gimpl G
[Ad] Endereço:Institute of Pharmacy and Biochemistry, Gutenberg-University Mainz, Johann-Joachim Becherweg 30, D-55128 Mainz, Germany.
[Ti] Título:Synthesis and characterization of a novel rhodamine labeled cholesterol reporter.
[So] Source:Biochim Biophys Acta;1859(6):1099-1113, 2017 06.
[Is] ISSN:0006-3002
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:We introduce the novel fluorescent cholesterol probe RChol in which a sulforhodamine group is linked to the sixth carbon atom of the steroid backbone of cholesterol. The same position has recently been selected to generate the fluorescent reporter 6-dansyl-cholestanol (DChol) and the photoreactive 6-azi-cholestanol. In comparison with DChol, RChol is brighter, much more photostable, and requires less energy for excitation, i.e. favorable conditions for microscopical imaging. RChol easily incorporates into methyl-ß-cyclodextrin forming a water-soluble inclusion complex that acts as an efficient sterol donor for cells and membranes. Like cholesterol, RChol possesses a free 3'OH group, a prerequisite to undergo intracellular esterification. RChol was also able to support the growth of cholesterol auxotrophic cells and can therefore substitute for cholesterol as a major component of the plasma membrane. According to subcellular fractionation, slight amounts of RChol (~12%) were determined in low-density Triton-insoluble fractions whereas the majority of RChol was localized in non-rafts fractions. In phase-separated giant unilamellar vesicles, RChol preferentially partitions in liquid-disordered membrane domains. Intracellular RChol was transferred to extracellular sterol acceptors such as high density lipoproteins in a dose-dependent manner. Unlike DChol, RChol was not delivered to the cholesterol storage pathway. Instead, it translocated to endosomes/lysosomes with some transient contacts to peroxisomes. Thus, RChol is considered as a useful probe to study the endosomal/lysosomal pathway of cholesterol.
[Mh] Termos MeSH primário: Colesterol/química
Endossomos/metabolismo
Corantes Fluorescentes/metabolismo
Lisossomos/metabolismo
Sondas Moleculares/metabolismo
Rodaminas/química
[Mh] Termos MeSH secundário: Células 3T3-L1
Animais
Células CHO
Fracionamento Celular
Colestanóis/química
Colestanóis/metabolismo
Cricetulus
Endossomos/química
Corantes Fluorescentes/síntese química
Células HEK293
Seres Humanos
Lisossomos/química
Microdomínios da Membrana
Camundongos
Sondas Moleculares/síntese química
Octoxinol/química
Imagem Óptica
Lipossomas Unilamelares/química
Lipossomas Unilamelares/metabolismo
beta-Ciclodextrinas/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (6-dansylcholestanol); 0 (Cholestanols); 0 (Fluorescent Dyes); 0 (Molecular Probes); 0 (Rhodamines); 0 (Unilamellar Liposomes); 0 (beta-Cyclodextrins); 0 (methyl-beta-cyclodextrin); 9002-93-1 (Octoxynol); 97C5T2UQ7J (Cholesterol)
[Em] Mês de entrada:1706
[Cu] Atualização por classe:170629
[Lr] Data última revisão:
170629
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170305
[St] Status:MEDLINE



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