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  1 / 19481 MEDLINE  
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[PMID]:29367489
[Au] Autor:Ogura T; Sato T; Abe M; Okano T
[Ad] Endereço:Research & Development Headquarters, LION Corporation.
[Ti] Título:Small Angle X-ray Scattering and Electron Spin Resonance Spectroscopy Study on Fragrance Infused Cationic Vesicles Modeling Scent-Releasing Fabric Softeners.
[So] Source:J Oleo Sci;67(2):177-186, 2018 Feb 01.
[Is] ISSN:1347-3352
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:Industrially relevant systems for household and personal-care products often involve a large number of components. Such multiple component formulations are indispensable and effective for functionalization of the products, but may simultaneously provide more complex structural features compared to those in ideal systems comprising a smaller number of highly pure substances. Using cryogenic transmission electron microscopy (cryo-TEM), small angle X-ray scattering (SAXS), and electron spin resonance (ESR) spectroscopy, we have investigated effects of fragrance-incorporation into cationic vesicles on their bilayer structures and membrane-membrane interactions. Cationic vesicles were prepared from TEQ surfactant, whose major component was di(alkyl fatty ester) quaternary ammonium methosulfate, and fragrance components, l-menthol, linalool, and d-limonene, were infused into the vesicle membranes to model scent-releasing fabric softeners. The cryo-TEM images confirm formation of multilamellar vesicles (MLVs). Generalized indirect Fourier transformation (GIFT) analysis of the SAXS intensities based on the modified Caillé structure factor model reveals that incorporation of a more hydrophobic fragrance component leads to a more pronounced increase of the surface separation (water layer thickness). Furthermore, the fragrance-infused systems show longer-range order of the bilayer correlations and enhanced undulation fluctuation of the membranes than those in the TEQ alone system. The spin-label ESR results indicate different restricted molecular motions in the TEQ bilayers depending on the labeled position and their marked changes upon addition of the fragrance components, suggesting different mixing schemes and solubilization positions of the fragrance molecules in the TEQ bilayers. The present data have demonstrated how the infused fragrance molecules having different hydrophobicity and molecular architectures into the cationic vesicles affect the membrane structures and the intermembrane interactions, which may provide useful information for precisely controlling a fragrance-releasing property.
[Mh] Termos MeSH primário: Cicloexenos/química
Espectroscopia de Ressonância de Spin Eletrônica
Mentol/química
Monoterpenos/química
Odorantes
Espalhamento a Baixo Ângulo
Terpenos/química
Difração de Raios X
[Mh] Termos MeSH secundário: Cátions
Interações Hidrofóbicas e Hidrofílicas
Bicamadas Lipídicas
Membranas Artificiais
Microscopia Eletrônica de Transmissão
Compostos Orgânicos/química
Compostos de Amônio Quaternário/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cations); 0 (Cyclohexenes); 0 (Lipid Bilayers); 0 (Membranes, Artificial); 0 (Monoterpenes); 0 (Organic Chemicals); 0 (Quaternary Ammonium Compounds); 0 (Terpenes); 0 (fabric softeners); 1490-04-6 (Menthol); 9MC3I34447 (limonene); D81QY6I88E (linalool)
[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:180126
[St] Status:MEDLINE
[do] DOI:10.5650/jos.ess17186


  2 / 19481 MEDLINE  
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[PMID]:28888123
[Au] Autor:Tot A; Vranes M; Maksimovic I; Putnik-Delic M; Danicic M; Belic S; Gadzuric S
[Ad] Endereço:University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, Trg D. Obradovica 3, 21000 Novi Sad, Serbia.
[Ti] Título:The effect of imidazolium based ionic liquids on wheat and barley germination and growth: Influence of length and oxygen functionalization of alkyl side chain.
[So] Source:Ecotoxicol Environ Saf;147:401-406, 2018 Jan.
[Is] ISSN:1090-2414
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:In this work five different imidazolium based ionic liquids, namely: 1-(2-oxybutyl)-3-methylimidazolium chloride, [C OC mIm][Cl]; 1-(2-oxypropyl)-3-methylimidazolium chloride, [C OC mIm][Cl]; 1-(3-hydroxypropyl)-3-ethylimidazolium chloride, [OHC eIm][Cl]; 1-(3-hydroxypropyl)-3-methylimidazolium chloride, [OHC mIm][Cl]; 1-(2-hydroxyethyl)-3-methylimidazolium chloride, [OHC mIm][Cl], together with commercial 1-butyl-3-methylimidazolium chloride, [bmim][Cl] and synthesized protic imidazolium chloride, [Im][Cl], were prepared and their toxicity examined towards wheat and barley germination and growth. Introduction of the polar groups (in the form of hydroxyde and/or ether group) in the alkyl side chain of the imidazolium cation and their influence on the reduction of the ionic liquid's toxicity is demonstrated. The results indicate that toxicity of oxygen functionalized ILs is significantly lower against wheat comparing to non-functionalized analogues. In the case of barley, influence on germination follow the same trend as in the case of wheat, but for seedlings growth different trend is observed with more pronounced toxicity of ether functionalized ILs. From these results it was also shown that alkylation in the position N-3 atom of the imidazole significantly reduces toxicity of cation.
[Mh] Termos MeSH primário: Germinação/efeitos dos fármacos
Hordeum/efeitos dos fármacos
Imidazóis/toxicidade
Líquidos Iônicos/toxicidade
Oxigênio/química
Triticum/efeitos dos fármacos
[Mh] Termos MeSH secundário: Cátions
Hordeum/crescimento & desenvolvimento
Imidazóis/síntese química
Imidazóis/química
Líquidos Iônicos/síntese química
Líquidos Iônicos/química
Estrutura Molecular
Plântulas/efeitos dos fármacos
Plântulas/crescimento & desenvolvimento
Triticum/crescimento & desenvolvimento
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cations); 0 (Imidazoles); 0 (Ionic Liquids); 41PS77334A (1-butyl-3-methylimidazolium chloride); 7GBN705NH1 (imidazole); S88TT14065 (Oxygen)
[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:170910
[St] Status:MEDLINE


  3 / 19481 MEDLINE  
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[PMID]:28826031
[Au] Autor:Tran HN; Viet PV; Chao HP
[Ad] Endereço:Department of Environmental Engineering, Chung Yuan Christian University, Chungli 32023, Taiwan.
[Ti] Título:Surfactant modified zeolite as amphiphilic and dual-electronic adsorbent for removal of cationic and oxyanionic metal ions and organic compounds.
[So] Source:Ecotoxicol Environ Saf;147:55-63, 2018 Jan.
[Is] ISSN:1090-2414
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:A hydrophilic Y zeolite was primarily treated with sodium hydroxide to enhance its cation exchange capacity (Na-zeolite). The organo-zeolite (Na-H-zeolite) was prepared by a modification process of the external surface of Na-zeolite with a cationic surfactant (hexadecyltrimethylammonium; HDTMA). Three adsorbents (i.e., pristine zeolite, Na-zeolite, and Na-H-zeolite) were characterized with nitrogen adsorption/desorption isotherms, scanning electron microscopy coupled with energy dispersive X-ray spectroscopy, cation exchange capacities, and zeta potential. Results demonstrated that HDTMA can be adsorbed on the surface of Na-zeolite to form patchy bilayers. The adsorption capacity of several hazardous pollutants (i.e., Pb , Cu , Ni , Cr O , propylbenzene, ethylbenzene, toluene, benzene, and phenol) onto Na-H-zeolite was investigated in a single system and multiple-components. Adsorption isotherm was measured to further understand the effects of the modification process on the adsorption behaviors of Na-H-zeolite. Adsorption performances indicated that Na-H-zeolite can simultaneously adsorb the metal cations (on the surface not covered by HDTMA), oxyanions (on the surface covered by HDTMA). Na-H-zeolite also exhibited both hydrophilic and hydrophobic surfaces to uptake organic compounds with various water solubilities (from 55 to 75,000mg/L). It was experimentally concluded that Na-H-zeolite is a potential dual-electronic and amphiphilic adsorbent for efficiently removing a wide range of potentially toxic pollutants from aquatic environments.
[Mh] Termos MeSH primário: Metais Pesados/análise
Compostos Orgânicos/análise
Tensoativos/química
Poluentes Químicos da Água/análise
Purificação da Água/métodos
Zeolitas/química
[Mh] Termos MeSH secundário: Adsorção
Ânions
Cátions
Interações Hidrofóbicas e Hidrofílicas
Metais Pesados/química
Modelos Teóricos
Compostos Orgânicos/química
Óxidos
Solubilidade
Propriedades de Superfície
Poluentes Químicos da Água/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anions); 0 (Cations); 0 (Metals, Heavy); 0 (Organic Chemicals); 0 (Oxides); 0 (Surface-Active Agents); 0 (Water Pollutants, Chemical); 1318-02-1 (Zeolites)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180308
[Lr] Data última revisão:
180308
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170822
[St] Status:MEDLINE


  4 / 19481 MEDLINE  
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[PMID]:28826028
[Au] Autor:Soleimani K; Tehrani AD; Adeli M
[Ad] Endereço:Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran.
[Ti] Título:Bioconjugated graphene oxide hydrogel as an effective adsorbent for cationic dyes removal.
[So] Source:Ecotoxicol Environ Saf;147:34-42, 2018 Jan.
[Is] ISSN:1090-2414
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:In this study, graphene oxide - cellulose nanowhiskers nanocomposite hydrogel was easily synthesized through covalent functionalization of cellulose nanowhiskers with graphene oxide via a facile approach. The nitrene chemistry applied for covalent functionalization of graphene oxide sheets. The surface morphology and chemical structure of the nanocomposite hydrogel were characterized by FTIR, TGA, Raman, XRD, elemental analysis and SEM. The UV/Visible absorption spectrum revealed that the obtained porous nanocomposite hydrogel can efficiently remove cationic dyes such as methylene blue (MB) and Rhodamine B (RhB) from wastewater with high absorption power. The adsorption process showed that 100% of MB and 90% of RhB have been removed and the equilibrium state has been reached in 15min for low concentration solutions in accordance with the pseudo-second-order model. Moreover, the sample exhibited stable performance after being used several times. High adsorption capacity and easy recovery are the efficient factors making these materials as good adsorbent for water pollutants and wastewater treatment.
[Mh] Termos MeSH primário: Corantes/análise
Grafite/química
Hidrogel de Polietilenoglicol-Dimetacrilato/química
Nanocompostos/química
Poluentes Químicos da Água/análise
Purificação da Água/métodos
[Mh] Termos MeSH secundário: Adsorção
Cátions
Corantes/química
Óxidos/química
Águas Residuais/química
Poluentes Químicos da Água/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cations); 0 (Coloring Agents); 0 (Oxides); 0 (Waste Water); 0 (Water Pollutants, Chemical); 25852-47-5 (Hydrogel, Polyethylene Glycol Dimethacrylate); 7782-42-5 (Graphite)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180308
[Lr] Data última revisão:
180308
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170822
[St] Status:MEDLINE


  5 / 19481 MEDLINE  
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[PMID]:29311523
[Au] Autor:Uyama M; Inoue K; Kinoshita K; Miyahara R; Yokoyama H; Nakano M
[Ad] Endereço:Shiseido Global Innovation Center.
[Ti] Título:Effect of Dialkyl Ammonium Cationic Surfactants on the Microfluidity of Membranes Containing Raft Domains.
[So] Source:J Oleo Sci;67(1):67-75, 2018.
[Is] ISSN:1347-3352
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:It has been reported that a lot of receptors localize in lipid raft domains and that the microfluidity of these domains regulates the activation of these receptors. In this study, we focused on the lipid raft and in order to evaluate the physicochemical effects of surfactants on microfluidity of lipid membranes, we used liposomes comprising of egg-yolk L-α-phosphatidylcholine, egg-yolk sphingomyelin, and cholesterol as a model of cell membranes containing raft domains. The microfluidity of the domains was characterized by fluorescence spectrometry using 1,6-diphenyl-1,3,5-hexatriene and 2-dimethylamino-6-lauroylnaphthalene. Among several surfactants, dialkylammonium-type cationic surfactants most efficiently increased the microfluidity. It is therefore concluded that (1) the electrostatic interaction between the cationic surfactant and eggPC/eggSM/cholesterol liposome could be important, (2) surfactants with alkyl chains more effectively inserted into membranes than those with acyl chains, and (3) cationic surfactants with lower T values have a greater ability to increase the fluidity.
[Mh] Termos MeSH primário: Compostos de Amônio
Membrana Celular
Fluidez de Membrana
Lipídeos de Membrana
Microdomínios da Membrana
Tensoativos
[Mh] Termos MeSH secundário: Cátions
Fenômenos Químicos
Colesterol
Gema de Ovo
Lipossomos
Fosfatidilcolinas
Espectrometria de Fluorescência
Esfingomielinas
Eletricidade Estática
Tensoativos/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Ammonium Compounds); 0 (Cations); 0 (Liposomes); 0 (Membrane Lipids); 0 (Phosphatidylcholines); 0 (Sphingomyelins); 0 (Surface-Active Agents); 97C5T2UQ7J (Cholesterol)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180227
[Lr] Data última revisão:
180227
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180110
[St] Status:MEDLINE
[do] DOI:10.5650/jos.ess17124


  6 / 19481 MEDLINE  
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[PMID]:29313537
[Au] Autor:Moyer P; Smith MD; Abdoulmoumine N; Chmely SC; Smith JC; Petridis L; Labbé N
[Ad] Endereço:Center for Renewable Carbon, University of Tennessee, 2506 Jacob Drive, Knoxville, TN 37996-4542, USA. nlabbe@utk.edu.
[Ti] Título:Relationship between lignocellulosic biomass dissolution and physicochemical properties of ionic liquids composed of 3-methylimidazolium cations and carboxylate anions.
[So] Source:Phys Chem Chem Phys;20(4):2508-2516, 2018 Jan 24.
[Is] ISSN:1463-9084
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The ionic liquid (IL) 1-ethyl-3-methylimidazolium acetate ([EMIM]Acetate) has been widely used for biomass processing, i.e., to pretreat, activate, or fractionate lignocellulosic biomass to produce soluble sugars and lignin. However, this IL does not achieve high biomass solubility, therefore minimizing the efficiency of biomass processing. In this study, [EMIM]Acetate and three other ILs composed of different 3-methylimidazolium cations and carboxylate anions ([EMIM]Formate, 1-allyl-3-methylimidazolium ([AMIM]) formate, and [AMIM]Acetate) were analyzed to relate their physicochemical properties to their biomass solubility performance. While all four ILs are able to dissolve hybrid poplar under fairly mild process conditions (80 °C and 100 RPM stirring), [AMIM]Formate and [AMIM]Acetate have particularly increased biomass solubility of 40 and 32%, respectively, relative to [EMIM]Acetate. Molecular dynamics simulations suggest that strong interactions between IL and specific plant biopolymers may contribute to this enhanced solubilization, as the calculated second virial coefficients between ILs and hemicellullose are most favorable for [AMIM]Formate, matching the trend of the experimental solubility measurements. The simulations also reveal that the interactions between the ILs and hemicellulose are an important factor in determining the overall biomass solubility, whereas lignin-IL interactions were not found to vary significantly, consistent with literature. The combined experimental and simulation studies identify [AMIM]Formate as an efficient biomass solvent and explain its efficacy, suggesting a new approach to rationally select ionic liquid solvents for lignocellulosic deconstruction.
[Mh] Termos MeSH primário: Compostos Alílicos/química
Imidazóis/química
Líquidos Iônicos/química
Polissacarídeos/química
[Mh] Termos MeSH secundário: Ânions/química
Biomassa
Cátions/química
Simulação de Dinâmica Molecular
Solubilidade
Temperatura Ambiente
Termogravimetria
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (1-allyl-3-methylimidazolium); 0 (Allyl Compounds); 0 (Anions); 0 (Cations); 0 (Imidazoles); 0 (Ionic Liquids); 0 (Polysaccharides); 8024-50-8 (hemicellulose); TVE1D62MAK (1-ethyl-3-methylimidazolium)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180226
[Lr] Data última revisão:
180226
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180110
[St] Status:MEDLINE
[do] DOI:10.1039/c7cp07195g


  7 / 19481 MEDLINE  
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[PMID]:29360450
[Au] Autor:Song Z; Ye Y; Zhang Z; Shen J; Hu Z; Wang Z; Zheng J
[Ad] Endereço:Department of Orthopaedics, Suining Central Hospital, Sichuan, People's Republic of China.
[Ti] Título:Noninvasive, targeted gene therapy for acute spinal cord injury using LIFU-mediated BDNF-loaded cationic nanobubble destruction.
[So] Source:Biochem Biophys Res Commun;496(3):911-920, 2018 02 12.
[Is] ISSN:1090-2104
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Various gene delivery systems have been widely studied for the acute spinal cord injury (SCI) treatment. In the present study, a novel type of brain-derived neurotrophic factor (BDNF)-loaded cationic nanobubbles (CNBs) conjugated with MAP-2 antibody (mAb /BDNF/CNBs) was prepared to provide low-intensity focused ultrasound (LIFU)-targeted gene therapy. In vitro experiments, the ultrasound-targeted tranfection to BDNF overexpressioin in neurons and efficiently inhibition neuronal apoptosis have been demonstrated, and the elaborately designed mAb /BDNF/CNBs can specifically target to the neurons. Furthermore, in a acute SCI rat model, LIFU-mediated mAb /BDNF/CNBs transfection significantly increased BDNF expression, attenuated histological injury, decreased neurons loss, inhibited neuronal apoptosis in injured spinal cords, and increased BBB scores in SCI rats. LIFU-mediated mAb /BDNF/CNBs destruction significantly increase transfection efficiency of BDNF gene both in vitro and in vivo, and has a significant neuroprotective effect on the injured spinal cord. Therefore, the combination of LIFU irradiation and gene therapy through mAb /BDNF/CNBs can be considered as a novel non-invasive and targeted treatment for gene therapy of SCI.
[Mh] Termos MeSH primário: Fator Neurotrófico Derivado do Encéfalo/administração & dosagem
Preparações de Ação Retardada/administração & dosagem
Terapia Genética/métodos
Nanocápsulas/efeitos da radiação
Sonicação/métodos
Traumatismos da Medula Espinal/genética
Traumatismos da Medula Espinal/terapia
[Mh] Termos MeSH secundário: Doença Aguda
Animais
Fator Neurotrófico Derivado do Encéfalo/genética
Cátions
Fluorcarbonetos/efeitos da radiação
Marcação de Genes/métodos
Ondas de Choque de Alta Energia
Masculino
Terapia de Alvo Molecular/métodos
Nanocápsulas/química
Nanosferas/química
Nanosferas/efeitos da radiação
Ratos
Ratos Sprague-Dawley
Traumatismos da Medula Espinal/patologia
Resultado do Tratamento
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Brain-Derived Neurotrophic Factor); 0 (Cations); 0 (Delayed-Action Preparations); 0 (Fluorocarbons); 0 (Nanocapsules); 0 (brain-derived neurotrophic factor, human); CK0N3WH0SR (perflutren)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180222
[Lr] Data última revisão:
180222
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:180124
[St] Status:MEDLINE


  8 / 19481 MEDLINE  
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[PMID]:29198866
[Au] Autor:Lee J; Kang D; Choi J; Huang W; Wadman M; Barron AE; Seo J
[Ad] Endereço:Department of Global Medical Science, Sungshin University, Seoul 01133, Republic of Korea.
[Ti] Título:Effect of side chain hydrophobicity and cationic charge on antimicrobial activity and cytotoxicity of helical peptoids.
[So] Source:Bioorg Med Chem Lett;28(2):170-173, 2018 01 15.
[Is] ISSN:1464-3405
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Peptoids are peptidomimetic polymers that are resistant to proteolysis and less prone to immune responses; thus, they can provide a practical alternative to peptides. Among the various therapeutic applications that have been explored, cationic amphipathic peptoids have demonstrated broad-spectrum antibacterial activity, including activity towards drug-resistant bacterial strains. While their potency and activity spectrum can be manipulated by sequence variations, bacterial selectivity and systemic toxicity need to be improved for further clinical development. To this aim, we incorporated various hydrophobic or cationic residues to improve the selectivity of the previously developed antibacterial peptoid 1. The analogs with hydrophobic residues demonstrated non-specific cytotoxicity, while those with an additional cationic residue showed improved selectivity and comparable antibacterial activity. Specifically, compared to 1, peptoid 7 showed much lower hemolysis and cytotoxicity, while maintaining the antibacterial activity. Therefore, we believe that peptoid 7 has the potential to serve as a promising alternative to current antimicrobial therapies.
[Mh] Termos MeSH primário: Antibacterianos/farmacologia
Bacillus subtilis/efeitos dos fármacos
Escherichia coli/efeitos dos fármacos
Peptoides/farmacologia
[Mh] Termos MeSH secundário: Antibacterianos/síntese química
Antibacterianos/química
Cátions/síntese química
Cátions/química
Cátions/farmacologia
Linhagem Celular
Sobrevivência Celular/efeitos dos fármacos
Relação Dose-Resposta a Droga
Seres Humanos
Interações Hidrofóbicas e Hidrofílicas
Testes de Sensibilidade Microbiana
Estrutura Molecular
Peptoides/síntese química
Peptoides/química
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Cations); 0 (Peptoids)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180216
[Lr] Data última revisão:
180216
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171205
[St] Status:MEDLINE


  9 / 19481 MEDLINE  
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[PMID]:29248446
[Au] Autor:Sanchez Garcia D; Sjödin M; Hellstrandh M; Norinder U; Nikiforova V; Lindberg J; Wincent E; Bergman Å; Cotgreave I; Munic Kos V
[Ad] Endereço:Swetox, Karolinska Institutet, Unit of Toxicology Sciences, Forskargatan 20, SE-151 36 Södertälje, Sweden.
[Ti] Título:Cellular accumulation and lipid binding of perfluorinated alkylated substances (PFASs) - A comparison with lysosomotropic drugs.
[So] Source:Chem Biol Interact;281:1-10, 2018 Feb 01.
[Is] ISSN:1872-7786
[Cp] País de publicação:Ireland
[La] Idioma:eng
[Ab] Resumo:Many chemicals accumulate in organisms through a variety of different mechanisms. Cationic amphiphilic drugs (CADs) accumulate in lysosomes and bind to membranes causing phospholipidosis, whereas many lipophilic chemicals target adipose tissue. Perfluoroalkyl substances (PFASs) are widely used as surfactants, but many of them are highly bioaccumulating and persistent in the environment, making them notorious environmental toxicants. Understanding the mechanisms of their bioaccumulation is, therefore, important for their regulation and substitution with new, less harmful chemicals. We compared the highly bioaccumulative perfluorooctanesulfonic acid PFOS to its three less bioaccumulative alternatives perfluorooctanoic acid (PFOA), perfluorohexanoic acid (PFHxA) and perfluorobutane sulfonic acid (PFBS), in their ability to accumulate and remain in lung epithelial cells (NCI-H292) and adipocytes (3T3-L1K) in vitro. As a reference point we tested a set of cationic amphiphilic drugs (CADs), known to highly accumulate in cells and strongly bind to phospholipids, together with their respective non-CAD controls. Finally, all compounds were examined for their ability to bind to neutral lipids and phospholipids in cell-free systems. Cellular accumulation and retention of the test compounds were highly correlated between the lung epithelial cells and adipocytes. Interestingly, although an anion itself, intensities of PFOS accumulation and retention in cells were comparable to those of CAD compounds, but PFOS failed to induce phospholipidosis or alter lysosomal volume. Compared to other lipophilicity measures, phospholipophilicity shows the highest correlation (Rˆ2 = 0.75) to cellular accumulation data in both cell types and best distinguishes between high and low accumulating compounds. This indicates that binding to phospholipids may be the most important component in driving high cellular accumulation in lung epithelial cells, as well as in adipocytes, and for both CADs and bioaccumulating PFASs. Obtained continuous PLS models based on compound's affinity for phospholipids and neutral lipids can be used as good prediction models of cellular accumulation and retention of PFASs and CADs.
[Mh] Termos MeSH primário: Ácidos Alcanossulfônicos/metabolismo
Fluorcarbonetos/metabolismo
Lisossomos/metabolismo
Preparações Farmacêuticas/metabolismo
Fosfolipídeos/metabolismo
[Mh] Termos MeSH secundário: Adipócitos/citologia
Adipócitos/metabolismo
Ácidos Alcanossulfônicos/química
Animais
Azitromicina/química
Azitromicina/metabolismo
Caproatos/química
Caproatos/metabolismo
Caprilatos/química
Caprilatos/metabolismo
Cátions/química
Linhagem Celular
Sobrevivência Celular
Células Epiteliais/citologia
Células Epiteliais/metabolismo
Fluorcarbonetos/química
Seres Humanos
Análise dos Mínimos Quadrados
Modelos Lineares
Lipídeos/química
Camundongos
Preparações Farmacêuticas/química
Fosfolipídeos/química
Ácidos Sulfônicos/química
Ácidos Sulfônicos/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Alkanesulfonic Acids); 0 (Caproates); 0 (Caprylates); 0 (Cations); 0 (Fluorocarbons); 0 (Lipids); 0 (Pharmaceutical Preparations); 0 (Phospholipids); 0 (Sulfonic Acids); 0 (perfluorobutanesulfonic acid); 83905-01-5 (Azithromycin); 947VD76D3L (perfluorooctanoic acid); 9H2MAI21CL (perfluorooctane sulfonic acid); ZP34Q2220R (perfluorohexanoic acid)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180129
[Lr] Data última revisão:
180129
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171218
[St] Status:MEDLINE


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[PMID]:28458192
[Au] Autor:Chanphai P; Kreplak L; Tajmir-Riahi HA
[Ad] Endereço:Department of Chemistry-Biochemistry and Physics, University of Québec at Trois-Rivières, C. P. 500, TR, Quebec, Canada G9A 5H7.
[Ti] Título:Al cation induces aggregation of serum proteins.
[So] Source:J Pharm Biomed Anal;141:234-240, 2017 Jul 15.
[Is] ISSN:1873-264X
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Al cation is known to induce protein fibrillation and causes several neurodegenerative disorders. We report the spectroscopic, thermodynamic analysis and AFM imaging for the Al cation binding process with human serum albumin (HSA), bovine serum albumin (BSA) and milk beta-lactoglobulin (b-LG) in aqueous solution at physiological pH. Hydrophobicity played a major role in Al-protein interactions with more hydrophobic b-LG forming stronger Al-protein complexes. Thermodynamic parameters ΔS, ΔH and ΔG showed Al-protein bindings occur via hydrophobic and H-bonding contacts for b-LG, while van der Waals and H-bonding interactions prevail in HSA and BSA adducts. AFM clearly indicated that aluminum cations are able to force BSA and b-LG into larger or more robust aggregates than HSA, with HSA 4±0.2 (SE, n=801) proteins per aggregate, for BSA 17±2 (SE, n=148), and for b-LG 12±3 (SE, n=151). Thioflavin T test showed no major protein fibrillation in the presence of Al cation. Al complexation induced major alterations of protein conformations with the order of perturbations b-LG>BSA>HSA.
[Mh] Termos MeSH primário: Albumina Sérica/química
[Mh] Termos MeSH secundário: Alumínio
Animais
Cátions
Seres Humanos
Lactoglobulinas
Ligação Proteica
Soroalbumina Bovina
Espectrometria de Fluorescência
Termodinâmica
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cations); 0 (Lactoglobulins); 0 (Serum Albumin); 27432CM55Q (Serum Albumin, Bovine); CPD4NFA903 (Aluminum)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180125
[Lr] Data última revisão:
180125
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170502
[St] Status:MEDLINE



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