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[PMID]:28732594
[Au] Autor:Guo X; Liu Q; Hu S; Guo W; Yang Z; Zhang Y
[Ad] Endereço:School of Chemical Engineering & Pharmaceutics, Henan University of Science and Technology, Luoyang 471023, China.
[Ti] Título:Thermodynamic models to elucidate the enantioseparation of drugs with two stereogenic centers by micellar electrokinetic chromatography.
[So] Source:J Chromatogr A;1512:133-142, 2017 Aug 25.
[Is] ISSN:1873-3778
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:An equilibrium model depicting the simultaneous protonation of chiral drugs and partitioning of protonated ions and neutral molecules into chiral micelles in micellar electrokinetic chromatography (MEKC) has been introduced. It was used for the prediction and elucidation of complex changes in migration order patterns with experimental conditions in the enantioseparation of drugs with two stereogenic centers. Palonosetron hydrochloride (PALO), a weakly basic drug with two stereogenic centers, was selected as a model drug. Its four stereoisomers were separated by MEKC using sodium cholate (SC) as chiral selector and surfactant. Based on the equilibrium model, equations were derived for a calculation of the effective mobility and migration time of each stereoisomer at a certain pH. The migration times of four stereoisomers at different pHs were calculated and then the migration order patterns were constructed with derived equations. The results were in accord with the experiment. And the contribution of each mechanism to the separation and its influence on the migration order pattern was analyzed separately by introducing virtual isomers, i.e., hypothetical stereoisomers with only one parameter changed relative to a real PALO stereoisomer. A thermodynamic model for a judgment of the correlation of interactions between two stereogenic centers of stereoisomers and chiral selector was also proposed. According to this model, the interactions of two stereogenic centers of PALO stereoisomers in both neutral molecules and protonated ions with chiral selector are not independent, so the chiral recognition in each pair of enantiomers as well as the recognition for diastereomers is not simply the algebraic sum of the contributions of two stereogenic centers due to their correlation.
[Mh] Termos MeSH primário: Cromatografia Capilar Eletrocinética Micelar/métodos
Isoquinolinas/química
Quinuclidinas/química
[Mh] Termos MeSH secundário: Cromatografia Capilar Eletrocinética Micelar/instrumentação
Micelas
Modelos Químicos
Colato de Sódio/química
Estereoisomerismo
Tensoativos/química
Termodinâmica
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Isoquinolines); 0 (Micelles); 0 (Quinuclidines); 0 (Surface-Active Agents); 5D06587D6R (palonosetron); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171016
[Lr] Data última revisão:
171016
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170723
[St] Status:MEDLINE


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[PMID]:28155509
[Au] Autor:Avadhani KS; Manikkath J; Tiwari M; Chandrasekhar M; Godavarthi A; Vidya SM; Hariharapura RC; Kalthur G; Udupa N; Mutalik S
[Ad] Endereço:a Department of Pharmaceutics , Manipal College of Pharmaceutical Sciences, Manipal University , Manipal , India.
[Ti] Título:Skin delivery of epigallocatechin-3-gallate (EGCG) and hyaluronic acid loaded nano-transfersomes for antioxidant and anti-aging effects in UV radiation induced skin damage.
[So] Source:Drug Deliv;24(1):61-74, 2017 Nov.
[Is] ISSN:1521-0464
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The present work attempts to develop and statistically optimize transfersomes containing EGCG and hyaluronic acid to synergize the UV radiation-protective ability of both compounds, along with imparting antioxidant and anti-aging effects. Transfersomes were prepared by thin film hydration technique, using soy phosphatidylcholine and sodium cholate, combined with high-pressure homogenization. They were characterized with respect to size, polydispersity index, zeta potential, morphology, entrapment efficiency, Fourier Transform Infrared Spectroscopy (FTIR), Differential Scanning Calorimetry (DSC), X-ray Diffraction (XRD), in vitro antioxidant activity and ex vivo skin permeation studies. Cell viability, lipid peroxidation, intracellular ROS levels and expression of MMPs (2 and 9) were determined in human keratinocyte cell lines (HaCaT). The composition of the transfersomes was statistically optimized by Design of Experiments using Box-Behnken design with four factors at three levels. The optimized transfersome formulation showed vesicle size, polydispersity index and zeta potential of 101.2 ± 6.0 nm, 0.245 ± 0.069 and -44.8 ± 5.24 mV, respectively. FTIR and DSC showed no interaction between EGCG and the selected excipients. XRD results revealed no form conversion of EGCG in its transfersomal form. The optimized transfersomes were found to increase the cell viability and reduce the lipid peroxidation, intracellular ROS and expression of MMPs in HaCaT cells. The optimized transfersomal formulation of EGCG and HA exhibited considerably higher skin permeation and deposition of EGCG than that observed with plain EGCG. The results underline the potential application of the developed transfersomes in sunscreen cream/lotions for improvement of UV radiation-protection along with deriving antioxidant and anti-aging effects.
[Mh] Termos MeSH primário: Antioxidantes/administração & dosagem
Catequina/análogos & derivados
Portadores de Fármacos
Ácido Hialurônico/administração & dosagem
Queratinócitos/efeitos dos fármacos
Nanopartículas
Fosfatidilcolinas/química
Envelhecimento da Pele/efeitos dos fármacos
Pele/efeitos dos fármacos
Colato de Sódio/química
[Mh] Termos MeSH secundário: Administração Cutânea
Animais
Antioxidantes/química
Antioxidantes/metabolismo
Varredura Diferencial de Calorimetria
Catequina/administração & dosagem
Catequina/química
Catequina/metabolismo
Linhagem Celular
Sobrevivência Celular/efeitos dos fármacos
Sobrevivência Celular/efeitos da radiação
Composição de Medicamentos
Sinergismo Farmacológico
Seres Humanos
Ácido Hialurônico/química
Ácido Hialurônico/metabolismo
Queratinócitos/metabolismo
Queratinócitos/patologia
Queratinócitos/efeitos da radiação
Peroxidação de Lipídeos/efeitos dos fármacos
Peroxidação de Lipídeos/efeitos da radiação
Masculino
Metaloproteinases da Matriz/metabolismo
Nanomedicina
Estresse Oxidativo/efeitos dos fármacos
Estresse Oxidativo/efeitos da radiação
Tamanho da Partícula
Permeabilidade
Ratos Wistar
Espécies Reativas de Oxigênio/metabolismo
Pele/metabolismo
Pele/patologia
Pele/efeitos da radiação
Absorção Cutânea
Envelhecimento da Pele/efeitos da radiação
Espectroscopia de Infravermelho com Transformada de Fourier
Propriedades de Superfície
Tecnologia Farmacêutica/métodos
Fatores de Tempo
Difração de Raios X
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antioxidants); 0 (Drug Carriers); 0 (Phosphatidylcholines); 0 (Reactive Oxygen Species); 8R1V1STN48 (Catechin); 9004-61-9 (Hyaluronic Acid); BQM438CTEL (epigallocatechin gallate); EC 3.4.24.- (Matrix Metalloproteinases); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170403
[Lr] Data última revisão:
170403
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170204
[St] Status:MEDLINE
[do] DOI:10.1080/10717544.2016.1228718


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[PMID]:27987758
[Au] Autor:Esposito E; Drechsler M; Mariani P; Panico AM; Cardile V; Crascì L; Carducci F; Graziano ACE; Cortesi R; Puglia C
[Ad] Endereço:Department of Life Sciences and Biotechnology, University of Ferrara, I-44121 Ferrara, Italy. Electronic address: ese@unife.it.
[Ti] Título:Nanostructured lipid dispersions for topical administration of crocin, a potent antioxidant from saffron (Crocus sativus L.).
[So] Source:Mater Sci Eng C Mater Biol Appl;71:669-677, 2017 Feb 01.
[Is] ISSN:1873-0191
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Crocin, a potent antioxidant obtained from saffron, shows anticancer activity in in vivo models. Unfortunately unfavorable physicochemical features compromise its use in topical therapy. The present study describes the preparation and characterization of nanostructured lipid dispersions as drug delivery systems for topical administration of crocin and the evaluation of antioxidant and antiproliferative effects of crocin once encapsulated into nanostructured lipid dispersions. Nanostructured lipid dispersions based on monoolein in mixture with sodium cholate and sodium caseinate have been characterized by cryo-TEM and PCS. Crocin permeation was evaluated in vitro by Franz cells, while the oxygen radical absorbance capacity assay was used to evaluate the antioxidant activity. Furthermore, the antiproliferative activity was tested in vitro by the MTT test using a human melanoma cell line. The emulsification of monoolein with sodium cholate and sodium caseinate led to dispersions of cubosomes, hexasomes, sponge systems and vesicles, depending on the employed emulsifiers. Permeation and shelf life studies demonstrated that nanostructured lipid dispersions enabled to control both rate of crocin diffusion through the skin and crocin degradation. The oxygen radical absorbance capacity assay pointed out an interesting and prolonged antioxidant activity of crocin while the MTT test showed an increase of crocin cytotoxic effect after incorporation in nanostructured lipid dispersions. This work has highlighted that nanostructured lipid dispersions can protect the labile molecule crocin from degradation, control its skin diffusion and prolong antioxidant activity, therefore suggesting the suitability of nanostructured lipid dispersions for crocin topical administration.
[Mh] Termos MeSH primário: Antioxidantes
Carotenoides
Crocus/química
Sistemas de Liberação de Medicamentos/métodos
Melanoma/tratamento farmacológico
[Mh] Termos MeSH secundário: Administração Tópica
Antioxidantes/química
Antioxidantes/farmacologia
Carotenoides/química
Carotenoides/farmacologia
Caseínas/química
Caseínas/farmacologia
Linhagem Celular Tumoral
Emulsões
Glicerídeos/química
Glicerídeos/farmacologia
Seres Humanos
Melanoma/metabolismo
Melanoma/patologia
Colato de Sódio/química
Colato de Sódio/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antioxidants); 0 (Caseins); 0 (Emulsions); 0 (Glycerides); 36-88-4 (Carotenoids); 877GWI46C2 (crocin); C4YAD5F5G6 (monoolein); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170926
[Lr] Data última revisão:
170926
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161219
[St] Status:MEDLINE


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[PMID]:27768910
[Au] Autor:Sultan AA; El-Gizawy SA; Osman MA; El Maghraby GM
[Ad] Endereço:Department of Pharmaceutical Technology, College of Pharmacy, University of Tanta, Tanta, Egypt. Electronic address: amal_aahmed2009@yahoo.com.
[Ti] Título:Self dispersing mixed micelles forming systems for enhanced dissolution and intestinal permeability of hydrochlorothiazide.
[So] Source:Colloids Surf B Biointerfaces;149:206-216, 2017 Jan 01.
[Is] ISSN:1873-4367
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Mixed micelles provide promising strategy for enhancing dissolution and permeability of drugs. However, their fluid nature limited the stability of the loaded drug and hindered the development of stable oral dosage form. Accordingly, the objective was to develop solid self dispersing mixed micelle forming systems (MMFS) for enhanced dissolution and intestinal permeability of hydrochlorothiazide. Pseudoternary phase diagrams were constructed using sodium cholate, lecithin with either poloxamer 407 or PEG 4000 to determine the composition of MMFS. Both polymer free and poloxamer or PEG containing MMFS were prepared as homogenous matrices or as solid self dispersing powder. The later was developed by adsorption of MMFS on avicel-aerosil mixture. Differential scanning calorimetry provided an evidence for existence of hydrochlorothiazide as molecular dispersion in the MMFS. Dispersing polymer free, PEG 4000 or poloxamer based MMFS in aqueous medium produced micelles having size values of 119, 52.6 and 28nm, respectively. The zeta potential values were -61.8, -59.5 and -19.5mV for the same systems, respectively. Preparation of solid self dispersing MMFS enhanced the dissolution rate of hydrochlorothiazide. The intestinal absorption of hydrochlorothiazide from its aqueous solution and polymer incorporating mixed micellar systems was monitored using in situ rabbit intestinal perfusion technique. The permeability results showed a clear trend for enhanced membrane transport of the drug after being incorporated into poloxamer containing mixed micellar system. The study thus introduced a versatile easily formulated solid self dispersing system with high potential for solving the dissolution and permeability problems of class IV drugs.
[Mh] Termos MeSH primário: Anti-Hipertensivos/farmacocinética
Portadores de Fármacos/química
Hidroclorotiazida/farmacocinética
Absorção Intestinal/fisiologia
[Mh] Termos MeSH secundário: Animais
Anti-Hipertensivos/química
Anti-Hipertensivos/metabolismo
Celulose/química
Colo/metabolismo
Hidroclorotiazida/química
Hidroclorotiazida/metabolismo
Interações Hidrofóbicas e Hidrofílicas
Íleo/metabolismo
Bombas de Infusão
Jejuno/metabolismo
Lecitinas/química
Micelas
Perfusão
Permeabilidade
Poloxâmero/química
Polietilenoglicóis/química
Coelhos
Dióxido de Silício/química
Colato de Sódio/química
Solubilidade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antihypertensive Agents); 0 (Drug Carriers); 0 (Lecithins); 0 (Micelles); 0J48LPH2TH (Hydrochlorothiazide); 106392-12-5 (Poloxamer); 30IQX730WE (Polyethylene Glycols); 4R4HFI6D95 (polyethylene glycol 4000); 7631-86-9 (Silicon Dioxide); 9004-34-6 (Cellulose); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1702
[Cu] Atualização por classe:170227
[Lr] Data última revisão:
170227
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161022
[St] Status:MEDLINE


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[PMID]:27151135
[Au] Autor:Wang Y; Wang S; Firempong CK; Zhang H; Wang M; Zhang Y; Zhu Y; Yu J; Xu X
[Ad] Endereço:Department of Pharmaceutics, School of Pharmacy, Center for Nano Drug/Gene Delivery and Tissue Engineering, Jiangsu University, Zhenjiang, 212013, People's Republic of China.
[Ti] Título:Enhanced Solubility and Bioavailability of Naringenin via Liposomal Nanoformulation: Preparation and In Vitro and In Vivo Evaluations.
[So] Source:AAPS PharmSciTech;18(3):586-594, 2017 Apr.
[Is] ISSN:1530-9932
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:This study was aimed at preparing orally administered naringenin-loaded liposome for pharmacokinetic and tissue distribution studies in animal models. The liposomal system, consisting of phospholipid, cholesterol, sodium cholate, and isopropyl myristate, was prepared using the thin-film hydration method. Physicochemical characterization of naringenin-loaded liposome such as particle size, zeta potential, and encapsulation efficiency produced 70.53 ± 1.71 nm, -37.4 ± 7.3 mV, and 72.2 ± 0.8%, respectively. The in vitro release profile of naringenin from the formulation in three different media (HCl solution, pH 1.2; acetate buffer solution, pH 4.5; phosphate buffer solution, pH 6.8) was significantly higher than the free drug. The in vivo studies also revealed an increase in AUC of the naringenin-loaded liposome from 16648.48 to 223754.0 ng·mL h as compared with the free naringenin. Thus, approximately 13.44-fold increase in relative bioavailability was observed in mice after oral administration. The tissue distribution further showed that the formulation was very predominant in the liver. These findings therefore indicated that the liposomal formulation significantly improved the solubility and oral bioavailability of naringenin, thus leading to wider clinical applications.
[Mh] Termos MeSH primário: Flavanonas/química
Flavanonas/metabolismo
Lipossomos/química
Nanopartículas/química
[Mh] Termos MeSH secundário: Administração Oral
Animais
Disponibilidade Biológica
Química Farmacêutica/métodos
Colesterol/metabolismo
Fígado/metabolismo
Masculino
Camundongos
Tamanho da Partícula
Fosfolipídeos/metabolismo
Ratos
Ratos Sprague-Dawley
Colato de Sódio/metabolismo
Solubilidade
Distribuição Tecidual/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Flavanones); 0 (Liposomes); 0 (Phospholipids); 97C5T2UQ7J (Cholesterol); HN5425SBF2 (naringenin); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1707
[Cu] Atualização por classe:170713
[Lr] Data última revisão:
170713
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160507
[St] Status:MEDLINE
[do] DOI:10.1208/s12249-016-0537-8


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[PMID]:27540293
[Au] Autor:Zeb A; Qureshi OS; Kim HS; Cha JH; Kim HS; Kim JK
[Ad] Endereço:College of Pharmacy, Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Gyeonggi, Republic of Korea.
[Ti] Título:Improved skin permeation of methotrexate via nanosized ultradeformable liposomes.
[So] Source:Int J Nanomedicine;11:3813-24, 2016.
[Is] ISSN:1178-2013
[Cp] País de publicação:New Zealand
[La] Idioma:eng
[Ab] Resumo:The aim of this study is to investigate methotrexate-entrapped ultradeformable liposomes (MTX-UDLs) for potential transdermal application. MTX-UDLs were prepared by extrusion method with phosphatidylcholine as a bilayer matrix and sodium cholate or Tween 80 as an edge activator. The physicochemical properties of MTX-UDLs were determined in terms of particle size, polydispersity index, zeta potential, and entrapment efficiency. The deformability of MTX-UDLs was compared with that of methotrexate-entrapped conventional liposomes (MTX-CLs) using a steel pressure filter device. The skin permeation of MTX-UDLs was investigated using Franz diffusion cell, and the skin penetration depth of rhodamine 6G-entrapped UDLs was determined by confocal laser scanning microscopy. MTX-UDLs showed a narrow size distribution, with the particle size of ~100 nm. The deformability of MTX-UDLs was two to five times greater than that of MTX-CLs. The skin permeation of MTX-UDLs was significantly improved compared with MTX-CLs and free MTX solution. The optimized UDLs (phosphatidylcholine: Tween 80 =7:3, w/w) showed a higher fluorescence intensity than conventional liposomes at every increment of skin depth. Thus, the optimized UDLs could be promising nanocarriers for systemic delivery of MTX across skin.
[Mh] Termos MeSH primário: Portadores de Fármacos/administração & dosagem
Lipossomos/administração & dosagem
Metotrexato/administração & dosagem
Pele/efeitos dos fármacos
[Mh] Termos MeSH secundário: Administração Cutânea
Animais
Portadores de Fármacos/química
Sistemas de Liberação de Medicamentos/métodos
Lipossomos/química
Masculino
Metotrexato/química
Microscopia Confocal
Nanoestruturas/administração & dosagem
Nanoestruturas/química
Tamanho da Partícula
Fosfatidilcolinas/química
Polissorbatos
Ratos Sprague-Dawley
Absorção Cutânea/efeitos dos fármacos
Colato de Sódio/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Drug Carriers); 0 (Liposomes); 0 (Phosphatidylcholines); 0 (Polysorbates); NU3Y4CCH8Z (Sodium Cholate); YL5FZ2Y5U1 (Methotrexate)
[Em] Mês de entrada:1702
[Cu] Atualização por classe:170817
[Lr] Data última revisão:
170817
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160820
[St] Status:MEDLINE
[do] DOI:10.2147/IJN.S109565


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[PMID]:27037785
[Au] Autor:S C; C C; T M; G S; N R
[Ad] Endereço:Department of Polymer Science, University of Madras, Guindy Campus, Chennai 600025 Tamil Nadu, India.
[Ti] Título:Biosurfactant templated quantum sized fluorescent gold nanoclusters for in vivo bioimaging in zebrafish embryos.
[So] Source:Colloids Surf B Biointerfaces;143:472-480, 2016 Jul 01.
[Is] ISSN:1873-4367
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:We report the biosurfactant (sodium cholate) templated bright bluish-green emitting gold nanoclusters (AuNCs) by green chemical approach. Optical properties of the AuNCs were studied using UV-vis and luminescence spectroscopy. Lifetime of the fluorescent AuNCs was measured using time correlated single photon counting technique (TCSPC). High-resolution transmission electron microscopy (HR-TEM) and dynamic light scattering (DLS) were used to measure the sizes of the clusters. In-vivo toxicity and bioimaging studies of sodium cholate (NaC) templated AuNCs were carried out at different developmental stages of zebrafish embryos. The survival rate, hatching rate, heart rate, malformation and apoptotic gene expression experiments shows no significant toxicity in developing embryos up to 100µL/mL of AuNCs concentration and the AuNCs stained embryos exhibited green fluorescence with high intensity over the period from 4 to 96hpf (hours post fertilization) which shows that AuNCs were stable in living organisms.
[Mh] Termos MeSH primário: Corantes Fluorescentes/síntese química
Ouro/química
Nanopartículas Metálicas/química
Imagem Óptica/métodos
Colato de Sódio/química
Tensoativos/química
[Mh] Termos MeSH secundário: Animais
Caspase 3/genética
Caspase 3/metabolismo
Embrião não Mamífero
Fluorescência
Corantes Fluorescentes/farmacologia
Regulação da Expressão Gênica/efeitos dos fármacos
Seres Humanos
Microscopia Eletrônica de Transmissão
Tamanho da Partícula
Proteínas Proto-Oncogênicas c-bcl-2/genética
Proteínas Proto-Oncogênicas c-bcl-2/metabolismo
Proteína Supressora de Tumor p53/genética
Proteína Supressora de Tumor p53/metabolismo
Peixe-Zebra
Proteínas de Peixe-Zebra/genética
Proteínas de Peixe-Zebra/metabolismo
Proteína X Associada a bcl-2/genética
Proteína X Associada a bcl-2/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Bcl2 protein, zebrafish); 0 (Fluorescent Dyes); 0 (Proto-Oncogene Proteins c-bcl-2); 0 (Surface-Active Agents); 0 (Tumor Suppressor Protein p53); 0 (Zebrafish Proteins); 0 (bcl-2-Associated X Protein); 7440-57-5 (Gold); EC 3.4.22.- (Caspase 3); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1702
[Cu] Atualização por classe:170904
[Lr] Data última revisão:
170904
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160403
[St] Status:MEDLINE


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[PMID]:26901282
[Au] Autor:Anderson SL; Rovnyak D; Strein TG
[Ad] Endereço:Department of Chemistry, Bucknell University, Lewisburg, Pennsylvania, USA.
[Ti] Título:Direct Measurement of the Thermodynamics of Chiral Recognition in Bile Salt Micelles.
[So] Source:Chirality;28(4):290-8, 2016 Apr.
[Is] ISSN:1520-636X
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Isothermal titration calorimetry (ITC) is shown to be a sensitive reporter of bile salt micellization and chiral recognition. Detailed ITC characterization of bile micelle formation as well as the chiral recognition capabilities of sodium cholate (NaC), deoxycholate (NaDC), and taurodeoxycholate (NaTDC) micelle systems are reported. The ΔH(demic) of these bile salt micelle systems is directly observable and is strongly temperature-dependent, allowing also for the determination of ΔCp(demic). Using the pseudo-phase separation model, ΔG(demic) and TΔS(demic) were also calculated. Chirally selective guest-host binding of model racemic compounds 1,1'-bi-2-napthol (BN) and 1,1'-binaphthyl-2,2'-diylhydrogenphosphate (BNDHP) to bile salt micelles was then investigated. The S-isomer was shown to bind more tightly to the bile salt micelles in all cases. A model was developed that allows for the quantitative determination of the enthalpic difference in binding affinity that corresponds to chiral selectivity, which is on the order of 1 kJ mol(-1).
[Mh] Termos MeSH primário: Ácidos e Sais Biliares/química
Naftalenos/química
Organofosfatos/química
Colato de Sódio/química
[Mh] Termos MeSH secundário: Calorimetria
Micelas
Estereoisomerismo
Termodinâmica
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Bile Acids and Salts); 0 (Micelles); 0 (Naphthalenes); 0 (Organophosphates); 35193-63-6 (1,1'-binaphthyl-2,2'-diyl hydrogen phosphate); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1608
[Cu] Atualização por classe:160313
[Lr] Data última revisão:
160313
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160223
[St] Status:MEDLINE
[do] DOI:10.1002/chir.22580


  9 / 215 MEDLINE  
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[PMID]:26860930
[Au] Autor:Tian JN; Ge BQ; Shen YF; He YX; Chen ZX
[Ad] Endereço:College of Food and Biology Engineering, Zhejiang Gongshang University , Hangzhou, Zhejiang 310018, People's Republic of China.
[Ti] Título:Thermodynamics and Structural Evolution during a Reversible Vesicle-Micelle Transition of a Vitamin-Derived Bolaamphiphile Induced by Sodium Cholate.
[So] Source:J Agric Food Chem;64(9):1977-88, 2016 Mar 09.
[Is] ISSN:1520-5118
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Interaction of endogenous sodium cholate (SC) with dietary amphiphiles would induce structural evolution of the self-assembled aggregates, which inevitably affects the hydrolysis of fat in the gut. Current work mainly focused on the interaction of bile salts with classical double-layered phospholipid vesicles. In this paper, the thermodynamics and structural evolution during the interaction of SC with novel unilamellar vesicles formed from vitamin-derived zwitterionic bolaamphiphile (DDO) were characterized. It was revealed that an increased temperature and the presence of NaCl resulted in narrowed micelle-vesicle coexistence and enlarged the vesicle region. The coexistence of micelles and vesicles mainly came from the interaction of monomeric SC with DDO vesicles, whereas micellar SC contributed to the total solubilization of DDO vesicles. This research may enrich the thermodynamic mechanism behind the structure transition of the microaggregates formed by amphiphiles in the gut. It will also contribute to the design of food formulation and drug delivery system.
[Mh] Termos MeSH primário: Furanos/química
Micelas
Piridonas/química
Colato de Sódio/química
Termodinâmica
Lipossomas Unilamelares/química
Vitamina D/química
[Mh] Termos MeSH secundário: Dieta
Estrutura Molecular
Transição de Fase
Solubilidade
Tensoativos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Furans); 0 (Micelles); 0 (Pyridones); 0 (Surface-Active Agents); 0 (Unilamellar Liposomes); 0 (bolaamphiphile); 1406-16-2 (Vitamin D); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1610
[Cu] Atualização por classe:161230
[Lr] Data última revisão:
161230
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160211
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jafc.5b05547


  10 / 215 MEDLINE  
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[PMID]:26709444
[Au] Autor:Magg M; Kadria-Vili Y; Oulevey P; Weisman RB; Bürgi T
[Ad] Endereço:Département de chimie physique, Université de Genève , Quai Ernest-Ansermet, CH-1211 Genève 4, Suisse.
[Ti] Título:Resonance Raman Optical Activity Spectra of Single-Walled Carbon Nanotube Enantiomers.
[So] Source:J Phys Chem Lett;7(2):221-5, 2016 Jan 21.
[Is] ISSN:1948-7185
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:We present experimental Raman optical activity (ROA) spectra of enantio-enriched single-walled carbon nanotubes (SWCNTs). Enantiomeric samples of (6,5) SWCNTs were prepared using nonlinear density gradient ultracentrifugation (DGU). Upon excitation at 2.33 eV, remarkably strong G-band signals are obtained due to strong resonance enhancement with the E22(S) transition of (6,5) SWCNTs. Enhancement allows measuring the vibrational optical activity (VOA) at unusually low concentrations. The obtained results are in good agreement with the single-excited-state theory (SES). To our knowledge, these are the first experimental VOA spectra of SWCNTs.
[Mh] Termos MeSH primário: Nanotubos de Carbono/química
[Mh] Termos MeSH secundário: Colato de Sódio
Dodecilsulfato de Sódio
Análise Espectral Raman
Estereoisomerismo
[Pt] Tipo de publicação:LETTER; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Nanotubes, Carbon); 368GB5141J (Sodium Dodecyl Sulfate); NU3Y4CCH8Z (Sodium Cholate)
[Em] Mês de entrada:1701
[Cu] Atualização por classe:170116
[Lr] Data última revisão:
170116
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:151229
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jpclett.5b02612



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