Your browser doesn't support javascript.
Mostrar: 20 | 50 | 100
Resultados 1 - 20 de 1.003
Filtrar
Mais filtros










Base de dados
Intervalo de ano de publicação
1.
Chem Biodivers ; 17(1): e1900560, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31769919

RESUMO

Borrelidins M-O (1-3), along with four previously known family members (4-7), were isolated from marine pulmonated mollusks Onchidium sp. associated Streptomyces olivaceus SCSIO LO13. The structures of 1-3 were elucidated by extensive spectral analyses of HR-ESI-MS, 1D and 2D NMR data. In addition, the cytotoxic and antibacterial activities of 1-7 were evaluated enabling us to propose some tentative structure-activity relationships (SARs), especially those involving modifications at C(22) and the moieties at C(7) and C(8) of the borrelidin scaffold.


Assuntos
Antibacterianos/farmacologia , Antineoplásicos/farmacologia , Gastrópodes/química , Streptomyces/química , Animais , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Álcoois Graxos/química , Álcoois Graxos/isolamento & purificação , Álcoois Graxos/farmacologia , Bactérias Gram-Negativas/efeitos dos fármacos , Bactérias Gram-Positivas/efeitos dos fármacos , Humanos , Testes de Sensibilidade Microbiana , Estrutura Molecular , Relação Estrutura-Atividade
2.
J Pharm Biomed Anal ; 177: 112820, 2020 Jan 05.
Artigo em Inglês | MEDLINE | ID: mdl-31476432

RESUMO

Ginger, the rhizome of Zingiber officinale Roscoe is of great importance in the traditional medicine for the treatment of various diseases. More than 400 constituents have been reported in the plant, the most important ones being the gingerol and shogaol derivatives. Positive effects of ginger extracts and isolated [6]-gingerol have been proved in animal models of anxiety, Alzheimer's disease, Parkinson's disease and epilepsy. Taken in consideration these promising positive effects of ginger and its constituents in the central nervous system, the isolation of gingerol and shogaol derivatives ([6]-gingerol (1), [8]-gingerol (2), [10]-gingerol (3), [6]-shogaol (4), [10]-shogaol (5), 1-dehydro-[6]-gingerdione (6), 1-dehydro-[10]-gingerdione (7)) and investigation of their transcellular passive diffusion across the blood-brain barrier (BBB) were carried out. For this purpose, a Parallel Artificial Membrane Permeability Assay for the Blood-Brain Barrier (PAMPA-BBB) was chosen that had previously been validated for natural compounds. Based on our results, [6]-gingerol, [8]-gingerol and [6]-shogaol were found to be able to penetrate the BBB via passive diffusion, suggesting them to contribute to the positive effects of ginger extracts in the central nervous system.


Assuntos
Barreira Hematoencefálica/metabolismo , Catecóis/farmacologia , Catecóis/farmacocinética , Álcoois Graxos/farmacocinética , Gengibre/química , Extratos Vegetais/farmacocinética , Animais , Barreira Hematoencefálica/química , Catecóis/química , Catecóis/isolamento & purificação , Cromatografia Líquida de Alta Pressão/métodos , Difusão , Álcoois Graxos/química , Álcoois Graxos/isolamento & purificação , Lipídeos/química , Espectroscopia de Ressonância Magnética , Espectrometria de Massas/métodos , Membranas Artificiais , Permeabilidade , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Raízes de Plantas/química , Suínos
3.
Aquat Toxicol ; 216: 105313, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31568897

RESUMO

Surfactant mixtures have extensive industrial applications due to their ideal properties and low ecotoxicity. However, the ecotoxicity of surfactant mixtures with different proportions and their correlation with surface properties have remained poorly investigated. In this study, the ecotoxicity and surface activity of the composites of anionic surfactant sodium dodecylbenzene sulfonate (SDBS) and nonionic surfactant fatty alcohol-polyoxyethylene ether (AEO) in various mass ratios were assessed, and the correlation between ideal application properties and safe ecological perspective of the composites was explored. The ecotoxicity of individual SDBS, AEO, and SDBS/AEO mixtures was determined using the bioluminescence inhibition assay with Photobacterium phosphoreum, and the critical micelle concentrations (CMC) were measured by surface tension method and steady-state fluorescence spectroscopy. Sodium dodecylbenzene sulfonate (SDBS) showed a considerably higher toxicity than individual AEO and SDBS/AEO mixtures. Scanning electron microscope images illustrated the rupture of bacteria membrane induced by SDBS, and the addition of AEO alleviated the damage. According to the dose-response relationship on luminous bacteria, SDBS/AEO mixtures were divided into three groups (group I with a high proportion of SDBS, SDBS:AEO = 4:1 and 3:2; group II, SDBS:AEO = 1:1; group III with a high proportion of AEO, SDBS:AEO = 2:3 and 1:4). The sequence of toxicity of the SDBS/AEO mixtures was group II > group III > group I, demonstrating that the toxicity of the composites was related to the mixture proportion instead of the amount of AEO added. The CMC order of SDBS/AEO mixtures was group II > group I > group III, and it was proportion dependent. Furthermore, ΔCM was defined as the difference of the experimental (CM) and ideal CMC (CMideal) of the mixed system, indicating the interaction between the two kinds of surfactants. The order of the ΔCM was group II > group III > group I, which was consistent with the sequence of the toxicity. Therefore, ΔCM can be a potential indicator for the hazardous assessment of surfactant mixtures involving high ionic strength.


Assuntos
Benzenossulfonatos/toxicidade , Álcoois Graxos/toxicidade , Micelas , Polietilenoglicóis/toxicidade , Tensoativos/toxicidade , Ânions , Benzenossulfonatos/química , Álcoois Graxos/química , Photobacterium/efeitos dos fármacos , Photobacterium/ultraestrutura , Polietilenoglicóis/química , Eletricidade Estática , Propriedades de Superfície , Testes de Toxicidade Aguda , Poluentes Químicos da Água/toxicidade
4.
J Food Sci ; 84(10): 2847-2858, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-31573687

RESUMO

This study explored the effect of different nonthermal pretreatments, osmosonication (OS), osmotic dehydration, and ultrasound methods on the physical and chemical properties of China- and Ghana-sourced ginger samples under relative humidity convective drying. The chemical properties of pretreated dried ginger slices were assessed for antioxidant properties (ABTS and DPPH); total phenolic content; total flavonoids content; and 4-, 6-, 8-, and 10-gingerol and 6-shogaol levels. The physical properties compared were weight loss, rehydration ratio (RR), texture, and drying kinetics. Results revealed that OS pretreatment led to a higher preservation of the chemical properties with the Ghana-sourced ginger exhibiting the highest values. The OS-treated samples obtained the highest weight losses and RRs, but the RR was higher in the Chinese ginger. OS pretreatment also gave the lowest textural value with the China-sourced samples exhibiting the lowest firmness. Weibull model best fitted the experimental results (R2 > 0.99). PRACTICAL APPLICATION: Ginger remains among the most notable medicinal spices worldwide. It is used as a raw material for the pharmaceutical, beverage, cosmetics, and the food industries. Long-term storage of ginger is one of paramount importance, hence any pretreatment that reduces its moisture content and lessens its drying time but preserves its quality is ideal. In this study, we report the effect of different nonthermal pretreatments, osmosonication, osmotic dehydration, and ultrasound on the physical and chemical properties of China- and Ghana-sourced ginger samples under relative humidity convective drying. The present findings will offer more information in the selection of the best pretreatment technique for drying ginger.


Assuntos
Dessecação/métodos , Manipulação de Alimentos/métodos , Gengibre/química , Extratos Vegetais/química , Antioxidantes/química , Catecóis/química , China , Álcoois Graxos/química , Flavonoides/química , Gana , Fenóis/química
5.
Artigo em Inglês | MEDLINE | ID: mdl-31627161

RESUMO

Xiao Chai Hu Tang (XCHT) is sold as traditional medicine or dietary supplement in worldwide. To understand metabolism profile of traditional medicine is key point in their logical pharmacological research and clinical application. Based on our previous research of the chemical and absorption signature of XCHT in vitro, we proposed a novel strategy to identify the bioactive components of XCHT in vivo. This strategy have two steps: firstly, based on the parents' database in vitro, built-in and editable biotransformations for phase I and phase II metabolism reactions with MassHunter Metabolite ID software (building metabolites database). Secondly, mouse plasma, bile and urine samples were analyzed by UHPLC-ESI-Q-TOF/MS technique, and the absorbed parents and metabolites were compared and identified with the XCHT's digital library using MassHunter Metabolite ID software. In total, 27 parent compounds and 26 metabolites of XCHT were identified in vivo, 2'-O-xylosyl saikosaponin b2 or b1 was reported for the first time. Saponins and their related metabolites were predominantly excreted into the bile, but flavonoids were excreted by both hepatic as well as renal excretion. Flavonoids, saponins, gingerol and their related metabolites were the absorbed components in cardiovascular system and bioactive components of XCHT. Phase I reactions (hydrolysis, hydroxylation and oxidation) and phase II reactions (glucuronidation) were identified and involved in the mouse metabolism of XCHT.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Medicamentos de Ervas Chinesas/metabolismo , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz/métodos , Animais , Bile/química , Bile/metabolismo , Catecóis/análise , Catecóis/química , Catecóis/metabolismo , Medicamentos de Ervas Chinesas/administração & dosagem , Medicamentos de Ervas Chinesas/química , Álcoois Graxos/análise , Álcoois Graxos/química , Álcoois Graxos/metabolismo , Flavonoides/análise , Flavonoides/química , Flavonoides/metabolismo , Masculino , Camundongos , Saponinas/análise , Saponinas/química , Saponinas/metabolismo
6.
Analyst ; 144(19): 5848-5855, 2019 Oct 07.
Artigo em Inglês | MEDLINE | ID: mdl-31482871

RESUMO

The carbon-carbon double bond positions of unsaturated fatty acids can have markedly different effects on biological function and also serve as biomarkers of disease pathology, dietary history, and species identity. As such, there is great interest in developing methods for the facile determination of double bond position for natural product chemistry, the pharmaceutical industry, and forensics. We paired ozonolysis with direct analysis in real time mass spectrometry (DART MS) to cleave and rapidly identify carbon-carbon double bond position in fatty acids, fatty alcohols, wax esters, and crude fatty acid extracts. In addition, ozone exposure time and DART ion source temperature were investigated to identify optimal conditions. Our results reveal that brief, offline exposure to ozone-generated aldehyde and carboxylate products that are indicative of carbon-carbon double bond position. The relative abundance of diagnostic fragments quantitatively reflects the ratios of isobaric fatty acid positional isomers in a mixture with a correlation coefficient of 0.99. Lastly, the unsaturation profile generated from unfractionated, fatty acid extracts can be used to differentiate insect species and populations. The ability to rapidly elucidate lipid double bond position by combining ozonolysis with DART MS will be useful for lipid structural elucidation, assessing isobaric purity, and potentially distinguishing between animals fed on different diets or belonging to different ecological populations.


Assuntos
Ácidos Graxos Insaturados/química , Ozônio/química , Animais , Drosophila/química , Drosophila/classificação , Álcoois Graxos/química , Isomerismo , Espectrometria de Massas/métodos , Ceras/química
7.
Int J Pharm ; 569: 118549, 2019 Oct 05.
Artigo em Inglês | MEDLINE | ID: mdl-31394188

RESUMO

Trial-and-error approach to formulation development is long and costly. With growing time and cost pressures in the pharmaceutical industry, the need for computer-based formulation design is greater than ever. In this project, emulgels were designed and optimized using Formulating for Efficacy™ (FFE) for the topical delivery of ibuprofen. FFE helped select penetration enhancers, design and optimize emulgels and simulate skin penetration studies. pH, viscosity, spreadability, droplet size and stability of emulgels were evaluated. Franz cell studies were performed to test in vitro drug release on regenerated cellulose membrane, drug permeation in vitro on Strat-M® membrane and ex vivo on porcine ear skin, a marketed ibuprofen gel served as control. Emulgels had skin compatible pH, viscosity and spreadability comparable to a marketed emulgel, were opaque and stable at 25 °C for 6 months. Oleyl alcohol (OA), combined with either dimethyl isosorbide (DMI) or diethylene glycol monoethyl ether (DGME) provided the highest permeation in 24 h in vitro, which was significantly higher than the marketed product (p < 0.01). OA + DGME significantly outperformed OA ex vivo (p < 0.05). The computer predictions, in vitro and ex vivo penetration results correlated well. FFE was a fast, valuable and reliable tool for aiding in topical product design for ibuprofen.


Assuntos
Anti-Inflamatórios não Esteroides/administração & dosagem , Anti-Inflamatórios não Esteroides/química , Ibuprofeno/administração & dosagem , Ibuprofeno/química , Absorção Cutânea , Animais , Química Farmacêutica , Simulação por Computador , Composição de Medicamentos , Etilenoglicóis/administração & dosagem , Etilenoglicóis/química , Álcoois Graxos/administração & dosagem , Álcoois Graxos/química , Técnicas In Vitro , Isossorbida/administração & dosagem , Isossorbida/análogos & derivados , Isossorbida/química , Pele/metabolismo , Solubilidade , Suínos
8.
Nat Chem Biol ; 15(9): 900-906, 2019 09.
Artigo em Inglês | MEDLINE | ID: mdl-31383974

RESUMO

Despite the potential of biotechnological processes for one-carbon (C1) bioconversion, efficient biocatalysts required for their implementation are yet to be developed. To address intrinsic limitations of native C1 biocatalysts, here we report that 2-hydroxyacyl CoA lyase (HACL), an enzyme involved in mammalian α-oxidation, catalyzes the ligation of carbonyl-containing molecules of different chain lengths with formyl-coenzyme A (CoA) to produce C1-elongated 2-hydroxyacyl-CoAs. We discovered and characterized a prokaryotic variant of HACL and identified critical residues for this newfound activity, including those supporting the hypothesized thiamine pyrophosphate-dependent acyloin condensation mechanism. The use of formyl-CoA as a C1 donor provides kinetic advantages and enables C1 bioconversion to multi-carbon products, demonstrated here by engineering an Escherichia coli whole-cell biotransformation system for the synthesis of glycolate and 2-hydroxyisobutyrate from formaldehyde and formaldehyde plus acetone, respectively. Our work establishes a new approach for C1 bioconversion and the potential for HACL-based pathways to support synthetic methylotrophy.


Assuntos
Enoil-CoA Hidratase/metabolismo , Álcoois Graxos/metabolismo , Rhodospirillales/enzimologia , Enoil-CoA Hidratase/classificação , Enoil-CoA Hidratase/genética , Escherichia coli/genética , Escherichia coli/metabolismo , Álcoois Graxos/química , Regulação Bacteriana da Expressão Gênica , Regulação Enzimológica da Expressão Gênica , Variação Genética , Humanos , Engenharia Metabólica , Modelos Moleculares , Mutagênese Sítio-Dirigida , Filogenia , Conformação Proteica
9.
J Oleo Sci ; 68(8): 739-745, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31366854

RESUMO

Due to its availability and relatively high melting point, rice bran wax can be used in foods and cosmetics as an oil solidifying agent. The addition of high-melting-point alcohols to the wax to optimize its performance was investigated. Such alcohols were prepared by the hydrolyzation of rice bran wax or carnauba wax. These alcohols had melting points of ~80°C, higher than that of rice bran wax, and consisted of hydrocarbons with alkyl chain lengths ranging from C24 to C34, much longer than the alkyl chains found in commercially available higher alcohols. Oil gel made with only rice bran wax as a solidifying agent has lower hardness than the conventional hydrocarbon wax gel, too low for practical usage in stick cosmetics such as lipsticks and lip creams. Blending high-melting-point alcohols with rice bran wax at 10-20% led to marked increase in gel hardness, equivalent to the gel hardness of the hydrocarbon wax. This effect on rice bran wax was not observed in commercially available higher alcohols and esters with lower melting points. Based upon the change in microstructure observed with SEM, the improved gel hardness of the rice bran wax upon addition of high-melting-point alcohols was probably induced by the disappearance of spherical clusters, originally presented in the gel, resulting in close to uniform morphology.


Assuntos
Álcoois Graxos/química , Géis/química , Oryza/química , Óleos Vegetais/química , Ceras/química , Hidrólise , Temperatura de Transição
10.
Biomater Sci ; 7(8): 3460-3470, 2019 Aug 01.
Artigo em Inglês | MEDLINE | ID: mdl-31268062

RESUMO

In the research field of nanostructured systems for biomedical applications, increasing attention has been paid to using biomimetic, dynamic cellular models to adequately predict their bio-nano behaviours. This work specifically evaluates the biointeractions of nanostructured lipid-based particles (cubosomes) with human vascular cells from the aspects of tissue dimension (conventional 2D well plate versus 3D dynamic tubular vasculature) and shear flow effect (static, venous and arterial flow-mimicking conditions). A glass capillary-hosted, 3D tubular endothelial construct was coupled with circulating luminal fluid flow to simulate the human vascular systems. In the absence of fluid flow, the degree of cell-cubosome association was not significantly different between the 2D planar and the 3D tubular systems. Under flow conditions simulating venous (0.8 dynes per cm2) and arterial (10 dynes per cm2) shear stresses, the cell-cubosome association notably declined by 50% and 98%, respectively. This highlights the significance of shear-guided biointeractions of non-targeted nanoparticles in the circulation. Across all 2D and 3D cellular models with and without flow, cubosomes had little effect on the cell-cell contact based on the unchanged immunoexpression of the endothelial-specific intercellular junction marker PECAM-1. Interestingly, there were dissimilar nanoparticle distribution patterns between the 2D planar (showing discrete punctate staining) and the 3D tubular endothelium (with a more diffused, patchy fashion). Taken together, these findings highlight the importance of tissue dimension and shear flow in governing the magnitude and feature of cell-nanoparticle interactions.


Assuntos
Materiais Biocompatíveis/química , Materiais Biocompatíveis/farmacologia , Células Endoteliais da Veia Umbilical Humana/citologia , Células Endoteliais da Veia Umbilical Humana/efeitos dos fármacos , Hidrodinâmica , Nanopartículas/química , Álcoois Graxos/química , Humanos , Cristais Líquidos/química , Resistência ao Cisalhamento , Estresse Mecânico
11.
J Colloid Interface Sci ; 553: 820-833, 2019 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-31284226

RESUMO

Despite increasing interests in non-lamellar liquid crystalline dispersions, such as hexosomes, for drug delivery, little is known about their interactions with cells and mechanism of cell entry. Here we examine the cellular uptake of hexosomes based on phytantriol and mannide monooleate by HeLa cells using live cell microscopy in comparison to conventional liposomes. To investigate the importance of specific endocytosis pathways upon particle internalization, we silenced regulatory proteins of major endocytosis pathways using short interfering RNA. While endocytosis plays a significant role in liposome internalization, hexosomes are not taken up via endocytosis but through a mechanism that is dependent on cell membrane tension. Biophysical studies using biomembrane models highlighted that hexosomes have a high affinity for membranes and an ability to disrupt lipid layers. Our data suggest that direct biomechanical interactions of hexosomes with membrane lipids play a crucial role and that the unique morphology of hexosomes is vital for their membrane activity. Based on these results, we propose a mechanism, where hexosomes destabilize the bilayer, allowing them to "phase through" the membrane. Understanding parameters that influence the uptake of hexosomes is critical to establish them as carrier systems that can potentially deliver therapeutics efficiently to intracellular sites of action.


Assuntos
Coloides/metabolismo , Endocitose , Álcoois Graxos/metabolismo , Transporte Biológico , Coloides/síntese química , Coloides/química , Sistemas de Liberação de Medicamentos , Álcoois Graxos/síntese química , Álcoois Graxos/química , Células HeLa , Humanos , Lipossomos/química , Manitol/análogos & derivados , Manitol/síntese química , Manitol/química , Manitol/metabolismo , Ácidos Oleicos/síntese química , Ácidos Oleicos/química , Ácidos Oleicos/metabolismo
12.
Food Chem ; 300: 125195, 2019 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-31326676

RESUMO

Presence of pungent gingerols in ginger oleoresin makes it an ideal natural flavoring candidate for the food industry. The study reports its incorporation for synergistic enhancement of flavor and nutraceutical portfolio of candied mango. The process is systematically optimized at bench-scale for gingerols infusion and subsequent candying treatment in a range of hypo and hypertonic osmotic solutions for critical transport properties. After that, optimization of the drying process and the scale-up study was conducted with a 200 folds increase in the batch size. Collated effects of multistep optimization resulted in 85.6, 76.8, 60.2% retention in ß-carotene, total phenolics, Vitamin C, respectively, along with minor color difference and significant improvement in sensory scores over fresh mango. Mass transfer and quality parameters were comparable in both scales, implying excellent repeatability and scalability of the process. Compared with a similar commercial product, substantial improvement in quality characteristics along with 376.7% reduction in overall processing time was achieved.


Assuntos
Doces , Catecóis/química , Álcoois Graxos/química , Aromatizantes/química , Indústria de Processamento de Alimentos/métodos , Mangifera/química , Ácido Ascórbico/análise , Ácido Ascórbico/química , Cor , Dessecação/métodos , Suplementos Nutricionais/análise , Qualidade dos Alimentos , Frutas/química , Gengibre/química , Humanos , Fenóis/análise , Fenóis/química , Paladar , beta Caroteno/análise , beta Caroteno/química
13.
Colloids Surf B Biointerfaces ; 182: 110366, 2019 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-31351273

RESUMO

Targeted delivery of vitamins to a desirable area is an active branch in a modern pharmacology. The most important and difficult delivery of vitamin B12 is that to bone marrow and nerve cells. Herein we present a first step towards the development of two types of smart carriers, polymer capsules and lyotropic liquid-crystalline nanosystems, for vitamin B12 targeted delivery and induced release. A vitamin B12 encapsulation technique into nanoengineered polymeric capsules produced by layer-by-layer assembling of polymeric shells on CaCO3 templates has been developed. The effectiveness of the process was demonstrated by optical absorption spectroscopy, transmission electron microscopy (TEM), atomic force microscopy (AFM) and small-angle X-ray diffraction. TEM and AFM analyses performed on capsules after their drying, confirmed the presence of the vitamin B12 inside the capsules in the form of crystalline nanoaggregates, 50-300 nm in diameter. Soft lipid nanovectors consisting of amphiphilic phytantriol molecules, which in water excess spontaneously self-assembly in 3D well-ordered inverse bicontinuous cubic bulk phase, were used as alternative carriers for vitamin B12. It was shown that about 30% of the vitamin added in the preparation of the soft lipid system was actually encapsulated in cubosomes and that no structural changes occurred upon loading. The Vitamin stabilizes the lipid system playing the role of its structure-forming element. The biocompatible nature, the stability and the feasibility of these systems make them good candidates as carriers for hydrophilic vitamins.


Assuntos
Sistemas de Liberação de Medicamentos/métodos , Álcoois Graxos/química , Nanocápsulas/química , Poloxâmero/química , Vitamina B 12/química , Carbonato de Cálcio/química , Cristalização , Composição de Medicamentos/métodos , Humanos , Nanocápsulas/ultraestrutura
14.
Biomed Pharmacother ; 117: 108993, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31228805

RESUMO

The aim of this study was to investigate the release behaviors of sinomenine hydrochloride loaded via in situ hexagonal liquid crystal (ISH), and its potential to improve the local bioavailability in knee joints of sinomenine hydrochloride (SMH) after intra-articular administration. The ISH was prepared by a liquid precursor mixture containing phytantriol (PT), Vitamin E acetate (VEA), ethanol (ET), and water. The in vitro release profiles revealed a sustained release of SMH from the optimized ISH formula (PT/VEA/ET/water, 60.8:3.2:16.0:20.0, w/w/w/w), which was selected for the in vivo pharmacokinetics and preliminary pharmacodynamics studies. In both healthy and adjuvant-induced arthritis (AA) rats, the SMH loaded ISH showed significantly smaller SMH AUC0-∞ in plasma (P < 0.01), and higher SMH concentration in synoviums (2˜168 h) than that of SMH solution, indicating that the ISH significantly reduced the leakage of SMH into systemic circulation. The t1/2α of SMH loaded ISH in the knee joints of AA rats, was longer (13.42 h) than that of healthy rats (1.34 h) (P < 0.05), most likely that in vivo drug release behavior of SMH loaded ISH was affected by the physiological environment of the joint. It was found that the SMH loaded ISH could benefit AA-rats by suppressing the level of IL-1ß in comparison to SMH solutions. The results of the histopathology of knee joints in AA rats displayed that the SMH loaded ISH might be suitable for the development of treatment strategies for rheumatoid arthritis diseases.


Assuntos
Cristais Líquidos/química , Morfinanos/administração & dosagem , Animais , Anti-Inflamatórios/farmacologia , Liberação Controlada de Fármacos , Álcoois Graxos/química , Injeções Intra-Articulares , Interleucina-1beta/metabolismo , Articulações/patologia , Morfinanos/sangue , Morfinanos/química , Morfinanos/farmacocinética , Ratos , Testes de Irritação da Pele , Membrana Sinovial/metabolismo
15.
ACS Chem Biol ; 14(7): 1490-1497, 2019 07 19.
Artigo em Inglês | MEDLINE | ID: mdl-31243958

RESUMO

Metabolic profiling and genome mining revealed that anaerobic bacteria have the potential to produce acyloin natural products. In addition to sattazolin A and B, three new sattazolin congeners and a novel acyloin named clostrocyloin were isolated from three strains of Clostridium beijerinckii, a bacterium used for industrial solvent production. Bioactivity profiling showed that the sattazolin derivatives possess antimicrobial activities against mycobacteria and pseudomonads with only low cytotoxicity. Clostrocyloin was found to be mainly active against fungi. The thiamine diphosphate (ThDP)-dependent sattazolin-producing synthase was identified in silico and characterized both in vivo and in in vitro enzyme assays. A related acyloin synthase from the clostrocyloin producer was shown to be responsible for the production of the acyloin core of clostrocyloin. The biotransformation experiments provided first insights into the substrate scope of the clostrocyloin synthase and revealed biosynthetic intermediates.


Assuntos
Antibacterianos/química , Antibacterianos/farmacologia , Antifúngicos/química , Antifúngicos/farmacologia , Álcoois Graxos/química , Álcoois Graxos/farmacologia , Bactérias Anaeróbias/química , Vias Biossintéticas , Clostridium/química , Hexanonas/química , Hexanonas/farmacologia , Humanos , Indóis/química , Indóis/farmacologia , Mycobacterium/efeitos dos fármacos , Infecções por Mycobacterium/tratamento farmacológico , Micoses/tratamento farmacológico , Pseudomonas/efeitos dos fármacos , Infecções por Pseudomonas/tratamento farmacológico
16.
Food Chem ; 297: 124766, 2019 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-31253308

RESUMO

The complexation of nanoparticles in extreme alkali treated (pH 10.0, 11.0 and 12.0) soy protein isolate (SPI) with 1-Octacosanol (1-Octa) was investigated. The nanoparticles were compared in complexing with the 1-Octa concerning their characteristics, along with the changes in secondary structure and stability of 1-Octa upon complexation. The nanoparticles did not display obvious changes in size and morphology upon complexation with 1-Octa, except the surface hydrophobicity. The encapsulation efficiency (EE) and loading amount (LA) of the SPI-Octa were first increased and then decreased with an enhanced pH value. The treatment conditions modified some secondary structures, causing greater protein unfolding to expose more hydrophobic clusters. Additionally, the nanocomplex had higher thermal and saline ion stability, the majority of the nanocomplexes were evenly dispersed in the aqueous phase.


Assuntos
Álcoois Graxos/química , Nanopartículas/química , Proteínas de Soja/química , Álcoois Graxos/metabolismo , Concentração de Íons de Hidrogênio , Interações Hidrofóbicas e Hidrofílicas , Microscopia de Força Atômica , Tamanho da Partícula , Estrutura Secundária de Proteína , Desdobramento de Proteína , Proteínas de Soja/metabolismo , Propriedades de Superfície
17.
J Ind Microbiol Biotechnol ; 46(8): 1225-1235, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31115703

RESUMO

Engineered polyketide synthases (PKSs) are promising synthetic biology platforms for the production of chemicals with diverse applications. The dehydratase (DH) domain within modular type I PKSs generates an α,ß-unsaturated bond in nascent polyketide intermediates through a dehydration reaction. Several crystal structures of DH domains have been solved, providing important structural insights into substrate selection and dehydration. Here, we present two DH domain structures from two chemically diverse PKSs. The first DH domain, isolated from the third module in the borrelidin PKS, is specific towards a trans-cyclopentane-carboxylate-containing polyketide substrate. The second DH domain, isolated from the first module in the fluvirucin B1 PKS, accepts an amide-containing polyketide intermediate. Sequence-structure analysis of these domains, in addition to previously published DH structures, display many significant similarities and key differences pertaining to substrate selection. The two major differences between BorA DH M3, FluA DH M1 and other DH domains are found in regions of unmodeled residues or residues containing high B-factors. These two regions are located between α3-ß11 and ß7-α2. From the catalytic Asp located in α3 to a conserved Pro in ß11, the residues between them form part of the bottom of the substrate-binding cavity responsible for binding to acyl-ACP intermediates.


Assuntos
Policetídeo Sintases/química , Sítios de Ligação , Álcoois Graxos/química , Álcoois Graxos/metabolismo , Modelos Moleculares , Policetídeo Sintases/metabolismo , Estrutura Terciária de Proteína , Especificidade por Substrato
18.
J Pharm Biomed Anal ; 172: 200-205, 2019 Aug 05.
Artigo em Inglês | MEDLINE | ID: mdl-31060032

RESUMO

Policosanols (PCs) are a mixture of long chain primary aliphatic alcohols mainly known for their ability to reduce cholesterol level. Due to this property, there is an increasing interest in the extraction process of these compounds. In this context, beeswax, a natural product produced by honey bees of the genus Apis, is a promising source for their extraction and purification. The present research work was aimed at the development of a new procedure for the extraction and purification of PCs from yellow beeswax by using microwave-assisted technology, which hitherto has never been applied to this mixture. The developed process comprises three main steps: 1) microwave-assisted trans-esterification; 2) microwave-assisted hydrolysis; 3) final purification by means of preparative liquid chromatography. The final step is responsible for the increased purity of PCs, thanks to the removal of undesired compounds, such as natural paraffins. The predominant alcohols investigated in this work are tetracosanol (C24OH), hexacosanol (C26OH), octacosanol (C28OH), triacontanol (C30OH) and dotriacontanol (C32OH). Compound identification was performed using GC-EI-MS, while GC-FID analysis was chosen for the quantification of the main fatty alcohols present in the product. This new method represents a useful tool for the production of PCs from beeswax to be used in pharmaceuticals and nutraceuticals for human use, feed and veterinary supplements.


Assuntos
Álcoois Graxos/química , Tecnologia Farmacêutica/instrumentação , Tecnologia Farmacêutica/métodos , Ceras/química , Álcoois/química , Animais , Abelhas , Produtos Biológicos/química , Cromatografia Gasosa-Espectrometria de Massas/métodos , Micro-Ondas
19.
Molecules ; 24(8)2019 Apr 24.
Artigo em Inglês | MEDLINE | ID: mdl-31022940

RESUMO

Light-driven phase change materials (PCMs) have received significant attention due to their capacity to convert visible light into thermal energy, storing it as latent heat. However, continuous photo-thermal conversion can cause the PCMs to reach high thermal equilibrium temperatures after phase transition. In our study, a novel light-driven phase change material system with temperature-control properties was constructed using a thermochromic compound. Thermochromic phase change materials (TC-PCMs) were prepared by introducing 2-anilino-6-dibutylamino-3-methylfluoran (ODB-2) and bisphenol A (BPA) into 1-hexadecanol (1-HD) in various proportions. Photo-thermal conversion performance was investigated with solar radiation (low power of 0.09 W/cm2) and a xenon lamp (at a high power of 0.14 W/cm2). The TC-PCMs showed a low equilibrium temperature due to variations in absorbance. Specifically, the temperature of TC-PCM180 (ODB-2, bisphenol A and 1-HD ratio 1:2:180) could stabilize at 54 °C approximately. TC-PCMs exhibited reversibility and repeatability after 20 irradiation and cooling cycles.


Assuntos
Compostos de Anilina/síntese química , Compostos Benzidrílicos/síntese química , Álcoois Graxos/síntese química , Fluoresceínas/síntese química , Fenóis/síntese química , Compostos de Anilina/química , Compostos de Anilina/efeitos da radiação , Compostos Benzidrílicos/química , Compostos Benzidrílicos/efeitos da radiação , Álcoois Graxos/química , Álcoois Graxos/efeitos da radiação , Fluoresceínas/química , Fluoresceínas/efeitos da radiação , Temperatura Alta , Luz , Transição de Fase/efeitos da radiação , Fenóis/química , Fenóis/efeitos da radiação , Temperatura Ambiente
20.
J Oleo Sci ; 68(4): 329-337, 2019 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-30867390

RESUMO

Lipase-catalyzed production of palm esters was performed via alcoholysis of palm oil and oleyl alcohol in solvent and solvent-free systems using a 2 L stirred tank reactor (STR). Two immobilized lipases were tested and Lipozyme RM IM exhibited superior performance in both reaction systems. Reusability studies of the enzymes in a solvent-free system also demonstrated the high stability of Lipozyme RM IM as shown by its ability to yield more than 70% palm esters with up to 19 cycles of reusing the same enzymes. Modification of the enzyme washing process improved the stability of Lipozyme TL IM in a solvent system as demonstrated by maintaining 65% yield after 5 times of repeated enzyme use. The scale up process for both lipases was conducted in the presence of solvents by using the impeller tip speed approach. Lipozyme RM IM-catalyzed reaction in a 15 L STR produced 85.7% yield and there was a significant drop to 60.7% in the 300 L STR, whereas Lipozyme TL IM had a lower yield (65%) when the reaction volume was increased to 15 L. The low yields could be due to the accumulation of enzymes at the bottom of the vessel. Purification of palm esters via solvent-solvent extraction revealed that more than 90% of oleyl alcohol was extracted after the third extraction cycle at 150 rpm impeller speed with reduced palm esters: ethanol ratio (v/v) from 1:4 to 1:3.


Assuntos
Reatores Biológicos , Enzimas Imobilizadas/química , Ésteres/síntese química , Lipase/química , Óleo de Palmeira/química , Catálise , Etanol , Álcoois Graxos/química , Álcoois Graxos/isolamento & purificação , Extração Líquido-Líquido/métodos , Solventes
SELEÇÃO DE REFERÊNCIAS
DETALHE DA PESQUISA