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1.
J Asian Nat Prod Res ; 23(8): 754-763, 2021 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-32608253

RESUMEN

Three new compounds (methyl-3ß,25-dihydroxycycloart-23-en-29-oate 3-sulfate (1), methyl-3ß-hydroxy-25-methoxycycloart-23-en-29-oate 3-sulfate (2) and 3ß-hydroxy-25-methoxycycloart-23-ene 3-sulfate (3)) and a known one (3ß-hydroxycycloart-24-en-23-one 3-sulfate (4)) were isolated from Vietnamese red alga Tricleocarpa fragilis. All isolated compounds 1-4 showed potent inhibitory activity against yeast α-glucosidase with IC50 values of 16.62 ± 2.80, 36.34 ± 4.04, 30.19 ± 5.01 and 6.52 ± 0.17 µM, respectively. The docking data showed that the substitutions at C-3 and the differences in the side chain of cycloartane-skeleton could influence the interaction of molecule with enzyme, which was consistent with the experimental findings.[Formula: see text].


Asunto(s)
Rhodophyta , Triterpenos , Pueblo Asiatico , Inhibidores de Glicósido Hidrolasas/farmacología , Humanos , Simulación del Acoplamiento Molecular , Estructura Molecular , Sulfatos , Triterpenos/farmacología , alfa-Glucosidasas/metabolismo
2.
J Nanosci Nanotechnol ; 13(8): 5296-304, 2013 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-23882757

RESUMEN

The physicochemical and biofunctional properties of crab chitosan nanoparticles of two different sizes (Nano A and B) manufactured by dry milling method were evaluated for commercialization. The deacetylation degrees (DD) of Nano A, B and the control chitosan were 90.9, 93.0, and 92.7% respectively whereas their molecular weights (M(w)) were 43.9, 44.7 and 208.8 kDa. The average sizes of the dispersed Nano A, B and the control chitosan in cetyltrimethylammonium chloride were 735.9, 849.4 and 2,382.4 nm, respectively, which were lower than 1441.7, 2935.6 and 6832.9 nm of the intact chitosans. Chitosan nanoparticles had mild tyrosinase, antioxidant and angiotensin I converting enzyme (ACE), but weak collagenase, elastase and beta-glucuronidase inhibitory activity. However, Nano A had strong alpha-glucosidase inhibitory activity, which was comparable to that of acarbose, a commercial alpha-glucosidase inhibitor. In addition, the minimum inhibitory concentrations (MICs) of chitosan and its nanoparticles ranged from 30 to > 200 microg/mL against each four gram-positive and gram-negative bacteria. Therefore, crab chitosan nanoparticles could be used as a nutraceutical, cosmeceutical or pharmaceutical product.


Asunto(s)
Quitosano/química , Nanopartículas/química , Acetilación , Animales , Antibacterianos/farmacología , Antioxidantes/metabolismo , Compuestos de Bifenilo/química , Colagenasas/metabolismo , Decápodos , Depuradores de Radicales Libres/metabolismo , Glucuronidasa/metabolismo , Peróxido de Hidrógeno/química , Concentración de Iones de Hidrógeno , Radical Hidroxilo , Hipoglucemiantes/farmacología , Peso Molecular , Monofenol Monooxigenasa/química , Nanotecnología/métodos , Tamaño de la Partícula , Peptidil-Dipeptidasa A/metabolismo , Picratos/química , Solubilidad
3.
Food Chem ; 133(2): 585-91, 2012 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-25683437

RESUMEN

For establishing an efficient and sensitive method for the quantitative determination of 2-thiol-l-histidine-betaine (ergothioneine, ERG) in edible mushrooms and the blood and muscles of animals, a technique using reversed-phase separation and post-column reaction between 2'-dipyridyl disulphide and ERG was developed. A corresponding derivative 2-thiopyridone, detected at 343 nm, was used for estimating ERG concentration. The flow rate, temperature, pH, and composition of the solution were optimised. A low limit of quantification (1.41 ppm) and a simpler sample preparation made this technique more rapid compared to other methods using liquid chromatography-mass spectrometry. The coefficient of variation (CV) values for the reproducibility and recovery of ERG were within the acceptable values of 6% and 97.5-100.0%, respectively. The efficiency of this methodology was compared with that of spectrophotometric and mass-spectrometric quantitative methods, and was assessed in the light of previous studies. The ERG contents in different mushrooms were 12.69-234.85 mg/kg wet weight basis. Dietary supplementation with extracts from mushroom processing waste significantly improved ERG bioavailability in the blood of yellowtail fish and muscle tissue of cattle.


Asunto(s)
Agaricales/química , Alimentación Animal/análisis , Cromatografía Líquida de Alta Presión/métodos , Ergotioneína/análisis , Carne/análisis , Residuos/análisis , Agaricales/metabolismo , Animales , Bovinos/metabolismo , Dieta , Ergotioneína/sangre , Peces/metabolismo , Espectrometría de Masas , Músculo Esquelético/química , Reproducibilidad de los Resultados
4.
J Food Sci ; 76(9): H208-14, 2011.
Artículo en Inglés | MEDLINE | ID: mdl-22416705

RESUMEN

UNLABELLED: One therapeutic approach for preventing diabetes mellitus and obesity is to retard the absorption of glucose via inhibition of α-glucosidase. Two unsaturated fatty acids with strong α-glucosidase inhibitory activity, 7(Z)-octadecenoic acid (1) and 7(Z),10(Z)-octadecadienoic acid (2), were purified from the body wall of Stichopus japonicus. IC(50) values of compounds 1 and 2 were 0.51 and 0.67 µg/mL against Saccharomyces cerevisiae α-glucosidase and 0.49 and 0.60 µg/mL against Bacillus stearothermophilus α-glucosidase, respectively. These compounds mildly inhibited rat-intestinal sucrase and maltase. In addition, both compounds showed a mixed type of inhibition against S. cerevisiae α-glucosidase and were very stable under thermal and acidic conditions up to 60 min. The K(I) and K(IS) values of compounds 1 and 2 were 0.44 and 0.22 µg/mL, and 0.39 and 0.13 µg/mL, respectively. PRACTICAL APPLICATION: One therapeutic approach for preventing diabetes mellitus is to retard the absorption of glucose via inhibition of α-glucosidase. In this study, 2 fatty acids with strong α-glucosidase-inhibitory activity, 7(Z)-octadecenoic acid and 7(Z),10(Z)-octadecadienoic acid, were purified and identified from sea cucumber. Therefore, sea cucumber fatty acids can potentially be developed as a novel natural nutraceutical for the management of type-2 diabetes.


Asunto(s)
Ácidos Grasos Insaturados/farmacología , Inhibidores de Glicósido Hidrolasas , Ácidos Oléicos/farmacología , Stichopus/química , Animales , Diabetes Mellitus/prevención & control , Geobacillus stearothermophilus/enzimología , Concentración 50 Inhibidora , Ratas , Saccharomyces cerevisiae/enzimología , Sacarasa/antagonistas & inhibidores , Sacarasa/metabolismo , alfa-Glucosidasas/metabolismo
5.
J Food Sci ; 75(5): H145-50, 2010 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-20629879

RESUMEN

A bromophenol, bis(2,3-dibromo-4,5-dihydroxybenzyl) ether, was purified from the red alga Polyopes lancifolia. Its IC(50) values were 0.098 and 0.120 microM against Saccharomyces cerevisiae and Bacillus stearothermophilus alpha-glucosidases, respectively, and 1.00 and 1.20 mM against rat-intestinal sucrase and maltase. This bromophenol competitively inhibited S. cerevisiae alpha-glucosidase with a K(I) value of 0.068 microM and was very stable at pH 2 for 60 min at 37 degrees C. Therefore, this P. lancifolia bromophenol may have potential as natural nutraceutical for the management of type 2 diabetes.


Asunto(s)
Catecoles/farmacología , Inhibidores Enzimáticos/farmacología , Éteres/farmacología , Inhibidores de Glicósido Hidrolasas , Fenoles/farmacología , Rhodophyta/química , Rhodophyta/enzimología , Animales , Catecoles/química , Catecoles/aislamiento & purificación , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Éteres/química , Éteres/aislamiento & purificación , Fenoles/química , Fenoles/aislamiento & purificación , Ratas
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