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1.
Molecules ; 26(4)2021 Feb 22.
Artículo en Inglés | MEDLINE | ID: mdl-33671811

RESUMEN

Marine algae are a promising source of potent bioactive agents against oxidative stress, diabetes, and inflammation. However, the possible therapeutic effects of many algal metabolites have not been exploited yet. In this regard, we explored the therapeutic potential of Enteromorpha intestinalis extracts obtained from methanol, ethanol, and hexane, in contrasting oxidative stress. The total phenolic (TPC) and flavonoids (TFC) content were quantified in all extracts, with ethanol yielding the best values (about 60 and 625 mg of gallic acid and rutin equivalents per gram of extract, respectively). Their antioxidant potential was also assessed through DPPH•, hydroxyl radical, hydrogen peroxide, and superoxide anion scavenging assays, showing a concentration-dependent activity which was greater in the extracts from protic and more polar solvents. The α-amylase and α-glucosidase activities were estimated for checking the antidiabetic capacity, with IC50 values of about 3.8 µg/mL for the methanolic extract, almost as low as those obtained with acarbose (about 2.8 and 3.3 µg/mL, respectively). The same extract also showed remarkable anti-inflammatory effect, as determined by hemolysis, protein denaturation, proteinase and lipoxygenase activity assays, with respectable IC50 values (about 11, 4, 6, and 5 µg/mL, respectively), also in comparison to commercially used drugs, such as acetylsalicylic acid.


Asunto(s)
Antiinflamatorios/farmacología , Antioxidantes/farmacología , Inhibidores Enzimáticos/farmacología , Hipoglucemiantes/farmacología , Extractos Vegetales/farmacología , Ulva/química , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Compuestos de Bifenilo/antagonistas & inhibidores , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Eritrocitos/efectos de los fármacos , Eritrocitos/metabolismo , Flavonoides/química , Flavonoides/aislamiento & purificación , Flavonoides/farmacología , Humanos , Radical Hidroxilo/antagonistas & inhibidores , Hipoglucemiantes/química , Hipoglucemiantes/aislamiento & purificación , Lipooxigenasas/metabolismo , Masculino , Péptido Hidrolasas/metabolismo , Fenoles/química , Fenoles/aislamiento & purificación , Fenoles/farmacología , Picratos/antagonistas & inhibidores , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Superóxidos/antagonistas & inhibidores
2.
Carbohydr Polym ; 235: 115939, 2020 May 01.
Artículo en Inglés | MEDLINE | ID: mdl-32122481

RESUMEN

To investigate and compare the preliminary structural characteristics and biological activity in vitro of polysaccharides from Sagittaria sagittifolia L. (SSs) by different extration methods, three polysaccharides (SSW, SSU, and SSP) were obtained with hot water, ultrasound-assisted, and subcritical water extraction. Their structural features were elucidated using High Performance Liquid Chromatography (HPLC), Gas Chromatography (GC), Scanning Electron Microscopy (SEM), Infrared Spectroscopy (IR), Atomic Force Microscopy (AFM), Zeta Potential and Congo red methods. Furthermore, the antioxidant activity and immunostimulatory effects were investigated in vitro. Molecular weight and monosaccharide composition analysis exhibited that SSW (2275.0 kDa), SSU (148.7 kDa), and SSP (1984.0 kDa) were heteropolysaccharide with dramatically different monosaccharide species and mole ratios. In addition, SSP exhibited stronger antioxidant activity in vitro and more potent immunomodulatory activity than SSW and SSU. SSP has greater potential to be explored as biologicalagents for use in complementary medicine or functional foods.


Asunto(s)
Antioxidantes/farmacología , Factores Inmunológicos/farmacología , Polisacáridos/farmacología , Sagittaria/química , Animales , Antioxidantes/química , Benzotiazoles/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Supervivencia Celular/inmunología , Células Cultivadas , Radical Hidroxilo/antagonistas & inhibidores , Factores Inmunológicos/química , Macrófagos/efectos de los fármacos , Macrófagos/inmunología , Ratones , Peso Molecular , Óxido Nítrico/análisis , Óxido Nítrico/biosíntesis , Tamaño de la Partícula , Picratos/antagonistas & inhibidores , Polisacáridos/química , Células RAW 264.7 , Ácidos Sulfónicos/antagonistas & inhibidores , Propiedades de Superficie
3.
Pak J Pharm Sci ; 33(1): 141-148, 2020 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-32122842

RESUMEN

Peroxynitrite is known as a strong deleterious species that may readily trigger several geriatric diseases via injuring cellular constituents. Proanthocyanidins, a biological flavonoids constituent of Pinus sylvestris L. bark, has been attributed a large variety of pharmacological functions to its antioxidant potential. The results revealed that peroxynitrite could cause the generation of hydroxyl radical, the breakage of φX-174 plasmid DNA brand as well as the nitration of L-tyrosine. However, pine (Pinus sylvestris L.) bark proanthocyanidins extracts at low concentration range markedly inhibited the peroxynitrite -induced the formation of open circular DNA form (IC50 = 5.03±0.39 mg/mL). The 3-Nitro-L-tyrosine generated by the reaction of peroxynitrite with L-tyrosine was reduced by PBP (IC50 = 1.01±0.01 mg/mL). Besides, electron spin resonance spectroscopy data indicates that the intensive signal of dimethyl pyridine N-oxide hydroxyl radical adduct from peroxynitrite was reversed by pine bark proanthocyanidins extracts (IC50 =1.02±0.04 mg/mL). Moreover, the obtained data shows that PBP provides more efficient protection against peroxynitrite than that of ascorbic acid. Together, the present study suggests that pine bark proanthocyanidins could exert potent preventive activity against peroxynitrite -elicited cytotoxicity on the biomacromolecules, a study-worthy finding with pharmacological importance.


Asunto(s)
Daño del ADN/efectos de los fármacos , Radical Hidroxilo/antagonistas & inhibidores , Ácido Peroxinitroso/efectos adversos , Pinus sylvestris/química , Extractos Vegetales/farmacología , Proantocianidinas/farmacología , Tirosina/análogos & derivados , Relación Dosis-Respuesta a Droga , Espectroscopía de Resonancia por Spin del Electrón , Corteza de la Planta/química , Extractos Vegetales/química , Tirosina/efectos de los fármacos , Tirosina/metabolismo
4.
Photochem Photobiol Sci ; 19(6): 831-843, 2020 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-33856681

RESUMEN

Solar radiation in the ultraviolet (UV), visible (VIS), and infrared (IR) ranges produces different biological effects in humans. Most of these, particularly those derived from ultraviolet radiation (UVR) are harmful to the skin, and include cutaneous aging and increased risk of cutaneous diseases, particularly skin cancer. Pharmacological photoprotection is mostly topical, but it can also be systemic. Oral photoprotectives constitute a new generation of drugs to combat the deleterious effects of solar radiation. Among these, an extract of Polypodium leucotomos (PL/Fernblock®, IFC Group, Spain) contains a high content of phenolic compounds that endow it with antioxidant activity. PL can administered orally or topically and is completely safe. PL complements and enhances endogenous antioxidant systems by neutralizing superoxide anions, hydroxyl radicals, and lipoperoxides. In addition to its antioxidant activity, PL also improves DNA repair and modulates immune and inflammatory responses. These activities are likely due to its ability to inhibit the generation and release of reactive oxygen species (ROS) by UVR, VIS, and IR radiation. PL also prevents direct DNA damage by accelerating the removal of induced photoproducts and decreasing UV-induced mutations. Oral PL increases the expression of active p53, decreases cell proliferation, and inhibits UV-induced COX-2 enzyme levels. PL has been used to treat skin diseases such as photodermatoses and pigmentary disorders and recently as a complement of photodynamic phototherapy in actinic keratoses. The photoprotective capability of PL has been proven in a multitude of in vitro and in vivo studies, which include animal models and clinical trials with human subjects. Based on this evidence, PL is a new generation photoprotector with antioxidant and anti-inflammatory properties that also protects DNA integrity and enhances the immune response.


Asunto(s)
Antioxidantes/farmacología , Extractos Vegetales/farmacología , Polypodium/química , Sustancias Protectoras/farmacología , Administración Oral , Animales , Antioxidantes/administración & dosificación , Antioxidantes/química , Daño del ADN , Humanos , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/metabolismo , Rayos Infrarrojos , Peróxidos Lipídicos/antagonistas & inhibidores , Peróxidos Lipídicos/metabolismo , Ratones , Ratones Noqueados , Estrés Oxidativo/efectos de los fármacos , Procesos Fotoquímicos , Extractos Vegetales/administración & dosificación , Extractos Vegetales/química , Sustancias Protectoras/administración & dosificación , Sustancias Protectoras/química , Ratas , Ratas Wistar , Especies Reactivas de Oxígeno/antagonistas & inhibidores , Especies Reactivas de Oxígeno/metabolismo , Piel/efectos de los fármacos , Superóxidos/antagonistas & inhibidores , Superóxidos/metabolismo , Rayos Ultravioleta , Agua/química
5.
Bioorg Chem ; 95: 103513, 2020 01.
Artículo en Inglés | MEDLINE | ID: mdl-31884144

RESUMEN

BACKGROUND: A series of eight new flavone derivatives containing a piperazine chain with different substitution were synthesized and their structures were determined. METHODS: Their antiradical and antioxidant activities were evaluated using superoxide anion radical, hydroxyl radical, 2,2-diphenyl-1-picrylhydrazyl radical, 2,2'-azino-di(3-ethylbenzthiazoline sulphonate) radical cation (ABTS+) scavenging (as measure total antioxidant status TAS), ferric reducing antioxidant power (TAC), and hydrogen peroxide decomposition. The antioxidant activities of the synthesized compounds were compared with standard antioxidants trolox, ascorbic acid, butylated hydroxytoluene (BHT) as positive controls, reference antibiotics (doxycycline, dicloxacillin), and medicinal plants (Menthae piperita, Cistus incanus). Chemiluminescence, spectrophotometry, electron spin resonance (ESR) spectroscopy in conjunction with 5,5-dimethyl-1-pyrroline-1-oxide (DMPO) as the spin trap were the measurement techniques. RESULTS: The results show that the synthesized compounds exhibit weak, albeit a wide spectrum of antiradical and antioxidant activities. The TAS values were measured as trolox equivalents, ranging from 209.6 ± 6.1 to 391.1 ± 8.2 µM TE/g; the TAC values were in ranges from 10.8 ± 0.5 to 49.5 ± 0.5 µM TE/g being higher than that of dicloxacillin (241.0 ± 16.5 and 9.73 ± 0.8 µM TE/g, respectively), but lower than ascorbic acid, BHT, doxycycline, and medicinal plants. Best antioxidant activities were found for the piperazinyl analogues with methoxy group on phenyl piperazine ring. CONCLUSION: We suggest that the synthesized compounds may be used as lead molecules for optimization of molecular structure to maximize the antioxidant potency.


Asunto(s)
Antioxidantes/farmacología , Flavonas/farmacología , Piperazina/farmacología , Antioxidantes/síntesis química , Antioxidantes/química , Compuestos de Bifenilo/antagonistas & inhibidores , Relación Dosis-Respuesta a Droga , Flavonas/síntesis química , Flavonas/química , Peróxido de Hidrógeno/antagonistas & inhibidores , Radical Hidroxilo/antagonistas & inhibidores , Estructura Molecular , Picratos/antagonistas & inhibidores , Piperazina/química , Relación Estructura-Actividad , Superóxidos/antagonistas & inhibidores
6.
Molecules ; 24(16)2019 Aug 12.
Artículo en Inglés | MEDLINE | ID: mdl-31408939

RESUMEN

In the present study, we aimed to develop a novel fermented tea (NFT) product and to evaluate their in vitro antioxidant potential and chemical composition. We found that NFT contained a high level of total phenolic compounds (102.98 mg gallic acid equivalents/g extract) and exhibited diverse antioxidant activities, such as scavenging of 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and hydroxyl radicals, as well as reducing power. The total catechins in NFT were comparable to those of Lipton black tea (LBT), but lower than those of Boseong green tea (BGT) or Tieguanyin oolong tea (TOT). Among all catechins tested, epigallocatechin (EGC) and epigallocatechin-3-O-gallate (EGCG) were the predominant compounds in NFT. In particular, the contents of total theaflavins (TFs), theaflavin (TF), theaflavin-3-gallate (TF3G), and theaflavin-3'-gallate (TF3'G) in NFT were significantly higher than that of BGT, TOT, or LBT. NFT had the highest level of total essential amino acid and γ-aminobutyric acid (GABA) compared with BGT, TOT and LBT. Furthermore, the sensory evaluation results showed that NFT had satisfactory color, aroma, taste, and overall acceptability scores. Our results highlight the potential usefulness of this novel fermented tea as a nutraceutical food/ingredient with special functional activities.


Asunto(s)
Antioxidantes/aislamiento & purificación , Camellia sinensis/química , Flavonoides/aislamiento & purificación , Té/química , Antioxidantes/química , Biflavonoides/química , Biflavonoides/aislamiento & purificación , Compuestos de Bifenilo/antagonistas & inhibidores , Catequina/análogos & derivados , Catequina/química , Catequina/aislamiento & purificación , Color , Fermentación , Flavonoides/química , Flavonoides/clasificación , Ácido Gálico/análogos & derivados , Ácido Gálico/química , Ácido Gálico/aislamiento & purificación , Humanos , Radical Hidroxilo/antagonistas & inhibidores , Odorantes/análisis , Picratos/antagonistas & inhibidores , Gusto/fisiología , Ácido gamma-Aminobutírico/química , Ácido gamma-Aminobutírico/aislamiento & purificación
7.
Int J Biol Macromol ; 138: 673-680, 2019 Oct 01.
Artículo en Inglés | MEDLINE | ID: mdl-31344411

RESUMEN

Momordica charantia polysaccharide (MCP) was extracted by hot water and chemically modified to obtain phosphorylated Momordica charantia polysaccharide (P-MCP) with degree of substitution 0.12 and sulfated Momordica charantia polysaccharide (S-MCP) with degree of substitution 0.45. The sugar content of the three polysaccharides was determined by phenol sulfuric acid method, 74.0%, 68.1% and 59.8% respectively. The scavenging ability of three polysaccharides to superoxide anion, hydroxyl radical and DPPH radical, as well as their anti-lipid peroxidation and reduction ability were determined. The results showed that the antioxidant activity of polysaccharides varied with different chemical modifications.


Asunto(s)
Antioxidantes/química , Antioxidantes/farmacología , Momordica charantia/química , Polisacáridos/química , Polisacáridos/farmacología , Antioxidantes/aislamiento & purificación , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Radical Hidroxilo/antagonistas & inhibidores , Oxidación-Reducción/efectos de los fármacos , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Polisacáridos/aislamiento & purificación , Análisis Espectral , Azúcares/química , Superóxidos/antagonistas & inhibidores
8.
Int J Biol Macromol ; 128: 1-4, 2019 May 01.
Artículo en Inglés | MEDLINE | ID: mdl-30677438

RESUMEN

The cushaw polysaccharide was obtained by hot water extraction. Two sulfated cushaw polysaccharides (SP1 and SP2) with different degrees of substitution and two phosphorylated cushaw polysaccharides (PP1 and PP2) with different degrees of substitution were prepared, respectively. Their structures were characterized by IR, 13C NMR and 31P NMR spectra, respectively. It indicated that the introduction of phosphate groups helped remove hydroxyl radicals. All the derivatives enhanced the scavenging of superoxide anions. It would provide a good basis for studying the antioxidant activity of cushaw polysaccharide and their derivatives.


Asunto(s)
Antioxidantes/farmacología , Cucurbitaceae/química , Extractos Vegetales/farmacología , Polisacáridos/farmacología , Antioxidantes/química , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Radical Hidroxilo/antagonistas & inhibidores , Oxidación-Reducción/efectos de los fármacos , Fosforilación , Extractos Vegetales/química , Polisacáridos/química , Análisis Espectral , Superóxidos/antagonistas & inhibidores
9.
Int J Biol Macromol ; 124: 568-572, 2019 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-30500506

RESUMEN

The sulfated and acetylated derivatives of the sulfated polysaccharide extracted from red algae Gracilariopsis lemaneiformis were synthesized, and their antioxidant and immunological activities were investigated. And then the relationship between the activity and chemical characteristics was characterized. The results of chemical analysis and FT-IR showed the modification of polysaccharide was successful. In addition, it was found that a certain derivative exhibited stronger antioxidant activity than the one unmodified in the same experiment. The sulfated and acetylated derivatives showed different activities on the T and B lymphocytes proliferation. They may be of potential value as a possible supplement in food and pharmaceutical industries.


Asunto(s)
Antioxidantes/farmacología , Factores Inmunológicos/farmacología , Extractos Vegetales/farmacología , Polisacáridos/farmacología , Rhodophyta/química , Acetilación , Antioxidantes/química , Proliferación Celular , Supervivencia Celular/efectos de los fármacos , Radical Hidroxilo/antagonistas & inhibidores , Factores Inmunológicos/química , Linfocitos/efectos de los fármacos , Linfocitos/inmunología , Linfocitos/metabolismo , Oxidación-Reducción/efectos de los fármacos , Extractos Vegetales/química , Polisacáridos/química , Espectroscopía Infrarroja por Transformada de Fourier , Sulfatos/química
10.
Int J Biol Macromol ; 124: 938-945, 2019 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-30503792

RESUMEN

The present study, we prepared polysaccharides from Rosa rugosa petals (RRPS) using hot-water extraction and purified the polysaccharides by chromatography to obtain RRPS-1 and RRPS-2. Preliminary structural features of RRPS were characterized by different instrumental methods, such as HPGPC, FT-IR, and GC analysis. The average molecular weights of RRPS-1 and RRPS-2 were 8.8 kDa and 443.8 kDa, respectively. Then, antioxidant and moisture-preserving activities of RRPS were determined in vitro. The analysis of antioxidant activities suggested that RRPS-2 had good potential for scavenging activity of radicals. We also found that the RRPS-2 has strong moisture-preserving activity in vitro. These results clearly indicated that RRPS-2 might have a good potential to be utilized in pharmaceutical, food and cosmetics industries.


Asunto(s)
Depuradores de Radicales Libres/química , Higroscópicos/química , Extracción Líquido-Líquido/métodos , Polisacáridos/química , Rosa/química , Compuestos de Bifenilo/antagonistas & inhibidores , Flores/química , Depuradores de Radicales Libres/aislamiento & purificación , Radical Hidroxilo/antagonistas & inhibidores , Higroscópicos/aislamiento & purificación , Cinética , Peso Molecular , Picratos/antagonistas & inhibidores , Extractos Vegetales/química , Polisacáridos/aislamiento & purificación , Agua/química
11.
Chem Biodivers ; 16(3): e1800504, 2019 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-30565409

RESUMEN

Styphnolobium japonicum (L.) Schott is widely cultivated in China, and its flowers and flower buds (FFB-SJ) are commonly used as traditional Chinese medicine. This work aimed to assess variations in the chemical components and antioxidant and tyrosinase inhibitory activities of S. japonicum extract during five flower maturity stages (ES1-ES5). The results showed that the contents of total flavonoids, rutin, and narcissin were highest at ES1, whereas the contents of quercetin and isorhamnetin were highest at ES3. ES1 presented considerable antioxidant activities in terms of reducing power (RP) and 1,1-diphenyl-2-picrylhydrazyl radical (DPPH. ) and hydroxyl radical (. OH) scavenging capacity, whereas ES3 showed excellent tyrosinase inhibitory activity and 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical (ABTS.+ )- and O2 .- -scavenging capacity. Rutin and quercetin are the main bioactive components of FFB-SJ with antioxidant and tyrosinase inhibition, and the immature flower buds of S. japonicum (S2 and S3) with excellent biological activities and relatively high extract yields were the best for product development.


Asunto(s)
Antioxidantes/farmacología , Inhibidores Enzimáticos/farmacología , Fabaceae/química , Flores/química , Monofenol Monooxigenasa/antagonistas & inhibidores , Extractos Vegetales/farmacología , Agaricales/enzimología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Benzotiazoles/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Radical Hidroxilo/antagonistas & inhibidores , Monofenol Monooxigenasa/metabolismo , Picratos/antagonistas & inhibidores , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Ácidos Sulfónicos/antagonistas & inhibidores
12.
Lipids Health Dis ; 17(1): 94, 2018 Apr 23.
Artículo en Inglés | MEDLINE | ID: mdl-29685140

RESUMEN

BACKGROUND: This study examined the effects of chronic alcohol consumption in the rat erythrocytes membrane as well as the involvement of reactive oxygen species and proinflammatory cytokines in its pathogenicity in rats and evaluated the ameliorating effects of myrtle berries seeds aqueous extract (MBSAE). METHODS: Fifty adult male Wistar rats were equally divided into five groups and treated daily for two months as follows: control, ethanol (3 g kg- 1 b.w., p.o.), and ethanol + MBSAE (25, 50 and 100 mg kg- 1, b.w., p.o.). RESULTS: Exposure of rats to alcohol caused significant changes of some haematological parameters, enhanced erythrocytes hemolysis as well as an overproduction of reactive oxygen species such as H2O2, OH• radical and superoxide anion, hence the increase of lipoperoxidation and the depletion of antioxidant enzymes activity as well as non-enzymatic antioxidant (-SH groups and GSH) levels. On the other hand, ethanol intoxication caused the increase of serum TNFα, IL-8, IL-6 and 1Lß, markers of tissue inflammation. However, treatment with MBSAE alleviated all the deleterious effects of alcohol consumption. CONCLUSIONS: MBSAE possess active compounds, which exert marked protective effects in chronic alcohol intoxication, possibly by regulating the erythrocytes osmotic stability as well as antioxidant and inflammatory mediators.


Asunto(s)
Alcoholismo/prevención & control , Antioxidantes/farmacología , Eritrocitos/efectos de los fármacos , Etanol/antagonistas & inhibidores , Glutatión/agonistas , Myrtus/química , Alcoholismo/genética , Alcoholismo/metabolismo , Alcoholismo/fisiopatología , Animales , Antioxidantes/aislamiento & purificación , Etanol/toxicidad , Regulación de la Expresión Génica , Glutatión/metabolismo , Hemólisis/efectos de los fármacos , Peróxido de Hidrógeno/antagonistas & inhibidores , Peróxido de Hidrógeno/metabolismo , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/metabolismo , Interleucina-1beta/antagonistas & inhibidores , Interleucina-1beta/genética , Interleucina-1beta/metabolismo , Interleucina-6/antagonistas & inhibidores , Interleucina-6/genética , Interleucina-6/metabolismo , Interleucina-8/antagonistas & inhibidores , Interleucina-8/genética , Interleucina-8/metabolismo , Peroxidación de Lípido/efectos de los fármacos , Masculino , Extractos Vegetales/química , Ratas , Ratas Wistar , Semillas/química , Superóxidos/antagonistas & inhibidores , Superóxidos/metabolismo , Factor de Necrosis Tumoral alfa/antagonistas & inhibidores , Factor de Necrosis Tumoral alfa/genética , Factor de Necrosis Tumoral alfa/metabolismo
13.
Free Radic Biol Med ; 110: 92-101, 2017 09.
Artículo en Inglés | MEDLINE | ID: mdl-28587909

RESUMEN

Flavonoids have been documented to have good antioxidant activities in vitro. However, reports on the cellular antioxidant activities of flavonoid C-glycosides are very limited. In this work, an apigenin C-glycoside was purified from Artocarpus heterophyllus by column chromatography and was identified to be 2″-O-ß-D-xylosylvitexin by nuclear magnetic resonance spectroscopy. The cellular antioxidant activity and anticancer activity of 2″-O-ß-D-xylosylvitexin were evaluated for the first time. The quantitative structure-activity relationship was analysed by molecular modeling. Apigenin presented an unexpected cellular antioxidation behaviour. It had an antioxidant activity at low concentration and a prooxidant activity at high concentration, whereas 2″-O-ß-D-xylosylvitexin showed a dose-dependent cellular antioxidant activity. It indicated that C-glycosidation improved the cellular antioxidation performance of apigenin and eliminated the prooxidant effect. The ortho-dihydroxyl at C-3'/C-4' and C-3 hydroxyl in the flavonoid skeleton play important roles in the antioxidation behaviour. The cell proliferation assay revealed a low cytotoxicity of 2″-O-ß-D-xylosylvitexin.


Asunto(s)
Antineoplásicos Fitogénicos/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Artocarpus/química , Flavonoides/aislamiento & purificación , Monosacáridos/aislamiento & purificación , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Antioxidantes/química , Antioxidantes/farmacología , Apigenina/química , Apigenina/aislamiento & purificación , Apigenina/farmacología , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Cromanos/farmacología , Relación Dosis-Respuesta a Droga , Flavonoides/química , Flavonoides/farmacología , Glicósidos/química , Glicósidos/aislamiento & purificación , Glicósidos/farmacología , Células Hep G2 , Humanos , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/química , Células MCF-7 , Monosacáridos/química , Monosacáridos/farmacología , Picratos/antagonistas & inhibidores , Picratos/química , Extractos Vegetales/química , Hojas de la Planta/química , Quercetina/química , Quercetina/aislamiento & purificación , Quercetina/farmacología
14.
Molecules ; 22(1)2016 Dec 23.
Artículo en Inglés | MEDLINE | ID: mdl-28025554

RESUMEN

Paeonia ostii is a traditional medicinal plant popularly used in China. This study intended to evaluate the antioxidant properties and the chemical components of the flavonoid-rich extracts from the flowers of P. ostii. The results showed that the flavonoid-rich extracts from the flowers of P. ostii had strong scavenging capacities on 2,2'-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS), hydroxyls, superoxide anions, and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals in a dose-dependent manner. Five flavonoids, dihydrokaempferol (1), apigenin-7-O-ß-d-glucoside (2), apigenin-7-O-ß-d-neohesperidoside (3), kaempferol-7-O-ß-d-glucopyranoside (4), and kaempferol-3-O-ß-d-glucopyranosyl-7-O-ß-d-glucopyranoside (5), were isolated from the flavonoid-rich extracts of the flowers of P. ostii. High-performance liquid chromatography (HPLC) analysis revealed that compounds 3 and 4 were abundant in the P. ostii flower and in flavonoid-rich extracts. The main components of the flower of P. ostii are flavonoids. The high antioxidant activity of the flavonoid-rich extracts may be attributed to the high content of flavonoids. The five isolated flavonoids were the primary antioxidant ingredients, and may play important roles in the strong antioxidant activities of this flower. Based on the obtained results, the flower of P. ostii could be a potential source of natural antioxidants in food and pharmaceutical applications.


Asunto(s)
Antioxidantes/química , Flavonoides/química , Flores/química , Quempferoles/química , Paeonia/química , Antioxidantes/aislamiento & purificación , Benzotiazoles/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , China , Flavonoides/aislamiento & purificación , Radical Hidroxilo/antagonistas & inhibidores , Quempferoles/aislamiento & purificación , Picratos/antagonistas & inhibidores , Extractos Vegetales/química , Plantas Medicinales , Soluciones , Ácidos Sulfónicos/antagonistas & inhibidores , Superóxidos/antagonistas & inhibidores
15.
Int J Biol Macromol ; 92: 702-707, 2016 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-27471089

RESUMEN

A water-soluble polysaccharide named as CSP-2 was isolated and purified from Chaenomeles speciosa by DEAE-Sepharose and Sephadex G-100 column chromatography. CSP-2 was composed of galactose (Gal), rhamnose (Rha), glucose (Glc) and xylose (Xyl) with a relative molar ratio of 3.8:1.6:1.2:0.4. The average molecular weight of CSP-2 was estimated to be about 4.6×104Da. The in vitro antioxidant assay showed that CSP-2 exhibited remarkable antioxidant activities to scavenge the DPPH radical, superoxide radical, hydroxyl radical and ABTS radical and significant cytoprotective effects on H2O2-induced PC12 cells injury in a concentration-dependent manner. Overall, CSP-2 may be useful as a naturally potential antioxidant agent for application in food and medicinal fields.


Asunto(s)
Depuradores de Radicales Libres/aislamiento & purificación , Depuradores de Radicales Libres/farmacología , Polisacáridos/aislamiento & purificación , Polisacáridos/farmacología , Rosaceae/química , Animales , Benzotiazoles/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Supervivencia Celular/efectos de los fármacos , Cromatografía en Gel , Cromatografía por Intercambio Iónico , Depuradores de Radicales Libres/química , Galactosa/química , Glucosa/química , Peróxido de Hidrógeno/antagonistas & inhibidores , Peróxido de Hidrógeno/farmacología , Radical Hidroxilo/antagonistas & inhibidores , Peso Molecular , Células PC12 , Picratos/antagonistas & inhibidores , Extractos Vegetales/química , Polisacáridos/química , Ratas , Ramnosa/química , Solubilidad , Ácidos Sulfónicos/antagonistas & inhibidores , Superóxidos/antagonistas & inhibidores , Agua , Xilosa/química
16.
Nanotechnology ; 27(8): 085103, 2016 Feb 26.
Artículo en Inglés | MEDLINE | ID: mdl-26808118

RESUMEN

Chemical-based pesticides are widely used in agriculture to protect crops from insect infestation and diseases. However, the excessive use of highly toxic pesticides causes several human health (neurological, tumor, cancer) and environmental problems. Therefore nanoparticle-based green pesticides have become of special importance in recent years. The antifungal activities of pure and Ag doped (solid and hollow) TiO2 nanoparticles are studied against two potent phytopathogens, Fusarium solani (which causes Fusarium wilt disease in potato, tomato, etc) and Venturia inaequalis (which causes apple scab disease) and it is found that hollow nanoparticles are more effective than the other two. The antifungal activities of the nanoparticles were further enhanced against these two phytopathogens under visible light exposure. The fungicidal effect of the nanoparticles depends on different parameters, such as particle concentration and the intensity of visible light. The minimum inhibitory dose of the nanoparticles for V. inaequalis and F. solani are 0.75 and 0.43 mg/plate. The presence of Ag as a dopant helps in the formation of stable Ag-S and disulfide bonds (R-S-S-R) in cellular protein, which leads to cell damage. During photocatalysis generated (•)OH radicals loosen the cell wall structure and this finally leads to cell death. The mechanisms of the fungicidal effect of nanoparticles against these two phytopathogens are supported by biuret and triphenyl tetrazolium chloride analyses and field emission electron microscopy. Apart from the fungicidal effect, at a very low dose (0.015 mg/plate) the nanoparticles are successful in arresting production of toxic napthoquinone pigment for F. solani which is related to the fungal pathogenecity. The nanoparticles are found to be effective in protecting potatoes affected by F. solani or other fungi from spoiling.


Asunto(s)
Fungicidas Industriales/farmacología , Fusarium/efectos de los fármacos , Nanopartículas/química , Enfermedades de las Plantas/prevención & control , Saccharomycetales/efectos de los fármacos , Plata/farmacología , Titanio/farmacología , Pared Celular/efectos de los fármacos , Disulfuros/química , Fungicidas Industriales/síntesis química , Fusarium/patogenicidad , Fusarium/fisiología , Fusarium/efectos de la radiación , Tecnología Química Verde , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/metabolismo , Luz , Solanum lycopersicum/efectos de los fármacos , Solanum lycopersicum/microbiología , Malus/efectos de los fármacos , Malus/microbiología , Pruebas de Sensibilidad Microbiana , Micotoxinas/antagonistas & inhibidores , Micotoxinas/biosíntesis , Nanopartículas/ultraestructura , Naftoquinonas/antagonistas & inhibidores , Naftoquinonas/metabolismo , Procesos Fotoquímicos , Enfermedades de las Plantas/microbiología , Saccharomycetales/patogenicidad , Saccharomycetales/fisiología , Saccharomycetales/efectos de la radiación , Plata/química , Solanum tuberosum/efectos de los fármacos , Solanum tuberosum/microbiología , Titanio/química
17.
Meat Sci ; 111: 60-6, 2016 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-26340742

RESUMEN

Oxidation is a major cause of protein quality deterioration during the storage and processing of food. This study investigated the effects of clove extract (CE) on structural and rheological changes in porcine longissimus myofibrillar proteins (MP) and the effects of oxidizing radicals produced by a Fenton reaction system (FRS). Increased oxidation time was accompanied by increased carbonyl content, reduced Ca-ATPase activity, decreased enthalpy of denaturation, decreased thermal transition temperatures (P<0.05), and increased protein susceptibility to thermal aggregation. The addition of CE significantly inhibited carbonyl formation (P<0.05), enhanced solubility and thermal stability, and improved the gel formation ability (storage modulus, loss modulus) of MP. The protective effect of CE on protein denaturation was demonstrated by its efficacy in maintaining Ca-ATPase activity and decreasing the degree of protein aggregation. Overall, the hydroxyl radical-induced loss of the structural and functional properties of MP was significantly reduced by the presence of CE.


Asunto(s)
Antioxidantes/química , Proteínas en la Dieta/química , Conservantes de Alimentos/química , Carne/análisis , Proteínas Musculares/química , Extractos Vegetales/química , Syzygium/química , Animales , Antioxidantes/aislamiento & purificación , Rastreo Diferencial de Calorimetría , China , Proteínas en la Dieta/análisis , Proteínas en la Dieta/aislamiento & purificación , Flores/química , Flores/crecimiento & desarrollo , Conservantes de Alimentos/aislamiento & purificación , Geles , Radical Hidroxilo/análisis , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/química , Carne/economía , Proteínas Musculares/análisis , Proteínas Musculares/aislamiento & purificación , Oxidación-Reducción , Extractos Vegetales/aislamiento & purificación , Carbonilación Proteica , Conformación Proteica , Estabilidad Proteica , Reología , Solubilidad , Sus scrofa , Syzygium/crecimiento & desarrollo , Temperatura de Transición , Viscosidad
18.
Redox Biol ; 6: 206-217, 2015 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-26262997

RESUMEN

Insulin resistance and abdominal obesity are present in the majority of people with the metabolic syndrome. Antioxidant therapy might be a useful strategy for type 2 diabetes and other insulin-resistant states. The combination of vitamin C (Vc) and vitamin E has synthetic scavenging effect on free radicals and inhibition effect on lipid peroxidation. However, there are few studies about how to define the best combination of more than three anti-oxidants as it is difficult or impossible to test the anti-oxidant effect of the combination of every concentration of each ingredient experimentally. Here we present a math model, which is based on the classical Hill equation to determine the best combination, called Fixed Dose Combination (FDC), of several natural anti-oxidants, including Vc, green tea polyphenols (GTP) and grape seed extract proanthocyanidin (GSEP). Then we investigated the effects of FDC on oxidative stress, blood glucose and serum lipid levels in cultured 3T3-L1 adipocytes, high fat diet (HFD)-fed rats which serve as obesity model, and KK-ay mice as diabetic model. The level of serum malondialdehyde (MDA) in the treated rats was studied and Hematoxylin-Eosin (HE) staining or Oil red slices of liver and adipose tissue in the rats were examined as well. FDC shows excellent antioxidant and anti-glycation activity by attenuating lipid peroxidation. FDC determined in this investigation can become a potential solution to reduce obesity, to improve insulin sensitivity and be beneficial for the treatment of fat and diabetic patients. It is the first time to use the math model to determine the best ratio of three anti-oxidants, which can save much more time and chemical materials than traditional experimental method. This quantitative method represents a potentially new and useful strategy to screen all possible combinations of many natural anti-oxidants, therefore may help develop novel therapeutics with the potential to ameliorate the worldwide metabolic abnormalities.


Asunto(s)
Ácido Ascórbico/farmacocinética , Catequina/análogos & derivados , Suplementos Dietéticos , Extracto de Semillas de Uva/farmacocinética , Síndrome Metabólico/dietoterapia , Obesidad/dietoterapia , Proantocianidinas/farmacocinética , Células 3T3-L1 , Adipocitos/efectos de los fármacos , Adipocitos/metabolismo , Adipocitos/patología , Animales , Ácido Ascórbico/sangre , Glucemia/metabolismo , Catequina/sangre , Catequina/farmacocinética , Diferenciación Celular , Dieta Alta en Grasa/efectos adversos , Análisis Factorial , Depuradores de Radicales Libres/metabolismo , Extracto de Semillas de Uva/sangre , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/metabolismo , Peroxidación de Lípido/efectos de los fármacos , Masculino , Malondialdehído/metabolismo , Síndrome Metabólico/sangre , Síndrome Metabólico/etiología , Síndrome Metabólico/patología , Ratones , Obesidad/sangre , Obesidad/etiología , Obesidad/patología , Estrés Oxidativo/efectos de los fármacos , Proantocianidinas/sangre , Ratas , Ratas Sprague-Dawley
19.
Molecules ; 20(6): 10065-81, 2015 May 29.
Artículo en Inglés | MEDLINE | ID: mdl-26035103

RESUMEN

Forsythiae Fructus (FF), the dried fruit of Forsythia suspensa, has been widely used as a heat-clearing and detoxifying herbal medicine in China. Green FF (GF) and ripe FF (RF) are fruits of Forsythia suspensa at different maturity stages collected about a month apart. FF undergoes a complex series of physical and biochemical changes during fruit ripening. However, the clinical uses of GF and RF have not been distinguished to date. In order to comprehensively compare the chemical compositions of GF and RF, NMR-based metabolomics coupled with HPLC and UV spectrophotometry methods were adopted in this study. Furthermore, the in vitro antioxidant and antibacterial activities of 50% methanol extracts of GF and RF were also evaluated. A total of 27 metabolites were identified based on NMR data, and eight of them were found to be different between the GF and RF groups. The GF group contained higher levels of forsythoside A, forsythoside C, cornoside, rutin, phillyrin and gallic acid and lower levels of rengyol and ß-glucose compared with the RF group. The antioxidant activity of GF was higher than that of RF, but no significant difference was observed between the antibacterial activities of GF and RF. Given our results showing their distinct chemical compositions, we propose that NMR-based metabolic profiling can be used to discriminate between GF and RF. Differences in the chemical and biological activities of GF and RF, as well as their clinical efficacies in traditional Chinese medicine should be systematically investigated in future studies.


Asunto(s)
Antibacterianos/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Medicamentos Herbarios Chinos/aislamiento & purificación , Forsythia/química , Frutas/química , Antibacterianos/farmacología , Antioxidantes/farmacología , Bacillus subtilis/efectos de los fármacos , Bacillus subtilis/crecimiento & desarrollo , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Ciclohexanonas/aislamiento & purificación , Medicamentos Herbarios Chinos/farmacología , Escherichia coli/efectos de los fármacos , Escherichia coli/crecimiento & desarrollo , Forsythia/crecimiento & desarrollo , Forsythia/metabolismo , Frutas/crecimiento & desarrollo , Frutas/metabolismo , Ácido Gálico/aislamiento & purificación , Glucosa/aislamiento & purificación , Glucósidos/aislamiento & purificación , Glicósidos/aislamiento & purificación , Radical Hidroxilo/antagonistas & inhibidores , Radical Hidroxilo/química , Picratos/antagonistas & inhibidores , Picratos/química , Extractos Vegetales/química , Espectroscopía de Protones por Resonancia Magnética , Pseudomonas aeruginosa/efectos de los fármacos , Pseudomonas aeruginosa/crecimiento & desarrollo , Rutina/aislamiento & purificación , Staphylococcus aureus/efectos de los fármacos , Staphylococcus aureus/crecimiento & desarrollo
20.
Mol Med Rep ; 11(5): 3794-9, 2015 May.
Artículo en Inglés | MEDLINE | ID: mdl-25529054

RESUMEN

Oligosaccharide are carbohydrate molecules, comprising repeating units joined together by glycosidic bonds. In recent years, an increasing number of oligosaccharides have been reported to exhibit various biological activities, including antitumor, immune-stimulation and antioxidation effects. In the present study, crude water­soluble oligosaccharides were extracted from the fruiting bodies of Hericium erinaceus with water and then successively purified by diethylaminoethyl­cellulose 52 and Sephadex G­100 column chromatography, yielding one major oligosaccharide fraction: Hericium erinaceus oligosaccharide (HEO­A). The structural features of HEO­A were investigated by a combination of monosaccharide component analysis by thin layer chromatography, infrared spectroscopy, nuclear magnetic resonance spectroscopy, scanning electron microscopy and high­performance gel permeation chromatography. The results indicated that HEO­A was composed of D­xylose and D­glucose, and the average molecular size was ~1,877 Da. The antioxidant activity of HEO­A was evaluated using three biochemical methods to determine the scavenging activity of HEO­A on 1,1­diphenyl­2­picrylhydrazyl, hydrogen peroxide and 2,2'­azino­bis(3­ethylbenzthiazoline­6­sufonic acid) diammonium radicals. The results indicated that HEO­A may serve as an effective healthcare food and source of natural antioxidant compounds.


Asunto(s)
Antioxidantes/química , Antioxidantes/farmacología , Basidiomycota/química , Oligosacáridos/química , Oligosacáridos/farmacología , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Radical Hidroxilo/antagonistas & inhibidores , Peso Molecular , Monosacáridos/química , Oxidación-Reducción , Extractos Vegetales/química , Extractos Vegetales/farmacología
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