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1.
Food Funct ; 6(1): 146-54, 2015 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-25300227

RESUMO

Cowpea (Vigna unguiculata) is a drought tolerant crop with several agronomic advantages over other legumes. This study evaluated varieties from four major cowpea phenotypes (black, red, light brown and white) containing different phenolic profiles for their anti-inflammatory property on non-malignant colonic myofibroblasts (CCD18Co) cells challenged with an endotoxin (lipopolysaccharide, LPS). Intracellular reactive oxygen species (ROS) assay on the LPS-stimulated cells revealed antioxidative potential of black and red cowpea varieties. Real-time qRT-PCR analysis in LPS-stimulated cells revealed down-regulation of proinflammatory cytokines (IL-8, TNF-α, VCAM-1), transcription factor NF-κB and modulation of microRNA-126 (specific post-transcriptional regulator of VCAM-1) by cowpea polyphenolics. The ability of cowpea polyphenols to modulate miR-126 signaling and its target gene VCAM-1 were studied in LPS-stimulated endothelial cells transfected with a specific inhibitor of miR-126, and treated with 10 mg GAE/L black cowpea extract where the extract in part reversed the effect of the miR-126 inhibitor. This suggests that cowpea may exert their anti-inflammatory activities at least in part through induction of miR-126 that then down-regulate VCAM-1 mRNA and protein expressions. Overall, Cowpea therefore is promising as an anti-inflammatory dietary component.


Assuntos
Anti-Inflamatórios não Esteroides/metabolismo , Colite/prevenção & controle , Fabaceae/química , Alimento Funcional/análise , Extratos Vegetais/metabolismo , Polifenóis/metabolismo , Sementes/química , Anti-Inflamatórios não Esteroides/análise , Anti-Inflamatórios não Esteroides/química , Antioxidantes/análise , Antioxidantes/química , Antioxidantes/metabolismo , Linhagem Celular , Colite/imunologia , Colite/metabolismo , Colo/imunologia , Colo/metabolismo , Citocinas/antagonistas & inibidores , Citocinas/genética , Citocinas/metabolismo , Regulação para Baixo , Fabaceae/metabolismo , Humanos , MicroRNAs/agonistas , MicroRNAs/antagonistas & inibidores , MicroRNAs/metabolismo , Miofibroblastos/imunologia , Miofibroblastos/metabolismo , Pigmentos Biológicos/biossíntese , Extratos Vegetais/química , Polifenóis/análise , Espécies Reativas de Oxigênio/antagonistas & inibidores , Espécies Reativas de Oxigênio/metabolismo , Sementes/metabolismo , Especificidade da Espécie , Texas , Molécula 1 de Adesão de Célula Vascular/química , Molécula 1 de Adesão de Célula Vascular/genética , Molécula 1 de Adesão de Célula Vascular/metabolismo
2.
Food Chem ; 139(1-4): 35-43, 2013 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-23561075

RESUMO

Proanthocyanidin (PA) profile and content can have important nutritional and health implications on plant foods. Six diverse cowpea phenotypes (black, red, green, white, light-brown and golden-brown) were investigated for PA composition using normal-phase HPLC and reversed-phase UPLC-TQD-MS. Catechin and (epi)afzelechin were the major flavan-3-ol units. Unusual composition was observed in all cowpea phenotypes with significant degrees of glycosylation in the monomers and dimers. The PA content of cowpea (dry basis) ranged between 2.2 and 6.3 mg/g. Monomeric flavan-3-ols were the largest group of PA (36-69%) in cowpea, with catechin-7-O-glucoside accounting for most (about 88%) of the monomers. The oligomers with degree of polymerization (DP) 2-4 ranged from 0.41 to 1.3 mg/g (15-20%), whereas DP>10 polymers accounted for only 13.5% of PA. Future studies that highlight the impact of the unusual cowpea PA profile on nutritional and bioactive properties of this important legume are warranted.


Assuntos
Catequina/análise , Pisum sativum/química , Extratos Vegetais/análise , Proantocianidinas/análise , Cromatografia Líquida de Alta Pressão , Glucosídeos , Espectrometria de Massas
3.
J Food Sci ; 77(5): C566-72, 2012 May.
Artigo em Inglês | MEDLINE | ID: mdl-22489620

RESUMO

The growing interest in natural alternatives to synthetic petroleum-based dyes for food applications necessitates looking at nontraditional sources of natural colors. Certain sorghum varieties accumulate large amounts of poorly characterized pigments in their nongrain tissue. We used High Performance Liquid Chromatography-Tandem Mass Spectroscopy to characterize sorghum leaf sheath pigments and measured the stability of isolated pigments in the presence of bisulfite at pH 1.0 to 7.0 over a 4-wk period. Two new 3-deoxyanthocyanidin compounds were identified: apigeninidin-flavene dimer and apigenin-7-O-methylflavene dimer. The dimeric molecules had near identical UV-Vis absorbance profiles at pH 1.0 to 7.0, with no obvious sign of chalcone or quinoidal base formation even at the neutral pH, indicating unusually strong resistance to hydrophilic attack. The dimeric 3-deoxyanthocyanidins were also highly resistant to nucleophilic attack by SO(2); for example, apigeninidin-flavene dimer lost less than 20% of absorbance, compared to apigeninidin monomer, which lost more than 80% of absorbance at λ(max) within 1 h in the presence of SO(2). The increased molecular complexity of the dimeric 3-deoxyanthocyanidins compared to their monomers may be responsible for their unusual stability in the presence of bisulfite; these compounds present new interesting opportunities for food applications.


Assuntos
Antocianinas/isolamento & purificação , Pigmentos Biológicos/isolamento & purificação , Extratos Vegetais/química , Folhas de Planta/química , Sorghum/química , Antioxidantes/isolamento & purificação , Apigenina/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Concentração de Íons de Hidrogênio
4.
J Agric Food Chem ; 60(14): 3735-44, 2012 Apr 11.
Artigo em Inglês | MEDLINE | ID: mdl-22429113

RESUMO

The structure of flavonoids in food plants affects bioactivity and important nutritional attributes, like micronutrient bioavailability. This study investigated flavonol and anthocyanin compositions of cowpea (Vigna unguiculata) of varying genotypes. Black, red, green, white, light brown, and golden brown cowpea phenotypes were analyzed for anthocyanins and flavonols using ultra performance liquid chromatography-tandem quadrupole mass spectrometry. Eight anthocyanins and 23 flavonols (15 newly identified in cowpea) were characterized. Mono-, di-, and tri(acyl)glycosides of quercetin were predominant in most phenotypes; myricetin and kaempferol glycosides were present only in specific phenotypes. The red phenotypes had the highest flavonol content (880-1060 µg/g), whereas green and white phenotypes had the lowest (270-350 µg/g). Only black (1676-2094 µg/g) and green (875 µg/g) phenotypes had anthocyanins, predominantly delphinidin and cyanidin 3-O-glucosides. Cowpea phenotype influenced the type and amount of flavonoids accumulated in the seed; this may have implications in selecting varieties for nutrition and health applications.


Assuntos
Antocianinas/análise , Fabaceae/química , Fabaceae/genética , Flavonóis/análise , Cromatografia Líquida de Alta Pressão , Cor , Genótipo , Sementes/química , Sementes/genética , Espectrometria de Massas por Ionização por Electrospray , Espectrometria de Massas em Tandem
5.
J Agric Food Chem ; 58(16): 9077-82, 2010 Aug 25.
Artigo em Inglês | MEDLINE | ID: mdl-20681551

RESUMO

3-Deoxyanthocyanin pigments are more stable than anthocyanins and show promising bioactive properties. However, little is known about their stability in the presence of food additives such as sulfites. This work investigates the stability of apigeninidin and its derivatives in the presence of sulfites. Pigment (apigeninidin, 5-mono-, and 5,7-dimethoxyapigeninidin) stability at pH 1.8, 3.0, and 5.0, in the presence of sodium metabisulfite (molar ratio ∼ 1:40, pigment/SO2) was monitored over 21 days at room temperature. The structure of sulfite complexation products was monitored using HPLC-MS and NMR spectroscopy. All pigments were significantly bleached within 30 min in the presence of sulfites; the bleaching effect was more severe at pH 5.0 and 3.0 compared to pH 1.8. Apigeninidin was more resistant to bleaching than its methoxylated derivatives. However, all pigments regained some or all of the bleached color within 14-21 days at pH 3.0 and 1.8 in the presence of sulfites, indicating equilibrium favored flavylium cation at these pH values. Formation of colorless sulfonates via bisulfite ion addition at C-4 was responsible for the bleaching effect. Both structure and pH significantly affected stability of 3-deoxyanthocyanidins in the presence of sulfites. The pigments may have potential applications in low pH systems containing sulfites.


Assuntos
Antocianinas/química , Apigenina/química , Sulfitos/química , Cromatografia Líquida de Alta Pressão , Cor , Concentração de Íons de Hidrogênio , Espectroscopia de Ressonância Magnética , Espectrometria de Massas
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