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1.
Biosci Biotechnol Biochem ; 84(2): 365-371, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-31690219

RESUMO

Rice with double mutation of starch synthase IIIa and branching enzyme IIb (ss3a/be2b) has much higher amounts of apparent amylose and resistant starch (RS) than usual varieties. In this study, we conducted two randomized, single-blind, crossover trials to investigate the effect of single ingestion of two processed foods composed of ss3a/be2b mutant rice on postprandial blood glucose and insulin response in healthy adults, compared to those of usual cultivar. In trial 1, of ingestion of rice crackers, the incremental area under the curves of glucose (IAUCglc) and insulin (IAUCins) in RS group was significantly lower than in the control group. In trial 2, of the ingestion of cooked rice, IAUCglc in the RS group was significantly lower than in the control group. These results showed that the ss3a/be2b-mutant rice cracker and cooked rice having high RS can attenuate postprandial blood glucose and insulin response.


Assuntos
Glicemia/análise , Insulina/sangue , Oryza , Período Pós-Prandial , Amido , Adulto , Culinária , Estudos Cross-Over , Feminino , Humanos , Masculino , Pessoa de Meia-Idade , Valor Nutritivo , Método Simples-Cego , Adulto Jovem
2.
J Sci Food Agric ; 96(11): 3717-22, 2016 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-26676315

RESUMO

BACKGROUND: Metabolic syndrome is a major risk factor for a variety of obesity-related diseases. Recently, the effects of functional foods have been investigated on lipid metabolism as a means to reduce lipid content in the blood, liver and adipose tissues associated with carnitine O-palmitoyltransferase (CPT) activity. Acanthopanax senticosus (Rupr. et Maxim) Harms (AS) is a medicinal herb possessing a wide spectra of functions including antioxidant, anti-inflammatory and anti-fatigue actions. Despite much research being focused on the cortical roots of AS, little information is available regarding its leaves, which are also expected to promote human health, for example by improving abnormal lipid metabolism. Here, we explored whether AS leaves affect lipid metabolism in mice fed a high-fat diet. RESULTS: The administration of AS to BALB/c mice fed a high-fat diet significantly decreased plasma triglycerides (TG). CPT activity in the liver of these mice was significantly enhanced by AS treatment. CONCLUSION: These findings indicate that AS leaves have the potential to alleviate increase in plasma TG levels due to high-fat diet intake in mice, possibly by increasing mitochondrial fatty acid ß-oxidation, especially via CPT activation. Consequently, daily intake of AS leaves could promote beneficial health effects including the prevention of metabolic syndrome. © 2015 Society of Chemical Industry.


Assuntos
Dieta Hiperlipídica , Eleutherococcus , Hiperlipidemias/metabolismo , Hipolipemiantes/farmacologia , Fígado/efeitos dos fármacos , Extratos Vegetais/farmacologia , Triglicerídeos/sangue , Animais , Carnitina O-Palmitoiltransferase/metabolismo , Hiperlipidemias/sangue , Hiperlipidemias/etiologia , Hiperlipidemias/prevenção & controle , Hipolipemiantes/uso terapêutico , Metabolismo dos Lipídeos , Fígado/metabolismo , Masculino , Camundongos Endogâmicos BALB C , Mitocôndrias/metabolismo , Fitoterapia , Extratos Vegetais/uso terapêutico , Folhas de Planta
3.
Int J Food Sci Nutr ; 64(8): 988-92, 2013 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-23848379

RESUMO

There is an increasing interest in dietary polyphenols for risk reduction in cardiovascular diseases. The aim of this study was to evaluate acute and chronic flow-mediated dilation (FMD) and blood pressure responses to daily intake of boysenberry juice. FMD of the brachial artery was measured in six subjects in the initial, intermediate and follow-up stages of a 4-week open-label intervention study. The intake of boysenberry juice (180 ml/d) increased FMD with progression of intervention stage, and FMD differed in the follow-up stage compared with pre-intake baseline (p = 0.0163 < 0.0167 = 0.1/6) using Bonferroni correction. Changes in systolic blood pressure (SBP) correlated negatively with SBP before intake only in the follow-up stage (r = -0.961 and p = 0.0007 at 3.5 h), indicating a greater SBP reduction in subjects with higher SBP. These results suggest that daily intake of boysenberry juice is beneficial for reducing cardiovascular risk.


Assuntos
Pressão Sanguínea/efeitos dos fármacos , Doenças Cardiovasculares/prevenção & controle , Frutas/química , Hipertensão/dietoterapia , Polifenóis/farmacologia , Rosaceae/química , Vasodilatação/efeitos dos fármacos , Adulto , Idoso , Bebidas , Pressão Sanguínea/fisiologia , Artéria Braquial , Doenças Cardiovasculares/etiologia , Doenças Cardiovasculares/fisiopatologia , Dilatação Patológica , Feminino , Humanos , Hipertensão/fisiopatologia , Masculino , Pessoa de Meia-Idade , Fitoterapia , Preparações de Plantas/farmacologia , Fatores de Risco
4.
Biosci Biotechnol Biochem ; 76(9): 1694-701, 2012.
Artigo em Inglês | MEDLINE | ID: mdl-22972352

RESUMO

The antihypertensive effect of a single oral administration of a boysenberry seed polyphenol extract to spontaneously hypertensive rats was evaluated at different doses (100 and 200 mg/kg), and a significant decrease in systolic blood pressure (SBP) was observed up to 6 h post administration. The extract was separated into proanthocyanidin-rich and ellagitannin fractions by solvent partition. A significant decrease in SBP was observed only after administering the proanthocyanidin-rich fraction, and this decrease was abolished by an N(G)-nitro-L-arginine methyl ester (L-NAME) injection. An analysis of the orally absorbable components showed that intact dimeric and trimeric procyanidins and propelargonidins were detectable in the plasma with a maximal concentration 2 h post administration. The vasorelaxant activity of the extract was also confirmed by in vitro assay using rat aorta rings. These results suggest that proanthocyanidins (PAs) in boysenberry seeds may have played an important role in the observed antihypertensive effect.


Assuntos
Anti-Hipertensivos/isolamento & purificação , Hipertensão/tratamento farmacológico , Proantocianidinas/isolamento & purificação , Rosaceae/química , Sementes/química , Vasodilatadores/isolamento & purificação , Absorção , Administração Oral , Animais , Anti-Hipertensivos/administração & dosagem , Aorta/efeitos dos fármacos , Pressão Sanguínea/efeitos dos fármacos , Hipertensão/metabolismo , Hipertensão/fisiopatologia , Masculino , NG-Nitroarginina Metil Éster/farmacologia , Óxido Nítrico Sintase/antagonistas & inibidores , Óxido Nítrico Sintase/metabolismo , Extratos Vegetais/química , Proantocianidinas/administração & dosagem , Ratos , Ratos Endogâmicos SHR , Técnicas de Cultura de Tecidos , Vasodilatadores/administração & dosagem
5.
Foods ; 11(6)2022 Mar 12.
Artigo em Inglês | MEDLINE | ID: mdl-35327240

RESUMO

As it has been reported that type 2 diabetes mellitus increases the risk of Alzheimer's disease, we investigated how to prevent type 2 diabetes and dementia using biofunctional boiled rice. We adopted unpolished super-hard rice (SHBR) for diabetes and wax-free unpolished black rice (WFBBR) for dementia and blended those with ordinary non-polished rice (KBR) (blending ratio 4:4:2), adding 2.5% waxy black rice bran (WBB) and 0.3% rice oil after high-pressure treatment (HPT) (WFBSK) to improve its palatability. This boiled rice is rich in dietary fiber, anthocyanin, free ferulic acid and ß-secretase inhibitory activity. A randomized, parallel-group comparison study was conducted for 12 weeks with 24 subjects, using Cognitrax to evaluate their cognitive function primarily. Furthermore, as the secondary purpose, we performed a single-dose test for postprandial blood glucose and insulin secretion at the end of the human intervention test. After 12 weeks, consumers of the WFBSK rice exhibited significant improvement in language memory by cognitive test battery compared with those who consumed the control white rice (p < 0.05). Moreover, subjects who consumed the WFBSK rice had lower insulin secretion levels than those who consumed the control polished rice (p < 0.05).

6.
Heliyon ; 8(8): e10284, 2022 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-36051263

RESUMO

Background: Endothelial dysfunction is an early pathophysiological feature and independent predictor of a poor prognosis in most forms of cardiovascular disease. We evaluated the effect of brown rice crackers (BR-C) on endothelial function. Methods: Effect of heat-moisture treated (HMT) -BR-C on postprandial flow-mediated dilation (FMD) in adults with mild endothelial dysfunction was compared with that of BR-C and white rice crackers (WR-C) in 12 adults with mild endothelial dysfunction (less than 7.0% of FMD) by a randomized, single-blind, three-treatment three-period crossover trial (UMIN 000034898). Since we considered that the FMD increase was associated with the treatment of HMT-BR-C, we examined the effect of three possible factors: postprandial glucose levels, polyphenol content, and polyphenol release from the food matrix. Results: Mean pre-intake baseline FMD values of HMT-BR-C, BR-C, and WR-C were 4.9%, 5.1%, and 4.9%, respectively, and those values 1 h post-intake were 6.3%, 5.1%, and 4.8%, respectively. There was no difference in intergroup comparisons of FMD using Dunnett's multiple comparison test. There was a significant increase in FMD only in HMT-BR-C in intragroup comparisons (P = 0.042 by paired-t test). In comparison with BR-C, no significant difference was noted in the postprandial glucose level nor in the content of total polyphenols and ferulic acid derivatives in HMT-BR-C. However, the 70% ethanol extracted from HMT-BR-C contained a significantly larger amount of free and bound ferulic acids than from BR-C. Conclusion: HMT-BR-C intake increased the postprandial FMD response.

7.
Biochem Biophys Res Commun ; 410(3): 608-13, 2011 Jul 08.
Artigo em Inglês | MEDLINE | ID: mdl-21684256

RESUMO

Mouse embryonic stem cells (ESCs) can be induced to form pancreatic exocrine enzyme-producing cells in vitro in a stepwise fashion that recapitulates the development in vivo. However, there is no protocol for the differentiation of pancreatic-like cells from human ESCs (hESCs). Based upon the mouse ESC model, we have induced the in vitro formation of pancreatic exocrine enzyme-producing cells from hESCs. The protocol took place in four stages. In Stage 1, embryoid bodies (EBs) were formed from dissociated hESCs and then treated with the growth factor activin A, which promoted the expression of Foxa2 and Sox17 mRNAs, markers of definitive endoderm. In Stage 2, the cells were treated with all-trans retinoic acid which promoted the transition to cells that expressed gut tube endoderm mRNA marker HNF1b. In Stage 3, the cells were treated with fibroblast growth factor 7 (FGF7), which induced expression of Pdx1 typical of pancreatic progenitor cells. In Stage 4, treatment with FGF7, glucagon-like peptide 1, and nicotinamide induced the expression amylase (AMY) mRNA, a marker for mature pancreatic exocrine cells. Immunohistochemical staining showed the expression of AMY protein at the edges of cell clusters. These cells also expressed other exocrine secretory proteins including elastase, carboxypeptidase A, chymotrypsin, and pancreatic lipase in culture. Production of these hESC-derived pancreatic enzyme-producing cells represents a critical step in the study of pancreatic organogenesis and in the development of a renewable source of human pancreatic-like exocrine cells.


Assuntos
Técnicas de Cultura de Células , Diferenciação Celular , Corpos Embrioides/citologia , Pâncreas Exócrino/citologia , Ativinas/farmacologia , Amilases/biossíntese , Carboxipeptidases A/biossíntese , Quimotripsina/biossíntese , Corpos Embrioides/efeitos dos fármacos , Corpos Embrioides/enzimologia , Células-Tronco Embrionárias/citologia , Células-Tronco Embrionárias/efeitos dos fármacos , Células-Tronco Embrionárias/enzimologia , Fator 7 de Crescimento de Fibroblastos/farmacologia , Peptídeo 1 Semelhante ao Glucagon/farmacologia , Fator 3-beta Nuclear de Hepatócito/biossíntese , Humanos , Lipase/biossíntese , Niacinamida/farmacologia , Pâncreas Exócrino/enzimologia , Elastase Pancreática/biossíntese , Fatores de Transcrição SOXF/biossíntese , Tretinoína/farmacologia
8.
Biosci Biotechnol Biochem ; 75(8): 1435-9, 2011.
Artigo em Inglês | MEDLINE | ID: mdl-21821959

RESUMO

The antihypertensive and vasorelaxant effects of water-soluble proanthocyanidins, extracted in persimmon leaf tea, were investigated in spontaneously hypertensive rats, rat aortas, and human umbilical vein endothelial cells. Oral administration of proanthocyanidins significantly decreased the systolic blood pressure of the rats after 4 h, as compared with distilled water controls. A vasorelaxant effect on rat aortas was induced by proanthocyanidins, and it was abolished by removal of the endothelium and inhibition of endothelial nitric oxide synthase and soluble guanylyl cyclase activity. The phosphorylation levels of endothelial nitric oxide synthase (Ser-1177) and the upstream kinase Akt (Ser-473) in umbilical cells also increased in a time-dependent manner after the addition of a proanthocyanidin-rich fraction. These results suggest that the antihypertensive effect of proanthocyanidins in persimmon leaf tea is due to vasorelaxation via an endothelium-dependent nitric oxide/cGMP pathway, and that proanthocyanidins might be useful in dietary lowering of blood pressure.


Assuntos
Anti-Hipertensivos/farmacologia , Pressão Sanguínea/efeitos dos fármacos , Diospyros/química , Endotélio Vascular/metabolismo , Hipertensão/metabolismo , Fitoterapia , Extratos Vegetais/farmacologia , Proantocianidinas/farmacologia , Vasodilatadores/farmacologia , Administração Oral , Animais , Anti-Hipertensivos/química , Aorta/efeitos dos fármacos , Aorta/fisiopatologia , GMP Cíclico/metabolismo , Endotélio Vascular/citologia , Endotélio Vascular/efeitos dos fármacos , Células Endoteliais da Veia Umbilical Humana , Humanos , Hipertensão/tratamento farmacológico , Hipertensão/fisiopatologia , Masculino , Óxido Nítrico/metabolismo , Óxido Nítrico Sintase Tipo III/metabolismo , Fosforilação/efeitos dos fármacos , Extratos Vegetais/química , Folhas de Planta/química , Proantocianidinas/química , Proteínas Proto-Oncogênicas c-akt/metabolismo , Ratos , Ratos Endogâmicos SHR , Solubilidade , Chá/química , Vasodilatadores/química
9.
Biosci Biotechnol Biochem ; 75(4): 650-5, 2011.
Artigo em Inglês | MEDLINE | ID: mdl-21512242

RESUMO

Persimmon leaf (PL) has been commonly recognized for its wide variety of health benefits. A previous study has reported that persimmon leaf extract (PLE) contained flavonols with the 2″-galloly moiety (PLEg). Galloylated homologues generically show stronger activity in their biological function, so enhanced functions can be expected for PLEg. We investigated in this present study the effect of PLEg on the cellular DNA damage checkpoint signaling to sensitize cancer chemotherapy. Treatment with PLE and PLEg significantly increased the cytotoxicity of doxorubicin (DOX) in A549 adenocarcinoma cells. PLE and PLEg reduced the phosphorylation of checkpoint proteins such as structural maintenance of chromosomes 1 (SMC1), checkpoint kinase 1 (Chk1), and p53 in DOX-treated cells. Moreover, PLE decreased the phosphorylation of ATM (ataxia telangiectasia mutated) in a dose-dependent manner. PLE, and especially PLEg, abrogated the G2/M checkpoint during DOX-induced DNA damage. These results suggest that PLEg specifically inhibited ATM-dependent checkpoint activation by DOX, and that PLEg might be a useful sensitizer in cancer chemotherapy.


Assuntos
Proteínas de Ciclo Celular/antagonistas & inibidores , Dano ao DNA , Proteínas de Ligação a DNA/antagonistas & inibidores , Diospyros/química , Doxorrubicina/farmacologia , Extratos Vegetais/farmacologia , Folhas de Planta/química , Proteínas Serina-Treonina Quinases/antagonistas & inibidores , Proteínas Supressoras de Tumor/antagonistas & inibidores , Adenocarcinoma/genética , Adenocarcinoma/patologia , Adenocarcinoma de Pulmão , Antineoplásicos/farmacologia , Proteínas Mutadas de Ataxia Telangiectasia , Proteínas de Ciclo Celular/metabolismo , Divisão Celular/efeitos dos fármacos , Divisão Celular/genética , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Proteínas de Ligação a DNA/metabolismo , Flavonóis/química , Flavonóis/isolamento & purificação , Flavonóis/farmacologia , Fase G2/efeitos dos fármacos , Fase G2/genética , Humanos , Neoplasias Pulmonares/genética , Neoplasias Pulmonares/patologia , Fosforilação/efeitos dos fármacos , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Inibidores de Proteínas Quinases/química , Inibidores de Proteínas Quinases/isolamento & purificação , Inibidores de Proteínas Quinases/farmacologia , Proteínas Serina-Treonina Quinases/metabolismo , Transdução de Sinais/efeitos dos fármacos , Proteínas Supressoras de Tumor/metabolismo
10.
Phytochem Anal ; 22(5): 403-10, 2011.
Artigo em Inglês | MEDLINE | ID: mdl-21413094

RESUMO

INTRODUCTION: Dried leaves of persimmon, traditionally consumed as a herbal tea in Japan, contain bioactive galloylated flavonol glycosides. Investigation of the seasonal compositional changes in these compounds is important for determining the optimum harvest time. OBJECTIVE: The three objectives were: (1) to elucidate the compositional changes of the flavonol glycosides in persimmon leaves collected in different seasons; (2) to develop an efficient method for separation of the constituents; and (3) to compare their antioxidant activities. METHODOLOGY: Fresh persimmon leaves were collected at different growth stages in 2007 and 2008 in Niigata, Japan. Total flavonols were extracted with 70% aqueous acetone followed by ethyl acetate partitioning, and were analysed by high-performance liquid chromatography. Enzymatic transformation and chromatographic fractionation was performed to isolate the individual flavonols. Two antioxidant assays were performed. RESULTS: Four nongalloylated flavonol glycosides were detected at the leaf-shooting stage, and four additional galloylated flavonol glycosides accumulated during leaf development, resulting in a total of eight constituents. Isolation of nongalloylated and galloylated constituents was successfully achieved through enzymatic transformation of the flavonol mixture using combinations of tannase, ß-glucosidase and ß-galactosidase, followed by chromatographic fractionation. The gallates were identified as regiospecific 2″-galloylated galactosides and glucosides of kaempferol and quercetin. A mixture of 2″-galloylated flavonol glycosides had a two-fold stronger antioxidant activity than the nongalloylated mixture. CONCLUSION: This study showed that four 2″-galloylated flavonol glycosides had accumulated in developing leaves of persimmon by the end of May through a rapid 2″-galloylation of the corresponding nongalloylated flavonol glycosides.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Diospyros/química , Flavonóis/isolamento & purificação , Sequestradores de Radicais Livres/isolamento & purificação , Glicosídeos/isolamento & purificação , Compostos de Bifenilo/química , Flavonóis/química , Sequestradores de Radicais Livres/química , Glicosídeos/química , Ressonância Magnética Nuclear Biomolecular , Picratos/química , Folhas de Planta/química , Estações do Ano , Espectrometria de Massas em Tandem
11.
J Fungi (Basel) ; 7(9)2021 Sep 21.
Artigo em Inglês | MEDLINE | ID: mdl-34575820

RESUMO

Reportedly, the intake of koji amazake, a beverage made from steamed rice fermented by Aspergillus oryzae, improves defecation frequency. However, its functional ingredients and mechanism of action remain unclear. To compare the effects of koji amazake and a placebo beverage on defecation frequency and to identify the functional ingredients and mechanism of action, a randomized, placebo-controlled, double-blind parallel-group comparative trial was performed on two groups. The koji amazake had 302 ± 15.5 mg/118 g of A. oryzae cells, which was not in the placebo. Compared with the placebo group, the koji amazake group showed a significant increase in weekly defecation frequency at 2 weeks (5.09 days vs. 4.14 days), 3 weeks (5.41 days vs. 4.18 days), and 4 weeks (5.09 days vs. 3.95 days), along with an increase in the weekly fecal weight at 4 weeks (724 g vs. 501 g). The intake of koji amazake did not induce significant intergroup differences in the fecal SCFA concentration, whereas it significantly decreased the relative abundance of Blautia and significantly increased that of Bacteroides at 3 weeks. Therefore, koji amazake intake improved defecation frequency, and A. oryzae cells played potentially important roles as functional ingredients.

12.
Biosci Biotechnol Biochem ; 74(7): 1380-5, 2010.
Artigo em Inglês | MEDLINE | ID: mdl-20622463

RESUMO

The amounts and compositions of polyphenol in persimmon leaves and persimmon leaf tea were investigated. The predominant polyphenols in fresh leaves were water-soluble, and the contents reached a maximum (2.40% w/w) in June, and then gradually decreased. Separation of them followed by thiolytic degradation revealed that the major components were unique proanthocyanidin oligomers consisting of four heterogeneous extension units, including epigallocatechin-3-O-gallate. Persimmon leaf tea also contained similar proanthocyanidins with similar compositional units. Oral administration of starch with polyphenol concentrate of persimmon leaf tea resulted in a significant and dose-dependent decrease in the blood glucose level in Wistar rats. This effect is considered to be due to inhibition of pancreas alpha-amylase. These results indicate that persimmon leaf tea containing peculiar proanthocyanidins has a significant role in suppressing blood glucose elevation after starch intake, and that the best harvest time is June.


Assuntos
Diospyros/química , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Folhas de Planta/química , Água/química , alfa-Amilases/antagonistas & inibidores , Animais , Glicemia/metabolismo , Cromatografia Líquida de Alta Pressão , Diospyros/metabolismo , Inibidores Enzimáticos/metabolismo , Flavonoides/química , Flavonoides/metabolismo , Flavonoides/farmacologia , Masculino , Fenóis/química , Fenóis/metabolismo , Fenóis/farmacologia , Extratos Vegetais/química , Extratos Vegetais/metabolismo , Extratos Vegetais/farmacologia , Folhas de Planta/metabolismo , Polifenóis , Proantocianidinas/química , Proantocianidinas/metabolismo , Proantocianidinas/farmacologia , Ratos , Ratos Wistar , Estações do Ano , Solubilidade , Amido/administração & dosagem
13.
J Clin Biochem Nutr ; 45(1): 93-100, 2009 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-19590713

RESUMO

The purpose of this study was to examine the effects of gamma-aminobutyric acid (GABA) in fermented drinking water prepared from sodium glutamate, vinegar, and dried bonito (FDWG) compared with placebo [vinegar and dried bonito without GABA (FDW)] and its safety in normotensive and mildly or moderately hypertensive volunteers. A double-blind, placebo-controlled, randomized study was conducted involving volunteers with normal (group-N) and mildly or moderately high (group-H) blood pressure (BP). After a pretreatment period of 2 weeks (weeks -2), the subjects received FDWG or FDW for 12 weeks followed by 4 weeks of no intake (weeks 16). In group-H, both FDWG and FDW significantly decreased systolic (SBP, -7.6 +/- 4.0 and -5.5 +/- 1.5 mmHg, p<0.05, respectively) and diastolic (DBP, -10.6 +/- 4.0 and -7.6 +/- 1.7 mmHg, p<0.01, respectively) BP compared to the baseline (0-week) value at 12 weeks, respectively. There were no abnormal changes in hematological or blood chemistry variables, urinalysis, heart rate, or body weight in the study groups. These findings indicated that vinegar and dried bonito with or without GABA might have an effect on BP in mildly or moderately hypertensive patients.

14.
Food Chem ; 110(2): 493-500, 2008 Sep 15.
Artigo em Inglês | MEDLINE | ID: mdl-26049244

RESUMO

The effect of sugar moiety on anthocyanin metabolism was studied using anthocyanidin 3-rutinosides (cyanidin 3-O-rutinoside (Cy3R) and delphinidin 3-O-rutinoside (Dp3R)) and 3-O-glucosides (delphinidin 3-O-glucoside (Dp3G)). O-methylated Cy3R and Dp3R were detected in rat blood plasma after oral administration of Cy3R and Dp3R (100mg/kg body weight). On the basis of HPLC retention time and UV-visible spectra together with the data of our previous studies on the hydrophobic metabolites of anthocyanidin 3-O-glucosides, it was concluded that both 3'- and 4'-O-methyl Cy3R were metabolites of Cy3R. On the other hand, only 4'-O-methyl Dp3R was detected as hydrophobic metabolite of Dp3R. A group of hydrophilic metabolites was also detected in rat blood plasma after oral administration of anthocyanins (Dp3G, Cy3R and Dp3R) and their structures were determined to be extended glucuronides and their O-methyl analogues by tandem MS analysis. The amounts of extended glucuronides of Dp3G, Cy3R and Dp3R were less than those of cyanidin 3-O-glucoside (Cy3G) reported in our previous study. On the other hand, anthocyanidin-glucuronides (both cyanidin-glucuronide and delphinidin-glucuronide) were not detected after oral administration of Cy3R, Dp3R and Dp3G. These results indicated that both the type of sugar moiety and stability of aglycone largely affected phase II metabolism of anthocyanins, and also indicated that the type of sugar moiety did not affect the O-methylation metabolism but affected glucuronyl conjugation in both liver and small intestine.

15.
J Agric Food Chem ; 55(6): 2489-96, 2007 Mar 21.
Artigo em Inglês | MEDLINE | ID: mdl-17319688

RESUMO

Many studies on the bioavailability of polyphenols have been reported. However, the relative urinary excretions of AC are also low, ranging from 0.004% to 0.1%. By contrast, other polyphenols show higher urinary excretion levels. Here, we studied the enhancing effects of phytic acid (IP6) on absorption of blackcurrant anthocyanins (BCAs) in rats and humans. In rats after oral administration of BCAs (as 241 mg of AC/kg body weight) in IP6 (0%, 0.25%, 0.5%, 1%, 2.5%) solution, the ACs recovery in urine was increased dependent on IP6 dose. These results suggest that the IP6 enhances gastrointestinal absorption of ACs. At the further analysis of IP6 enhancement effect in rat, whereas BCAs were normally passed through the stomach and duodenum within 2 h, in IP6 group, after 2-6 h post-administration, stomach and jejunum content's weights were specifically heavy, and large amounts of ACs were also detected in stomach, duodenum, and jejunum. These results suggested that the mixture of BCAs and IP6 reduced the gastrointestinal motility. Prolongation of ACs residue in gastrointestinal tract then caused the enhancing effects of IP6 on absorption of AC. In the human study, each subject was orally administrated a BCA beverage containing BCA concentrate (AC 4 mg/kg body weight), 1% of IP6, and 1% of sodium citrate as a pH stabilizer. Both the plasma level and the urinary excretion of AC were increased as compared to BCA administration without IP6. AC intake with IP6 may increase the bioavailability of AC to the comparative level as other polyphenols. Yet, phytic acid, being a strong chelator of important minerals, contributes to mineral deficiencies. An interference with iron uptake has been reported. Safety tests are therefore necessary before high dose IP6 can be used in foods.


Assuntos
Antocianinas/farmacocinética , Absorção Intestinal/efeitos dos fármacos , Ácido Fítico/administração & dosagem , Adulto , Animais , Antocianinas/urina , Disponibilidade Biológica , Relação Dose-Resposta a Droga , Humanos , Masculino , Ratos , Ratos Wistar
16.
J Agric Food Chem ; 54(2): 578-82, 2006 Jan 25.
Artigo em Inglês | MEDLINE | ID: mdl-16417324

RESUMO

Many reports have described the bioavailability of anthocyanins; however, most of these reports investigated only the amount of anthocyanins excreted in urine. In the present study, we calculated the pharmacokinetic bioavailability of anthocyanins in rats by measuring the plasma concentration of delphinidin-3-rutinoside that had been administered orally or intravenously. Delphinidin-3-rutinoside was primarily absorbed in the blood and excreted into urine as unmetabolized forms with a T(max) of 26.3 min and a C(max) of 0.285 +/- 0.071 micromol/L. We detected small amounts of the metabolite 4'-O-methyl-delphinidin-3-rutinoside in the plasma, but we detected neither anthocyanidin (aglycone) nor glucuro- or sulfoconjugates. For the 8 h period after intake, delphinidin-3-rutinoside and 4'-O-methyl-delphinidin-3-rutinoside were excreted to urine at 795 +/- 375 and 12.3 +/- 2.91 nmol, respectively. Relative to intravenous injection, oral administration of delphinidin-3-rutinoside resulted in complete bioavailability (0.49 +/- 0.06%). Analysis of delphinidin-3-rutinoside plasma concentrations in bile cannulated rats revealed that, for the 8-h period after intake, the intact delphinidin-3-rutinoside excretion ratio in bile was 11% of the excretion ratio of 4'-O-methyl-delphinidin-3-rutinoside, 1.91 +/- 0.35 nmol versus 17.4 +/- 8.67 nmol, respectively. Setting the bile duct cannulation in a Bollman-type cage, however, significantly increased the bioavailability of orally administered delphinidin-3-rutinoside (18.14 +/- 6.24%). This effect appears to stem immobilization stress by reducing gastrointestinal motility. The cumulative excretion of delphinidin-3-rutinoside and 4'-O-methyl-delphinidin-3-rutinoside in urine and bile was 2.67 +/- 1.24% (w/w) of the dose ingested. Studies report that several metabolites are formed after oral ingestion of anthocyanins. Examples include glucuronyl from cyanidin-3-glucoside and both glucuronyl and sulfate conjugates from pelargonidin-3-glucoside. Our results indicate that delphinidin-3-rutinoside might be metabolized differently from cyanidin-3-glucoside and pelargonidin-3-glucoside.


Assuntos
Antocianinas/farmacocinética , Antocianinas/urina , Bile/metabolismo , Animais , Antocianinas/metabolismo , Disponibilidade Biológica , Cromatografia Líquida de Alta Pressão , Dieta , Cinética , Masculino , Metilação , Ratos , Ratos Wistar
17.
J Agric Food Chem ; 53(1): 145-50, 2005 Jan 12.
Artigo em Inglês | MEDLINE | ID: mdl-15631521

RESUMO

For better understanding of the physiological function of anthocyanins, the absorption and metabolism of cyanidin 3-O-beta-D-glucopyranoside (Cy3G), which is one of the major anthocyanins in colored food materials, were precisely investigated. Combining two modalities newly developed, that is, highly sensitive semi-micro-HPLC and vein cannulation, Cy3G and its four major metabolites (M1-M4) were detected in the blood plasma of rats after oral administration of Cy3G (100 mg/kg of body mass). The plasma concentration of Cy3G reached its maximum at 15 min after the ingestion. Metabolite 2 (M2) and metabolite 3 (M3) showed their maximum plasma levels at 15 and 30 min, respectively, whereas metabolite 1 (M1) and metabolite 4 (M4) showed their maximum levels at 60 and 120 min, respectively. The maximum plasma concentrations of the four metabolites were in the following order: M3 (21 nM) > M4 (20 nM) > M1 (8.5 nM) > M2 (5 nM). When Cy3G was directly injected into the neck vein, only M2 and M3 were detected in the plasma, indicating that both M1 and M4 were produced during absorption from the gastrointestinal tract. Tandem MS analysis of the metabolites showed that M2 and M3 were monomethylated Cy3G, while M1 and M4 were glucuronides of Cy and methylated Cy, respectively. M3 was assigned as peonidin 3-O-beta-D-glucopyranoside (Pn3G) from the comparison of the retention time of authentic Pn3G.


Assuntos
Antocianinas/farmacocinética , Animais , Antocianinas/administração & dosagem , Antocianinas/sangue , Cromatografia Líquida de Alta Pressão , Cinética , Masculino , Ratos , Ratos Wistar , Ribes/química
18.
Free Radic Biol Med ; 36(7): 930-7, 2004 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-15019977

RESUMO

The absorption and metabolism of delphinidin 3-O-beta-d-glucopyranoside (Dp3G), which is the most potent antioxidant among the blueberry anthocyanins, were studied in rats. Dp3G rapidly appeared in the blood plasma within 15 min of oral administration (100 mg/kg body wt). The plasma level of absorbed Dp3G showed two peaks at 15 and 60 min after ingestion and then decreased time-dependently. However, the plasma level was maintained at approximately 30 nmol/l even after 4 h. Besides the Dp3G peak, a single major metabolite peak was detected by HPLC in the blood plasma obtained at 15 min. MS and NMR spectroscopy clarified that the chemical structure of the metabolite was 4'-O-methyl delphinidin 3-O-beta-d-glucopyranoside (methylation of the 4'-OH on the delphinidin B-ring). The present finding of this unique metabolite in anthocyanin metabolism strongly suggests that methylation of the 4'-OH on the flavonoid B-ring is a common metabolic pathway for flavonoids that carry the pyrogallol structure on the B-ring, as the same type of metabolite has been reported for other flavonoids such as epigallocatechin, but not for flavonoids carrying the catechol structure.


Assuntos
Antocianinas/farmacocinética , Glucosídeos/farmacocinética , Administração Oral , Animais , Antocianinas/administração & dosagem , Antocianinas/química , Antocianinas/farmacologia , Cromatografia Líquida de Alta Pressão , Glucosídeos/química , Glucosídeos/farmacologia , Extratos Hepáticos/análise , Espectroscopia de Ressonância Magnética , Masculino , Espectrometria de Massas , Estrutura Molecular , Ratos , Ratos Wistar , Espectrofotometria Ultravioleta
19.
J Agric Food Chem ; 51(12): 3560-3, 2003 Jun 04.
Artigo em Inglês | MEDLINE | ID: mdl-12769524

RESUMO

Anthocyanins have been suggested to improve visual functions. This study examined the effect of four anthocyanins in black currant fruits on the regeneration of rhodopsin using frog rod outer segment (ROS) membranes. Cyanidin 3-glycosides, glucoside and rutinoside, stimulated the regeneration, but the corresponding delphinidins showed no significant effect. The formation of a regeneration intermediate was suggested to be accelerated by cyanidin 3-rutinoside. Their effects on the cGMP-phosphodiesterase activity in the ROS membranes were also investigated but found to be negligible. It was concluded that the major effect of anthocyanins in rod photoreceptors is on the regeneration of rhodopsin.


Assuntos
Antocianinas/farmacologia , Glucosídeos/farmacologia , Rodopsina/efeitos dos fármacos , Ribes/química , Animais , Antocianinas/análise , Membrana Celular/efeitos dos fármacos , Membrana Celular/enzimologia , Glucosídeos/análise , Células Fotorreceptoras/metabolismo , Rana catesbeiana , Rodopsina/metabolismo , Visão Ocular
20.
J Agric Food Chem ; 50(18): 5034-7, 2002 Aug 28.
Artigo em Inglês | MEDLINE | ID: mdl-12188603

RESUMO

The antioxidant activity of nine anthocyanin glycosides was measured in a neutral pH region using a chemiluminescence (CL) emission system in the presence of an H(2)O(2)-acetaldehyde system, and the intensities were found to be affected by three factors, pH value and both moieties of the aglycon and C-3 sugar. With an increase in pH from 4.0 to 9.0, the CL intensities increased from pH 5.0, reached their maxima at pH 6.0-7.0, and decreased at pH 9.0. Comparison of the intensities among the 3-glucosides with five different aglycons and the 3-glycosides with three different sugar moieties at C-3 showed that their strongest intensities were given by the delphinidin aglycon and 3-rutinosyl moiety, respectively. Monitoring of the CL intensity of human blood plasma for 8 h after oral administration of black currant anthocyanins (BCA) showed a rapid increase until 2 h, and a significant difference (P < 0.05) was recognized at 1-8 h.


Assuntos
Antocianinas/análise , Antioxidantes/análise , Frutas/química , Glicosídeos/análise , Medições Luminescentes , Magnoliopsida/química , Antocianinas/sangue , Cromatografia Líquida de Alta Pressão , Glicosídeos/sangue , Humanos , Concentração de Íons de Hidrogênio , Cinética , Extratos Vegetais/química
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