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1.
J Agric Food Chem ; 56(22): 10941-6, 2008 Nov 26.
Artículo en Inglés | MEDLINE | ID: mdl-18959418

RESUMEN

Phytochemical levels in fruits and vegetables can be affected by several postharvest factors. In the present study, the effect of electron-beam (E-beam) irradiation was studied on grapefruit bioactive compounds. 'Rio Red' and 'Marsh White' grapefruits were irradiated with E-beam at 0, 1.0, 2.5, 5.0, and 10.0 kGy. Changes of various bioactive compounds, such as vitamin C, flavonoids, carotenoids, furocoumarins, and limonoids, were measured. The acidity decreased slightly with an increasing E-beam dose, whereas the total soluble solids were increased. Irradiation did not affect the vitamin C content at 1 kGy; however, doses beyond 1 kGy significantly reduced the vitamin C content. Lycopene and beta-carotene did not change significantly from the irradiation. Lycopene levels decreased as the E-beam dose increased, while the beta-carotene content slightly increased. Dihydroxybergamottin levels exhibited a decreasing trend, while the bergamottin content did not change. Naringin, a major flavonoid of grapefruit, showed a significant increase over the control at 10 kGy in both 'Rio Red' and 'Marsh White'. Nomilin continued to decrease with an increasing dose of E-beam irradiation, while limonin levels remained the same at all of the doses. Low-dose E-beam irradiation has very little effect on the bioactive compounds and offers a safe alternative to existing postharvest treatments for the disinfection and decontamination of grapefruits.


Asunto(s)
Citrus paradisi , Irradiación de Alimentos/efectos adversos , Frutas/química , Frutas/efectos de la radiación , Ácido Ascórbico/análisis , Carotenoides/análisis , Relación Dosis-Respuesta en la Radiación , Flavonoides/análisis , Furocumarinas/análisis , Limoninas/análisis
2.
Int J Food Microbiol ; 125(2): 204-8, 2008 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-18504060

RESUMEN

Cell-to-cell communications in bacteria mediated by small diffusible molecules termed as autoinducers (AI) are known to influence gene expression and pathogenicity. Oligopeptides and N-acylhomoserine lactones (AHL) are major AI molecules involved in intra-specific communication in gram-positive and gram-negative bacteria respectively, whereas boronated-diester molecules (AI-2) are involved in inter-specific communication among both gram-positive and gram-negative bacteria. Naturally occurring furocoumarins from grapefruit showed >95% inhibition of AI-1 and AI-2 activities based on the Vibrio harveyi based autoinducer bioassay. Grapefruit juice and furocoumarins also inhibited biofilm formation by Escherichia coli O157:H7, Salmonella typhimurium and Pseudomonas aeruginosa. These results suggest that grape fruit juice and furocoumarins could serve as a source to develop bacterial intervention strategies targeting microbial cell signaling processes.


Asunto(s)
Biopelículas/crecimiento & desarrollo , Contaminación de Alimentos/prevención & control , Furocumarinas/farmacología , Bacterias Gramnegativas/fisiología , Bacterias Grampositivas/fisiología , Análisis de Varianza , Bebidas , Biomasa , Citrus paradisi , Recuento de Colonia Microbiana , Escherichia coli O157/efectos de los fármacos , Escherichia coli O157/fisiología , Microbiología de Alimentos , Furocumarinas/aislamiento & purificación , Bacterias Gramnegativas/efectos de los fármacos , Bacterias Grampositivas/efectos de los fármacos , Pseudomonas aeruginosa/efectos de los fármacos , Pseudomonas aeruginosa/fisiología , Percepción de Quorum , Salmonella typhimurium/efectos de los fármacos , Salmonella typhimurium/fisiología , Transducción de Señal
3.
Bioresour Technol ; 99(10): 4484-94, 2008 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-17935981

RESUMEN

Antioxidant fractions from two different citrus species such as Rio Red (Citrus paradise Macf.) and Sour orange (Citrus aurantium L.) were extracted with five different polar solvents using Soxhlet type extractor. The total phenolic content of the extracts was determined by Folin-Ciocalteu method. Ethyl acetate extract of Rio Red and Sour orange was found to contain maximum phenolics. The dried fractions were screened for their antioxidant activity potential using in vitro model systems such as 1,1-diphenyl-2-picryl hydrazyl (DPPH), phosphomolybdenum method and nitroblue tetrazolium (NBT) reduction at different concentrations. The methanol:water (80:20) fraction of Rio Red showed the highest radical scavenging activity 42.5%, 77.8% and 92.1% at 250, 500 and 1000 ppm, respectively, while methanol:water (80:20) fraction of Sour orange showed the lowest radical scavenging activity at all the tested concentrations. All citrus fractions showed good antioxidant capacity by the formation of phosphomolybdenum complex at 200 ppm. In addition, superoxide radical scavenging activity was assayed using non-enzymatic (NADH/phenaxine methosulfate) superoxide generating system. All the extracts showed variable superoxide radical scavenging activity. Moreover, methanol:water (80:20) extract of Rio Red and methanol extract of Sour orange exhibited marked reducing power in potassium ferricyanide reduction method. The data obtained using above in vitro models clearly establish the antioxidant potential of citrus fruit extracts. However, comprehensive studies need to be conducted to ascertain the in vivo bioavailability, safety and efficacy of such extracts in experimental animals. To the best of our knowledge, this is the first report on antioxidant activity of different polar extracts from Rio Red and Sour oranges.


Asunto(s)
Antioxidantes/química , Biotecnología/métodos , Citrus paradisi/química , Citrus sinensis/química , Depuradores de Radicales Libres , Antioxidantes/farmacología , Cromatografía Líquida de Alta Presión , Citrus , Ferricianuros/química , Frutas , Técnicas In Vitro , Molibdeno/química , NAD/química , Nitroazul de Tetrazolio/química , Fenol/química , Ácidos Fosfóricos/química , Plantas/metabolismo , Superóxidos/química
4.
Bioorg Med Chem ; 15(11): 3684-91, 2007 Jun 01.
Artículo en Inglés | MEDLINE | ID: mdl-17400460

RESUMEN

Grapefruit juice has been shown to increase the oral bioavailability of several clinically important drugs by inhibiting first pass metabolism. Several compounds in grapefruit juice have shown different biological activities. Unique among them are furocoumarins with potent inhibitory activity against cytochrome P450 enzymes. In the present study, two bioactive compounds were isolated from grapefruit juice and grapefruit peel oil. The purity of the isolated compounds has been analyzed by HPLC. Structures of the compounds were elucidated by extensive NMR and mass spectral studies and identified as bergaptol and geranylcoumarin. The isolated compounds were tested for their radical scavenging activity using 2,2'-azobis (3-ethylbenz-thiazoline-6-sulfonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazil (DPPH) methods at different concentrations. Bergaptol showed very good radical scavenging activity at all the tested concentrations. Furthermore, these compounds were evaluated for their inhibitory activity against CYP3A4 enzyme. Bergaptol and geranylcoumarin were found to be potent inhibitors of debenzylation activity of CYP3A4 enzyme with an IC(50) value of 24.92 and 42.93 microM, respectively.


Asunto(s)
Bebidas , Citrus paradisi/química , Cumarinas/farmacología , Inhibidores Enzimáticos del Citocromo P-450 , Diterpenos/farmacología , Inhibidores Enzimáticos/farmacología , Depuradores de Radicales Libres/farmacología , Furocumarinas/farmacología , Cumarinas/aislamiento & purificación , Citocromo P-450 CYP3A , Diterpenos/aislamiento & purificación , Inhibidores Enzimáticos/aislamiento & purificación , Depuradores de Radicales Libres/aislamiento & purificación , Furocumarinas/aislamiento & purificación , Humanos
5.
Bioorg Med Chem ; 14(8): 2606-12, 2006 Apr 15.
Artículo en Inglés | MEDLINE | ID: mdl-16338240

RESUMEN

Bioactive compounds present in grapefruit juice are known to increase the bioavailability of certain medications by acting as potent CYP 3A4 inhibitors. An efficient technique has been developed for isolation and purification of three furocoumarins. The isolated compounds have been tested for the inhibition of human CYP 1B1 isoform using specific substrates. Grapefruit juice was extracted with ethyl acetate (EtOAc) and the dried extract was loaded onto silica gel column chromatography. Further, column fractions were subjected to preparative HPLC to obtain three compounds. The purity of these compounds was analyzed by HPLC and structures were determined by NMR studies. The identified compounds, bergamottin, 6',7'-dihydroxybergamottin (DHB), and paradisin-A, were tested for their inhibitory effects on hydroxylase and O-dealkylase activities of human cytochrome P450 isoenzymes CYP 3A4 and CYP 1B1. Paradisin-A was found to be a potent CYP 3A4 inhibitor with an IC50 of 1.2 microM followed by DHB and bergamottin. All three compounds showed a substantial inhibitory effect on CYP 3A4 below 10 microM. Inhibitory effects on CYP 1B1 exhibited a greater variation due to the specificity of substrates. Paradisin A showed an IC50 of 3.56+/-0.12 microM for the ethoxy resorufin O-dealkylase (EROD) activity and 33.56+/-0.72 microM for the benzyloxy resorufin (BROD). DHB and bergamottin showed considerable variations for EROD and BROD activities with an IC50 of 7.17 microM and 13.86 microM, respectively.


Asunto(s)
Hidrocarburo de Aril Hidroxilasas/antagonistas & inhibidores , Citrus paradisi/química , Inhibidores Enzimáticos del Citocromo P-450 , Inhibidores Enzimáticos/farmacología , Furocumarinas/farmacología , Bebidas , Cromatografía Líquida de Alta Presión , Cromatografía en Capa Delgada , Citocromo P-450 CYP1B1 , Citocromo P-450 CYP3A , Inhibidores Enzimáticos/aislamiento & purificación , Furocumarinas/aislamiento & purificación , Humanos , Espectroscopía de Resonancia Magnética , Espectrofotometría Ultravioleta
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