RESUMEN
The antioxidant activity of methanol extracts from Passiflora edulis and Passiflora alata pulp, and P. edulis rinds, healthy or infected with the passion fruit woodiness virus (PWV), was investigated using the oxidant activities of the neutrophil and the neutrophil granule enzyme myeloperoxidase (MPO), both playing key roles in inflammation. The reactive oxygen species produced by stimulated neutrophils were evaluated by lucigenin-enhanced chemiluminescence (CL) and the activity of purified MPO was measured by SIEFED (Specific Immunological Extraction Followed by Enzymatic Detection), a technique for studying the direct interaction of a compound with the enzyme. The rind extracts of P. edulis possessed higher and dose-dependent inhibitory effects on CL response and on the peroxidase activity of MPO than total pulp extracts from both passion fruit species. The quantification of isoorientin in the extracts showed a correlation with their antioxidant activity, suggesting the potential of P. edulis rinds as functional food or as a possible source of natural flavonoids.
RESUMEN
Este artigo é uma revisão bibliográfica sobre as espécies brasileiras de Passiflora (Passiflora edulis fo. flavicarpa O. Deg., P. alata Curtis e P. edulis fo. edulis). A maioria dos artigos da literatura focaliza somente as folhas de Passiflora, enquanto que esta revisão contém informações sobre a polpa, cascas e sementes dos frutos do maracujá, com destaque para a composição química, estudos nutricionais e farmacológicos. O enfoque nos frutos do maracujá fundamenta-se no amplo consumo do suco de maracujá (fresco ou industrializado) no Brasil e também nas investigações em andamento para avaliar o seu potencial uso como alimento funcional.
This paper consists of a bibliographic review of the most relevant edible Brazilian Passiflora species (Passiflora edulis fo. flavicarpa O. Deg., P. alata Curtis and P. edulis fo. edulis). Most of the reports in the literature focus solely on Passiflora leaves, whereas this review contains information about passion fruit pulp, rind and seeds, highlightening chemical composition, nutritional and pharmacological studies. The emphasis on the "maracujá" fruit is due to the extensive consumption of passion fruit juice (fresh or processed) in Brazil and on ongoing investigations into its potential as a functional food.
RESUMEN
The aim of the present study was to evaluate the effect of soil characteristics (pH, macro- and micro-nutrients), environmental factors (temperature, humidity, period of the year and time of day of collection) and meteorological conditions (rain, sun, cloud and cloud/rain) on the flavonoid content of leaves of Passiflora incarnata L., Passifloraceae. The total flavonoid contents of leaf samples harvested from plants cultivated or collected under different conditions were quantified by high-performance liquid chromatography with ultraviolet detection (HPLC-UV/PAD). Chemometric treatment of the data by principal component (PCA) and hierarchic cluster analyses (HCA) showed that the samples did not present a specific classification in relation to the environmental and soil variables studied, and that the environmental variables were not significant in describing the data set. However, the levels of the elements Fe, B and Cu present in the soil showed an inverse correlation with the total flavonoid contents of the leaves of P. incarnata.
O objetivo deste trabalho foi avaliar os efeitos do solo (pH, macro e micronutrientes), fatores ambientais (temperatura, umidade, época do ano e período da coleta) e condições meteorológicas (chuva, sol, nublado, nublado com chuva) no teor de flavonoides das folhas de Passiflora incarnata L. (Passifloraceae), através do tratamento quimiométrico dos dados por PCA (análise de componentes principais) e HCA (análise hierárquica de agrupamentos). Os flavonoides totais foram quantificados por cromatografia líquida de alta eficiência-detecção por ultravioleta (CLAE-UV/DAD). As análises por PCA e HCA mostraram que as amostras de Passiflora não apresentam uma classificação específica em relação às variáveis estudadas e que as variáveis do meio ambiente não são relevantes para descrever o modelo estudado, porém os elementos do solo Fe, B e Cu demonstraram correlação inversa à concentração dos flavonoides totais.
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Este trabalho apresenta uma modificação dos procedimentos descritos nas Farmacopéias Francesa e Européia para a análise de flavonoides de Passiflora incarnata L., Passifloraceae, por espectrometria UV-Visível e propõe a sua aplicação na determinação dos flavonoides totais das folhas da espinheira-santa (Maytenus aquifolium Mart. e Maytenus ilicifolia (Schrad.) Planch., Celastraceae) e do maracujá (Passiflora edulis Sims. e Passiflora alata Curtis, Passifloraceae). Os resultados obtidos por espectrometria no UV-Visível foram comparados aos obtidos por cromatografia líquida de alta eficiência (CLAE-UV), encontrando-se resultados estatisticamente similares entre os métodos espectrométrico modificado da Farmacopéia Francesa e CLAE-UV.
This paper reports on a modification of the spectrometric procedures originally described in the French and European Pharmacopoeia for the analysis of Passiflora incarnata L. (Passifloraceae) flavonoids, proposing its application in the determination of total flavonoids from "espinheira-santa" (Maytenus aquifolium Mart. and Maytenus ilicifolia (Schrad.) Planch., Celastraceae) and "maracujá" leaves (Passiflora edulis Sims and Passiflora alata Curtis, Passifloraceae). A comparison was made of the results obtained by the spectrometric procedure with those obtained by high performance liquid chromatography (HPLC-UV), which demonstrated complete compatibility between the modified French Pharmacopoeia (spectrometric) and HPLC-UV methods.
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A comparative analysis of the flavonoid components of the leaves of two medicinal plants known in Brazil as "espinheira santa", namely, Maytenus ilicifolia Mart. ex Reiss. and M. aquifolium Mart. (Celastraceae), and a hybrid plant, M. aquifoliumxM. ilicifolia, has been carried out using high-performance liquid chromatography coupled with photodiode array UV detection and mass spectrometry. One methoxyflavonoid glycoside and 18 flavonol-3-O-glycosides were identified in the extracts on the basis of their on-line UV spectra (measured in the absence and presence of shift reagents) and multiple stage mass spectral data. Fingerprint analysis of the flavonoid extracts revealed significant differences in the profiles of the two Maytenus species, while the hybrid plant contained flavonoids found in both parent species.
Asunto(s)
Cromatografía Líquida de Alta Presión/métodos , Flavonoles/análisis , Maytenus/química , Hojas de la Planta/química , Espectrometría de Masa por Ionización de Electrospray/métodos , Espectrofotometría Ultravioleta/métodos , Especificidad de la EspecieRESUMEN
HPLC-UV-MS (APCI-MS/MS and CID/MS) was utilised for the identification of eight additional flavone glycosides from sugarcane (Saccharum officinarum L., Gramineae) extracts of bagasse, leaves and juice ('garapa'). Relevant information about substitution patterns was obtained through UV detection using post-column addition of shift reagents, while tandem MS provided structural information confirming the proposed structures of the C-glycosides vitexin, orientin, luteolin-8-C-(rhamnosylglucoside), 4',5'-dimethyl-luteolin-8-C-glycoside and the isomeric pair schaftoside-isoschaftoside, besides the O-glycosides tricin-7-O-neohesperidoside and tricin-7-O-glycoside.
Asunto(s)
Glicósidos/análisis , Saccharum/química , Cromatografía Líquida de Alta Presión/métodos , Espectrometría de Masas/métodos , Estructura Molecular , Espectrofotometría Ultravioleta/métodosRESUMEN
The present work compares two modern and environmentally friendly enrichment techniques, stir bar sorptive extraction (SBSE) and membrane-assisted solvent extraction (MASE) for the determination of 18 organic contaminant residues in Brazilian sugarcane juice. Stir bar sorptive extraction and thermal desorption coupled to capillary gas chromatography-mass spectrometry using the selected ion monitoring mode [SBSE-TD-GC-MS(SIM)] and membrane-assisted solvent extraction combined with large volume injection [MASE-LVI-GC-MS(SIM)] methods were assessed taking into account the time of extraction [SBSE (3h) and MASE (30min)], the recoveries [SBSE (0.2-55.3%) and MASE (13.6-103.1%)], the repeatability [SBSE (0.3-19.2%) and MASE (2.6-18.4%)] and the limits of detection [SBSE (0.002-0.71 microgL(-1)) and MASE (0.004-0.56 microgL(-1))] of the selected triazine, organochlorine and organophosphorus pesticides as well as benzo[a]pyrene in sugarcane juice. In general, faster analyses and much better analyte recovery results were achieved with MASE, whereas greater sensitivity and repeatability were obtained with SBSE. SBSE and MASE procedures were applied to the analysis of six sugarcane juice samples from the city São Carlos, in the state of São Paulo, Brazil. A comparison of the results of the pesticide and benzo[a]pyrene residues at microgL(-1) level obtained by the two methods showed good agreement.
Asunto(s)
Benzo(a)pireno/análisis , Fraccionamiento Químico/métodos , Cromatografía de Gases y Espectrometría de Masas/métodos , Residuos de Plaguicidas/análisis , Saccharum/química , Bebidas/análisis , Hexaclorobenceno/análisis , Triazinas/análisisRESUMEN
A high-performance liquid chromatography (HPLC) method with photo-diode array (DAD) detection was developed to separate and quantify flavonoids in sugarcane leaves and bagasse (= the crushed sugarcane refuse from juice extraction), and in sugarcane juice. Sugarcane flavonoids consist of a complex mixture of aglycones and glycosides (including flavonolignan glycosides), and the HPLC-UV method herein proposed is suitable for their quantification as total flavonoids. This method was applied to analyze samples of cultivated sugarcane, commercial juice and transgenic sugarcane leaves. Sugarcane leaves proved a promising source of flavonoids: an average of 1.10 mg of total flavonoids/g plant material was found in fresh leaves. Moreover, the flavonoid content of sugarcane juice (0.6 mg/mL) is comparable to other food sources of flavonoids previously reported. Transgenic sugarcane leaves ("Bowman-Birk" and "Kunitz") were compared with non-modified ("control") plant samples using the proposed HPLC-UV method, which indicated that the content of total flavonoids in transgenic plants is different from that in non-modified sugarcane.
Asunto(s)
Cromatografía Liquida/métodos , Flavonoides/análisis , Saccharum/química , Celulosa/química , Cromatografía Líquida de Alta Presión/métodos , Cromatografía en Capa Delgada/métodos , Hojas de la Planta/química , Plantas Modificadas Genéticamente/química , Rayos UltravioletaRESUMEN
HPLC-MS using collision induced dissociation (CID) has been utilised for the identification of the C-glycosylflavone isomer pairs orientin/isoorientin and vitexin/isovitexin. HPLC-CID/MS analyses produced pseudo-MS/MS spectra that allowed the identification of the flavone C-glycosides. The efficient differentiation of isomers was performed by comparing the CID-MS/MS spectra (including exact mass measurements) of particular fragments from the C-glycoside unit. In order to illustrate some possibilities of these MS techniques, they were applied to the comparative analyses of extracts of Passiflora alata, P. edulis, P. incarnata and P. caerulea (Passifloraceae) that are employed as phytomedicines in Brazil and South America.
Asunto(s)
Apigenina/química , Flavonoides/química , Glucósidos/química , Luteolina/química , Passiflora/química , Cromatografía Líquida de Alta Presión , Isomerismo , Espectrometría de Masas , Estructura Molecular , Extractos Vegetales/química , Plantas Medicinales/químicaRESUMEN
Sugarcane (Saccharum officinarum L., Gramineae) bagasse and leaves were investigated for their flavonoid content and transgenic sugarcane ("Bowman-Birk" and "Kunitz") was compared with non-modified ("control") plants. Analyses were carried out by high-performance liquid chromatography coupled to diode array UV detection (LC/UV), also using post-column addition of shift reagents, and tandem MS (atmospheric pressure chemical ionization-MS/MS and collision-induced dissociation-MS). On-line UV and MS data demonstrated the presence of methoxyflavone glycosides and aglycones in a total of seven compounds. Three naturally occurring flavones glycosides and two unusual erythro- and threo-diastereoisomeric flavolignan 7-O-glucosides were identified together with their aglycones.
Asunto(s)
Cromatografía Liquida/métodos , Flavonas/análisis , Glicósidos/análisis , Espectrometría de Masas/métodos , Saccharum/química , Cromatografía Líquida de Alta Presión/métodos , Flavonoides/análisis , Sistemas en Línea , Hojas de la Planta/química , Plantas Modificadas Genéticamente/química , Rayos UltravioletaRESUMEN
Estudou-se a variabilidade química sazonal em Maytenus aquifolium Mart. (Celastraceae), conhecida como "espinheira santa", em exemplares cultivados em Ribeirão Preto, SP, através da análise das substâncias presentes nas folhas, ao longo das quatro estações em dois anos. O teor de fenóis totais variou de 21,96 a 45,92 mg / g (expresso em mg ácido tânico / g folhas secas), de 55,88 a 93,20 mg triterpenos totais / g folhas secas, e de 1,349 a 3,859 mg flavonóides / g folhas secas. A amostra Primavera 92 apresentou o maior teor de flavonóides e fenóis totais, e a amostra Inverno 94 apresentou o maior teor de triterpenos.
The chemical seasonal variability of Maytenus aquifolium Mart. (Celastraceae), a Brazilian medicinal plant known as "espinheira santa", was investigated on specimens cultivated at Ribeirão Preto SP, Brazil, at the four seasons of two years. The content of total phenolics, flavonoids and triterpenes varied from 21.96 to 45.92 mg total phenolics (expressed as tanic acid) / g dried leaves, 55.88 - 93.20 mg total triterpenes / g dried leaves, and 1.349 - 3.859 mg flavonoid / g dried leaves. Sample Spring 92 had the higher content of flavonoids and total phenolics, while sample Winter 94 had the highest content of triterpenes.
RESUMEN
A high-performance thin layer chromatographic (HPTLC) method was developed in order to determine quantitatively the flavonoids in leaves of Passiflora alata, P. edulis, P. caerulea and P. incarnata. The content of orientin and isoorientin was determined, and the results were compared with those obtained using a quantitative HPLC-UV method. The latter employed rutin as standard and was developed to analyse flavonoid content from Passiflora leaves for the purpose of ensuring the quality of Passiflora phytomedicines. The results obtained using the two methods indicate that there are qualitative and quantitative differences in the flavonoids of the reference Passiflora species studied. The two methods were also employed to analyse commercial samples to illustrate their application in qualitative ('fingerprint') and quantitative determination, demonstrating their feasibility in the quality control of flavonoids from crude Passiflora drugs and phytomedicines. The HPLC conditions used are also suitable for the quantitative analysis of aqueous extracts (Passiflora infusions).