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1.
The aim of this study was to isolate and identify the anthocyanins in the black seed coated cowpea [Vigna unguiculata (L.) Walp. ssp. unguiculata] using reverse phase C-18 open column chromatography and high performance liquid chromatography (HPLC) with diode array detection and electro spray ionization/mass spectrometry (DAD-ESI/MS) analysis, respectively. Anthocyanins were extracted from the coat of black cowpea with 1% trifluoroacetic acid (TFA) in methanol, isolated by RP-C-18 column chromatography, and their structures elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy. The isolated anthocyanins were characterized as delphinidin-3-O-glucoside (2) and cyanidin-3-O-glucoside (4). Furthermore, 5 minor anthocyanins were detected and identified as delphinidin-3-O-galactoside (1), cyanidin-3-O-galactoside (3), petunidin-3-O-glucoside (5), peonidin-3-O-glucoside (7), and malvidin-3-O-glucoside (8) based on the fragmentation patterns of HPLC-DADESI/MS analysis.  相似文献   

2.
The anthocyanin, organic acid and volatile phenol compositions of red wine obtained from Touriga Nacional grapes growing in the Dão region (Portugal) were determined by HPLC/DAD, HPLC/UV and GC/FID, respectively. By these means, nine anthocyanic compounds (malvidin-3,5-O-diglucoside, cyanidin-3-O-galactoside, cyanidin-3-O-glucoside, peonidin-3-O-glucoside, malvidin-3-O-glucoside, delphinidin, cyanidin, pelargonidin and malvidin), six organic acids (ketoglutaric, tartaric, malic, quinic, lactic and shikimic acids) and two volatile phenols (4-ethylguaiacol and 4-ethylphenol) were identified and quantified. Malvidin-3-O-glucoside, the pair lactic plus shikimic acids and 4-ethylguaiacol were the main anthocyanin, organic acids and volatile phenol, respectively. The effects of nine different Dekkera bruxellensis strains on these chemical parameters were also evaluated. The results obtained indicate that some strains of D. bruxellensis yeast are able to cause deterioration of red wine from the Dão region during its maturation by the production of volatile phenols, namely 4-ethylphenol.  相似文献   

3.
Plum (Prunus domestica) juices were produced from different cultivars with optimised processing technology. High results for dry mass (19–21 °Brix), sugar-free extract (75–105 g/L), total acidity (6–11 g/L), sorbitol (27–52 g/L) and minerals were found. Secondary plant metabolites were present in high amounts as well. By means of HPLC/PDA 1465–2590 mg/L of colourless polyphenols were found. Neochlorogenic acid, chlorogenic acid, (+)-catechin and (−)-epicatechin were the predominant polyphenols. Total anthocyanins were found in amounts of 43–168 mg/L in the fresh juices. They were identified as cyanidin-3-glucoside, cyanidin-3-rutinoside, peonidin-3-glucoside and peonidin-3-rutinoside. A fast decline of the anthocyanin concentrations could be observed during a 6 months storage at 20 °C, which changed the red colour of the juices drastically. Beside high polyphenol concentrations, high antioxidant capacities of the juices were determined as well. The applied processing technology allowed the production of cloud-stable plum nectars.  相似文献   

4.
Five different sour cherry cultivars were processed to sour cherry juices in order to analyze their composition and the impact of storage on anthocyanin composition. Regarding primary juice parameters all cultivars showed high dry masses (13.8–17.2° Brix) and sugar free extracts (59.4–74.3 g/L). Anthocyanins were identified as cyanidin-3-(2G-glucosylrutinoside), cyanidin-3-(2G-xylosylrutinoside), cyanidin-3-sophoroside, cyanidin-3-glucoside, cyanidin-3-rutinoside, and peonidin-3-rutinoside. Besides the original anthocyanins, 5-carboxypyrano-anthocyanins occurred as new reaction products during storage. HPLC-MSn experiments revealed, that a further ageing pigment was probably resulting from the reaction of an original anthocyanin with acetaldehyde. A significant decline of the original anthocyanin concentrations could be observed (70–75%) during 6 months of storage at 20 °C. Degradation kinetics of anthocyanins were calculated taking the reaction rate as first order. Colourless polyphenol concentrations and antioxidant capacities (TEAC) of the juices were not affected during storage.  相似文献   

5.
Berberis boliviana Lechler is a member of the Berberidaceae family that has a small edible red-purple berry. The plant is native to the Peruvian Andes and contains high amounts of anthocyanin pigments. The monomeric anthocyanin content, determined by a pH-differential method, was 7/100 g of seedless berries. Pigments were characterised by HPLC coupled to a photodiode array (PDA) and mass spectrophotometer (MS) detectors. Five aglycones and ten anthocyanins were found and identified as petunidin-3-glucoside (24.4%), delphinidin-3-glucoside (24.1%), malvidin-3-glucoside (22.1%), cyanidin-3-glucoside (10.2%), petunidin-3-rutinoside (7.15%), malvidin-3-rutinoside (4.9%), cyanidin-3-rutinoside (3.8%), delphinidin-3-rutinoside (2.6%), peonidin-3-glucoside (1.1%), and peonidin-3-rutinoside (0.9%).  相似文献   

6.
Haskap berries (Lonicera caerulea L.) are known for their high phenolics, anthocyanins, and antioxidant potential. The data on the phenolic profile of these fruits are lacking. In this study, the phenolic profiles of three haskap varieties; tundra, berry blue, and indigo gem grown in Nova Scotia, Canada were investigated for the first time using spectrophotometery and high-performance liquid chromatography. Berries were analyzed for total phenolic content/total reducing capacity, total anthocyanin content, and antioxidant potential (2,2-diphenyl-1-picrylhydrazyl radical scavenging activity). The total reducing capacity, total anthocyanin content, and 2,2-diphenyl-1-picrylhydrazyl values were 6.17–8.42 mg gallic acid equivalents/gram fresh weight, 4.49–6.97 mg cyanidin-3-glucoside equivalents/gram fresh weight, and 78.70–89.55%, respectively. The extracts were analyzed by reversed-phase diode array detector–high-performance liquid chromatography through a gradient elution using Synergi 4 µm Max-RP C12 column and the chromatograms were acquired at 520, 360, and 320 nm for athocyanins, flavonoids, and free phenolic acids, respectively. The identified anthocyanins were cyanidin-3-glucoside (82.81–91.99% of the total anthocyanins), cyanidin 3,5-di-glucoside (2.31–4.27%), cyanidin-3-rutinoside (1.54–9.20%), peonidin-3-O-glucoside (0.75–3.44%), and pelargonidin-3-glucoside (0.77–2.98%). Other flavonoids (quercetin-3-β-D-glucoside and quercetin-3-rutinoside) and free phenolic acids (chlorogenic and neochlorogenic) were also quantified.  相似文献   

7.
Two anthocyanins (cyanidin-3-O-β-glucoside and peonidin-3-O-β-glucoside) and other phenolic (ferulic acid) were, respectively isolated from black and pigmented brown rices (Oryza sativa L. japonica) and their complete structures were determined by spectroscopic analyses (H NMR, C NMR and MALDI MASS). The HPLC profile of anthocyanins extracted from black rice showed cyanidin-3-O-β-glucoside as the first peak (85%) and peonidin 3-O-β-d-glucoside as the second (15%), while that of pigmented brown rice showed ferulic acid as the first peak (85.7%) and tocols as the second (14.3%). Several tocols were isolated and identified from the unsaponifiable fractions of both rices having some difference on their structures and amounts. The aldose reductase inhibitory activity of isolated compounds was in the following decreasing order: cyanidin-3-glucoside > quercetin > ferulic acid > peonidin-3-glucoside > tocopherol.  相似文献   

8.
In order to select the most ideal soybean cultivars for producing cheonggukjang, the protein degradation characteristics of cheonggukjangs prepared with 30 different soybean cultivars were compared. Cheonggukjang prepared with ‘Nampung’ (18.00±0.28%) and ‘Sohwang’ (17.91±0.63%) soybeans showed the highest contents of viscous substances. Acidic-protease activity was highest (590.24±2.92 μg/mL) in cheonggukjang prepared with small ‘Pungsannalmul’ soybeans. Neutral-protease activity was highest (528.13±3.11 and 527.36±0.44 μg/mL, respectively) in cheonggukjang prepared with ‘Singi’ and ‘Nampung’ soybeans. Cheonggukjang prepared with ‘Wonkwang’ and ‘Sohwang’ soybeans had amino-type nitrogen contents of 780.50±2.92 and 729.95±1.07 mg%, respectively. Glutamic acid, which is a major component of viscous substances, was also detected. Although total free amino acid levels in cheonggukjang prepared with ‘Daewon’ and ‘Wonkwang’ soybeans measured 2,551.21 and 2,340.02 mg%, respectively, cheonggukjang prepared with black soybeans exhibited low levels of total free amino acids. Therefore, based on protein degradation characteristics, large ‘Daewon’ soybeans and small ‘Wonkwang’ soybeans were the most suitable for producing cheonggukjang.  相似文献   

9.
Dabai (Canarium odontophyllum Miq.) fruit is a popular seasonal indigenous fruit of Sarawak, Malaysia that is always appreciated as an exotic fruit by the local community. The present study was designed to identify and quantify the phenolic compounds of dabai fruits from different divisions of Sarawak. Difference between the purple and red varieties of the fruits was also investigated. Analysis of phenolic compounds was performed by reversed phase high-performance liquid chromatography coupled with diode array detector. Three detection wavelengths (280, 254 and 329 nm) were used to monitor all phenolic compounds (except for anthocyanidins) since they display absorbance maxima at different wavelengths. Characteristic spectra of eluted peaks provide useful information in confirming the identities of peaks. Hydrolysis of phenolic compounds of dabai fruits was insufficient under the milder conditions (30 °C, 2 h) employed thus resulted in unidentified peaks. Two phenolic acids (ellagic and vanillic acids), five flavonoids (catechin, epicatechin, epicatechin gallate, epigallocatechin gallate, apigenin) and ethyl gallate were detected in the fruits. Furthermore, three anthocyanidins (cyanidin, pelargonidin and delphinidin) and four anthocyanins (malvidin-3,5-di-O-glucoside, cyanidin-3-O-glucoside, cyanidin-3-O-rutinoside and peonidin-3-O-glucoside) were detected. All these phenolic compounds were reported in dabai fruits for the first time. The fruit variety affected the anthocyanidins and anthocyanins profile (p < 0.01) but had little or no effect on the phenolic acids and flavonoids profile of the fruits. Within the same variety, diversity in environmental conditions had an impact on the quantitative differences of phenolic compounds (p < 0.05).  相似文献   

10.
The objective of this study was to investigate antioxidant activities and anthocyanin profiles in the fruits of Liriope platyphylla, where these are considered functional substances in Korea. The acidic methanol extract of this species exhibited potent antioxidant activities, showing 83.9% DPPH scavenging activity and 92.5% ABTS scavenging activity at a concentration of 0.5 mg/ml. Moreover, anthocyanins were identified by reversed-phase C18 column chromatography, NMR spectroscopy, and HPLC-DAD-ESI/MS analysis. Seven anthocyanins were characterised, including delphinidin-3-O-glucoside (1), delphinidin-3-O-rutinoside (2), cyanidin-3-O-glucoside (3), petunidin-3-O-glucoside (4), petunidin-3-O-rutinoside (5), malvidin-3-O-glucoside (6), and malvidin-3-O-rutinoside (7). Among these, petunidin-3-O-rutinoside (5) (7302.2 μg/g) and malvidin-3-O-rutinoside (7) (5776.1 μg/g) were the predominant anthocyanins, whereas the least prevalent anthocyanin was found to be cyanidin-3-O-glucoside (3) (64.9 μg/g). Therefore, our results suggest that strong antioxidant activities of the acidic methanol extract of L. platyphylla fruits are correlated with high anthocyanin contents, particularly the petunidin-3-O-rutinoside (5) and malvidin-3-O-rutinoside (7).  相似文献   

11.
This research was the first to investigate nutritional components, including soluble phenolics (isoflavones and anthocyanins), protein, oil, and fatty acid as well as antioxidant activities in different coloured seed coat soybeans (yellow, black, brown, and green) for two crop years. The soluble phenolics differed significantly with cultivars, crop years, and seed coat colours, while protein, oil, and fatty acid exhibited only slight variations. Especially, malonylgenistin and cyanidin-3-O-glucoside compositions had the most remarkable variations. Green soybeans had the highest average isoflavone content (3079.42 μg/g), followed by yellow (2393.41 μg/g), and black soybeans (2373.97 μg/g), with brown soybeans showing the lowest value (1821.82 μg/g). Anthocyanins showed only in black soybeans, with the average contents of the primary anthocyanins, cyanidin-3-O-glucoside, delphinidine-3-O-glucoside, and petunidin-3-O-glucoside, quantified at 11.046, 1.971, and 0.557 mg/g, respectively. Additionally, Nogchae of green soybean and Geomjeongkong 2 of black soybean may be recommended as potential cultivars owing to the highest average isoflavone (4411.10 μg/g) and anthocyanin (21.537 mg/g) contents. The scavenging activities of 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid) (ABTS) radicals also differed remarkably, depending upon isoflavone and anthocyanin contents, with black soybeans exhibiting the highest antioxidant effects.  相似文献   

12.
In this study, the effect of α and β-cyclodextrin on cyanidin-3-O-glucoside color was investigated by UV–visible absorption techniques. The equilibrium and kinetic constants of the network of chemical reactions taking place in cyanidin-3-O-glucoside were also studied in water at 25 °C by UV–visible absorption techniques. The results showed that the addition of β-cyclodextrin resulted in the fading of anthocyanin solution, and this fading effect was greater at higher pH. This anti-copigmentation effect is caused by the selective inclusion and stabilization of the anthocyanin colorless forms into the β-cyclodextrin cavity. Oppositely, no changes were observed in the cyanidin-3-O-glucoside absorption spectra with the addition of α-cyclodextrin.Direct pH jump, from thermally equilibrated solutions at pH = 1.0 (flavylium cation, AH+), shows three kinetic processes: formation of the base A, hydration reaction to form the hemiketal B and the chalcone cistrans isomerization (Cc–Ct). The results obtained clearly indicated that the equilibrium and kinetic constants of the network of chemical reactions taking place in cyanidin-3-O-glucoside were affected by the presence of β-cyclodextrin. Molecular inclusion in the β-cyclodextrin cavity resulted in the increase of the isomerization observed rate constant (kobs) at pH 5.3 and in the increase of the hydration equilibrium constant Kh which is in agreement with the fading of the anthocyanin solution. For the macrocycle α-cyclodextrin, no significant changes were observed on the equilibrium and kinetic constants, which suggests that the inclusion of cyanidin-3-glucoside in the α-cyclodextrin's cavity is not favored.  相似文献   

13.
Six flavonoid glycosides were isolated from the n-butanol fraction of cowpea seeds (Vigna sinensis K.) through silica gel (SiO2) and octadecyl silica gel (ODS) column chromatographies. Based on their chemical structures determined via interpretation of spectroscopic data including NMR, MS, and IR, the compounds were identified as kaempferol 3-O-β-d-sophoroside (1), quercetin 3-O-β-d-sophoroside (2), isoquercitrin (3), hyperin (4), catechin 7-O-β-d-glucopyranoside (5), and quercetin 3-O-β-Dglucopyranosyl( 1→6)-O-β-d-galactopyranoside (6). This is the first report of the isolation of these flavonoids from this plant. Among these flavonoids, compound 2, 5, and 6 significantly inhibited LDL oxidation exhibiting 96.0±0.1 (IC50: 3.9 μM), 96.8±1.7 (IC50: 2.9 μM), and 97.4±0.1% (IC50: 3.5 μM) inhibition, respectively, at a concentration of 40 μM.  相似文献   

14.
宛美志  孟宪军 《食品科学》2018,39(22):45-50
对蔓越莓花色苷的组成进行鉴定,并对其抗氧化能力进行测定。采用pH示差法测定花色苷提取量,超高压辅助提取蔓越莓花色苷含量为(75.49±0.43)mg/100?g,常规溶剂提取蔓越莓花色苷含量为(67.31±1.08)mg/100?g,蔓越莓中总花色苷含量为(79.52±0.50)mg/100?g;选择AB-8大孔树脂对蔓越莓花色苷粗提物进行纯化,冻干粉中花色苷含量从(46.10±0.92)mg/g提高到(309.26±2.37)mg/g。通过测定1,1-二苯基-2-三硝基苯肼自由基清除率、2,2’-联氮基-双-(3-乙基苯并噻唑啉-6-磺酸)二铵盐自由基清除能力和总抗氧化能力,比较蔓越莓花色苷与VC的抗氧化能力。结果表明:同质量浓度条件下,蔓越莓花色苷的抗氧化能力强于VC。通过高效液相色谱-质谱联用技术在蔓越莓中鉴定出7?种花色苷:芍药素-3,5-二己糖苷、矢车菊素-3-半乳糖苷、矢车菊素-3-葡萄糖苷、矢车菊素-3-阿拉伯糖苷、芍药素-3-半乳糖苷、芍药素-3-葡萄糖苷、芍药素-3-阿拉伯糖苷,其中芍药素-3,5-二己糖苷首次在蔓越莓中被鉴定出。  相似文献   

15.
The presence of anthocyanins and flavonols in three selected red grape varieties was investigated, in order to use their polyphenolic characterisation as a fingerprint. Berry skins of Gran Negro grapes were characterised by the presence of high content of malvidin- and peonidin-3-O-glucoside; Mouratón grapes, by the presence of high content of petunidin- and delphinidin-3-O-glucoside; and Brancellao grapes, by the presence of high content of cyanidin-3-O-glucoside. The main flavonols found included the 3-O-glucosides of quercetin, myricetin, kaempferol, laricitrin, isorhamnetin and syringetin. Using cluster analysis and principal components analysis, Gran Negro could be characterised by their content of isorhamnetin-3-O-glucoside and syringetin-3-O-glucoside and, along with Mouratón, by their myricetin conjugates. Flavonol profile could not provide a fingerprint of Brancellao variety. Stepwise discriminant analysis was performed in order to find the polyphenolic compounds, which characterised the selected grape varieties. Finally, anthocyanin and flavonol profiles in red grapes were compared and results confirmed that biosynthesis of flavonols is closely related to that of anthocyanins.  相似文献   

16.
Metabolite fingerprinting of bokbunja (Rubus coreanus Miquel) using LC-MS according to the cultivation region and the maturity level was performed. The endogenous metabolites were extracted with 80% cold ethanol and the total content of phenolics and anthocyanins compounds was assessed. Accurate mass fingerprinting with chromatographic separation successfully classified bokbunja based on the metabolite profile. Unsupervised classification method (PCA) and supervised prediction model (OPLSDA) provided good capability in categorizing the samples according to the region and the maturity level. Additional tandem-mass spectrometry analysis allowed the identification of some anthocyanin derivatives that showed the most dramatic increase during ripening period (e.g., cyanidin-3-O-glucoside and cyanidin-3-O-rutinoside).  相似文献   

17.
The total anthocyanin content (TAC) and the antioxidant activity of the seed and cob from Chinese purple corn (Zea mays L., cv Zihei) extracts were determined by pH-differential method, and DPPH, FRAP, and TEAC methods, respectively. TAC in purple corn cob anthocyanins (PCCAs) extract was higher than TAC in purple corn seed anthocyanins (PCSAs) extract. Compared to bulylated hydroxytoluene (BHT), PCCAs and PCSAs possessed significantly higher antioxidant activities, according to the DPPH, FRAP and TEAC assays. A satisfactory correlation between TAC and antioxidant activity was observed. Result indicated that cyanidin-3-glucoside, pelargonidin-3-glucoside and peonidin-3-glucoside were components in PCSAs extracts, and seven kinds of anthocyanin had been detected and six kinds of anthocyanin in PCCAs extracts were separated and identified them as cyanidin-3-glucoside, pelargonidin-3-glucoside and peonidin-3-glucoside, and their respective malonated counterparts as their anthocyanins using HPLC–MS analysis.Industrial relevanceIn the last decades, in interest in anthocyanin pigments has increased because of their possible utilization as natural food colorants and especially as antioxidant and anti-inflammatory agents. Purple corn is a pigmented variety of Z. mays L., originally cultivated in Latin America. Now, this corn variety is mainly grown in China, especially in Shanxi and Anhui Province, could be new and interesting sources to obtain extracts rich in anthocyanins for their use in food, pharmaceutical and cosmetic industries. Our results indicated that the seed and cob of purple corn possessed excellent antioxidant activity, which could lead to increased application of these natural food colorants by the food industry.  相似文献   

18.
The aim of this study was to isolate and identify the anthocyanins in the black seed coated soybean (cv. Cheongja 3, Glycine max (L.) Merr.) using reverse phase C-18 open column chromatography and high-performance liquid chromatography (HPLC) with diode array detection and electro spray ionization/mass spectrometry (DAD-ESI/MS) analysis, respectively. Anthocyanins were extracted from the coat of black soybeans with 1% TFA in methanol, isolated by RP-C-18 column chromatography, and their structures elucidated by 1D and 2D NMR spectroscopy. The isolated anthocyanins were characterised as delphinidin-3-O-glucoside (3), cyanidin-3-O-glucoside (5), petunidin-3-O-glucoside (6), pelargonidin-3-O-glucoside (7) and cyanidin (9). Furthermore, four minor anthocyanins were detected and identified as catechin-cyanidin-3-O-glucoside (1), delphinidin-3-O-galactoside (2), cyanidin-3-O-galactoside (4), and peonidin-3-O-glucoside (8) based on the fragmentation patterns of HPLC-DAD-ESI/MS analysis.  相似文献   

19.
The objective of this study was to investigate the profiles of phenolic phytochemicals in the leaves of Korean purple perilla (cv. Bora, Perilla fructescens) using reversed-phase C18 column chromatography and HPLC with DAD-ESI/MS analysis. Changes in their contents were also the first reported through eight different harvest times during two months. They were characterised as five anthocyanins and three phenolic acids including cyanidin-3,5-di-O-glucoside (1), cyanidin-3-O-glucoside (2), cyanidin-3-O-(6-O-caffeoyl)glucoside-5-O-glucoside (3), cyanidin-3-O-(6-O-coumaroyl)glucoside-5-O-glucoside (4), cyanidin-3-O-(6-O-coumaroyl)glucoside (5), caffeic acid (6), rosmarinic acid (7), and rosmarinic acid methylester (8). Significant differences were observed between individual and total phytochemical contents, especially, cyanidin-3-O-(6-O-coumaroyl)glucoside-5-O-glucoside (4) and rosmarinic acid (7) exhibited the predominant constituents. Among different harvest times, the highest content was found with 82.473 mg/g on 21st September, while the lowest was 39.000 mg/g on 17th August. These results may be useful in determining the optimal harvest time at which phenolic phytochemicals reaches a maximum level in mid-September.  相似文献   

20.
Plants belonging to the genus Cichorium are used as leafy vegetable. Varieties of Chichorium intybus, commonly known as leaf chicory, have also been used in folk medicine to treat liver disorders and inflammation. In the present study, we report bioactive anthocyanin content in C. intybus varieties Balou, Indigo, Manchini, Leonardo, and Erfano and functional food quality based on in vitro lipid peroxidation (LPO) and cyclooxygenase (COX-1 and -2) enzyme inhibitory activities. The chromatographic profiles of these varieties were similar and showed cyanidin-3-O-(6″-malonyl-β-glucopyranoside) (1) as the major anthocyanin (>95%) with the highest amount in Indigo (2.8 mg/g fresh weight). Chichorium intybus varieties were extracted with water and extracts were evaluated for LPO, COX-1 and -2 enzymes inhibitory activities at 250 μg/mL. Among the varieties evaluated, the water extracts of Indigo, Balou, Leonardo, Manchini, and Erfano inhibited LPO by 92, 87.2, 79.6, 54.5, and 65.1%, respectively. In the COX enzyme inhibitory assay, the extracts of Leonardo, Balou, Indigo, Mancini, and Erfano inhibited COX-1 and COX-2 enzymes by 19.7, 26.4, 41.3, 15.6, 18.2% and 68.3, 76.5, 84.9, 43.7, 55.4%, respectively. Bioassay-guided isolation of anthocyanin 1 from C. intybus var. Indigo was achieved by using in vitro LPO and COX enzyme inhibitory assays.  相似文献   

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