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1.
The hydroxycinnamic acid (HA) content of starting barley for brewers’ spent grains (BSG), whole BSG and phenolic extracts from BSG was measured using high performance liquid chromatography (HPLC) and correlated with antioxidant potential. The effect of BSG phenolic extracts on antioxidant activity of fruit beverages was also assessed (using the total phenolic content (TPC), 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP) assays). The concentration of HA present in barley extract and BSG was in the order of ferulic acid (FA), p-coumaric acid (p-CA) derivatives, FA derivatives, p-CA, caffeic acid (CA) and CA derivatives. Results suggested that brewing and roasting decreased the HA content. Antioxidant activity was significantly (P < 0.05) correlated with caffeic acid (R2 = 0.8309) and total HA (R2 = 0.3942) concentrations. Addition of extracts to fruit beverages resulted in a significant (P < 0.05) increase in antioxidant activity of cranberry juice, measured by the FRAP assay. In vitro digestion significantly (P < 0.05) reduced TPC, DPPH and FRAP activity of the fruit beverages.  相似文献   

2.
The sulphur aroma compounds produced from a phosphate-buffered solution (pH 8) of l-cysteine and l-, l-[1-13C] or l-[4-13C] ascorbic acid, heated at 140 ± 2 °C for 2 h, were examined by headspace SPME in combination with GC-MS. MS data indicated that C-1 of l-ascorbic acid was not involved in the formation of sulphur aroma compounds. The sulphur aroma compounds formed by reaction of l-ascorbic acid with l-cysteine mainly contained thiophenes, thiazoles and sulphur-containing alicyclic compounds. Among these compounds, 1-butanethiol, diethyl disulphide, 5-ethyl-2-methylthiazole, cis and trans-3,5-dimethyl-1,2,4-trithiolane, thieno[2,3-b]thiophene, thieno[3,2-b]thiophene, cis and trans-3,5-diethyl-1,2,4-trithiolane, 1,2,5,6-tetrathiocane, 2-ethylthieno[2,3-b]thiophene, 2,4,6-trimethyl-1,3,5-trithiane and cyclic octaatomic sulphur (S8) were formed solely by l-cysteine degradation, and the rest by reaction of l-ascorbic acid degradation products, such as hydroxybutanedione, butanedione, acetaldehyde, acetol, pyruvaldehyde and formaldehyde with l-cysteine or its degradation products, such as H2S and NH3. A new reaction pathway from l-ascorbic acid via its degradation products was proposed.  相似文献   

3.
《Food chemistry》1998,63(3):319-324
Addition of certain amino acids (l-tryptophan, l-histidine, l-cysteine and l-cystine) to model solutions of caffeic acid and hydroxytyrosol (the two most characteristic o-diphenols of ripe olives) improved the dark colour obtained after oxidation. A detailed study carried out with l-cysteine and caffeic acid showed that, after an initial inhibitory effect, increasing concentrations of amino acid led to darker solutions. The same effect was also found in hydroxytyrosol solutions with increasing amounts (2–8 mm) of cysteine without lag phase, except for 10 mm level. Cysteine also produced darker colour with oxidised storage brine of ripe olives. These results open the door to a possible use of this amino acid as additive or aid in processing to produce darker and homogeneous ripe olives.  相似文献   

4.
The effect of three reducing agents (RAs), l-cysteine, ascorbic acid, and tocopherols, on the growth of Lactobacillus acidophilus, Lactobacillus casei, or Lactobacillus plantarum during milk fermentation was evaluated. pH, redox potential, and Lactobacillus counts were determined until pH ≈ 4.6. Further, the study aimed to optimise the concentration of the RAs by formulating the fermented milks with the same RA at different concentrations (0–250 mg L−1 for l-cysteine or ascorbic acid and 0–15 mg L−1 for tocopherols) using a Box–Behnken experimental design. After 45 days of refrigerated storage, the viability of each Lactobacillus species was maximised. We observed that the effect of RA on Lactobacillus is species dependent; ascorbic acid and tocopherols reduced the fermentation time (29%–43%), whereas l-cysteine enhanced the Lactobacillus counts (≥1 log10 cfu mL−1). Lactobacillus species differ in terms of oxygen sensitivity.  相似文献   

5.
Caffeic acid, a hydroxycinnamic acid common in different vegetable sources, has been employed as a natural antioxidant for inhibiting oxidation of fish lipids present in different food matrices. The aim of this review is to discuss the mechanisms involved in the antioxidative and prooxidative effects of caffeic acid found in different model systems containing fish lipids. These model systems include bulk fish oils, liposomes from cod roe phospholipids, fish oil emulsions, washed cod mince, regular horse mackerel mince and a fish oil fortified fitness bar. The data reported show that the antioxidant activity depends on the physical state of the lipids and the composition of the intrinsic matrix in which they are situated. Caffeic acid significantly prevented rancidity in both unwashed and washed fish mince, the latter which was fortified with haemoglobin. In the unwashed mince, the activity was however clearly dependent on the lipid to antioxidant ratio. In these systems, an important redox cycle between caffeic acid and the endogenous reducing agents ascorbic acid and tocopherol were further thought to play an important role for the protective effects. The effect of caffeic acid was also highly dependent on the storage temperature, showing higher effectiveness above than below 0 °C. Caffeic acid was not able to inhibit oxidation of bulk fish oils, fish oil in water emulsions and the fish-oil enriched fitness bar. In the liposome system, caffeic acid inhibited haemoglobin (Hb)-promoted oxidation but strongly mediated Fe2+ mediated oxidation. In conclusion, caffeic acid can significantly prevent Hb-mediated oxidation in fish muscle foods but its activity in food emulsions and liposomes is highly dependent on the pH, the emulsifier used and the prooxidants present.  相似文献   

6.
The leaf material of lemon balm (Melissa officinalis L.) was extracted with 450 ml/l aqueous ethanol by medium pressure liquid-solid extraction. The total phenolic content of the extract was estimated as gallic acid equivalents by Folin-Ciocalteu reagent method and a qualitative-quantitative compositional analysis was carried out using high performance liquid chromatography coupled with photodiode array detection. The lemon balm extract contained hydroxycinnamic acid derivatives and flavonoids with caffeic acid, m-coumaric acid, eriodictyol-7-O-glucoside, naringin, hesperidin, rosmarinic acid, naringenin, hesperetin being identified based on their chromatographic behaviour and spectral characteristics. The extract was also investigated for potential in vitro antioxidant properties in iron(III) reduction, iron(II) chelation, 1,1-diphenyl-2-picrylhydrazyl, 2,2′-azinobis(3-ethylbenzothiazoline-6-sulphonate), superoxide anion and nitric oxide free-radical scavenging, and inhibition of β-carotene-linoleic acid bleaching assays. The extract demonstrated antioxidant activity in all the assays. However, it was not as potent as the positive controls except in the β-carotene-linoleic acid bleaching assay, where its activity was superior to that of gallic and caffeic acids and statistically indistinguishable from quercetin and BHA. The exceptionally high antioxidant activity and the fact that this assay is of biological relevance warrants further investigation of lemon balm extract in ex vivo and in vivo models of oxidative stress.  相似文献   

7.
Different solvent extracts of endemic Sideritis (Labiatae) species, Sideritis congesta Davis et Huber-Morath and Sideritis arguta Boiss et Heldr, were analyzed for free flavonoids (quercetin, apigenin, myricetin and kaempferol) and cinnamic acid derivatives (rosmarinic acid, ferulic acid, caffeic acid, p-coumaric acid and chlorogenic acid) using HPLC-DAD. All the phenolics were quantified in acid-hydrolyzed extracts, except rosmarinic acid, chlorogenic acid and myricetin which were quantified in raw samples. Antioxidant activities of extracts of these two plants and many of their components in pure form were evaluated based on DPPH. and ABTS.+ assays. In general, S. arguta extracts displayed higher antioxidant activity than S. congesta extracts possibly due to their richness in antioxidant components of strong activity. Acetone extract of S. arguta, with its strikingly high TEAC value of 3.2 mM trolox and low IC50 value of 38.3 ??g/mL showed the highest antioxidant potency among all extracts. ??-tocopherol, the positive control, displayed IC50 and TEAC values of 33.8 ??g/mL and 2.9 mM trolox, respectively. No direct correlation was found between antioxidant activities and total phenolic contents of the plant extracts studied.  相似文献   

8.
In this study, bioactive compounds were extracted with aqueous ethanol from hot pepper peel residues, and the crude extract was divided into four fractions with ethyl ether, ethyl acetate and n-butanol in turn. The total phenolics (TP) and total flavonoids (TF) in the extract were analyzed, and the n-butanol fraction contained the highest TP and TF content, which was 13.45 mg gallic acid equivalents/g and 3.39 mg rutin equivalents/g, respectively. The antioxidant activity of the extract was evaluated by radical [2,2′-azino-bis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), 1,1-diphenyl-2-picrylhydrazyl] scavenging assays. The results of the correlation analysis showed that the antioxidant activity was well correlated with the content of TP and TF (R 2 > 0.890). The antioxidant activity of individual antioxidant compound in the extract was evaluated using on-line HPLC-ABTS?+ assay, and seven antioxidant compounds were identified using HPLC-DAD-MS n analyses. The main antioxidants identified were naringenin-7-glucoside, procyanidin dimer type B, quercetin-3-O-rhamnoside dimer, kaempferol-3-O-glucoside, kaempferol-3-O-rutinoside, quercetin-3-rutinoside and caffeic acid glycoside dimer. The results showed that hot pepper peel residues contained a certain amount of antioxidant compounds and had a potential application in food products.  相似文献   

9.
Zhinan Xiang  Zhengxiang Ning 《LWT》2008,41(7):1189-1203
Chlorogenic acid (CGA) is a natural antioxidant, and nowadays its application has been distributed in medicine, food processing and cosmetic chemical industry. However, at a certain extent its application was restricted because of its only water solubility but no liposolubility. In this research, CGA is prepared from South-China honeysuckle and modified, undergoing efficient conjugation with lauroyl chloride in the presence of triethylamine (TEA) in non-water phase, to yield the adduct that has been identified as chlorogenic laurate (CGL) from its chromatographic behavior and spectral characteristics. The scavenging and antioxidant properties of CGL were evaluated using different antioxidant tests, including 2, 2′-diphenyl-1-picrylhydrazyl radical scavenging, hydroxyl radical scavenging, superoxide anion radical scavenging, reducing power, inhibition of peroxidation of linoleic acid and ferrous ions chelating activity. In the above six assays, CGL showed antioxidant potential to varying degrees in a concentration-dependent manner, and exhibited more antioxidant potency than CGA. Especially, the EC50 value of CGL in scavenging abilities on DPPH radicals was 70.5 μg/ml. The hydroxyl radicals scavenging compared with α-tocopherol was observed to high value in CGL. The antioxidant activity of CGL is not significantly different from BHT in a linoleic acid system. All the evaluations exhibited appreciable antioxidant potential for CGL. The data suggest that the modified CGA, CGL, may have a preventive effect against oxidation in liposoluble system, and would be a promising antioxidant.  相似文献   

10.
In this study, the antioxidant activities of different molecular weights (Mw) and grafting ratios of chitosan–caffeic acid derivatives were investigated. The grafting process was achieved using 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDAC) as covalent connector under different conditions such as molecular-weight of chitosan, molar ratio of chitosan and caffeic acid, reaction temperature, pH, and reaction time. The half-inhibition concentrations (IC50) of products were calculated by reduction of the 1,1-diphenyl picryl hydrazyl in the radical-scavenging assay and reduction of the Fe3+/ferricyanide complex to the ferrous form in reducing power assay. The EDAC showed maximum activity at 3-h, pH 5.0 and room temperature conditions, except high-molecular-weight chitosan in pH 2.0. The products were water-soluble in all pH and showed lower viscosity than native chitosan. The highest grafting ratio of caffeic acid was observed at 15% in low-molecular-weight chitosan. After 5% grafting of caffeic acid into chitosan, the grafting efficiency was increased by decreasing molecular-weight of chitosan at the same conditions. Caffeic acid has main role in the antioxidant activity of products. The maximum IC50 of radical-scavenging activity (0.064 mg/ml) was observed at the highest caffeic acid containing derivative. Water-soluble chitosan and caffeic acid derivatives were obtained by this study without activity loss.  相似文献   

11.
The aim of this study was to compare the main antioxidant compounds content and the antioxidant activity of white grapefruit and his new hybrid (Jaffa Sweeties). Total phenols were measured colorimetrically using the Folin-Ciocalteu reagent, phenolic acids—by HPLC, anthocyanins and flavonoids—spectrophotometrically. The antioxidant activity of these fruits was determined by total antioxidant activity (TAA) and nitric oxide (NO) methods. Trans-hydroxycinnamic acids (caffeic, p-coumaric, ferulic, and sinapic) were more abundant in white grapefruit than in his hybrid. However, on a fresh weight basis, grapefruit's hybrid has a higher total phenol content as well as a higher antioxidant capacity in comparison with white grapefruit. A linear relationship existed between TAA and anthocyanins (R2=0.8068), TAA and flavonoids (R2=0.9320) and TAA and total phenols (R2=0.9446). Our findings indicate the following: (1) Both studied fruits contain a high concentration of natural antioxidants that have not only a high antioxidant activity, but also a good antioxidant quality. (2) The total phenol content and the antioxidant potential are significantly higher in the grapefruit hybrids than in white grapefruits.  相似文献   

12.
The antioxidant properties of caffeic acid and bovine serum albumin in oil-in-water and water-in-oil emulsions were studied. Caffeic acid (5 mmol/kg emulsion) showed good antioxidant properties in both 30% sunflower oil-in-water (OW) and 20% water-in-sunflower oil emulsions (WO), pH 5.4, during storage at 50 °C. Although bovine serum albumin (BSA) (0.2%) had a slight antioxidant effect, the combination of caffeic acid and BSA showed a synergistic reduction in the rate of development of rancidity, with significant reductions in concentration of total volatiles, peroxide value (PV) and p-anisidine value (PA) for both emulsion types. The synergistic increase in stability of the OW and WO emulsions containing BSA and caffeic acid was 102.9% and 50.4% respectively based on total oxidation (TOTOX) values, which are calculated as 2PV + PA, with greater synergy calculated if based on formation of headspace volatiles. The OW emulsion was more susceptible to the development of headspace volatiles by oxidation than the WO emulsion, even though the degree of oxidation assessed by the TOTOX value was similar.  相似文献   

13.
Hydroxycinnamic acid derivatives, i.e., caffeic acid (CaA), chlorogenic acid (ChA), sinapic acid (SA), ferulic acid (FA) and p-coumaric acid (CoA), are widely distributed in plants and are known antioxidants. The in vitro peroxidation of human low density lipoprotein (LDL) was used as a model to study the free radical-induced damage of biological membranes and the protective effect of hydroxycinnamic acid derivatives. The peroxidation was initiated either by a water-soluble azo-initiator 2, 2′-azobis(2-amidinopropane hydrochloride) (AAPH), or by cupric ion (Cu2+). The reaction kinetics were monitored either by the uptake of oxygen or by the formation of thiobarbituric acid reactive substances (TBARS). Kinetic analysis of the antioxidation process demonstrates that these hydroxycinnamic acid derivatives are effective antioxidants against both AAPH- and Cu2+-induced LDL peroxidation with the activity sequence of CaA ∼ ChA > SA > FA > CoA, and CaA ∼ ChA > SA ∼ FA ∼ CoA, respectively. Molecules bearing ortho-dihydroxyl or 4-hydroxy-3-methoxyl groups possess significantly higher antioxidant activity than those bearing no such functionalities.  相似文献   

14.
Aqueous extract from Orthosiphon grandiflorus tea was on-line screened for its antioxidant components based on their capacity to scavenge free DPPH (1,1-diphenyl-2-picrylhydrazyl) radical after separation by a LC gradient. The structural elucidation of the active compounds was achieved by negative ionisation LC–ESI-MS/MS. Based on their mass spectra and fragmentation patterns related to antioxidant activity trace, seven compounds showing strong DPPH scavenging were identified to be danshensu, caffeic acid, caftaric acid, rosmarinic acid, caffeic acid derivative, sagerinic acid and salvianolic acid B. It is noted that danshensu, caftaric acid, sagerinic acid and salvianolic acid B have been reported in O. grandiflorus for the first time. In addition, the quantification of antioxidant compounds was performed using LC–MS/MS in multiple reaction monitoring (MRM) mode. Rosmarinic acid was found as a major component responsible for the antioxidant activity of this plant extract.  相似文献   

15.
M.R. Pérez-Gregorio 《LWT》2011,44(8):1793-1801
The aim of the present study was to evaluate the profile of the phenolic constituents of Morus nigra fruits and their antioxidant activity (DPPH) and to compare their contents before and after fermentation. Antioxidant phenolics of black mulberry (M. nigra L.) samples grown in Galicia (NW Spain) were extracted with methanol/formic acid/water (MFW) and determined by high performance liquid chromatography (HPLC). Two major anthocyanins (cyanidin 3-glucoside and cyanidin 3-rutinoside) and two flavonols (quercetin 3-glucoside and rutin) were isolated, together with caffeic acid and other hydroxycinnamic and ellagic acid derivatives. Their chemical structures were identified by spectral analyses with diode array detection (DAD), but also with alkaline saponification and acid hydrolysis of the mulberry phenolics. Good correlations (r2 = 0.6229) were observed among total flavonols contents and the IC50 radical scavenging capacities of mulberry fruits. Anthocyanins are the major flavonoids present in mulberry. It would be expected that anthocyanins contribute significantly to their antioxidant activity; nevertheless, alcohol generated during fermentation may also contribute to antioxidant activity. Our results provide useful antioxidant nutritional information of fresh and fermented mulberry fruits.  相似文献   

16.
The antioxidant properties of different extracts of Lagenaria siceraria (bottle gourd) fruit were evaluated. In the process, a new phenolic glycoside (E)-4-hydroxymethyl-phenyl-6-O-caffeoyl-β-d-glucopyranoside (1) was isolated and identified together with 1-(2-hydroxy-4-hydroxymethyl)-phenyl-6-O-caffeoyl-β-d-gluco-pyranoside (2), protocatechuic acid (3), gallic acid (4), caffeic acid (5) and 3,4-dimethoxy cinnamic acid (6). Their structures were elucidated by extensive NMR experiments including 1H-1H (COSY) and 1H-13C (HMQC and HMBC) spectroscopy and chemical evidences. The antioxidant potential of the compound 1 and 2 was tested in different in vitro assay systems such as free radical scavenging assay, 3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyltetrazolium bromide (MTT) reduction assay, superoxide scavenging activity, reducing power assay and linoleic acid peroxidation assay.  相似文献   

17.
BACKGROUND: Little is known about the relation between haemoglobin (Hb)‐mediated lipid and protein oxidation in muscle foods and how these two reactions can be inhibited by naturally occurring antioxidants. This study was aimed at evaluating (1) lipid oxidation and protein oxidation induced by 20 µmol L?1 Hb during chilled and frozen storage of washed cod mince and (2) the efficiency of 10–1000 ppm (0.063–6.3 mmol L?1) caffeic acid in preventing these reactions. RESULTS: Addition of 20 µmol L?1 Hb increased peroxide value (PV), rancid odour, protein carbonylation, protein insolubilisation, redness loss and α‐tocopherol loss in ice‐stored washed cod mince. Since both lipid and protein oxidation developed at the same time, it was not possible to conclude which reaction initiated the other. All studied reactions were efficiently inhibited by ≥ 50 ppm caffeic acid, which could be a result of α‐tocopherol regeneration, general radical scavenging, reduced formation of oxidised Hb forms and/or conformational changes in Hb structure. During frozen storage the only clear effect of Hb was increased PV, and here caffeic acid was less efficient as an antioxidant. CONCLUSION: Hb‐induced lipid and protein oxidation occurred quickly in ice‐stored washed cod mince, and the two reactions could not be separated in time. During frozen storage, Hb caused only limited lipid oxidation. Caffeic acid (≥50 ppm) was an efficient antioxidant during ice storage. Copyright © 2010 Society of Chemical Industry  相似文献   

18.
Multi-walled carbon nanotube-modified glassy carbon electrode (GCE) has shown electrocatalytic activity toward electrochemical oxidation of hydroxycinnamic acids (chlorogenic, caffeic, p-coumaric and ferulic), i.e. decrease of the overpotential on 0.1–0.29 V and two- to threefold increase of oxidation currents in comparison with bare GCE under conditions of cyclic voltammetry. Oxidation of compounds under investigation is a diffusion-controlled process that is confirmed by linear dependence of peak currents on the v 1/2 (R 2?=?0.9944–0.9998) and peak potentials on the logarithm of v (R 2?=?0.9805–0.9996). The differential pulse voltammetry has been applied for the hydroxycinnamic acid quantification. The calibration graphs linearity is continued in 2–5.5 order of concentrations. The approach developed has been utilized for coffee antioxidant capacity (AC) assay based on oxidation of hydroxycinnamic acids containing in coffee beans. Chlorogenic, caffeic and ferulic acids are the contributors to AC that was confirmed by standard addition method. The AC has been expressed in chlorogenic acid equivalents per 100 mL of coffee. AC of instant coffee is statistically insignificant lower than that for ground coffee (148?±?103 and 197?±?50 mg per 100 mL, p?>?0.05). Positive correlation has been observed between chlorogenic acid equivalent AC of coffee and ferric reducing power based on coulometric titration with electrogenerated hexacyanoferrate(III) ions (r?=?0.9602).  相似文献   

19.
Nine commercial varieties of tomato (Rambo, Senior, Ramillete, Liso, Pera, Canario, Durina, Daniella and Remate) produced in Spain were analysed for their lycopene content, content of phenolic compounds and antioxidant capacity. The phenolic compounds were characterised as flavonoids (quercetin, kaempferol and naringenin) and hydroxycinnamic acids (caffeic, chlorogenic, ferulic and p‐coumaric acids). Antioxidant activity was measured using the DPPH and ABTS assays. The concentrations of lycopene and the various phenolic compounds as well as the antioxidant activity were significantly influenced by the tomato variety. Quercetin, the most abundant flavonoid, was found in concentrations ranging between 7.19 and 43.59 mg kg?1 fresh weight, while naringenin levels were lower than 12.55 mg kg?1. The most abundant hydroxycinnamic acid was chlorogenic acid, with values ranging from 14 to 32 mg kg?1 fresh weight, followed by caffeic acid, while p‐coumaric and ferulic acids showed similar concentrations lower than 5 mg kg?1. The highest content of lycopene was found in Ramillete, Pera and Durina (>50 mg kg?1 fresh weight), while the concentration in the other varieties was between 50 and 30 mg kg?1, with the exception of Liso (less than 20 mg kg?1). The antioxidant activity of tomato extracts varied with the tomato variety and the assay method used. Individual compounds found to be significantly related to antioxidant capacity were lycopene and ferulic and caffeic acids, but not quercetin and chlorogenic acid. © 2002 Society of Chemical Industry  相似文献   

20.
This research aimed at the development and validation of an ultra-performance liquid chromatography (UPLC) method for the quantification of glutathione (GSH) in grape juice and in white wine after derivatisation with para-benzoquinone. The phenolic compounds catechin and caffeic acid that occur in white wine and have antioxidant effects, are also quantified in the same analysis. Catechin is the basic monomeric unit of grape and wine tannins and caffeic acid, when esterified with tartaric acid, plays a relevant role in Grape Reaction Product (GRP) formation.  相似文献   

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