Gamma-oryzanol content,phenolic acid profiles and antioxidant activity of rice milling fractions

This study was aimed to determine γ-oryzanol content and total phenolics, individual phenolic acid profile and the antioxidant activity of the free and bound extracts of rice milling fractions namely, brown rice, unpolished rice, white rice, chalky rice, raw seed and rice bran. Gamma-oryzanol content of milling fractions which is designated with a simple chromatographic method was in the range of 12.19–3,296.5 mg/kg. The whitening and polishing steps reduced approximately 94% of γ-oryzanol of the brown rice when becoming the white rice. The contribution of bound phenolics to the total phenolic content was approximately 40%. Ferulic and p-coumaric acids were the most abundant phenolic acids in bound phenolic extracts and their amounts were 119.98 and 18.10 μg/g, respectively, in rice bran. The best source of γ-oryzanol, phenolics and antioxidants was clearly rice bran and followed by raw seed and brown rice.     

Antioxidant profiling of native and modified cereal brans

Bran is detached from cereals during roller-milling operations and considered as a byproduct of milling. Bran carries phenolics and antioxidants in appreciable quantities which can be heightened by modification. In the present project, four cereals were under study that is, wheat, barley, millet and sorghum. Bran was separated from cereal grains and was subjected to size reduction that is, fine (1 mm) and coarse (2 mm) and enzymatic modification by using xylanase and cellulase. Total phenolic content (TPC), total flavonoids content (TFC) and phytic acid were determined spectrophotometrically and phenolic acids through HPLC. TPC and TFC were recorded highest in xylanase-treated millet bran (0.304 mg GAE g⁻¹ and 211.42 μg g⁻¹ QE respectively). In vitro antioxidant activity assessed by DPPH and FRAP was found to be highest in coarse millet bran (89.51% inhibition) and native sorghum bran (722.52 μMFeSO4 g⁻¹) respectively. Phytic acid was observed highest in xylanase-treated barley bran (5.80 g per 100 g).     

Free and bound total phenolic concentrations,antioxidant capacities,and profiles of proanthocyanidins and anthocyanins in whole grain rice (Oryza sativa L.) of different bran colours

To study the polyphenols in whole grain rice varying in bran colour, the total phenolics, flavonoids and antioxidant capacities of the solvent-extractable (Free) and cell-wall bound (Bound) fractions and the profiles of proanthocyanidins and anthocyanins were determined. Red and purple bran rices had significantly higher total (sum of Free- and Bound-) phenolic (PC) and flavonoid (FC) concentrations and antioxidant capacities than light-coloured bran rice or other cereals (P < 0.05), due to their higher concentrations of proanthocyanidins and anthocyanins, respectively. The concentrations of the Bound-PC and FC accounted for approximately half of the total PC and FC in the light-coloured bran rice, but were lower than those in purple and red bran rice (P < 0.05). High correlations were found between the concentrations of total phenolics and the three antioxidant capacity assays except for those in the bound fraction when related to iron chelating capacity. The concentrations of proanthocyanidins in red bran rice was 1.27 mg/g and its composition was 6.5%, 33.5%, 30.6% and 29.4% of 1–3, 4–6, 7–10 mers, and polymer (>10 mers), respectively. Cyanidin-3-glucoside was the predominant anthocyanin and peonidin-3-glucoside was the second highest; the profiles varied between purple bran cultivars. Whole grain rice differing in bran colour contained unique polyphenol subgroups, which have been proposed to positively impact human health.     

Phenolic Profile and Antioxidant Activity of Extracts Prepared from Fermented Heat‐Stabilized Defatted Rice Bran

Heat‐stabilized, defatted rice bran (HDRB) serves as a potential source of phenolic compounds which have numerous purported health benefits. An estimated 70% of phenolics present in rice bran are esterified to the arabinoxylan residues of the cell walls. Release of such compounds could provide a value‐added application for HDRB. The objective of this study was to extract and quantify phenolics from HDRB using fermentation technology. Out of 8 organisms selected for rice bran fermentation, Bacillus subtilis subspecies subtilis had the maximum phenolic release of 26.8 mg ferulic acid equivalents (FAE) per gram HDRB. Response surface methodology was used to further optimize the release of rice bran phenolics. An optimum of 28.6 mg FAE/g rice bran was predicted at 168 h, 0.01% inoculation level, and 100 mg HDRB/mL. Fermentation of HDRB for 96 h with B. subtilis subspecies subtilis resulted in a significant increase in phenolic yield, phenolic concentration, and radical scavenging capacity. Fermented rice bran had 4.86 mg gentistic acid, 1.38 mg caffeic acid, 6.03 mg syringic acid, 19.02 mg (‐)‐epicatechin, 4.08 mg p‐courmaric acid, 4.64 mg ferulic acid, 10.04 mg sinapic acid, and 17.59 mg benzoic acid per 100 g fermented extract compared to 0.65 mg p‐courmaric acid and 0.36 mg ferulic acid per 100 g nonfermented extract. The high phenolic content and antioxidant activity of fermented HDRB extract indicates that rice bran fermentation under optimized condition is a potential means of meeting the demand for an effective and affordable antioxidant.     

Release of phenolic acids from defatted rice bran by subcritical water treatment

BACKGROUND: Oil production from rice bran, an undervalued by‐product of rice milling, produces defatted rice bran (DRB) as a waste material. Although it is considered a less valuable product, DRB still contains useful substances such as phenolic compounds with antioxidant, UV‐B‐protecting and anti‐tumour activities. In this study the phenolic acids in DRB were extracted with subcritical water at temperatures of 125, 150, 175 and 200 °C. RESULTS: Analysis of total phenolics using Folin–Ciocalteu reagent showed about 2–20 g gallic acid equivalent kg^?1 bran in the extracts. High‐performance liquid chromatography analysis showed low contents of phenolic acids (about 0.4–2 g kg^?1 bran). Ferulic, p‐coumaric, gallic and caffeic acids were the major phenolic acids identified in the extracts. Thermal analysis of the phenolic acids was also done. The thermogravimetric curves showed that p‐coumaric, caffeic and ferulic acids started to decompose at about 170 °C, while gallic acid did not start to decompose until about 200 °C. CONCLUSION: Subcritical water can be used to hydrolyse rice bran and release phenolic compounds, but the high temperatures used in the extraction can also cause the decomposition of phenolic acids. Copyright © 2010 Society of Chemical Industry     

Determination of oil palm fruit phenolic compounds and their antioxidant activities using spectrophotometric methods

There is scarce information on the phenolics of oil palm fruits (Elaeis guineensis). In this study, phenolics were extracted from oil palm fruits and analysed using spectrophotometry for information on the different types of palm phenolics and their antioxidative activities. Analyses of the total phenolic content (TPC), total flavonoid content (TFC), o‐diphenols index, hydroxycinnamic acid index, flavonols index and phenol index showed ranges between 5.64 and 83.97 g L^?1 gallic acid equivalent (GAE), 0.31–7.53 g L^?1 catechin equivalent, 4.90–93.20 g L^?1 GAE, 23.74–77.46 g L^?1 ferulic acid equivalent, 3.62–95.33 g L^?1 rutin equivalent and 15.90–247.22 g L^?1 GAE, respectively. The antioxidant assay, 2,2‐diphenyl‐2‐picrylhydrazyl radical scavenging assay, showed antioxidative activities in all the extracts with results ranging from 4.41 to 61.98 g L^?1 trolox equivalent. The high antioxidant activities of the oil palm fruit phenolics were also found to increase with increasing TPC and TFC.     

Identification and quantification of phenolic compounds in kernels,oil and bagasse pellets of common walnut (Juglans regia L.)

Individual phenolic compounds, total phenolic content and antioxidant potential were assessed in kernels, oils and bagasse pellets (residues of oil pressing) of different walnut cultivars. Twenty-seven phenolic compounds were detected in kernels and pellets conducting high-performance liquid chromatography–tandem mass spectrometry. The main polyphenolic subclass comprised hydrolysable tannins, which accounted approximately 60.80% (kernels) and 61.66% (pellets) of the total phenolics identified (TPI). Walnut oil was poor in phenolics and contained only six different compounds but due to their low content (from 0.15 to 1.44 μg g^− 1) just two compounds have been identified. Glansreginin A and glansreginin B were detected in all analyzed walnut products. A comparison of average amount of total phenolic content revealed that walnut oil contains as much as 154 fold less phenolics (0.05 mg GAE g^− 1 FW) compared to kernels (7.7 mg GAE g^− 1 FW) or pellets (7.9 mg GAE g^− 1 FW).     

Green recovery of phenolic compounds from rice byproduct (rice bran) using glycerol based on viscosity,conductivity and density

Rice bran, the industry byproduct, contains high levels of phenolic compounds. Based on glycerol, a green recovery of phenolics from rice bran was proposed. Extraction temperature (X₁), glycerol concentration (X₂) and liquid-to-solid ratio (X₃) were optimised by response surface methodology. Basic physical properties, that is, viscosity, conductivity, density were analysed and UPLC-Triple-TOF/MS method was applied for phenolic identification. Results showed the optimum conditions were X₁ = 66.76 °C, X₂ = 19.47% and X₃ = 32.92 mL g⁻¹. Under these conditions, the recovery yield in total polyphenols was 708.58 ± 12.36 mg GAE/100 g DW. Moreover, the recovery capacity of phenolic compounds was significantly correlated with viscosity, conductivity and density of glycerol solution. Under the optimal conditions, totals of thirteen phenolic compounds were identified and phenolic acids (4-hydroxybenzoic acid, vanillic acid, syringic acid, 4-coumaric acid, ferulic acid and salicylic acid) were quantified. These results demonstrate glycerol can serve as an ideal green solvent to recover phenolic compounds from rice bran.     

Effects of rice bran fermented with Lactobacillus plantarum on palatability,volatile profiles,and antioxidant activity of brown rice noodles

Brown rice noodles (RN) are typical whole-grain products with health benefits. This study investigated the effects of rice bran fermented with Lactobacillus plantarum on palatability, volatile profiles, and antioxidant activity of brown RN. Three kinds of RN, including RN, brown RN (BRN), and bran fermented RN (BFRN), were involved in this study. The results indicated that bran fermentation reduced the cooking loss of BFRN and improved the elongation and the sensory attributes of brown RN. After fermentation, aldehydes were significantly decreased while alcohols increased, and more pleasant flavours were shown in BFRN. Fermentation increased the content of free phenolics and decreased the content of bound phenolics. Among the four major phenolics detected in this study, ferulic acid was the most abundant one in all three RN samples. The DPPH radical scavenging activity and the ferric reducing antioxidant power of free phenolics in BFRN increased significantly compared to BRN. This study proved that rice bran fermentation is an effective approach to improve palatability, enrich the flavour as well as enhance the antioxidant activity of brown RN, which may facilitate the development of processing technology for brown RN.     

Effect of fermentation by Bacillus subtilis on antioxidant and cytotoxic activities of black rice bran

Black rice bran was fermented with Bacillus subtilis KU3 isolated from Korean traditional food, Kimchi. Antioxidant and cytotoxic activities of the fermented black rice bran were investigated. Total phenolic and anthocyanin contents decreased from 171.54 mg GAE g^?1 and 2.31 mg g^?1 to 139.13 mg GAE g^?1 and 2.12 mg g^?1, respectively, after fermentation. Antioxidant activities determined by 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) radical scavenging, β‐carotene bleaching and ferric thiocyanate assay were correlated with total phenolic and anthocyanin contents. Non‐fermented black rice bran extract (NFBE) showed greater antioxidant activities than fermented black rice bran extract (FBE). Cytotoxic activities measured by MTT assay showed that both NFBE and FBE had over 50% activities. The cytotoxic activities of FBE against MCF‐7 and HeLa cells were 71.65% and 68.07%, respectively, at 8.0 mg mL^?1, but those of NFBE were lower than 50%. These results suggested that the cytotoxic activity of black rice bran improved through fermentation, while antioxidant activity reduced.     

Solvent extraction and in vitro simulated gastrointestinal digestion of phenolic compounds from purple sweet potato

The total content of phenolic compounds in purple sweet potato (PSP) was determined and the release of such compounds from PSP in gastrointestinal digestion was studied in vitro. The extraction conditions for the maximum recovery of free phenol (FP) and bound phenol (BP) from PSP were determined by response surface methodology (RSM). The maximum recovery of FPPSP was 14.16 ± 0.87 mg GAE per g short for dry weight (DW), which was obtained using 60% (v/v) ethanol maceration with a liquid–solid ratio of 57.21:1 (mL g⁻¹) at 51.93 °C for 2.12 h. The maximum recovery for BPPSP was 7.54 mg GAE per g DW, which was obtained upon hydrolysis with 1.87 mol L⁻¹ NaOH at a liquid–solid ratio of 35.93:1 (mL g⁻¹) for 4.74 h. The maximum phenolic content was released after 1 and 2 h for the in vitro gastric and intestinal digestion respectively. The release of the phenolics was promoted by pepsin and gastric acid during gastric digestion, while it was further promoted by trypsin during intestinal digestion.     

Antimutagenic and antioxidant activities of cascalote (Caesalpinia cacalaco) phenolics

There is an increasing awareness and interest in the antioxidant behaviour and potential health benefits of phenolic acids. The identification of novel sources of phenolic acids has been also of scientific interest. Cascalote (Caesalpinia cacalaco) pods are known to be a good source of ‘tannins’, the name by which industry in Mexico recognizes phenolic extract. Phenolics were determined as gallic acid equivalents g^?1. The antimutagenic activity against aflatoxin B₁ and the antioxidant activity, using two different methods, of the extract were also evaluated. Gallic acid accounts for almost 90% of the phenolic extract of cascalote, the remaining 10% was tannic acid. Antimutagenic activity of cascalote phenolics was dose‐dependent, showing an inhibition level of 64.42% at the highest dose assayed. Antioxidant and antiradical activities were also dose‐dependent. The highest antioxidant activity showed by cascalote phenolics was 73.5%, higher than that of Trolox. The highest antiradical activity of cascalote phenolics was 75.3%, higher than that of BHT and Trolox. Cascalote pods are an outstanding source of gallic and tannic acids. Copyright © 2004 Society of Chemical Industry     

Red clover (Trifolium pratense L.) isoflavones: root phenolic compounds affected by biotic and abiotic stress factors

BACKGROUND: Phenolic compounds have recently received considerable attention for their ability to protect plant and human cells from oxidative stress‐induced damage. Red clover (Trifolium pratense L.) is a rich source of isoflavonoids with multiple potential protective functions. The aim of this study was to identify and characterise phenolic compounds in red clover roots by high‐performance liquid chromatography and mass spectrometry and to study the effects of stress factors and growth stage on root phenolics. RESULTS: A total of 28 phenolic compounds were tentatively identified in red clover roots. The most abundant phenolics in pot‐grown roots were formononetin glycoside malonate (G‐M) (1.51–4.26 mg g^?1), formononetin (2.21–3.57 mg g^?1) and biochanin A (1.73–2.17 mg g^?1), whereas field‐grown roots were rich in formononetin‐G‐M (3.90–4.27 mg g^?1), maackiain‐G‐M (2.35–3.02 mg g^?1) and pseudobaptigenin‐G‐M (1.80–2.58 mg g^?1). Concentrations were affected by the growth stage. Ozone exposure slightly affected the total phenolic content in roots and also had minor effects on individual compounds. CONCLUSION: Elevated ozone, cultivation regime and growth stage affected the levels of phenolics in red clover roots, suggesting sensitivity of root phenolics to biotic and abiotic stress conditions. The high levels of phenolics found in roots even in late autumn may be utilised in many applications. Copyright © 2009 Society of Chemical Industry     

Evaluation of antioxidant activities and phenolic subtype contents of ethanolic bran extracts of Thai pigmented rice varieties through chemical and cellular assays

This study revealed that the ethanolic bran extracts of 11 Thai pigmented (red and purple) and 2 nonpigmented rice varieties exerted scavenging activity against DPPH and ABTS radicals and ROS in HL‐60 cells in the following order: red > purple > nonpigmented rice. These rice extracts also showed the same order of phenolic and flavonoid contents, which were strongly correlated with their scavenging activity. Phenolic subtype analysis further indicated that proanthocyanidins as well as anthocyanins and protocatechuic acid contributed directly to antioxidant capacity in red and purple rice bran, respectively. In contrast, these pigmented rice bran extracts possessed moderate chelating activity partly attributed to their contents of phenolics and flavonoids, especially proanthocyanidins in red rice bran. Moreover, rice bran extracts significantly restored SOD and CAT activities in oxidative stress‐induced A549 cells. This study provides new insights on the intracellular potent antioxidant capacity of pigmented rice bran extracts in the cell‐based systems.     

Effects of in vitro simulated digestion on the free and bound phenolic content and antioxidant activity of seven species of seaweeds

The effects of simulated gastrointestinal digestion on the content and antioxidant activity of phenolics of seven seaweeds were investigated: Two methods of digestion were used – simulated gastric fluid (SGF) and simulated intestinal fluid (SIF) to mimic the stomach and upper intestinal environment. Results showed that SIF can significantly increase the free phenolic content of all tested seaweeds. The total phenolic content of the seaweeds increased in range from 4.16 to 17.24 mg GAE/g before simulated digestion to 4.08 to 40.37 mg GAE/g after digestion. The antioxidant activity of seaweed-bound phenolics was superior to that of free phenolics. Among the seven varieties of seaweeds, Sargassum thunbergii and Sargassum kjellmanianum contained the highest content of bound phenolics after SGF digestion. Bound phenolics of Undaria pinnatifida and Sargassum thunbergii showed the highest in vitro ABTS⁺ free radical scavenging ability, while Sargassum thunbergii and Sargassum fusiforme showed the highest in vitro FRAP antioxidant activity.     

Optimization of extraction of phenolic content from hazelnut shell using response surface methodology

Response surface methodology was applied to predict the optimum conditions for extraction of phenolic compounds in hazelnut shell. The phenolic content in the shell extract was determined spectrophotometrically according to the Folin‐Ciocalteu method and expressed as gallic acid equivalent (mg GAE g^?1). Two central composite designs were used to investigate the effects of two independent variables, namely solvent composition (%) and extraction time (min), on phenolic extraction. In a first series of repeated batch extractions, the solvent consisted of different methanol percentages in distilled water at pH 4, while in a second series methanol was substituted by ethanol. The highest phenolic content (6.67 mg GAE g^?1 of shell) was predicted at the extraction conditions of 55.7% ethanol and 108.7 min. These best conditions, obtained and applied to 13 different cultivars, showed values varying from 9.18 mg GAE g^?1 of shell for Barcelona to 3.00 mg GAE g^?1 of shell for Tonda di Giffoni. Copyright © 2007 Society of Chemical Industry     

Purification and identification of rambutan (Nephelium lappaceum) peel phenolics with evaluation of antioxidant and antiglycation activities in vitro

The crude rambutan peel phenolic (RPP) extracts were purified by resin adsorption technology. NKA‐9 resin with the best adsorption capacity and desorption ratio was chosen to dynamically purify crude RPP. Adsorption capacity and desorption ratio of NKA‐9 resin were 91.85 mg gallic acid equivalent (GAE) g^?1 and 90.45%, respectively. Purification processes enriched total phenolic content, and the contents in crude and purified RPP were 579.72 and 877.11 mg GAE g^?1 extract powder, respectively. Phytochemical compounds of RPP were qualitatively and quantitatively indentified by mass spectrometry. Purification of the resin as expected elevated the concentrations of major phenolic compounds, especially geraniin and ellagic acid. Antioxidant and antiglycation activities of crude and purified fractions were evaluated in vitro. Crude and purified RPP had high inhibitory effects on oxidation and glycation, and purified RPP showed stronger bioactivity than crude RPP (P < 0.05), which might be due to their differences in phenolic profiles.     

A comparative study on the polyphenolic content,antibacterial activity and antioxidant capacity of different solvent extracts of Brassica oleracea vegetables

Brassica vegetables are rich in polyphenols, flavonoids and glucosinolates. Investigation was undertaken to optimise the best solvents among 60% ethanol, acetone and methanol for the extraction of polyphenols from Brassica vegetables. Furthermore, different properties such as antibacterial activity and antioxidant capacity were also investigated. Results showed that a 60% methanolic extract showed the highest total phenolic content which was 23.6, 20.4 and 18.7 mg gallic acid equivalents (GAE) g^?1 extract for broccoli, Brussels sprouts and white cabbage, respectively. The hydroxybenzoic acid content of various solvent extracts ranged from 5.86 to 8.91 GAE g^?1 extract for broccoli, 2.70 to 5.44 GAE g^?1 extract for Brussels sprouts and 3.69 to 4.86 GAE g^?1 extract for white cabbage, while the hydroxycinnamic acid content ranged from 0.78 to 1.26 chlorogenic acid equivalents (CAE) g^?1 extract for broccoli, 1.41 to 3.45 CAE g^?1 extract for Brussels sprouts and 0.49 to 1.14 CAE g^?1 extract for white cabbage. A concentration‐dependent antioxidative capacity was confirmed for different reactive oxygen species, and moderate antibacterial activity was observed against a number of Gram‐negative and Gram‐positive food spoilage and food pathogenic bacteria. Solvents significantly affected polyphenolic content and its different properties, and the methanol was found to be the best solvent for the extraction of polyphenols from studied Brassica vegetables.     

Antioxidant activity of the ethanolic extract from the bark of Chamaecyparis obtusa var. formosana

BACKGROUND: Chamaecyparis obtusa var. formosana (Taiwan hinoki) is an endemic conifer in Taiwan and the purpose of this study is to evaluate the antioxidant activity of various fractions obtained from the bark of this plant material. The ethanolic extract of the bark was sequentially separated into three fractions, including n‐hexane, ethyl acetate and ethanol soluble fractions, by liquid–liquid partition. Then the antioxidant activities of crude extract and three fractions along with 13 subfractions obtained from the ethyl acetate (EA) soluble fraction were tested for several antioxidant assays. RESULTS: The total phenolic content of the samples varied from 27.71 to 102.86 mg GAE g^?1 dry weight for fractions, and from 49.94 to 206.46 mg GAE g^?1 for subfractions (where GAE is milligrams of gallic acid per gram of extract). The Trolox equivalent antioxidant capacity (TEAC) ranged from 0.15 to 0.26 mmol L^?1 Trolox equivalents. The EA soluble fraction was found to be the best antioxidant‐rich fraction in terms of DPPH and reducing power assays. With further data analysis it was found that there was a positive correlation between the total phenolic content of extracts and TEAC is R² = 0.61. CONCLUSION: Results from various antioxidant assays showed that the EA fraction possessed strong antioxidant activity. This would provide additional information about the antioxidant activity of bark extract of this plant species. Copyright © 2008 Society of Chemical Industry     

Phytochemicals and antioxidant capacities in rice brans of different color

Rice bran, a byproduct of the rice milling process, contains most of the phytochemicals. This study aimed at determining the concentrations of lipophilic, solvent-extractable (free), and cell wall-bound (bound) phytochemicals and their antioxidant capacities from brans of white, light brown, brown, purple, and red colors, and broccoli and blueberry for comparison. The concentrations of lipophilic antioxidants of vitamin E (tocopherol and tocotrienols) and γ-oryzanols were 319.67 to 443.73 and 3861.93 to 5911.12 μg/g bran dry weight (DW), respectively, and were not associated with bran color. The total phenolic, total flavonoid, and antioxidant capacities of ORAC (oxygen radical absorbance capacity), DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging, and iron-chelating in the free fraction were correlated with the intensity of bran color, while variations of these in the bound fraction were less than those in the free fraction among brans. Compounds in the bound fraction had higher antioxidant capacity of ORAC than DPPH, relative to those in the free fraction. The bound fraction of light-color brans contributed as much to its total ORAC as the free fraction. Total proanthocyanidin concentration was the highest in red rice bran, while total anthocyanin was highest in purple brans. The predominant anthocyanin was cyanidin-3-glucoside. Red and purple brans had several fold higher total phenolics and flavonoids as well as ORAC and DPPH, from both free and bound fractions, than freeze-dried blueberry and broccoli. These results indicate that rice brans are natural sources of hydrophilic and lipophilic phytochemicals for use in quality control of various food systems as well as for nutraceutical and functional food application.