Phenolic acid profiles and antioxidant activities of wheat bran extracts and the effect of hydrolysis conditions

Four different types of wheat bran were extracted and analyzed for phenolic acids using the Folin–Ciocalteu method and HPLC. The extracts and their hydrolysis products were also evaluated for their antioxidant activities. The total phenolic content of the red wheat bran was higher than that of the white wheat. We found that the majority of the phenolic acids existed in a bound form in wheat bran. These phenolic acids can be released by hydrolyzing the bran under alkaline or acidic conditions; however, the former was more efficient in the release of free phenolic acids than the latter. Ferulic, vanillic, and syringic acids were the major individual phenolic acids in the studied wheat bran. The main portion of the total ferulic acid was from alkaline hydrolysis. The alkaline hydrolysable fractions had greater antioxidant activities, while the acid hydrolysable fractions showed lower activities in both the red and white bran. The antioxidant activity of bran extract was stronger than that of free phenolic acids.     

Phenolic Profile and Antioxidant Activity of Polish Meads

The purpose of this study was to evaluate phenolic profile and antioxidant activity of ten different meads of 1:1 and 1:2 types, produced with addition of fruit juices, root spices, and herbs. The total phenolic content in meads varied from 15.27 to 70.80 mg/dm³. The meads originated from dark honeys exhibited the highest antioxidant activity. The predominant phenolic compounds in meads were hydroxybenzoic acids, especially gallic and protocatechuic acid, originated mainly from honeys. Whereas, among the hydroxycinnamic acids, the major phenolic was chlorogenic acid, derived mainly from plant additives used in meads production. A principal component analysis was applied in order to differentiate the investigated meads. The 1:2 meads type could be best described by chlorogenic acid. Among the 1:1 meads type, those made from the dark honeys could be best described by gallic, p-coumaric, and protocatechuic acid while those made with addition of blackcurrant and raspberry juice could be described by caffeic and ferulic acid.     

Changes of Phenolic Acids During Aging of Organic Wines

Grapes (Vitis vinifera L. origin var: Carignane, Cabernet Sauvignon, Merlot, Grenache, Columbard, and Semillon) were cultivated and processed according to accepted organic agriculture and organic wine techniques. Aged wines (5 years) were evaluated for changes of their phenolic acids. The highest reduction of gallic acid concentrations were determined in Cabernet Sauvignon (24.36 mg/L) and Carignane (16.00 mg/L) wines. The quantities of p-hydroxybenzoic acid decreased mostly in Carignane (22.47 mg/L) and Columbard (20.84 mg/L) wines. The decreases of syringic acid were dominant in Cabernet Sauvignon (2.34 mg/L) and Carignane (1.69 mg/L) wines. In the case of ferulic acid, the highest reduction was determined in Cabernet Sauvignon (3.97 mg/L) wines. The decreases of p-coumaric acid contents were the same and mostly in Merlot (1.06 mg/L) and Grenache (1.035 mg/L) wines. The principal component analyses results demonstrated the relations among aged wines produced from different grape varieties and their phenolic acids. The distribution of data was accumulated into two groups. The first group included total phenols, gallic acid, p-hydroxybenzoic acid, syringic acid, p-coumaric acid, and Merlot/Carignane/Grenache wines. The second one included ferulic acid and Cabernet Sauvignon wine.     

类黄酮与酚酸等天然抗氧化剂的结构与其抗氧化力的关系

近几十年来,葡萄（酒）、茶叶等植物中天然抗氧化剂所具有的保健功能已引起了人们的高度重视,国内外许多科学家对这些抗氧化剂的结构、功能及制取方法等方面进行了不懈的研究。本文在前人研究基础上 试验,对类黄酮类和酚酸类等两类天然抗氧化剂的结构与其抗氧化力的关系进行了综述,阐述了二者的关系,不同结构的抗氧化剂在不同的作用环境中（液相与脂相）表现出的抗氧化力差别很大。     

Antioxidant Capacity and Phenolic Content of the Aqueous Extract of Commonly Consumed Cucurbits

The antioxidant capacity of commonly consumed cucurbits vegetable was determined by the DPPH, FRAP, Fe³⁺ reducing power, and hydrogen peroxide scavenging assay. The aqueous extract of Luffa cylindrica showed the highest value of phenolic content and antioxidant capacity based on FRAP, Fe³⁺ reducing power, and hydrogen peroxide scavenging assay. However, Laginaria siceraria extract showed the highest flavonoid and DPPH scavenging activities among all three cucurbits used in this study. Phenolic content in aqueous extracts of Luffa cylindrica and Laginaria siceraria was almost equal. Cucurbita maxima exhibited the lowest phenolic, flavonoid content, and exhibited the lowest power of antioxidant scavenging. The antioxidant capacity of cucurbits was significantly correlated (P < 0.05) with the phenolic content of their extracts. The antioxidant capacity of Luffa cylindrica and Laginaria siceraria have also shown a significant correlation (P < 0.05).     

In vitro Antilisterial Effects of Citrus Oil Fractions in Combination with Organic Acids

ABSTRACT:  The objectives of this study were to screen activity of citrus essential oil fractions (EOs) alone and in combination with organic acids against 2 species of Listeria . Five citrus EOs were initially screened by disc diffusion assay for antibacterial activity. Cold pressed terpeneless Valencia orange oil (CP terpeneless oil) had the strongest bacteriostatic (MIC) and bactericidal (MBC) properties at 0.55% and 1.67%, respectively. Four organic acids were tested for effectiveness against Listeria . Citric and malic acids proved to be the most effective with MBC of 1.1% alone. Assays were conducted to determine synergistic effects of EOs and citric or malic acids. There was a significant decrease in MIC and MBC to 0.04% EO plus 0.12% malic or citric acid. EOs from citrus paired with organic acids offer the potential as an all-natural antimicrobial for improving the safety of all-natural foods.     

Phenolic compounds and fatty acids in different parts of Vitis labrusca and V. vinifera grapes

trans-Resveratrol, antioxidant activity, phenolic compounds, proximate composition, and fatty-acid composition were quantified in different parts (peel, pulp, and seeds) of four grape varieties: Brazil (Vitis vinifera), Benitaka (V. vinifera), Isabel (Vitis labrusca) and Niagara (V. labrusca). Large concentrations of polyunsaturated fatty acid (18.84 and 9204.27 mg 100 g^− 1), linoleic acid (LA, 18:2n-6), from 5890.87 to 9148.93 mg 100 g^− 1, and alpha-linolenic (LNA, 18:3n-3), from 5.25 to 56.85 mg 100 g^− 1, were found in different parts of the four grape varieties. The lowest concentrations necessary for 50% inhibition of DPPH were (9.26 to 126.91 ??g mL^− 1) in seeds; the pulp did not have antioxidant activity. The total phenolic content varied between 0.04 and 122.35 mg EAG g^− 1; seeds had the highest concentrations (89.83 to 122.35 mg EAG g^− 1), especially in Niagara and Isabel varieties. trans-Resveratrol was detected in peels (1.17 to 12.96 ??g g^− 1) and seeds (2.03 to 2.44 ??g g^− 1) of the four varieties; however, it was absent in the pulp.     

苦丁茶中酚酸类化合物的HPCE分离测定

通过建立了高效毛细管电泳法同时分离测定苦丁茶中山奈酸、芦丁、没食子酸、原儿茶酸、咖啡酸、没食子酸、原儿茶酸等7种酚酸类物质含量的方法。对缓冲液离子浓度和pH、分离电压和毛细管温度等电泳分离条件进行了优化,结果发现在柱温25℃、电压20kV、20mmol/L pH7.5磷酸二氢钾-硼砂缓冲液的电泳条件下,可在13min内实现了7种酚酸类物质的分离检测。本方法具有较高的灵敏度,呈现较好的线性关系,r为0.9982~0.9996,迁移时间重现性为0.1557%~0.1664%,峰面积重现性为1.080%~3.466%,回收率为80.14%~93.24%。本研究采用建立好的方法测定了不同产区苦丁茶中7种酚酸类化合物的含量。     

Phenolic profile and antioxidant properties of Polish honeys

The phenolic components of honeys have great participation in their nutritional value and antioxidant activity. Moreover, phenolic components are promising markers for the determination of botanical and geographical origin of honey. The purpose of the present work was to study the antioxidant activity and profiles of phenolic acids and flavonoids of honeys of various origins. The total phenolic content of honeys varied from 4.46 to 15.04 mg of gallic acid equivalents per 100 g of product and the total phenolic acid content determined chromatographically varied from 201.05 to 2089.08 μg per 100 g of product. Buckwheat honey exhibited the highest antioxidant activity and contained the highest total phenolic amount, whereas rape honey exhibited the lowest values in this respect. Moreover, the buckwheat honey contained the highest amount of phenolic acids. There were significant linear correlations between total phenolic content and antioxidant activity of honey extracts in the reaction with DPPH^? (1,1‐diphenyl‐2‐picrylhydrazyl) and ABTS^{? +} (2,2′‐azinobis‐(3‐ethylbenzothiazoline‐6‐sulfonic acid)) free radicals. In most samples, p‐coumaric acid was the dominant phenolic acid (39.1–677.2 μg per 100 g). The honeys also contained considerable amount of gallic acid (6.0–913.8 μg per 100 g). Among flavonoids naringenin was predominant in the most studied honey samples.     

Antioxidant Properties and Phenolic Composition of Greek Propolis Extracts

This study was undertaken to determine the total phenols, total flavonoids, and major phenolic compounds in the polar (methanol, 80% methanol, and aqueous) extracts of propolis collected from the Greek mainland (West Macedonia) and the Greek island, Rhodes. The antioxidant properties of the propolis extracts were also evaluated by using free 2,2^′-diphenyl-1-picrylhydrazyl radical scavenging assay and ferric reducing antioxidant power assay. The results showed that propolis from West Macedonia was found to be the strongest radical scavenger and ferric reducing agent (mean IC₅₀ 0.179 and 0.009 mg/ml, respectively). Methanol (mean IC₅₀ 0.181 mg/ml) and 80% methanol extracts (mean IC₅₀ 0.138 mg/ml) of propolis from West Macedonia showed higher radical scavenging activity than the synthetic antioxidant butylated hydroxytoluene (mean IC₅₀ 0.207 mg/ml), while exhibiting similar levels of reducing activity (IC₅₀ 0.0099 mg/ml and 0.0085 mg/ml, respectively) with flavonol quercetin (mean IC₅₀ 0.0101 mg/ml). In addition, analysis by high performance liquid chromatography showed that West Macedonia propolis, contained the highest amount of phenolic compounds: phenolic acids (caffeic acid, caffeic acid phenethylester, ferulic acid, p-coumaric acid) and flavonoids (quercetin, galangin, luteolin, apigenin). Caffeic acid (0.639–4.172 mg/g propolis) and galangin (1.317–8.551 mg/g propolis) were found to be the predominant phenolic compounds in these propolis extracts.     

Phytochemical Content,Antioxidant Properties,and Phenolic Profile of Tunisian Raisin Varieties (Vitis Vinifera L.)

Four raisin (Vitis vinifera L.) varieties, Chriha, Razeki, Assli, and Meski, were evaluated for total phenolic content, total o-diphenol content, total flavonoid content, total condensed tannin, total carotenoid content, and total anthocyanin content. Antioxidant potential was assessed by three assays: 2,2-Diphenyl-1-Picrylhydrazyl and 2,2’-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid radical scavenging capacity and ferric reducing power. Individual phenolic profiles were determined by high-performance liquid chromatography. The results revealed that the four raisin varieties had considerable phenolic content and antioxidant activity. Chriha had the highest total phenolic content (534.2 mg/g dry weight) while Meski had high total condensed tannin (208.6 mg CEQ/g dry weight), TAC (137 mg/100 g dry weight), total o-diphenol content (115.8 mg/g dry weight), total flavonoid content (93 mg CEQ/g dry weight), and total carotenoid content (33 mg/100 g dry weight). There were significant differences in phenolic content among the four varieties (p < 0.05). Meski had the highest 2,2-Diphenyl-1-Picrylhydrazyl scavenging capacity, while Chriha had adequate reducing power and 2,2’-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid scavenging capacity. The individual phenolic compounds (2.96–6.54 mg/g dry weight) were variety-dependent.     

Evaluation of the Phenolic Content,Antiradical, Antioxidant,and Antimicrobial Activity of Different Floral Sources of Honey

Thirty-five honeys were evaluated for total phenolic content by Folin-Ciocalteu method, for potential antioxidant activity using phosphomolibdenum assay and by the 1,1-diphenyl-2-picrylhydrazyl method for antiradical activity. The antimicrobial activity was studied by the agar diffusion method, using 12 bacteria and 2 yeasts. The means of the total phenolic contents of chestnut, honeydew, multifloral, thyme, and astragalus were 47 ± 18, 24.2 ± 0.6, 14 ± 11, 11 ± 6, and 9 ± 7 mg/100 g honey as gallic acid equivalent, respectively. The lowest antioxidant activity was observed in honeydew 70 ± 5 mg ascorbic acid equivalent/g honey while the highest content was observed in astragalus honey 86 ± 16 mg ascorbic acid equivalent/g honey. Correlation between the phenolic content and antioxidant activity were found to be statistically significant. Chestnut honeys (n = 5) exhibited maximum free radical scavenging activity with an average 68 ± 9%. The honey samples showed the highest antimicrobial activity against some microorganisms, especially Escherichia coli O157:H7, Salmonella typhimurium, Staphylococcus aureus, Listeria monocytogenes, and Proteus mirabilis. On the other side, Aeromonas hydrophila, Bacillus subtilis, and E. coli were the most resistant microorganisms. The results revealed that the Turkish honeys studied proved to be a good source of antioxidant and antimicrobial agents that might serve to protect human health.     

Phenolic profiles and antioxidant activities of commercial beers

The phenolic profiles and corresponding antioxidant activities of 34 commercial beers in Chinese markets were evaluated. Results found remarkable variations in total and individual phenolic contents as well as antioxidant activity across beer brands. Gallic and ferulic acids were the dominant phenolic compounds identified in the tested beer samples and both of them accounted for >50% of the total phenolic compounds. Results from Pearson correlation analysis suggested that five antioxidant activity assays positively correlated well (p < 0.01) with each other and showed significant positive correlations (p < 0.05) with (+)-catechin, protocatechuic, and caffeic acids contents. Stepwise linear regression further demonstrated that different phenolic components responsible for beer antioxidant activity were dependent on the method used, and that ferulic acid, syringic acid, (+)-catechin, caffeic acid, protocatechuic acid and (−)-epicatechin together made 55.0–88.1% of contribution to the antioxidant activity of beer.     

酚酸与谷胱甘肽的抗氧化活性及联合抗氧化作用

为探究谷胱甘肽与6种酚酸(丁香酸、香草酸、没食子酸、咖啡酸、芥子酸、阿魏酸)的抗氧化活性及联合抗氧化作用,以ABTS+·清除能力、DPPH·清除能力、还原力和氧自由基吸收能力为抗氧化指标,测定了谷胱甘肽与酚酸单独和联合作用的抗氧化能力,并通过协同系数(SE)分析两者是否能协同抗氧化。结果表明,在四个抗氧化实验中,酚酸的抗氧化能力均强于谷胱甘肽。谷胱甘肽与丁香酸和香草酸均存在拮抗作用,与没食子酸仅在还原力实验中有明显的协同作用(p<0.05)。谷胱甘肽与阿魏酸无协同作用,与芥子酸仅在DPPH·清除实验中存在协同。而谷胱甘肽与咖啡酸在ABTS+·、DPPH·和还原力实验中均表现出显著的协同抗氧化作用,其SE分别为1.21、2.20和1.29,为最具潜力的协同抗氧化组合。     

Free Phenolic Acids in Shanxi Aged Vinegar: Changes During Aging and Synergistic Antioxidant Activities

Shanxi aged vinegar (SAV) is the most famous one among the four typical famous vinegars in China, which is produced by spontaneous solid-state fermentation using sorghum, bran, and millet chaff and Daqu. In this study, free phenolic acids (FPAs) species and changes during SAV aging, and the synergistic antioxidant activities between FPAs was investigated. The results revealed that eight FPAs, including protocatechuic acid, p-hydroxybenzoic acid, salicylic acid, dihydro sinapic acid, p-coumaric acid, sinapic acid, dihydro ferulic acid, and ferulic acid, stably existed during SAV 0–5 year aging periods, whereas during the aging time evaporation of water and FPAs combining with melanoidins made prediction of precise FPAs contents difficult. With regard to FPAs synergistic antioxidant activities, it was observed that the FPAs antioxidative interrelations were antagonism in antiradical activity experiments. And, only a few groups of FPAs mixtures showed antagonism in reduction experiments.     

Characterization of Polish Wines Produced from the Multispecies Hybrid and Vitis vinifera L. Grapes

Phenolic profile, antioxidant activity, and color parameters of Polish wines, produced from the multispecies hybrid and Vitis vinifera L. grapes were analyzed. A principal component analysis was applied, in order to differentiate the investigated wines in terms of content of phenolic compounds. The white wines turned out to be similar to each other in terms of color parameters and the results of principal component analysis, while the red wines strongly differed in this respect. However, the white wine produced from the multispecies hybrid grapes contained a higher level of phenolic acids and flavonoids, as compared to the white wines obtained from the hybrid cultivars. Out of the red wines, Rondo wine, produced from the multispecies hybrid grapevine was the richest in total phenolic and phenolic acids content. Caffeic acid and quercetin were the predominant phenolics in majority of the wines tested.     

Phenolic acids in caryopses of two cultivars of wheat, rye and triticale that display different resistance to pre-harvest sprouting

 This study confirmed the significant role of phenolics in the dormancy of cereal caryopses. Investigations were conducted on two cultivars of wheat (Elena and Alba), rye (Amilo and Dańkowskie Złote), and triticale (Ugo and Bogo), with characteristic deeper or shallow dormancy, respectively. In germination studies, cultivars susceptible to sprouting (Alba, Dańkowskie Złote and Bogo) displayed higher germination percentages than those resistant to sprouting (Elena, Amilo and Ugo). The phenolic acid contents (i.e. free, liberated from soluble esters, and liberated from soluble glycosides) in caryopses were determined by an HPLC method. Caffeic, p-coumaric, ferulic and sinapic acids were the dominant phenolic acids detected. The majority of phenolic acids were found in the form of soluble esters. For all species examined, the levels of phenolic acids liberated from soluble esters and the total phenolic acid contents in caryopses showing shallow dormancy were higher than in those showing deeper dormancy. Slight differences in the UV spectra of extracts of phenolic compounds from caryopses showing shallow or deeper dormancy were noted. Received: 6 April 1999     

荞麦蜜酚酸含量的高效液相色谱测定及其抗氧化作用的研究

以中国产荞麦蜜为原料,采用高效液相色谱-电化学检测法(HPLC-ECD)测定其中的原儿茶酸、没食子酸、咖啡酸、丁香酸、p-香豆酸、绿原酸、阿魏酸和鞣花酸等8种酚酸的含量。结果表明,中国荞麦蜜中含有原儿茶酸、没食子酸、咖啡酸、p-香豆酸、阿魏酸等五种酚酸,其含量分别为没食子酸为461μg/100g蜂蜜,p-香豆酸为150μg/100g蜂蜜,咖啡酸为79μg/100g蜂蜜,原儿茶酸为30μg/100g蜂蜜,阿魏酸为39μg/100g蜂蜜。本文还对荞麦蜜酚酸提取物的抗氧化作用进行了研究,结果显示荞麦蜜酚酸提取物对超氧阴离子自由基、羟基自由基、DPPH自由基和脂质过氧化均有抑制作用。     

红肉与白肉火龙果酚酸组成及其抗氧化活性

为研究火龙果果皮、果肉中的酚酸组成及抗氧化活性,以红肉火龙果和白肉火龙果为研究对象,采用高效液相色谱法(HPLC)测定其游离型酚酸(FPA)、可溶共价结合型酚酸(HPA)和束缚型酚酸(BPA)组分与含量,并测定其体外抗氧化活性,包括DPPH清除能力、还原能力和羟自由基抑制能力。结果表明:两种火龙果中酚酸含量顺序为:红肉果肉 > 白肉果肉 > 白肉果皮 > 红肉果皮。火龙果果肉中酚酸主要以HPA形式存在,果皮中酚酸的主要存在形式为BPA。没食子酸是红肉火龙果中的主要酚酸(1700.70 μg/g干重);原儿茶酸是白肉火龙果中主要酚酸(1877.50 μg/g干重)。红肉果皮的BPA对DPPH自由基清除能力最强(2206.37 mg/L),红肉果肉的HPA还原能力最强(A₇₀₀=0.82),白肉果皮的HPA对羟自由基抑制能力最强(77.50 U/mL)。酚酸含量与抗氧化活性的相关性分析表明:DPPH自由基清除能力和还原能力与酚酸的含量呈极显著(P<0.01)正相关,羟自由基抑制能力与酚酸含量无显著相关性。