Changes in the phenolic compound content and antioxidant activity in developmental maize kernels and expression profiles of phenolic biosynthesis-related genes

Phenolic compounds have various nutritional and functional properties, especially antioxidant activity. The objective of this study was to explore the relationship between the phenolic compound accumulation, antioxidant property and gene expression during maize kernel development. In this study, we explored the effects of developmental stage on the accumulation of phenolic compounds and their antioxidant activities. The expression levels of genes involved in phenolic biosynthesis were also studied. The results showed that the total phenolic content (TPC) and total anthocyanin content (TAC) were gradually increased from 15 to 48 days after pollination (DAP), whereas the total flavonoid content (TFC) decreased continuously. The antioxidant activity of maize kernels was increased gradually and positively associated with TPC. ZmCHSs in flavonoid biosynthetic pathway played important roles for total flavonoid accumulation at both early and later development stages. The expression pattern of ZmANS corresponded to the accumulation of total anthocyanin during kernel development. These results revealed that developmental stage affected the accumulation of different phenolic compounds, antioxidant activity and related gene expression. The antioxidant activity of maize kernels was dependent on the total phenolic accumulation which was related to the expression profiles of the genes participated in phenolic synthesis.     

视频扫描测定油菜饼粕自由基清除活力方法的研究

用视频扫描平板色谱和稳定自由基1，1－二苯基－2－间三硝苯基偕腙肼（DPPH）检测油菜饼粕自由基清除活力的方法，研究抗坏血酸，维生素E，酚酸和类黄酮等17种常见酚类化合物对自由基的清除活力，发现自由基清除面积与样品量的相关系数为0．947－0．996，检测下限为40－690ng，以维生素E指数为清除活力指标，视频扫描法与常规标准比色法的测定结果具有良好的相关性，测定油菜饼粕提取液自由基清除活力发现，68－75％的化合物具有自由基清除能力，Rf值为0．41的化合物清除活力最高，占总活力的38％。     

Effect of nixtamalization process on the content and composition of phenolic compounds and antioxidant activity of two sorghums varieties

Sorghum, a competitive crop due to its agronomical advantages, has gained interest as functional food. Sorghum contains phytochemicals with health benefits and presents some antinutritional compounds such as condensed tannins (CTs). However, it is well known that CTs exhibit antioxidant capacity. This study evaluated the effect of Mexican nixtamalization on total phenols, CTs and antioxidant capacity using two varieties of sorghum. Different conditions of lime (0, 1 and 2%) and cooking time (20, 30 and 40 min) were tested to obtain the best treatment after optimization using multiple linear regression analysis, aiming to minimize the CTs content and maximize the antioxidant capacity. CTs were reduced at 27% in white sorghum and 90%, in red sorghum. Total phenols, flavonoids and antioxidant capacity had an inverse correlation with lime concentration and cooking time. The best conditions for preserving antioxidant capacity with low content of tannins were 1.13% of lime and 31.11 min cooking. The phenolic profile obtained by HPLC showed reductions in gallic and chlorogenic acids only in white sorghum, whereas catechin and quercetin decreased in both varieties. We concluded that nixtamalization effectively reduced CTs to safety intake values, allowing to preserve other phenolic compounds and antioxidant capacity.     

脱脂椰子种皮提取物抗氧化活性研究

以脱脂椰子种皮为试验材料,分别用异丙醇、正己烷和乙醚提取其中的酚类化合物,采用Folin-Ciocalteu比色法测定3种提取物的总酚含量,并对3种提取物的总抗氧化活性及对猪油的氧化稳定性进行评价.结果表明,正己烷提取物的总酚含量最高,其次是异丙醇提取物,乙醚提取物最低;异丙醇提取物的抗氧化能力最高,正己烷提取物和乙醚提取物次之.3种溶剂提取物对猪油的氧化均有一定的抑制作用,其中异丙醇提取物对猪油的氧化抑制效果最明显.     

Effect of germination on total phenolic compounds,total antioxidant capacity,Maillard reaction products and oxidative stress markers in canihua (Chenopodium pallidicaule)

Germination of cereals/pseudo-cereals has been suggested as an effective method to increase antioxidant compounds. However, this process could also lead to high reducing sugar levels and subsequent Maillard reaction products. The aim of this work was to determine the time course effect of canihua (Chenopodium pallidicaule) germination on: 1) antioxidant capacity, 2) extractable and non-extractable phenolic compounds content, 3) Maillard reaction products and 4) oxidative stress markers. Germination increased antioxidant capacity, phenolic compounds and Maillard reaction products, including advanced glycated end products while it decreased oxidative stress markers. All parameters exhibited a similar time course pattern with a maximum at 72 h. In addition to the increase in phenolic compounds and antioxidant capacity, canihua germination produced advanced glycated end products. The impact on human health of these compounds in germinated seeds deserves future attention.     

Relationship Among Antimutagenic, Antioxidant and Enzymatic Activities of Methanolic Extract from Common Beans (Phaseolus vulgaris L)

Common beans are rich in phenolic compounds, which can provide health benefits to the consumer. The objective of this work was to study the relationship among antimutagenicity, antioxidant and enzymatic activities of methanolic extract and trolox by principal components multivariate analysis. Antimutagenicity of phenolic compounds present in methanolic extract from the seed coat of common beans (P. vulgaris, Flor de Mayo Bajío cultivar) and trolox against AFB₁ mutagenicity were evaluated in the Salmonella typhimurium microsuspension assay. Antioxidant capacity of methanolic extract and trolox were evaluated using β-carotene and 1,1-diphenyl-2-picryhydrazyl (DPPH) in vitro model assays. Cythrome P450 activity was measured by fluorometric assay. For phenolic extract, trolox and phenolic extract + trolox, the inhibition on AFB₁ mutagenicity in tester strain TA100 was 47, 59 and 69%, respectively. While in TA98 was 39, 48 and 68%. The inhibition of phenolic compounds, trolox and phenolic compounds + trolox on cytochrome P450 (CYP450) activity was 48, 59 and 88%, respectively. Correlation analysis showed that phenolic extract and trolox have high antimutagenic and antioxidant activity and also inhibited enzymatic activity. The results suggest that the primary mechanism of action of phenolic compounds in beans against AFB₁ mutagenicity may be extra-cellular in the microsuspension assay.     

超声波和微波对柑橘杂交种果皮中酚类物质浸提及其抗氧化能力的影响

以柑橘杂交品种葡萄柚、茂谷橘橙果皮为材料,研究超声波和微波对柑橘果皮提取物中酚类物质及其抗氧化活性的影响。结果表明:葡萄柚果皮中含有丰富的柚皮苷、芦丁、橙皮素等酚类物质,茂谷橘橙果皮中含有丰富的槲皮素、川陈皮素、橙皮素等酚类物质。葡萄柚果皮提取液的抗氧化活性高于茂谷橘橙。葡萄柚果皮超声波提取液中酚类物质的含量和抗氧化活性高于微波提取液。柑橘果皮提取物中酚类物质的含量与其DPPH自由基和羟自由基清除能力呈正相关。此结果说明超声波提取法可提高葡萄柚果皮中酚类物质的提取率和提取液抗氧化能力。     

Total Phenolic and Phytosterol Compounds and the Radical Scavenging Activity of Germinated Australian Sweet Lupin Flour

In addition to their favourable nutritional profile, legumes also contain a range of bioactive compounds such as phenolic compounds and phytosterols which may protect against chronic diseases including cancer and cardiovascular disease. Germination of some legume seeds has been previously reported to increase the concentration of the bioactive compounds. In this study, the effect of germination of Australian Sweet Lupin (ASL) seeds for 9 days on the concentration of some bioactive compounds and the radical scavenging activity in the resulting flour was determined. The concentration of total phenolic compounds in methanolic extracts of germinated ASL flour was determined using Folin Ciocalteu reagent and phytosterols in oil extracts were analyzed by gas–liquid chromatography. The methanolic and oil extracts were also used to determine radical scavenging activity toward 2,2-diphenyl-1-picrylhydrazyl. In the methanolic extracts of germinated ASL flour, phenolic contents and the antioxidant activity were significantly increased following germination (700 and 1400 %, respectively). Analysis of the oil extracts of germinated ASL flour revealed that the concentration of phytosterols and the antioxidant activity were also increased significantly compared to ungerminated ASL flour (300 and 800 %, respectively). The relative proportion of phytosterols in germinated ASL flour was: β-sitosterol (60 %), stigmasterol (30 %) and campesterol (10 %). Germination increases the concentration of bioactive compounds and the radical scavenging activity in the germinated ASL flour.     

Phenolic composition and antioxidant capacity of six artemisia species

The aim of this work was to establish the antioxidant capacities and the polyphenolic profile of six different Artemisia species that could potentially be used in the human diet. A high-performance liquid chromatographic method coupled with photodiode-array detector was used to identify and quantify individual phenolic compounds of the Artemisia leaves. A total of 18 polyphenolic compounds were identified and quantified in Artemisia leaves, including hydroxybenzoic acids (4), hydroxycinnamic acids (5), flavonols (3), and catechins (2). It was observed that total phenolic content of A. annua and A. stelleriana leaves were significantly lower than the other four species. Ferulic and caffeic conjugates acids were the most dominant hydroxycinnamic acid and gallic acid and catechin were the most dominant hydroxycinnamic acid and catechins respectively. According to DPPH assays, the antioxidant capacity of A. arborescens spp., A. ludoviciana spp., A. oleandica spp. and A. princepts spp., were found to be higher (reflecting a 2-fold difference) than that of the other two species. Compared with those of major commercial leafy vegetables, leaves of Artemisia contain a higher content of flavonoids and phenolic acids, which provide significant health benefits and may be used as natural colorants.     

Chemical and Functional Characterization of Kañiwa (C<Emphasis Type="Italic">henopodium pallidicaule</Emphasis>) Grain,Extrudate and Bran

Cereals provide a good source of dietary fibre and other important compounds with nutritional potential, such as phenolic compounds, antioxidants, minerals and vitamins. Although native Andean cereals are known to have high nutritional value, their minor components have not been studied thoroughly. In this study, two varieties of a native Andean crop, kañiwa (Chenopodium pallidicaule), were investigated as sources of dietary fibre and specific antioxidant compounds. Two products, an extrudate and bran, were also prepared and their functional properties and bioactive compounds were determined. Both varieties were rich in total dietary fibre and lignin, and the phenolic components analyzed had high antioxidant activity. The extrudates had good functional properties, such as degree of gelatinization, sectional expansion index and water solubility index; the bran was high in bioactive compounds, such as total phenolics. In conclusion, kañiwa may offer an alternative to traditional cereals as a health-promoting food ingredient.     

Enhancing three phenolic fractions of oats (Avena sativa L.) and their antioxidant activities by solid-state fermentation with Monascus anka and Bacillus subtilis

This work aims to improve phenolic fractions of oats and their antioxidant activities by solid-state fermentation (SSF) combining Monascus anka with Bacillus subtilis. Results revealed that the fermentation system significantly (p < 0.05) increased the total phenolic content (TPC), which was 23-fold over that in unfermented oats. The hydrolytic enzyme activities of α-amylase, β-glucosidase, and cellulase were significantly (r > 0.75, p < 0.05) correlated to the TPC, indicated an important role in the release of phenolic in oats. The proportion of free phenolic fraction in oats was increased from 39.76% to 61.62%, while that of bound phenolic fraction decreased from 42.17% to 22.78%. Moreover, the phenolic compositions of free, conjugated and bound phenolic fractions varied with fermentation. It implied that the phenolic compounds in different forms could be converted and transformed in the SSF system. Meanwhile, the DPPH· and ABTS^·+ scavenging activities of the free and conjugated phenolic fractions in oats became stronger after fermentation. It indicated that the changes of antioxidant activities of phenolic fractions might be closely related to the structural modification by microbial enzymes in the SSF system. Consequently, this study provides a prospect fermentation process for improving the phenolic release and antioxidant activities in oats.     

Valorization of rice by-products: Protein-phenolic based fractions with bioactive potential

Rice bran (RB) is an important by-product from the rice production with a high valorization potential. The aim of the present work was to explore this potential by considering combined protein and phenolic fractions and enzymatic hydrolysis. The influence of different protocols in the recovery/fractioning of protein were evaluated, including defatting procedures, in rice brans from two very different locations: Portugal and Colombia. The different protein fractions achieved were characterized. Proteins were further hydrolyzed using trypsin and their hydrolysates were characterized in terms of degree of hydrolysis and peptide size. Moreover, the total phenolic content (TPC) and phenolic compounds’ profile on extracted fractions and hydrolysates of RB from Portugal and Colombia were determined. The functional potential was assessed in terms of antioxidant and antihypertensive activities. Though the protein concentrates had already significant potential bioactivities, protein hydrolysates showed that the TPC, antioxidant and antihypertensive activities significantly increased with the digestion by trypsin. Hydrolysates of RB from Portugal presented a higher antioxidant and hypertensive activities in comparison with hydrolysates of RB from Colombia, moreover it presented a higher content of TPC. This study indicated that the exploitation potential of rice bran can be increased with simple fractioning procedures, that combined protein/phenolic fractions are important to deliver functionality and that hydrolysis can be a relevant tool to release that functionality. Furthermore, regional differences in rice bran composition are also important factors to consider. Overall, this knowledge can be used to increase the industrial potential of valorization for this by-product.     

Bioactivity of Different Enriched Phenolic Extracts of Wild Fruits from Northeastern Portugal: A Comparative Study

Arbutus unedo, Prunus spinosa, Rosa micrantha and Rosa canina are good sources of phenolic compounds, including anthocyanins. These compounds have potent antioxidant properties, which have been related to anticancer activity. Herein, the in vitro antioxidant and antitumor properties of enriched phenolic extracts (non-anthocyanin phenolic compounds enriched extract- PE and anthocyanins enriched extract- AE) of the mentioned wild fruits were evaluated and compared. PE gave higher bioactive properties than the corresponding AE. It was observed a high capacity of A. unedo phenolic extract to inhibit lipid peroxidation in animal brain homogenates (EC₅₀?=?7.21 μg/mL), as also a high antitumor potential against NCI-H460 human cell line (non-small lung cancer; GI₅₀?=?37.68 μg/mL), which could be related to the presence of galloyl derivatives (exclusively found in this species). The bioactivity of the studied wild fruits proved to be more related to the phenolic compounds profile than to the amounts present in each extract, and could be considered in the design of new formulations of dietary supplements or functional foods.     

槟榔壳多酚组分及抗氧化活性的测定

建立 测定槟榔壳中多种酚类物质的高效毛细管电泳方法,分析不同浓度和不同pH值硼酸缓冲液对10种标准品的分离效果,最后确定最佳缓冲液为0.1 mol/L,pH 9.0的硼酸缓冲液,紫外检测波长为280 nm,分离电压为20 kV。方法简便快速,能在20 min之内将10种酚类物质完全分离开,检测限为0.5～4.5 mg/L。此外,进一步测定了槟榔壳多酚的抗氧化活性,选用3个评价抗氧化能力的指标,即：对DPPH自由基的清除能力、对还原能力以及对ABTS自由基的清除能力。     

Validation of an extraction method for the quantification of soluble free and insoluble bound phenolic compounds in wheat by HPLC-DAD

Wheat is one of the three most widely grown grain crops and the most consumed in Europe. Wheat contains different phenolic compounds, mainly phenolic acids and flavonoids that are not evenly distributed in the wheat, being most abundant in the bran. These phenolic compounds are antioxidants against free radicals and other reactive oxygen species. Therefore, over the last few decades, there is a great interest to study and quantify these compounds present in wheat.This work proposes a HPLC-DAD method that allows a good separation of different phenolic compounds occurring as soluble free and insoluble bound compounds in wheat brand and flour. The extraction and the chromatographic conditions allowed the characterization of forty-two phenolic compounds, among phenolic acids (HBA, HCA, DFA and TFA), phenolic aldehydes, phenolic alcohols and flavonoids (flavones). This method is simple, sensitive, reproducible and accurate, and only a HPLC-DAD equipment is required. Thirty-four soluble and insoluble phenolic compounds can be quantified in wheat flour and brand. Hydroxytyrosol, a potent antioxidant compound, has been identified and quantified in wheat for the first time.     

Carotenoids,Phenolic Compounds and Tocopherols Contribute to the Antioxidative Properties of Some Microalgae Species Grown on Industrial Wastewater

This study aimed at investigating the potential of microalgae species grown on industrial waste water as a new source of natural antioxidants. Six microalgae from different classes, including Phaeodactylum sp. (Bacillariophyceae), Nannochloropsis sp. (Eustigmatophyceae), Chlorella sp., Dunaniella sp., and Desmodesmus sp. (Chlorophyta), were screened for their antioxidant properties using different in vitro assays. Natural antioxidants, including pigments, phenolics, and tocopherols, were measured in methanolic extracts of microalgae biomass. Highest and lowest concentrations of pigments, phenolic compounds, and tocopherols were found in Desmodesmus sp. and Phaeodactylum tricornuotom microalgae species, respectively. The results of each assay were correlated to the content of natural antioxidants in microalgae biomass. Phenolic compounds were found as major contributors to the antioxidant activity in all antioxidant tests while carotenoids were found to contribute to the 1,1-diphenyl-2-picryl-hydrazil (DPPH) radical scavenging activity, ferrous reduction power (FRAP), and ABTS-radical scavenging capacity activity. Desmodesmus sp. biomass represented a potentially rich source of natural antioxidants, such as carotenoids (lutein), tocopherols, and phenolic compounds when cultivated on industrial waste water as the main nutrient source.     

Potential of Cistus ladanifer L. (rockrose) in small ruminant diets – effect of season and plant age on chemical composition,in vitro digestibility and antioxidant activity

Shrubs can provide an important contribution to the fodder resources for small ruminants in Mediterranean areas, but there is limited information on their feed value, including secondary metabolites and their seasonal differences. This study evaluated the effect of seasonal variation in chemical composition, in vitro digestibility and antioxidant activity of the aerial parts of plants of Cistus ladanifer of two age groups [young plants vs. older ones (2–6 years old)]. Aerial parts of C. ladanifer plants of both age groups were characterized by moderate cell‐wall content [321–410 g NDF kg^?1 dry matter (DM)], high levels of phenolic compounds (55·1–106 g gallic acid equivalents per kg DM) and condensed tannins (CT) (32·1–161 g kg^?1 DM), low protein content (55–100 g kg^?1 DM) and low digestibility (249–315 g of digestible organic matter per kg DM). During autumn and winter, C. ladanifer showed higher protein levels and lower cell‐wall content than in the other seasons. The highest values of phenolic compounds, CT and antioxidant activity were achieved during summer. Young plants showed higher levels of phenolic compounds during spring, summer and winter, and higher CT contents in summer (more than 54 g kg^?1 DM) compared to old plants. Aerial parts of C. ladanifer of both age groups may be used as a component of ruminant nutrition, but only as a supplement and associated with other feeding resources to complement its nutritional imbalances.     

玉米秸秆腐解液酚酸物质含量检测及对玉米大斑病菌的影响

通过提取不同时期玉米秸秆腐解液,研究其对玉米大斑病菌菌丝生长和孢子萌发的影响。利用HPLC检测腐解60 d的腐解液,推测其含有对羟基苯甲酸、邻苯二甲酸、香草酸、丁香酸和苯甲酸。通过外源添加法研究酚酸物质对玉米大斑病菌菌丝生长和孢子萌发的影响,结果表明,5种酚酸物质抑制玉米大斑病菌菌丝生长,抑菌率在14.5%~100%,且随浓度的增加抑制作用趋势增强。苯甲酸和邻苯二甲酸在0.125~1 mg/m L浓度下抑制孢子萌发;羟基苯甲酸在0.062 5~1.0 mg/m L浓度下促进孢子萌发。通过田间调查发现,在开始发病时,秸秆还田抑制玉米大斑病病情指数的发展。     

木麻黄小枝提取物的抗蚁及抑菌生物活性

采用滤纸药膜法测定木麻黄（Casuarina equistiolia Forst小枝提取液对黑翅土白蚁的毒杀和驱避活性,并测定了木麻黄小枝提取液对大肠杆菌、金黄色葡萄球菌、清酒假丝酵母、黑曲霉的抑菌活性。结果表明∶木麻黄小枝水提取液对黑翅土白蚁有显著的触杀毒性,处理浓度为5mg血L条件下,校正死亡率达82%。木麻黄小枝水提取液对黑翅土白蚁无显著的忌避活性,对金黄色葡萄球菌表现出显著的抑制活性。化学成分预试验表明,木麻黄小枝水提取液中含有黄酮类、酚类和糖类等代谢产物。     

Blueberry Residue Encapsulation by Ionotropic Gelation

In the processing of fruits such as blueberry (Vaccinium sp), that has high levels of phenolic acid, the food industry produces tons of organic waste that causes harm to the environment. Encapsulation is a technique used to take advantage of these wastes. Several methods are used to encapsulate substances, among them ionotropic gelation proves to be a simple, precise, efficient and economical method for obtaining particles with encapsulated bioactives. In this manner, the aim of this study was to test sodium alginate as wall material to encapsulate blueberry residue by ionotropic gelation. The microbeads were characterized by scanning electron microscopy (SEM), x-ray diffraction (XRD), total phenolic compounds, antioxidant capacity and in vitro dissolution. The results showed that the microbeads had surface invagination; retention of 67.01% of the phenolic compounds after encapsulation and 68.2%, phenolic release 120 min after in vitro dissolution. The results suggest that the tested matrix was suitable for encapsulation. The produced microbeads are promising for applications in food products, once the phenolic compounds present in the blueberry residues were maintained after encapsulation.