Two Lipoxygenases from Germinated Barley-Heat and Kilning Stability

Using ammonium sulfate precipitation followed by hydrophobic and ion exchange chromatography, two lipoxygenase isoenzymes, LOX 1 and LOX 2, were 18.3- and 44.5-fold purified from germinated barley, with 18 and 24% recovery of activity respectively. LOX 1 and LOX 2 were characterized by isoelectric points 4.9 and 6.4, and molecular weights of 90 kd and 110 kd, respectively. Apparent Km values for linoleic acid were 0.06 mM for LOX 1 and 0.18 mM for LOX 2. LOX 1 converted linoleic acid to 9 and 13 hydroperoxides at about 4:1, whereas the 13 hydroperoxide was the major product formed by LOX 2 (ratio 3:7). For both isoforms, thermal inactivation data indicated first order kinetics with activation energies influenced by ionic strength and pH. Isoenzymes composition was analyzed for three kilning schemes: the 1:3 ratio between LOX 1 and LOX 2 observed in germinated barley increased during the course of kilning.     

麦麸酚类化合物研究进展

麦麸是小麦加工的主要副产品,除了营养成分外,麦麸中还含有酚酸、黄酮、木酚素等酚类化合物,具有一定的功能活性。本文从分布情况、功能活性、提取方法等方面阐述了这些酚类化合物的研究现状,对麦麸酚类化合物的研究前景进行了展望。     

大麦酚类化合物及相关酶类的研究进展

大麦作为重要的粮食作物和啤酒酿造原料,其中的酚类化合物及其相关酶类（如酚类合成酶——苯丙氨酸解氨酶,酚类氧化酶——过氧化物酶和多酚氧化酶）对大麦的生长发育起重要的调节和保护作用,而在大麦的加工过程中会影响产品质量,如过氧化物酶和多酚氧化酶的氧化产物（苯醌和聚合产物）直接影响食品的质量。本文综述了大麦籽粒中酚类化合物及相关酶的种类和功能,并分析了对食品工业和啤酒酿造的影响。     

温州蜜柑、椪柑采后酚类物质及抗氧化活性比较研究

通过研究温州蜜蜂柑、椪柑两个常见柑橘品种贮藏期间类黄酮、酚酸类物质及抗氧化活性的变化规律,评价其采后的营养品质。结果表明：贮藏60d后温州蜜柑较好地保持了抗坏血酸含量,而椪柑损失较大。类黄酮类物质较稳定,温州蜜柑中黄烷酮含量贮藏后有所增加,椪柑中则呈缓慢下降趋势,2种柑橘中酚酸类物质贮藏后都有所增加。总酚含量在贮藏前期呈下降趋势,贮藏后期温州蜜柑中总酚含量增加而在椪柑中进一步下降。抗氧化能力与抗坏血酸的变化趋势类似。与椪柑相比,贮藏期间温州蜜柑能更好地保持果实的营养品质及酚类物质,从而保持较高的抗氧化活性。     

贮藏条件对发芽大麦茶风味物质变化的影响

采用感官评定方法和气相色谱-质谱技术,研究发芽大麦茶在不同贮藏温度（室温25 ℃、冷藏4 ℃、冻藏－20 ℃）和贮藏时间（3、6、9 个月）条件下,主要风味物质的变化。结果表明：冷藏3 个月发芽大麦茶的感官比其他贮藏条件较优,而且低温冷藏有利于形成和有效保留发芽大麦茶的香气成分;而发芽大麦茶在室温和冻藏条件下的特征风味物质含量一直在降低,贮藏后期（6～9 个月）酸、醇、萘类物质增加,有不愉快的味道。发芽大麦茶适宜的贮藏条件为冷藏（4 ℃）短期贮藏（0～3 个月）。     

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.     

Phenolic Composition and Antioxidant Activities of 11 Celery Cultivars

ABSTRACT:  Eleven cultivars of celery, belonging to 2 species, were collected and analyzed for their phenolic compound composition and antioxidant activities. Major phenolic acids identified in the extracts of these celeries were caffeic acid,  p -coumaric acid, and ferulic acid, while the identified flavonoids were apigenin, luteolin, and kaempferol. The contents of total phenolics were measured using a Folin–Ciocalteu assay and the total antioxidant capacity was estimated by the 1, 1-diphenyl-2-picrylhydrazyl radical (DPPH) and 2, 2'-azino-bis (3-ethylbenzthiazoline-6-sulphonic acid) (ABTS·⁺) methods. Apigenin was the major flavonoid in these samples and the most abundant phenolic acid was  p- coumaric acid. Many of the investigated cultivars had high levels of phenolics and exhibited high antioxidant capacity. Among these 11 cultivars, Shengjie celery had the highest antioxidant activity whereas Tropica had the lowest. An extremely significant positive correlation between the antioxidant activity and the contents of total flavonoids, total phenolic acids, or total phenolics was observed in this study.     

溶剂提取对青稞中不同形态多酚组成及抗氧化活性的影响

为研究不同极性溶剂对青稞全谷物中不同形态酚类化合物含量、组成及抗氧化性的影响,建立适宜于青稞全谷物中多酚提取的方法。以4?个不同品种青稞为原料,比较4?种不同溶剂及酸法、碱法分别对青稞中游离酚和结合酚含量、组成与抗氧化活性的影响。结果表明,所有提取试剂中80%丙酮溶液提取的游离态总酚含量（139.79～235.96?mg/100?g）及总黄酮含量（9.88～15.52?mg/100?g）最高,酸法提取的青稞结合态总酚含量是碱法的1.9～3.1?倍,结合态黄酮含量是碱法的1.3～2.9?倍;80%丙酮溶液提取物中检测到8～18?种青稞游离酚类化合物,且酚类化合物含量显著高于其他溶剂,绿原酸、苯甲酸、儿茶素、槲皮素、芦丁是其主要的游离酚类化合物。与碱法相比,酸法能释放出更多的结合酚类化合物类型及含量,没食子酸、p-香豆酸、丁香酸、苯甲酸、藜芦酸、橙皮苷是其主要的结合酚类化合物;参试青稞80%丙酮溶液提取物显示出最高的1,1-二苯基-2-三硝基苯肼（1,1-diphenyl-2-picrylhydrazyl,DPPH）自由基清除能力（852.56～1?484.18?μmol/100?g）,2,2’-联氮-双-（3-乙基苯并噻唑啉-6-磺酸）二铵盐（2,2’-azinobis-(3-ethylbenzthiazoline-6-sulphonate),ABTS）自由基清除能力（358.93～518.09?μmol/100?g）及铁离子还原能力（ferric ion reducing antioxidant power,FRAP）（1?250.55～2?041.16?μmol/100?g）。酸法水解参试青稞结合酚DPPH自由基清除能力、FRAP、ABTS＋?清除能力分别是碱法水解的7.6～10.3、1.2～1.8?倍和1.1～1.3?倍。因此,80%丙酮溶剂和酸法分别是青稞中游离酚与结合酚的适宜提取溶剂,且本研究表明青稞全谷物中富含丰富的酚类物质,是一种潜在的天然抗氧化剂来源。     

猴头菇醇提物及其不同极性部位酚类物质定量分析

利用超高效液相色谱-电喷雾质谱(ultra performance liquid chromatography-electro spray ionization-mass spec-trometry,UPLC-ESI-MS)对猴头菇醇提物(ethanol extract,EE)及其石油醚萃取物(petroleum et...     

微波处理对萌动亚麻籽酚类化合物油相迁移的影响

强化亚麻籽中主要酚类化合物内源性合成和油相迁移对提升亚麻籽油氧化稳定性,最大限度地增加α-亚麻酸生物利用率尤为重要。探究了适度萌动(25℃,24h)联合微波处理(700W,1~5min)对压榨亚麻籽油得率和色泽、脂质构型和结晶熔融性、抗氧化活性和氧化稳定性的影响,并研究了亚麻籽中木酚素和游离酚酸的释放及油相迁移规律。结果表明:单一萌动处理(24h)后亚麻籽油得率降低了7.39%(P<0.05),而进一步微波处理后油脂得率增加了29.31%(P<0.05),这主要归因于微波处理破坏了亚麻籽中油脂体膜结构完整性,导致膜内中性脂质外溢、融合和胞外渗透。微波处理1~5min过程中,亚麻籽油中以LnLnLn构型存在的C18∶3ω3质量分数呈现明显升高趋势,同时总磷脂质量摩尔浓度以及磷脂酰乙醇胺、磷脂酰甘油、磷脂酰肌醇占比显著增加(P<0.05),但未明显影响油脂的结晶行为和熔融特性。与未处理组相比,微波处理5min降低了初级和次级氧化产物水平,显著改善了亚麻籽油的氧化稳定性和抗氧化活性(P<0.05),这主要归因于木酚素大分子及其解聚产物开环异落叶松树脂酚二葡萄糖苷,以及游离酚酸香兰素、香草酸和阿魏酸的油相富集。研究阐释了萌动联合微波预处理对亚麻籽油品质特性的影响,旨在为亚麻籽油提质制取和亚麻籽高值化利用提供理论依据。     

Undesirable Enzymatic Browning in Crustaceans: Causative Effects and Its Inhibition by Phenolic Compounds

Undesirable enzymatic browning mediated by polyphenol oxidase (E.C. 1.14.18.1) on the surface of seafood from crustaceans have been a great concern to food processors, causing quality losses of seafood products. Seafoods especially from crustaceans are worldwide consumed due to their delicacy and nutritional value. However, black spot formation (melanosis) is the major problem occurring in crustaceans during postmortem handling and refrigerated storage induce deleterious changes in organoleptic properties and, therefore, decreases commercial value. Polyphenoloxidase (PPO), the copper-containing metalloprotein involved in oxidation of phenol to quinone is the major biochemical reaction of melanosis formation. This enzymatic mechanism causes unappealing blackening in postharvest crustaceans. To alleviate the melanosis formation in crustaceans, use of phenolic compounds from plant extract can serve as antimelanotics and appears to be a good alternative to the conventional sulfites which are associated with health-related disorders. In this review, we focuses on the unique features about the structure, distribution, and properties of PPO as well as mechanism of melanosis formation and provide a comprehensive deeper insight on the factors affecting melanosis formation and its inhibition by various antimelanotics including newly discovered plant phenolic compounds.     

酚型抗氧化剂的危险性分析

对具有抗氧化作用的合成和天然酚型抗氧化剂进行安全性和危险性评价试验，结果显示几茶素、黄酮醇等天然抗氧化剂比BHA、BHT有更高的抗氧化性；与间接致突变物(Trp-P-1)混合作用后，经代谢活化的有抑制突变的效果，非代谢活化的没有诱发突变；与直接致突变(1-NP)混合后非代谢活化时有抑制突变的效果，但是经过代谢活化后有诱发突变的趋势。     

Phenolic Content and Antioxidant Activity of Germinated and Cooked Pulses

Five commonly consumed pulses, Mah (Vigna mungo), Green mung (Vigna radiata), Arhar (Cajanas cajan), Masur (Lens esculantus), and Moth (Vigna aconitifolia), were studied for their total phenolic content and antioxidant activity after germination (12 and 24 h) and pressure cooking. Arhar had the highest total phenolic content (6.71 mg ferulic acid/g flour) whereas Moth had the least (1.54 mg/g). All pulses, except Moth, showed a significant decrease in total phenolic content after germination. The antioxidant activity of the pulses varied from 10.61 to 36.38% (DPPH radical scavenging activity), which significantly decreased with germination in all pulses except Moth. The total phenolic content highly correlated with the antioxidant activity in the pulses. Cooking lowered the total phenolic content by 10–45% and antioxidant activity by 27–68% in the control and germinated pulses.     

Phenolic acid composition and antioxidant properties of Malaysian honeys

Abstract: The phenolic acid and flavonoid contents of Malaysian Tualang, Gelam, and Borneo tropical honeys were compared to those of Manuka honey. Ferric reducing/antioxidant power assay (FRAP) and the 1,1‐diphenyl‐2‐picryl‐hydrazyl (DPPH) radical‐scavenging activities were also quantified. All honey extracts exhibited high phenolic contents (15.21 ± 0.51– 42.23 ± 0.64 mg/kg), flavonoid contents (11.52 ± 0.27– 25.31 ± 0.37 mg/kg), FRAP values (892.15 ± 4.97– 363.38 ± 10.57 μM Fe[II]/kg), and high IC₅₀ of DPPH radical‐scavenging activities (5.24 ± 0.40– 17.51 ± 0.51 mg/mL). Total of 6 phenolic acids (gallic, syringic, benzoic, trans‐cinnamic, p‐coumaric, and caffeic acids) and 5 flavonoids (catechin, kaempferol, naringenin, luteolin, and apigenin) were identified. Among the Malaysian honey samples, Tualang honey had the highest contents of phenolics, and flavonoids, and DPPH radical‐scavenging activities. We conclude that among Malaysian honey samples, Tualang honey is the richest in phenolic acids, and flavonoid compounds, which have strong free radical‐scavenging activities.     

超高效液相色谱-串联质谱法检测蜂蜜中的内源性酚酸和黄酮类物质

本研究建立了超高效液相色谱-串联质谱法测定蜂蜜中18种内源性酚酸、黄酮类物质检测方法。样品经盐酸水溶液提取,HLB固相萃取柱净化,采用Acquity UPLC HSS T3(2.1*100 mm,1.8μm)色谱柱进行分离,以乙腈-10 mmol/L醋酸铵溶液为流动相进行梯度洗脱,电喷雾电离,负离子多反应监测模式检测,外标法定量。实验结果表明,所建立的方法线性范围宽,能适用于各类蜂蜜中酚酸、黄酮类物质的定量分析。各物质线性关系良好,相关系数(r2)≥0.991;各分析物检出限在20~200μg/kg之间,加标回收率范围为69.2%~94.1%,RSD为0.9%~9.5%。通过对150批次天然成熟蜂蜜、市售洋槐蜜及以不同比例(20%、40%、60%、80%)糖浆混合的洋槐蜜进行检测,发现不同蜜源蜂蜜中,酚酸、黄酮的种类与含量差异较大。其中,枣花蜜中阿魏酸平均含量最高,为550μg/kg;洋槐蜜中芹菜素平均含量最高,含量为3910μg/kg;咖啡酸在荆条蜜含量最高,为1721μg/kg;糖浆掺假蜂蜜中目标物含量明显低于真正蜂蜜。该方法前处理操作简便、分析速度快、准确度高,可用于蜂蜜中多种内源性酚酸、黄酮类物质的同时测定。该方法为通过检测不同蜜源中酚酸及黄酮类物质含量建立蜂蜜指纹图谱,提供技术参考。     

Effect of Cooking on Isoflavones,Phenolic Acids,and Antioxidant Activity in Sprouts of Prosoy Soybean (Glycine max)

Soy sprouts possess health benefits and is required to be cooked before consumption. The effects of cooking on the phenolic components and antioxidant properties of soy sprouts with different germination days were investigated. A food‐grade cultivar Prosoy with a high protein content was germinated for 1, 2, 3, 5, and 7 d and cooked till palatable for 20, 20, 5, 5, and 7 min, respectively. Total phenolic content (TPC), total flavonoids content (TFC), condensed tannins content (CTC), individual phenolic acids, isoflavones, DPPH, ferric‐reducing antioxidant power (FRAP), and oxygen radical absorbance capacity (ORAC) of raw and cooked sprouts were measured. Cooking caused significant losses in phenolic content and antioxidant activities, and maximum loss was on day 3 > 5 > 7, including TPC (32%, 23%, and 15%), TFC (50%, 44%, and 20%), CTC (73%, 47%, and 12%), DPPH (31%, 15%, and 5%), FRAP (34%, 25%, and 1%), and ORAC (34%, 22%, 32%), respectively. Cooking caused significant losses in most individual phenolic acid, benzoic group, cinnamic group, total phenolic composition, individual isoflavones, and total isoflavones. The losses of phenolic acids such as gallic, protocatechuic, hydroxybenzoic, syringic, chlorogenic, or sinapic acids during cooking were not compensated by the increases in trihydroxybenzoic, vanillic or coumaric acids on certain days of germination. Cooking caused minimal changes in phenolic acid composition of day 1 and 2 sprouts compared to 3, 5, and 7 d sprouts.     

部分紫色蔬菜中酚类物质及维生素C含量分析

以紫甘蓝、紫背天葵、红苋菜、紫薯、紫茄、紫洋葱为样品,测定其花青素、总花色苷、总黄酮、总酚、维生素C含量并分析其差异。结果表明,紫甘蓝、紫背天葵、紫洋葱中均检出有矢车菊素,紫甘蓝中含量最高,为44.52 mg/100 g,显著高于紫背天葵和紫洋葱(p<0.05);飞燕草素仅在紫茄皮中有检出,含量为38.72 mg/100 g;紫薯中同时检出有5.10 mg/100 g芍药素及少量矢车菊素;红苋菜及紫茄肉中均未有目标花青素检出。总花色苷含量在紫甘蓝中最高,为98.01 mg Cy3G/100 g,其次为紫茄皮,紫薯、紫洋葱以及紫背天葵含量较低且差异不显著。紫甘蓝中V_C含量显著最高,为22.52 mg/100 g(p<0.05),其次为红苋菜、紫洋葱和紫薯。紫茄皮、紫甘蓝及红苋菜中总黄酮含量均较高。紫洋葱中总酚含量显著最高,为96.55 mg GAE/100 g(p<0.05),其次为紫甘蓝,紫茄皮。综合分析,在所测营养成分中紫甘蓝营养品质最高。紫色蔬菜中花青素、总花色苷、总黄酮、总酚及维生素C含量特点可作为特定人群蔬菜消费的选择依据,同时亦可为居民营养成分饮食摄入评估提供基础数据。     

Characterization of Enzyme Released Antioxidant Phenolic Acids and Xylooligosaccharides from Different Graminaceae or Poaceae Members

Xylooligosacchrides (XOS) and phenolic acids were simultaneously produced from hemicelluloses using crude enzyme mixture synthesized by a novel Bacillus subtilis KCX006. The strain synthesized XOS-forming endo-xylanase and de-branching α-L-arabinofuranosidase and esterase but not β-xylosidase. This enzyme mixture can improve the yield of XOS and phenolic acids from xylan due to the absence of hydrolysis of XOS by β-xylosidase and release of phenolic acids by esterase. Hence, the enzyme mixture was tested for simultaneous production of XOS and phenolic acids from xylan (28–35%)-rich Graminaceae or Poaceae plant biomass, such as wheat bran, sugarcane bagasse, bamboo, and rise husk. Hemicellulose fractions of the biomasses were extracted by alkaline treatment and hydrolyzed using crude xylanase mixture. The profiles of XOS and phenolic acids formed were analyzed by HPLC. The lyophilized hydrolytic products were further analysed by ¹H NMR to identify the substitutions in XOS. The observed profile of XOS and phenolic acids varied with the biomass sources. Maximum amounts of XOS (665.2 mg/g dwt) and phenolic acids (89.69 μg/g dwt) were produced from hemicellulose A fractions of sugarcane bagasse and bamboo bagasse, respectively. HPLC and ¹H NMR analysis of XOS revealed the formation of free- and arabino-XOS. Phenolic acids consisted of hydroxycinnamic and hydroxybenzoic acids and the antioxidant activity correlated well with hydroxycinnamic acids content. The crude enzyme of B. subtilis is useful to produce mixture of XOS and phenolic acids from biomass.