Flavonoid glycosides in the shoot system of Okinawa Taumu (Colocasia esculenta S.)

Six C-glycosylflavonoids and one O-glycosylflavonoid have been isolated from the shoot system of Taumu (Colocasia esculenta S.). They were identified as schaftoside, isoschaftoside, orientin, isovitexin, isoorientin, vitexin and luteolin 7-O-sophoroside. The presence of catechol moiety in the B-ring of isoorientin, orientin and luteolin 7-O-sophoroside showed strong antioxidant activity with different mechanisms of action in DPPH radical scavenging, β-carotene bleaching and superoxide radical inhibition assays. The amount of dry weight matter extract of water was higher than methanol for both the leaf and the stem parts. Isovitexin was the main compound in water and methanol extracts of the leaf while schaftoside was the main compound of the water extract of the stem. Methanol extract of the leaf showed higher DPPH radical scavenging activity than water extract while the opposite was observed for the stem. The results of this experiment suggest the potential of the leaf of Taumu as a source of dietary antioxidant.     

Isolation,identification and activity of natural antioxidants from horehound (Marrubium vulgare L.) cultivated in Lithuania

In an earlier screening of Lithuanian plants, horehound (Marrubium vulgare) showed good antioxidant activity and as this species is used in herbal teas and cough pastilles it was selected for further investigation. Some fractions of the aerial parts were strong scavengers of the model free radicals DPPH and ABTS⁺. Activity in the β-carotene bleaching assay and the rapeseed oil oxidation assay was lower. Several active compounds were observed in the crude methanol–water extract, and in butanol and methyl tert-butyl ether fractions using HPLC with on-line radical scavenging detection. After multi-step fractionation of these fractions five compounds possessing radical scavenging activity were purified and their structures were elucidated by NMR and MS as 5,6-dihydroxy-7,4′-dimethoxyflavone (syn. ladanein), 7-O-β-glucopyranosyl luteolin, 7-O-β-glucuronyl luteolin, verbascoside and forsythoside B. Their activities were tested in off-line DPPH and ABTS⁺ free radical scavenging assays, and compared with the antioxidants rosmarinic acid and Trolox.     

Juniperus sibirica Burgsdorf. as a novel source of antioxidant and anti-inflammatory agents

In order to examine antioxidant properties of methanol extracts of cones and needles of the unexplored Juniperus sibirica Burgsdorf. (Cupressaceae) species, various assays which measure free radical scavenging ability were carried out: DPPH, hydroxyl, superoxide anion and nitric oxide radical scavenger capacity test and reducing power (FRAP) assay. In all of the tests the extracts showed a potent antioxidant effect compared with BHT, a well-known synthetic antioxidant. In addition, the anti-inflammatory activity considering inhibitory potency toward COX-1 and 12-LOX was observed. Both extracts showed markedly anti-inflammatory activity, with needles having somewhat higher potency concerning both assays, reaching IC₅₀ at 1.29 mg/mL towards COX-1 and IC₅₀ at 1.34 mg/mL towards 12-LOX. Besides, in the extracts examined the total phenolic and flavonoid amounts were also determined, together with presence and content of the selected flavonoids: luteolin-7-O-glucoside, apigenin-7-O-glucoside, luteolin, apigenin, rutin and quercetin, which were studied using LC–MS/MS technique. LC–MS/MS analysis showed a noticeable content of natural products according to which the examined J. sibirica Burgsdorf. species could well be regarded as a promising new source of bioactive natural compounds, which can be used both as a food supplement and a remedy.     

Chemical composition and in vitro antioxidant evaluation of a water-soluble Moldavian balm (Dracocephalum moldavica L.) extract

The chemical composition and antioxidant properties of a water-soluble extract of Moldavian balm (Dracocephalum moldavica L., syn. Moldavian dragonhead) prepared by hydrodistillation are presented in this study. The total phenol content was estimated as gallic acid equivalents by the Folin-Ciocalteu reagent method, while the qualitative-quantitative composition of the extract was determined by high performance liquid chromatography coupled with photodiode array detection. The antioxidant properties assessed included iron(III) reduction and iron(II) chelation and 1,1-diphenyl-2-picrylhydrazyl, 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) and superoxide anion free radical scavenging. In addition, the ability of the extract to protect 2-deoxy-d-ribose and bovine brain-derived phospholipids against hydroxyl radical-mediated degradation was assessed. The extract principally contained polar compounds including hydroxycinnamic acids and flavonoids, with caffeic and ferulic acids, luteolin-7-O-glucoside, rosmarinic acid, luteolin and apigenin being identified from their chromatographic behavior and spectral characteristics. The Moldavian balm extract demonstrated activity in all the antioxidant assays; however, it was not as potent as the positive control except in the phospholipid-based assay where its hydroxyl radical scavenging activity was statistically indistinguishable from that demonstrated by Pycnogenol.     

Antioxidant activity of stem and root extracts of Rhubarb (Rheum ribes): An edible medicinal plant

The antioxidant activity of chloroform and methanol extract of roots and stems of Rhubarb (Rheum ribes L.), which are used for medicinal purposes and also its fresh stems and petioles are consumed as vegetable, was studied. The antioxidant potential of both extracts of roots and stems were evaluated using different antioxidant tests, namely total antioxidant (lipid peroxidation inhibition activity), DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging, superoxide anion radical scavenging, ferric reducing power, and cupric reducing power (CUPRAC), and metal chelating activities. Total antioxidant activity was also measured according to the β-carotene bleaching method, and all four extracts exhibited stronger activity than known standards, namely butylated hydroxytoluene (BHT) and α-tocopherol. Particularly, higher activity was exhibited by roots with 93.1% and 84.1% inhibitions of chloroform and methanol extracts, while 82.2% and 82.0% inhibitions by stem extracts, respectively. However, both methanol extracts exhibited higher DPPH radical scavenging activity than the corresponding chloroform extracts, moreover, methanol extract of the stems showed better activity than BHT. In addition, both root extracts showed more potent superoxide anion radical scavenging activity than BHT, and comparable with well known radical scavenger l-ascorbic acid. Except chloroform extract of the roots, the other three extracts exhibited better metal chelating activity than quercetin. Also, total phenolic and flavonoid contents in both extracts of the roots and stems of R. ribes were determined as pyrocatechol and quercetin equivalents, respectively.     

锌对枸杞提取物抗氧化活性的影响

针对天然提取物单独使用时其抗氧化活性不及人工合成抗氧化物强的问题,以氯化锌、葡萄糖酸锌、乙酸锌为原料与65%乙醇为溶剂超声波法提取的枸杞提取物进行络合反应,制备成复合物,采用油脂氧化法、β-胡萝卜素漂白法、清除DPPH自由基以及清除超氧阴离子自由基(O2－ ·)4种方法评价复合物和枸杞提取物的抗氧化活性,通过比较其抗氧化性,考察金属元素锌存在下对枸杞提取物抗氧化性能的影响。由于抗氧化机理的不同,锌离子的存在对枸杞提取物的抗氧化活性均有一定影响,其中乙酸锌与枸杞提取物络合产物(LZn2-AR)清除DPPH自由基、O2－ ·的能力最强,当络合物质量浓度为800mg/L时对DPPH自由基清除率可达85%,对O2－ ·清除率可达20%;葡萄糖酸锌与枸杞提取物络合物(LZn3-AR)的抗油脂氧化能力最强;氯化锌与枸杞提取物络合物具(LZn1-AR)有抗β-胡萝卜素氧化的能力;利用可见-紫外光谱分析可知,氯化锌、葡萄糖酸锌、乙酸锌与枸杞提取物制备成的络合物均出现新的吸收峰,表明均形成新物质。     

Chemical and antioxidative assessment of dietary turnip (Brassica rapa var. rapa L.)

The phenolic compounds and organic acids of turnip (Brassica rapa var. rapa L.) edible parts (leaves and stems, flower buds and roots) were determined by HPLC–DAD and HPLC–UV, respectively. The results revealed a profile composed of 14 phenolics (3-p-coumaroylquinic, caffeic, ferulic and sinapic acids, kaempferol 3-O-sophoroside-7-O-glucoside, kaempferol 3-O-sophoroside-7-O-sophoroside, kaempferol 3-O-(feruloyl/caffeoyl)-sophoroside-7-O-glucoside, kaempferol 3,7-O-diglucoside, isorhamnetin 3,7-O-diglucoside, kaempferol 3-O-sophoroside, 1,2-disinapoylgentiobiose, 1,2′-disinapoyl-2-feruloylgentiobiose, kaempferol 3-O-glucoside and isorhamnetin 3-O-glucoside) and six organic acids (aconitic, citric, ketoglutaric, malic, shikimic and fumaric acids). The quantification of the identified compounds showed kaempferol 3-O-sophoroside-7-O-glucoside, kaempferol 3-O-(feruloyl/caffeoyl)-sophoroside-7-O-glucoside, isorhamnetin 3,7-O-diglucoside and isorhamnetin 3-O-glucoside as the main phenolics, and malic acid as the organic acid present in highest amounts. A screening of the antioxidative potential was also performed by means of the DPPH radical scavenging assay. Turnip flower buds exhibited the strongest antioxidant capacity.     

不同工艺制备辣椒籽油的体外抗氧化活性比较

采用体外抗氧化活性试验模型,以Vc和VE作对照,比较研究超临界CO_2萃取、石油醚萃取及超临界CO_2萃取后脱色脱胶3种工艺制备的辣椒籽油的体外抗氧化活性。结果表明,不同工艺制备的辣椒籽油的还原能力以及对羟基自由基、超氧阴离子自由基和H_2O_2的清除率从高到低依次为超临界萃取后脱色脱胶、超临界萃取、石油醚萃取,对DPPH自由基清除率从高到低依次为石油醚萃取、超临界萃取、超临界萃取后脱色脱胶;超临界萃取后脱色脱胶、超临界萃取、石油醚萃取3种工艺制备的辣椒籽油对超氧阴离子自由基的IC_(50)分别为0.09,0.13,0.34mg/mL,对羟基自由基的IC_(50)分别为0.98,1.73,2.19 mg/mL,对DPPH自由基的IC_(50)分别为38.47,10.82,2.00 mg/mL;综合比较,采用超临界CO_2萃取后脱色脱胶制备的辣椒籽油体外抗氧化性最好     

Antioxidant abietane diterpenoids from Salvia barrelieri

The root extract of endemic Algerian Salvia species Salvia barrelieri Ettling and its diterpenoids were investigated for potential antioxidant activity. From its acetone extract, a new natural abietane diterpenoid 7-oxoroyleanone-12-methyl ether (1) and six known diterpenoids 7α-acetoxyroyleanone-12-methyl ether (2), royleanone (3), horminone (4), 7-acetylhorminone (5), cryptojaponol (6) and inuroyleanol (7) were isolated, and their structures were elucidated by spectroscopic means. Among the diterpenoids, the new diterpenoid 7-oxoroyleanone-12-methyl ether (1) showed highest superoxide anion scavenging activity while inuroyleanol (7) showed both the highest 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging activity and inhibition of lipid peroxidation in β-carotene–linoleic acid system. These findings indicate that S. barrelieri extract as well as isolated abietane diterpenes, particularly inuroyleanol are promising antioxidants which can be used as food additives.     

Antioxidant activity and total phenolics of edible mushroom extracts

Methanol and water crude extracts from Shiitake mushroom (Lentinus edodes) and straw mushroom (Volvariella volvacea) were investigated for their antioxidant capacity in three different assays, namely, the β-carotene and linoleic acid system, 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity, and inhibition of hemolysis of rat erythrocyte induced by peroxyl radicals. Among the four mushroom extracts, the water extract from L. edodes showed the most potent radical scavenging activity in each assay, showing 75.9% (at 20 mg/ml) in the β-carotene bleaching method, 55.4% in the DPPH radical scavenging method (at 6 mg/ml) and 94.9% of inhibition of erythrocyte hemolysis (at 5 mg/ml). Total phenolics in the water extracts were higher than that of the methanol ones. Positive correlations were found between total phenolic content in the mushroom extracts and their antioxidant activities. Edible mushrooms may have potential as natural antioxidants.     

Antioxidant activity of various extracts and fractions of Chenopodium quinoa and Amaranthus spp. seeds

The antioxidant potency of various extracts and fractions from Chenopodium quinoa and Amaranthus sp. was evaluated using three established methods, specifically the DPPH scavenging activity, FRAP, and β-carotene bleaching assays. Satisfying results were obtained, which lead to expect the use of these seeds as health-promoting ingredients. The antioxidant activity was less correlated to the phenolics content suggesting that non-phenolic compounds might play major free radicals scavenging activity in studied plant materials.     

Chemical composition and in vitro antioxidative activity of a lemon balm (Melissa officinalis L.) extract

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.     

Antioxidant compounds from a South Asian beverage and medicinal plant, Cassia auriculata

Cassia auriculata (Caesalpiniaceae) is a common South Asian beverage and medicinal plant widely used in tradition medicine for treating diabetes and various other disease conditions. The alcoholic extract of the aerial part of C. auriculata displayed potent antioxidant activity when assessed by DPPH radical scavenging, lipid peroxidation and reducing power analysis. Fractionation of the crude extract using solvents of ascending polarity showed that the ethyl acetate fraction is the most active followed by the chloroform fraction while the petroleum ether, n-butanol and water fractions were less active than the crude extract. Further activity-guided fractionation studies on the active fractions resulted in the isolation of the major antioxidant constituent kaempferol-3-O-rutinoside together with kaempferol, quercetin and luteolin. The identity of the compounds was established based on extensive spectroscopic studies including 2D NMR.     

Kumquat (Fortunella japonica Swingle) juice: Flavonoid distribution and antioxidant properties

The flavonoids composition of kumquat (Fortunella japonica) crude juice, obtained from uripe and ripe fruits, were investigated by reverse-phase LC-DAD-ESI-ITMS analysis. Thirteen compounds (C- and O-glycosyl flavonoids) were identified. Acacetin 3,6-di-C-glucoside (1), vicenin-2 (2), lucenin-2 4′-methyl ether (3) narirutin 4′-O-glucoside (4) and apigenin 8-C-neohesperidoside (5) were identified for the first time in kumquat juice. Furthermore, we report on the remarkable antioxidant properties of crude juice, of selected flavonoids fractions and of the main component, phloretin 3′,5′-di-C-glucoside (6).     

Anti-complementary activity of flavonoids from Gnaphalium affine D. Don

Gnaphalium affine D. Don, is used as a vegetable as well as a folk medicine in China for its anti-inflammatory, antitussive, and expectorant activities. Phytochemical investigation of the ethyl acetate (EtOAc) fraction of this plant led to isolation of three new acylated flavonol glycosides, apigenin 4′-O-β-d-(6″-E-caffeoyl)-glucopyranoside, luteolin 4′-O-β-d-(6″-E-caffeoyl)-glucopyranoside, and quercetin 4′-O-β-d-(6″-E-caffeoyl)-glucopyranoside, together with 24 known compounds. The structures of these compounds were determined by spectroscopic methods. All compounds were evaluated for their anti-complementary activity on the classical pathway of the complement system in vitro, and luteolin 4′-O-β-d-(6″-E-caffeoyl)-glucopyranoside exhibited highest anti-complementary activity with an IC₅₀ value of 0.045 ± 0.005 mg/ml. This is the first report of anti-complementary activity of G. affine D. Don, which displays the initial evidence that this plant is a potent complement inhibitor.     

Evaluation of antioxidant activities and total phenolic contents of typical malting barley varieties

Fourteen typical malting barley varieties from China were evaluated for their DPPH radical, ABTS radical cation and superoxide anion radical scavenging activities, reducing power, metal chelating activities, and total phenolic contents (TPC). All barley samples exhibited significant antioxidant activities determined by different assays, and contained significant levels of phenolic compounds. Gan4 and Wupi1 barley exhibited the highest DPPH radical scavenging activity, ABTS radical cation scavenging activity and reducing power. Gan4 and Humai16 barley showed the highest TPC, whereas the highest superoxide anion radical scavenging activity and metal chelating activity were found in Huaimai19 and Ken3 barley, respectively. The Pearson correlation analysis revealed that the TPC showed strong correlations with DPPH radical scavenging activity, ABTS radical cation scavenging activity, and reducing power (P < 0.01), whereas its correlations with superoxide anion radical scavenging activity and metal chelating activity were poor (P > 0.05). Moreover, DPPH radical scavenging activity, ABTS radical cation scavenging activity and reducing power were well positively correlated with each other (P < 0.01). Principal component analysis (PCA) was applied to understand the interrelationships among the measured antioxidant activity evaluation indices, and to gain an overview of the similarities and differences among the 14 barley varieties.     

Antioxidant and antiproliferative capacities of phenolics purified from Phyllanthus emblica L. fruit

Phyllanthus emblica is a widely distributed tropical medicinal plant with good therapeutic properties. Gallic acid, ellagic acid, mucic acid 1,4-lactone 3-O-gallate, isocorilagin, chebulanin, chebulagic acid and mallotusinin were isolated and purified from this plant. The antioxidant activities of these compounds were evaluated by in vitro models of scavenging superoxide anion radicals, DPPH radicals and ABTS radicals, chelating ability of ferrous ion and inhibition capability of Fe (II)-induced lipid peroxidation, respectively. The results revealed that all the tested phenolics showed strong radical scavenging activity, good potency to chelate Fe²⁺ and good inhibition ability of lipid peroxidation. Amongst mallotusinin and mucic acid 1,4-lactone 3-O-gallate were reported for the first time to have antioxidant activity. In addition, the in vitro antiproliferative activities of those phenolics against MCF-7 breast cancer cell lines were assessed. Although the growth inhibition values induced by different phenolics on MCF-7 cell line yielded different effects, all the tested phenolics had apparent capacities of inhibiting the survival of MCF-7 human cancer cell line.     

Carotenoids and antioxidant capacities from Canarium odontophyllum Miq. fruit

Carotenoids were isolated and identified from peel, pulp and seed fractions of Canarium odontophyllum Miq., and their antioxidant capacities were evaluated. all-trans-β-carotene was present in a large amount in peel (69.5 ± 1.0 mg/kg), followed by pulp (31.1 ± 0.76 mg/kg) and seed (15.1 ± 3.0 mg/kg). Additionally, 15-cis-β-carotene, 9-cis-β-carotene and 13-cis-β-carotenes were also major contributors to carotenoid contents in peel, pulp and seed fractions. Pulp exhibited excellent β-carotene bleaching activity, significantly higher than peel and seed; high 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging activity, whereas peel exhibited significantly higher scavenging activity of 2,2’-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid) (ABTS) radicals. All the extracts exhibited good inhibitory effect against hydrogen peroxide-induced haemoglobin oxidation, ranging from 45.3 to 59.7%. This is the first report about carotenoids and antioxidant capacities from C. odontophyllum fruit, and indicates that this fruit can be explored and promoted as a potential source of natural antioxidants.