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Sample records for acylated anthocyanin transporters1woa

  1. Stability-increasing effects of anthocyanin glycosyl acylation.

    Zhao, Chang-Ling; Yu, Yu-Qi; Chen, Zhong-Jian; Wen, Guo-Song; Wei, Fu-Gang; Zheng, Quan; Wang, Chong-De; Xiao, Xing-Lei

    2017-01-01

    This review comprehensively summarizes the existing knowledge regarding the chemical implications of anthocyanin glycosyl acylation, the effects of acylation on the stability of acylated anthocyanins and the corresponding mechanisms. Anthocyanin glycosyl acylation commonly refers to the phenomenon in which the hydroxyl groups of anthocyanin glycosyls are esterified by aliphatic or aromatic acids, which is synthetically represented by the acylation sites as well as the types and numbers of acyl groups. Generally, glycosyl acylation increases the in vitro and in vivo chemical stability of acylated anthocyanins, and the mechanisms primarily involve physicochemical, stereochemical, photochemical, biochemical or environmental aspects under specific conditions. Additionally, the acylation sites as well as the types and numbers of acyl groups influence the stability of acylated anthocyanins to different degrees. This review could provide insight into the optimization of the stability of anthocyanins as well as the application of suitable anthocyanins in food, pharmaceutical and cosmetic industries. PMID:27507456

  2. Enzymatic Acylation of Anthocyanin Isolated from Black Rice with Methyl Aromatic Acid Ester as Donor: Stability of the Acylated Derivatives.

    Yan, Zheng; Li, Chunyang; Zhang, Lixia; Liu, Qin; Ou, Shiyi; Zeng, Xiaoxiong

    2016-02-10

    The enzymatic acylation of anthocyanin from black rice with aromatic acid methyl esters as acyl donors and Candida antarctica lipase B was carried out under reduced pressure. The highest conversion of 91% was obtained with benzoic acid methyl ester as acyl donor; cyanidin 3-(6″-benzoyl)-glucoside, cyanidin 3-(6″-salicyloyl)-glucoside, and cyanidin 3-(6″-cinnamoyl)-glucoside were successfully synthesized. This is the first report on the enzymatic acylation of anthocyanin from black rice with methyl aromatic esters as acyl donors and lipase as biocatalyst. Furthermore, the acylation with aromatic carboxylic acids enhanced both the thermostability and light resistivity of anthocyanin. In particular, cyanidin 3-(6″-cinnamoyl)-glucoside was the most stable among the three acylated anthocyanins synthesized. PMID:26766135

  3. A New Acylated Anthocyanin from the Red Flowers of Camellia hongkongensis and Characterization of Anthocyanins in the Section Camellia Species

    Jian-Bin Li; Fumio Hashimoto; Keiichi Shimizu; Yusuke Sakata

    2009-01-01

    Twelve anthocyanins (1-12) were isolated from the red flowers of Camellia hongkongensis Seem. by chromatography using open columns. Their structures were elucidated on the basis of spectroscopic analyses, that is, proton-nuclear magnetic resonance, carbon 13-nuclear magnetic resonance, heteronuclear multiple quantum correlation, heteronuclear multiple bond correlation, high resolution electrospray ionization mass and ultraviolet visible spectroscopies. Out of these anthocyanins, a novel acylated anthocyanin, cyanidin 3-O-(6-O-(Z)-p-coumaroyl)-β-galactopyranoside (6), two known acylated anthocyanins, cyanidin 3-O-(6-O-(E)-p-coumaroyl)-β-galactopyranoside (7) and cyanidin 3-O-(6-O-(E)-caffeoyl)-β-galactopyranoside (8), and three known delphinidin glycosides (10-12) were for the first time isolated from the genus Camellia. Furthermore, pigment components in C. japonica L., C. chekiangoleosa Hu and C. semiserrata Chi were studied.The results indicated that the distribution of anthocyanins was differed among these species. Delphinidin glycoside was only detected in the flowers of C. hongkongensis, which is a special and important species in the section Camellia. Based on the characterization of anthocyanins in the section Camellia species, there is a close relationship among these species,and C. hongkongensis might be an important parent for creating new cultivars with bluish flower color.

  4. Acylated anthocyanins from sprouts of Raphanus sativus cv. Sango: isolation, structure elucidation and antioxidant activity.

    Matera, Riccardo; Gabbanini, Simone; Berretti, Serena; Amorati, Riccardo; De Nicola, Gina Rosalinda; Iori, Renato; Valgimigli, Luca

    2015-01-01

    Little is known on structure-activity relationships of antioxidant anthocyanins. Raphanus sativus cv Sango sprouts are among the richest sources (270 mg/100 g fresh weight). We isolated from sprouts' juice 9 acylated anthocyanins, including 4 new compounds. All comprise a cyanidin core bearing 3-4 glucose units, multiply acylated with malonic and phenolic acids (ferulic and sinapic). All compounds were equally effective in inhibiting the autoxidation of linoleic acid in aqueous micelles, with rate constant for trapping peroxyl radicals kinh=(3.8 ± 0.7) × 10(4)M(-1)s(-1) at 37 °C. In acetonitrile solution kinh varied with acylation: (0.9-2.1) × 10(5)M(-1)s(-1) at 30 °C. Each molecule trapped a number n of peroxyl radicals ranging from 4 to 7. Anthocyanins bearing sinapic acid were more effective than those bearing the ferulic moiety. Under identical settings, deacylated cyanin, ferulic and sinapic acids had kinh of 0.4 × 10(5), 0.3 × 10(5) and 1.6 × 10(5)M(-1)s(-1) respectively, with n ranging 2-3. Results show the major role of acylation on antioxidant performance. PMID:25053073

  5. High concentrations of aromatic acylated anthocyanins found in cauline hairs in Plectranthus ciliatus.

    Jordheim, Monica; Calcott, Kate; Gould, Kevin S; Davies, Kevin M; Schwinn, Kathy E; Andersen, Øyvind M

    2016-08-01

    Vegetative shoots of a naturalized population of purple-leaved plectranthus (Plectranthus ciliatus, Lamiaceae) were found to contain four main anthocyanins: peonidin 3-(6″-caffeoyl-β-glucopyranoside)-5-β-glucopyranoside, peonidin 3-(6″-caffeoyl-β-glucopyranoside)-5-(6‴-malonyl-β-glucopyranoside), peonidin 3-(6″-E-p-coumaroyl-β-glucopyranoside)-5-(6‴-malonyl-β-glucopyranoside), and peonidin 3-(6″-E-p-coumaroyl-β-glucopyranoside)-5-β-glucopyranoside. The first three of these pigments have not been reported previously from any plant. They all follow the typical anthocyanin pattern of Lamiaceae, with universal occurrence of anthocyanidin 3,5-diglucosides and aromatic acylation with p-coumaric and sometimes caffeic acids; however, they differ by being based on peonidin. The four anthocyanins were present in the leaves (22.2 mg g(-1) DW), and in the xylem and interfascicular parenchyma of the stem. They were exceptionally abundant, among the highest reported for any plant organ, in epidermal hairs on some of the stem internodes (101 mg g(-1) DW). Anthocyanin content in these hairs increased more than three-fold from the youngest to the fourth-youngest internodes. In situ absorbances (λmax ≈ 545 nm) were bathochromic in comparison to absorbances of the isolated anthocyanins in their flavylium form in acidified aqueous solutions (λmax = 525 nm), suggesting that the anthocyanins occur both in quinoidal and flavylium forms in constant proportions in the anthocyanic hair cells. The most distinctive observation with respect to relative proportions of individual anthocyanins was found in de-haired internodes, for which anthocyanin caffeoyl-derivatives decreased, and anthocyanin coumaroyl-derivatives increased, from the youngest to the fourth-youngest internode. PMID:27165277

  6. New acylated anthocyanins and other flavonoids from the red flowers of Clematis cultivars.

    Hashimoto, Masanori; Suzuki, Toshisada; Iwashina, Tsukasa

    2011-11-01

    Six new acylated cyanidin glycosides, cyanidin 3-O-beta-(2''-E-caffeoylglucopyranosyl)-(1 --> 2)-O-beta-galactopyranoside (1), cyanidin 3-O-beta-(2''-E-caffeoylglucopyranosyl)-(1 --> 2)-O-beta-(6''-malonylgalactopyranoside) (2), cyanidin 3-O-beta-(2''-E-caffeoylglucopyranosyl)-(1 --> 2)-O-beta-(6''-succinylgalactopyranoside) (3), cyanidin 3-O-beta-(2''-E-caffeoylglucopyranosyl)-(1 --> 2)-O-beta-galactopyranoside-3''- O-beta-glucuronopyranoside (4), cyanidin 3-O-beta-(2''-E-caffeoylglucopyranosyl)-(1 --> 2)-O-beta-(6''-malonylgalactopyranoside)-3'-O-beta-glucuronopyranoside (5), and cyanidin 3-O-beta-(2'-E-feruloylglucopyranosyl)-(1 --> 2)-O-beta-(6''-malonylgalactoside)-3' -O-beta-glucuronopyranoside (6), were isolated from the red flowers of two Clematis cultivars, 'Niobe'and 'Madame Julia Correvon'. The chemical structures of the isolated anthocyanins were determined by UV, LC-MS, HPLC, TLC, characterization of hydrolysates, and 1H and 13C NMR spectroscopy, including H-H COSY, C-H COSY, HMBC, HMQC and NOESY. The last three anthocyanins were widely distributed in 37 red flower Clematis cultivars. On the other hand, the first three compounds were found only in two cultivars. Five known flavonol glycosides, kaempferol 3-O-glucoside, kaempferol 3-O-rutinoside, quercetin 3-O-galactoside, quercetin 3-O-glucoside and quercetin 3-O-rutinoside, were isolated from the flowers of'Madame Julia Correvon'. PMID:22224277

  7. Bioavailability of Anthocyanins from Purple Carrot Juice: Effects of Acylation and Plant Matrix

    Bioavailability of anthocyanins from juiced purple carrots was investigated through a human feeding study. Ten healthy adults consumed three doses of purple carrot juice, and bioavailability was assessed by appearance of anthocyanins in plasma for 8 hours after the dose. Doses were 50 mL, 150 mL, ...

  8. Study on stability and oxygen radicals scavenging capacity of acylated blueberries anthocyanins%酰基化蓝莓花色苷的稳定性和对氧自由基清除能力

    李颖畅; 李冰心; 吕春茂; 孟宪军

    2012-01-01

    The instability of natural anthocyanins was a big obstacle for its usage in food as colorants.In order to improve the stability of anthocyanins, molecular modification was used.The molecular modification of blueberry anthocyanins by acylation, the light, thermal stability and scavenging oxygen radicals of acylated anthocyanins were studied.The UV absorption spectrum and infrared spectrum showed that the blueberry anthocyanins had been acylated.Light and heat stability of acylated anthocyanins were significantly increased being compared with no acylated anthocyanins, but the capability of acylated anthocyanins on scavenging the hydroxyl radical, superoxide anion radical were weaker than those no acylated anthocyanins.lC~0 of scavenging hydroxyl radical and superoxide anion was 0.74,3.14mg/mL, respectively.%由于天然花色苷稳定性差,严重阻碍了其在食品工业中的广泛应用。为了改善花色苷的稳定性,采用分子修饰的方法,通过酰基化反应修饰蓝莓花色苷,并研究酰化后蓝莓花色苷的光、热稳定性和对氧自由基的清除能力。通过紫外吸收光谱和红外光谱表明蓝莓花色苷已经酰基化。相对未酰化的蓝莓花色苷,酰基化蓝莓花色苷的光、热稳定性显著提高,但清除羟基自由基、超氧阴离子自由基的能力略有下降,清除羟自由基、超氧阴离子自由基的IC,。分别为0.74、3.14mg/mL。

  9. Characterization of Acylated Anthocyanins in Callus Induced From Storage Root of Purple-Fleshed Sweet Potato, Ipomoea batatas L

    Terahara N.; Konczak I.; Ono H.; Yoshimoto M.; Yamakawa O.

    2004-01-01

    Four anthocyanins were isolated from a highly pigmented callus induced from the storage root of purple-fleshed sweet potato (Ipomoea batatas L) cultivar Ayamurasaki. The anthocyanins were respectively identified as cyanidin 3- O -(2- O -(6- O -( E )-caffeoyl- β -D-glucopyranosyl)- β -D-glucopyranoside)-5- O - β -D-glucopyranoside, cyanidin 3- O -(2- O -(6- O -( E )- p -coumaroyl- β -D-glucopyranosyl)-6- O -( E )-caffeoyl- β -D-glucopyranoside)-5- O -...

  10. Anthocyanin pigments in strawberry

    Lopes-da-Silva, M.F.; Escribano-Bailón, M.T.; Perez-Alonso, J.J.; Rivas-Gonzalo, J.C.; Santos-Buelga, Celestino

    2007-01-01

    The anthocyanin composition was analysed in strawberry fruits from five different cultivars (cv. Eris, Oso Grande, Carisma, Tudnew and Camarosa). Twenty-five defined anthocyanin pigments were detected, most of them containing Pelargonidin (Pg) as aglycone; some cyanidin (Cy) derivatives were also found. Glucose and rutinose were the usual substituting sugars, although arabinose and rhamnose were also tentatively identified; some minor anthocyanins showed acylation with aliphatic acids. A rele...

  11. LC-PDA-EIS/MSn identification of new anthocyanins in purple radish (Raphanus sativus L. variety)

    An LC-PDA-ESI/MSn profiling method was used for a comprehensive study of the anthocyanins of purple Bordeaux radish. This study identified 57 anthocyanins: 23 acylated cyanidin 3-sophoroside-5-diglucosides, 12 acylated cyanidin 3-(glucosylacyl) acylsophoroside-5-diglucosides, and 22 acylated cyanid...

  12. KARAKTERISTIK WARNA DAN AKTIVITAS ANTIOKSIDAN ANTOSIANIN UBI JALAR UNGU [Color Characteristics and Antioxidant Activity of Anthocyanin Extract from Purple Sweet Potato

    Ai Mahmudatussa’adah1,2)*; Dedi Fardiaz2); Nuri Andarwulan1,3); dan Feri Kusnandar1,3)

    2014-01-01

    Anthocyanin is a natural pigment that produces a range of colors, varying from red, purple, blue to yellow. The stability of the anthocyanin color is affected by pH, temperature, and light. Purple sweet potato is rich in anthocyanin, particularly a stable acylated anthocyanin. This research was conducted to study the effect of pH on color and antioxidative activity of anthocyanin extracted from purple sweet potatoes, harvested from Cilembu-Sumedang, Banjaran-Bandung, and Pakembangan-Kuningan....

  13. Achievements and perspectives in biochemistry concerning anthocyanin modification for blue flower coloration.

    Sasaki, Nobuhiro; Nakayama, Toru

    2015-01-01

    Genetic engineering of roses and other plants of floricultural importance to give them a truly blue petal color is arguably one of the holy grails of plant biotechnology. Toward this goal, bluish carnations and roses were previously engineered by establishing an exclusive accumulation of delphinidin (Dp)-type anthocyanins in their petals via the heterologous expression of a flavonoid 3',5'-hydroxylase gene. Very recently, purple-blue varieties of chrysanthemums were also genetically engineered via a similar biochemical strategy. Although the floral colors of these transgenic plants still lack a true blue color, the basis for the future molecular breeding of truly blue flowers is via the engineering of anthocyanin pathways. Anthocyanins with multiple aromatic acyl groups (often referred to as polyacylated anthocyanins) in the 3'- or 7-position tend to display a more stable blue color than non-acylated anthocyanins. The 7-polyacylation process during the biosynthesis of purple-blue anthocyanins in delphinium (Delphinium grandiflorum) was found to occur in vacuoles using acyl-glucose as both the glucosyl and acyl donor. Glucosyltransferases and acyltransferases involved in anthocyanin 7-polyacylation in delphinium are vacuolar acyl-glucose-dependent enzymes belonging to the glycoside hydrolase family 1 and serine carboxypeptidae-like protein family, respectively. The 7-polyacylation proceeds through the alternate glucosylation and p-hydroxybenzoylation catalyzed by these enzymes. p-Hydroxybenzoyl-glucose serves as the p-hydroxybenzoyl and glucosyl donor to produce anthocyanins modified with a p-hydroxybenzoyl-glucose concatemer at the 7-position. This novel finding has provided a potential breakthrough for the genetic engineering of truly blue flowers, where polyacylated Dp-type anthocyanins are accumulated exclusively in the petals. PMID:25015943

  14. Anthocyanins and heart disease

    Anthocyanins are red, blue, and purple pigments distributed throughout nature, and in our diet. One potential health benefit of dietary anthocyanins is protection against cardiovascular disease (CVD). Evidence for beneficial effects of anthocyanins with respect to heart disease comes from epidemio...

  15. Anthocyanin Accumulation, Antioxidant Ability and Stability, and a Transcriptional Analysis of Anthocyanin Biosynthesis in Purple Heading Chinese Cabbage (Brassica rapa L. ssp. pekinensis).

    He, Qiong; Zhang, Zhanfeng; Zhang, Lugang

    2016-01-13

    Heading Chinese cabbage (Brassica rapa L. ssp. pekinensis) is a significant dietary vegetable for its edible heading leaves in Asia countries. The new purple anthocyanin-rich pure line (11S91) was successfully bred, and the anthocyanins were mainly distributed in 2-3 cell layers beneath the leaf epidermis, whereas siliques and stems accumulated only a cell layer of anthocyanins. The anthocyanins of 11S91 were more stable at pHs below 3.0 and temperatures below 45 °C. The total antioxidant ability was highly positive correlated with the anthocyanin content in 11S91. Thirty-two anthocyanins were separated and identified, and 70% of them were glycosylated and acylated cyanidins. The four major anthocyanins present were cyanidin-3-sophoroside(p-coumaroyl)-5-glucoside(malonyl), cyanidin-3-sophoroside(ferulyl)-5-glucoside(malonyl), cyanidin-3-sophoroside(sinapyl-p-coumaroyl)-5-glucoside(malonyl), and cyanidin-3-sophoroside-(sinapyl-ferulyl)-5-glucoside(malonyl). According to the expression of biosynthetic genes and the component profile of anthocyanins in 11S91 and its parents, regulatory genes BrMYB2 and BrTT8 probably activate the anthocyanin biosynthesis but other factors may govern the primary anthocyanins and the distribution. PMID:26709726

  16. Hydrophilic interaction chromatographic analysis of anthocyanins.

    Willemse, Chandré M; Stander, Maria A; de Villiers, André

    2013-12-01

    Hydrophilic interaction chromatography (HILIC) provides an alternative separation mode for the analysis of phenolic compounds, in which aqueous-organic mobile phases with polar stationary phases are used. This paper reports the evaluation of HILIC for the analysis of the natural pigments anthocyanins, which are of importance because of their chromophoric properties and a range of health benefits associated with their consumption. Several HILIC stationary phases (silica, diol, amine, cyanopropyl and amide) and mobile phase combinations were evaluated, with the latter proving particularly important due to the distinctive chromatographic behaviour of anthocyanins. Diode array detection was used for selective detection of anthocyanins, while high resolution quadrupole-time-of-flight mass spectrometry (Q-TOF-MS) was used for compound identification. The potential of HILIC separation is demonstrated for a range of anthocyanins varying in glycosylation and acylation patterns found in blueberries, grape skins, black beans, red cabbage and red radish. HILIC is shown to be a complementary separation method to reversed phase liquid chromatography (RP-LC) due to the alternative retention mechanism. PMID:24188998

  17. Bioavailability of anthocyanins.

    Fang, Jim

    2014-11-01

    Anthocyanins are a subgroup of flavonoids responsible for the blue, purple, and red color of many fruits, flowers, and leaves. Consumption of foods rich in anthocyanins has been associated with a reduced risk of cardiovascular disease and cancer. The fate of anthocyanins after oral administration follows a unique pattern rather different from those of other flavonoids. Anthocyanins could be absorbed from the stomach as well as intestines. Active transporters may play a role in the absorption of anthocyanins from the stomach as well as in their transfer within the kidney or liver. Anthocyanins such as cyanidin-3-glucoside and pelargonidin-3-glucoside could be absorbed in their intact form into the gastrointestinal wall; undergo extensive first-pass metabolism; and enter the systemic circulation as metabolites. Phenolic acid metabolites were found in the blood stream in much higher concentrations than their parent compounds. These metabolites could be responsible for the health benefits associated with anthocyanins. Some anthocyanins can reach the large intestine in significant amounts and undergo decomposition catalyzed by microbiota. In turn, these decomposition products may contribute to the health effects associated with anthocyanins in the large intestine. This review comprehensively summarizes the existing knowledge about absorption, distribution, metabolism, and elimination of anthocyanins as well as their decomposition within the gastrointestinal lumen. PMID:25347327

  18. Temperature dependency of shelf and thermal stabilities of anthocyanins from corn distillers' dried grains with solubles in different ethanol extracts and a commercially available beverage.

    de Mejia, Elvira Gonzalez; Dia, Vermont P; West, Leslie; West, Megan; Singh, Vijay; Wang, Zhaoqin; Allen, Charlotte

    2015-11-18

    The objective was to determine the shelf and thermal stabilities of anthocyanins from distillers' dried grains with solubles (DDGS) extracted with different ethanol concentrations as well as a semi-purified Maiz Morado (purple corn) anthocyanin extract added to a commercially available beverage. Storage for 6 weeks of DDGS showed an overall reduction of anthocyanins from 6.8 to 73.7%. In DDGS, an ethanol increase from 0 to 25% resulted in less sensitivity of anthocyanin to temperature changes. Acylation resulted in faster degradation and higher reaction rate constants than their corresponding non-acylated forms. Anthocyanin changes were accompanied by an overall increase in lightness and a decrease in redness. Storage of beverage for 12 weeks at 4 °C resulted in a 25.5% reduction of anthocyanin. Results have important implications in selecting colored corn as an economical source of food colorants. PMID:26556543

  19. Relation Between Anthocyanin Structures and Color in Red Wine: a Review%红葡萄酒花色苷结构和颜色的关系研究进展

    韩富亮; 李杨; 李记明; 徐岩

    2011-01-01

    花色苷是红葡萄酒颜色的主要物质基础.本文根据花色苷结构,对其进行了分类,即基本花色苷(非酰化花色苷)、酰化花色苷、吡喃花色苷和聚合花色苷;并对其结构和颜色的关系进行了综述讨论,为葡萄酒颜色机理的研究提供参考.%Anthocyanins are responsible for red wine color. In this review , the anthocyanins are classified into four groups according to their structure: common anthocyanins (non-acylated anthocyanins), acylated anthocyanins, pyranoanthocyanins and polymeric anthocyanins; then expatiate on their contribution for wine color based on their structures in order to better understand the color changing mechanism of red wine.

  20. Chemical taxonomy of red-flowered wild Camellia species based on floral anthocyanins.

    Li, Jian-Bin; Hashimoto, Fumio; Shimizu, Keiichi; Sakata, Yusuke

    2013-01-01

    This study uses anthocyanins in the red flowers of section Camellia as taxonomic markers to investigate the phenetic relationships among 33 wild species from China, Taiwan, and Japan. The 25 anthocyanins from section Camellia produced 38 pigment patterns that serve as phenetic markers. Principal Component Analysis (PCA) indicated that the attachment of one or two glucoses to the cyanidin-core structure at the 3- or the 3- and 5-positions, respectively, was the most influential pattern against the first factor, Z₁. In addition, two alternative pigment patterns, acylated or non-acylated, and the structural isomerism (cis- or trans-) of the p-coumaroyl group were relatively significant patterns. Ward's minimum-variance cluster analysis (WMVCA) produced a dendrogram that consisted of two sub-clusters. One sub-cluster (A) was constructed by species that have mainly two types of anthocyanins: 3,5-di-O-β-glucosides (Camellia saluenensis) and sambubioside of cyanidin (Camellia reticulata). The other sub-cluster (B) was made up of the 3-O-β-glucosides of cyanidin (Camellia japonica) and delphinidin (Camellia hongkongensis), with a higher proportion of the 3-O-β-galactosides (Camellia mairei and Camellia boreali-yunnanica). The former group showed a higher proportion of acylation, over 63%, but with the exception of Camellia azalea. The latter group showed less than 52% acylation, but with the exception of C. hongkongensis and C. boreali-yunnanica. PCA and WMVCA indicated that the greater the amount of di-O-glycosides and acylation, the more primitive anthocyanin traits the species possess. Based on these results, in conjunction with geographical and literary information, the data suggest that the Xinan district is the site/center of origin for the red-flowered Camellia species of which both C. saluenensis and C. reticulata have the most primitive anthocyanin traits. PMID:23122772

  1. Anthocyanin analyses of Vaccinium fruit dietary supplements

    Vaccinium fruit ingredients within dietary supplements were identified by comparisons with anthocyanin analyses of known Vaccinium profiles (demonstration of anthocyanin fingerprinting). Available Vaccinium supplements were purchased and analyzed; their anthocyanin profiles (based on HPLC separation...

  2. Anthocyanins Present in Some Tropical Fruits.

    Many tropical fruits are rich in anthocyanins, though limited information is available about the characterization and quantification of these anthocyanins. The identification of anthocyanin pigments in four tropical fruits was determined by ion trap mass spectrometry. Fruits studied included acero...

  3. Principal Component Regression Analysis of the Relation Between CIELAB Color and Monomeric Anthocyanins in Young Cabernet Sauvignon Wines

    Chang-Qing Duan

    2008-11-01

    Full Text Available Color is one of the key characteristics used to evaluate the sensory quality of red wine, and anthocyanins are the main contributors to color. Monomeric anthocyanins and CIELAB color values were investigated by HPLC-MS and spectrophotometry during fermentation of Cabernet Sauvignon red wine, and principal component regression (PCR, a statistical tool, was used to establish a linkage between the detected anthocyanins and wine coloring. The results showed that 14 monomeric anthocyanins could be identified in wine samples, and all of these anthocyanins were negatively correlated with the L*, b* and H*ab values, but positively correlated with a* and C*ab values. On an equal concentration basis for each detected anthocyanin, cyanidin-3-O-glucoside (Cy3-glu had the most influence on CIELAB color value, while malvidin 3-O-glucoside (Mv3-glu had the least. The color values of various monomeric anthocyanins were influenced by their structures, substituents on the B-ring, acyl groups on the glucoside and the molecular steric structure. This work develops a statistical method for evaluating correlation between wine color and monomeric anthocyanins, and also provides a basis for elucidating the effect of intramolecular copigmentation on wine coloring.

  4. Oxidative acylation using thioacids

    Liu, R.; Orgel, L. E.

    1997-01-01

    Several important prebiotic reactions, including the coupling of amino acids into polypeptides by the formation of amide linkages, involve acylation. Theae reactions present a challenge to the understanding of prebiotic synthesis. Condensation reactions relying on dehydrating agents are either inefficient in aqueous solution or require strongly acidic conditions and high temperatures. Activated amino acids such as thioester derivatives have therefore been suggested as likely substrates for prebiotic peptide synthesis. Here we propose a closely related route to amide bond formation involving oxidative acylation by thioacids. We find that phenylalanine, leucine and phenylphosphate are acylated efficiently in aqueous solution by thioacetic acid and an oxidizing agent. From a prebiotic point of view, oxidative acylation has the advantage of proceeding efficiently in solution and under mild conditions. We anticipate that oxidative acylation should prove to be a general method for activating carboxylic acids, including amino acids.

  5. Anthocyanins as Functional Food Colors

    Motohashi, Noboru; Sakagami, Hiroshi

    Anthocyanins, a proanthocyanidin-type of flavonoid, contain an abundance of functional phytochemicals and occur in fruits such as cranberry, blueberry, orange, apple and in vegetables such as tomato, sweet pepper, spinach, and radishes. Functional and essential diets have been ingested in daily life since the primitive era of history. When anthocyanins are coupled with some water-soluble sugar molecules, their color becomes red, yellow, violet, or blue. It is very intriguing that anthocyanins provide the colorful variety of pigments for pansies, petunias, plums, and other diverse flowers. Chlorophyll in various fruits and vegetables is the main green phyto-component, while anthocyanins are probably the most important visible plant pigments in the natural kingdom having specific colors. Anthocyanins have been clinically used in many folklore medicines worldwide. Anthocyanins could provide health benefits for age-related diseases as well as other diseases. Anthocyanins have higher antioxidant capacity against oxidative stress induced by excess reactive oxygen species (ROS) such as superoxide radicals, hydrogen peroxide, and thus the human body might be protected from oxidative injury by anthocyanins. On the basis of these facts, we review the synthesis of plant flavonoids and their ability to scavenge oxidants, inhibit or activate enzymes, and the safety of proanthocyanidins and anthocyanidins present in common foods.

  6. Effect of Three Training Systems on Grapes in a Wet Region of China: Yield, Incidence of Disease and Anthocyanin Compositions of Vitis vinifera cv. Cabernet Sauvignon.

    Liu, Mei-Ying; Chi, Ming; Tang, Yong-Hong; Song, Chang-Zheng; Xi, Zhu-Mei; Zhang, Zhen-Wen

    2015-01-01

    Grapevine training systems determine the suitability for grape varieties in a specific growing region. We evaluated the influence of three training systems, Single Guyot (SG), Spur-pruned Vertical Shoot-Positioned (VSP), and Four-Arm Kniffin (4AK), on the performance of grapes and vines of Vitis vinifera L. cv. Cabernet Sauvignon in the 2012 and 2013 growing seasons in a wet region of central China. 4AK was the most productive system in comparison to SG and VSP. SG and VSP had lower disease infections of leaves and berries, especially in the mid- and final stage of berry ripening. Three training systems had no impact on berry maturity. PLS-DA (Partial Least Squares-Discriminant) analysis showed that the relatively dry vintage could well discriminate three training systems, but the wet vintage was not. A wet vintage of 2013 had more accumulation of 3'5'-substituted and acylated anthocyanins, including malvidin-3-O-(6-O-acetyl)-glucoside, malvidin-3-O-glucoside, and petunidin-3-O-(cis-6-O-coumaryl)-glucoside, etc. With regard to the effect of training systems, 4AK grapes had the lowest concentrations of total anthocyanins and individual anthocyanins, SG and VSP differed according to the different vintages, and showed highest concentration of total individual anthocyanins in 2012 and 2013, respectively. Generally, VSP benefited the most, contributing to significantly highest levels of total individual anthocyanins, and major anthocyanin, including malvidin-3-O-glucoside and malvidin-3-O-(6-O-acetyl)-glucoside, and the grapes obtained from VSP presented significantly highest proportion of 3'5'-substituted anthocyanins. With regard to the ratios of 3'5'/3'-substituted, methoxylated/non-methoxylated and acylated/non-acylated anthocyanins, the significantly higher levels were also shown in VSP system. In summary, VSP was the best training system for Cabernet Sauvignon to accumulate relatively stable individual anthocyanins in this wet region of China and potentially in

  7. Selection of anthocyanin-accumulating potato (Solanum tuberosum L.) cell lines from calli derived from seedlings produced by gamma-irradiated seeds

    Callus cell lines of potato (Solanum tuberosum L. cv. Zarevo) were obtained from seedlings germinated from gamma-irradiated seeds (200 Gy). Some of these cell lines produce red-violet pigments which were identified as acylated anthocyanins. The major anthocyanin was determined to be peonidin 3-O-[6-O-(4-O-E-p-coumaroyl-rhamnosyl)-glucoside]-5-O-glucoside (“peonanin”). Single cell-derived protoclones from non-pigmented protoplasts sometimes also gave rise to pigmented cell clusters thus indicating that the changes in the expression of the anthocyanin pathway can also occur after the stage of initial callus induction

  8. KARAKTERISTIK WARNA DAN AKTIVITAS ANTIOKSIDAN ANTOSIANIN UBI JALAR UNGU [Color Characteristics and Antioxidant Activity of Anthocyanin Extract from Purple Sweet Potato

    Ai Mahmudatussa’adah1,2*

    2014-12-01

    Full Text Available Anthocyanin is a natural pigment that produces a range of colors, varying from red, purple, blue to yellow. The stability of the anthocyanin color is affected by pH, temperature, and light. Purple sweet potato is rich in anthocyanin, particularly a stable acylated anthocyanin. This research was conducted to study the effect of pH on color and antioxidative activity of anthocyanin extracted from purple sweet potatoes, harvested from Cilembu-Sumedang, Banjaran-Bandung, and Pakembangan-Kuningan. The experiments applied a completely randomized design with two replicates, analyzed in triplo. The results showed that the total number of monomeric anthocyanin in purple sweet potato harvested from Cilembu (3.78±0.08 mg cyanidin-3-glucoside/g dry weight, dw was higher than that of Banjaran (3.18±0.01 mg/g and Pakembangan (2.25±0.01 mg/g. The color of purple sweet potato anthocyanin extract was pH dependent. The color changed from red to faded red, purple, blue, green, and yellow as the pH increased from 1 to 14. The content of anthocyanins from three locations of purple sweet potatoes differed from each other (p<0.05. Radical scavenging activity and reducing power of purple sweet potato anthocyanins extracted at pH 1 was higher than that at pH 4.5 and pH 7.

  9. Acyl-acyl carrier protein: Lysomonogalactosyldiacylglycerol acyl transferase in Anabaena variabilis

    Monogalactosyldiacylglycerol was produced when membranes isolated from the cyanobacterium, Anabaena variabilis, and washed free of soluble endogenous constituents, were incubated with (14C)acyl-acyl carrier protein. This enzymatic synthesis of monogalactosyldiacylglycerol localized in the membranes was not dependent on any added cofactors, such as ATP, coenzyme A, and dithiothreitol. Palmitoyl-, stearoyl-, and oleoyl-acyl carrier proteins were approximately equally active as substrates with Km of 0.37, 0.36, and 0.23 μM, respectively. The (14C)acyl group was exclusively transferred to the sn-1 hydroxyl of the glycerol backbone of monogalactosyldiacylglycerol as demonstrated by hydrolysis of all incorporated acyl groups by the lipase from Rhizopus arrhizus delamar. Using a double labelled (14C)acyl-(14C)acyl carrier protein, this enzyme catalyzed the direct transfer of the acyl group from acyl-acyl carrier protein to an endogenous lysomonogalactosyldiacylglycerol to form monogalactosyldiacylglycerol. The transfer reaction mechanism was also confirmed by the increased activity with the addition of the lysomonogalactosyldiacylglycerol suspension. A specific galactolipid acyl hydrolase activity was released into the soluble protein fraction when the membranes of Anabaena variabilis were treated with 2% Triton X-100. The positional specificity of this acyl hydrolase was demonstrated to be similar to that of Rhizopus lipase, i.e. only the acyl group at the sn-1 position was hydrolyzed. The acyl hydrolase which was also localized in the membrane fraction of Anabaena variabilis was presumably responsible for producing endogenous lysomonogalactosyldiacylglycerol used by the acyltransferase

  10. Anthocyanin stability: a chemometrical approach

    Cabrita, Luís; Fossen, Torgils; Flåten, Geir R.; Andersen, Øyvind M

    2002-01-01

    The stability of cyanidin 3-glucoside towards five different factors (pH, anthocyanin concentration, sodium chloride concentration, ascorbic acid concentration, Oxygen) was studied during 60 days storage at room temperature using a 2^4-1 reduced factorial design. The influence of each individual parameter on anthocyanin stability was found to vary as a function of time. Sodium chloride and ascorbic acid were, respectively, the variables most contributing to and against antho...

  11. Enzymatic acylation of starch.

    Alissandratos, Apostolos; Halling, Peter J

    2012-07-01

    Starch a cheap, abundant and renewable natural material has been chemically modified for many years. The popular modification acylation has been used to adjust rheological properties as well as deliver polymers with internal plasticizers and other potential uses. However the harsh reaction conditions required to produce these esters may limit their use, especially in sensitive applications (foods, pharmaceuticals, etc.). The use of enzymes to catalyse acylation may provide a suitable alternative due to high selectivities and mild reaction conditions. Traditional hydrolase-catalysed synthesis in non-aqueous apolar media is hard due to lack of polysaccharide solubility. However, acylated starch derivatives have recently been successfully produced in other non-conventional systems: (a) surfactant-solubilised subtilisin and suspended amylose in organic media; (b) starch nanoparticles dispersed in organic medium with immobilised lipase; (c) aqueous starch gels with lipase and dispersed fatty acids. We attempt a systematic review that draws parallels between the seemingly unrelated approaches described. PMID:22138593

  12. Genetical and biochemical evidence that the hydroxylation pattern of the anthocyanin B-ring in Silene dioica is determined at the p-coumaroyl-coenzyme a stage

    Kamsteeg, J.; Brederode, J. van; Nigtevecht, G. van

    1980-01-01

    In petals of Silene dioica, gene P controls the 3′-hydroxylation of the anthocyanin B-ring and the hydroxylation pattern of the hydroxycinnamoyl acyl group bound to the 4″'-hydroxyl group of rhamnose of anthocyanidin 3-rhamnosyl(1→6)glucoside-5-glucoside. In this paper, experiments are presented whi

  13. Anthocyanins facilitate tungsten accumulation in Brassica

    Hale, K.L.

    2002-11-01

    Accumulation of molybdenum in Brassica was recently found to be correlated with anthocyanin content, involving the formation of a blue complex. Here the role of anthocyanins in tungsten sequestration was investigated using three species of Brassica: B. rapa (cv. Fast plants), B. juncea (Indian mustard) and B. oleracea (red cabbage). Seedlings of B. rapa and B. juncea turned blue when supplied with colourless tungstate. The blue compound co-localized with anthocyanins in the peripheral cell layers, and the degree of blueness was correlated with anthocyanin content. The direct involvement of anthocyanins in the blue coloration was evident when purified anthocyanins showed a colour change from pink to blue in vitro upon addition of tungstate, over a wide pH range. Anthocyanin production was upregulated 3-fold by W in B. juncea, possibly reflecting a function for anthocyanins in W tolerance or sequestration. The presence of anthocyanins facilitated W accumulation in B. rapa: anthocyanin-containing seedlings accumulated 3-fold more W than an anthocyaninless mutant. There was no correlation between anthocyanin content and W tolerance under these conditions. The nature of the interaction between anthocyanins and tungstate was investigated. X-ray absorption spectroscopy showed no change in the local chemical environment of Wupon uptake of tungstate by the plant; HPLC analysis of purified anthocyanin with or without tungstate showed no peak shift after metal treatment.

  14. Effects of Climatic Conditions and Soil Properties on Cabernet Sauvignon Berry Growth and Anthocyanin Profiles

    Guo Cheng

    2014-09-01

    Full Text Available Climatic conditions and soil type have significant influence on grape ripening and wine quality. The reported study was conducted in two “Cabernet Sauvignon (Vitis vinifera L.V” vineyards located in Xinjiang, a semiarid wine-producing region of China during two vintages (2011 and 2012. The results indicate that soil and climate affected berry growth and anthocyanin profiles. These two localities were within a distance of 5 km from each other and had soils of different physical and chemical composition. For each vineyard, the differences of anthocyanin concentrations, and parameters concerning berry growth and composition between the two years could be explained by different climatic conditions. Soil effect was studied by investigation of differences in berry composition and anthocyanin profiles between the two vineyards in the same year, which could be explained mainly by the different soil properties, vine water and nitrogen status. Specifically, the soils with less water and organic matter produced looser clusters, heavier berry skins and higher TSS, which contributed to the excellent performance of grapes. Compared with 2011, the increases in anthocyanin concentrations for each vineyard in 2012 could be attributed to smaller number of extreme temperature (>35 °C days and rainfall, lower vine water status and N level. The explanation for higher anthocyanin concentrations in grape skins from the soils with less water and organic matter could be the vine status differences, lighter berry weight and heavier skin weight at harvest. In particular, grapes from the soils with less water and organic matter had higher levels of 3′5′-substituded, O-methylated and acylated anthocyanins, which represented a positive characteristic conferring more stable pigmentation to the corresponding wine in the future. The present work clarifies the effects of climate and soil on berry growth and anthocyanin profiles, thus providing guidance for production of

  15. Mulberry anthocyanin biotransformation by intestinal probiotics.

    Cheng, Jing-Rong; Liu, Xue-Ming; Chen, Zhi-Yi; Zhang, You-Sheng; Zhang, Ye-Hui

    2016-12-15

    This study was designed to evaluate mulberry anthocyanins bioconversion traits for intestinal probiotics. Five intestinal beneficial bacteria were incubated with mulberry anthocyanins under anaerobic conditions at 37°C, and bacterial β-glucosidase activity and anthocyanin level were determined. Results demonstrated that all strains could convert mulberry anthocyanins to some extent. With high β-glucosidase production capacity, Streptococcus thermophiles GIM 1.321 and Lactobacillus plantarum GIM 1.35 degraded mulberry anthocyanins by 46.17% and 43.62%, respectively. Mulberry anthocyanins were mainly biotransformed to chlorogenic acid, crypto-chlorogenic acid, caffeic acid, and ferulic acid during the anaerobic process. Non-enzymatic deglycosylation of anthocyanins also occurred and approximately 19.42% of the anthocyanins were degraded within 48h by this method. PMID:27451240

  16. Feasibility study of FT-MIR spectroscopy and PLS-R for the fast determination of anthocyanins in wine.

    Romera-Fernández, M; Berrueta, L A; Garmón-Lobato, S; Gallo, B; Vicente, F; Moreda, J M

    2012-01-15

    The feasibility of using Fourier Transform Mid-Infrared Spectroscopy (FT-MIR) combined with Partial Least Squares Regression (PLS-R) for the determination of 12 anthocyanins (3-O-glucosides of delphinidin, cyanidin, petunidin, peonidin and malvidin, as well as acetic acid esters and p-coumaric acid esters of petunidin, peonidin and malvidin and caffeic acid ester of malvidin) and three sums (sum of non-acylated anthocyanins, sum of acetylated anthocyanins and sum of coumaroylated anthocyanins), in red wines has been tested. Reference values of anthocyanin concentrations by reverse-phase High Performance Liquid Chromatography with Diode Array Detection (HPLC-DAD) were used to calibrate the models. A Principal Component Analysis (PCA) was applied to these reference values and a differentiation of wine samples by wine type (young wines of 2005, young wines of 2004 and crianza and reserva wines) has been possible. A calibration model using PLS-R was built with 153 samples of Rioja wines and the prediction of the anthocyanin concentrations using this model was evaluated by internal and external validation sample sets. Most of the anthocyanins and their sums have been predicted with a Standard Error of Prediction (SEP) of 15-30% for young wines recently bottled. However, for young wines after one year of being bottled, and for crianza and reserva wines, these errors were unacceptable. The obtained results suggest that the model built for FT-IR instrument calibration is a useful tool for a quick determination of the anthocyanin content of young wines of the current vintage, but a careful robust external validated calibration of the technique is necessary in order to maintain the prediction errors within controlled limits. PMID:22265503

  17. Anthocyanins, colour and antioxidant properties of eggplant (Solanum melongena L.) and violet pepper (Capsicum annuum L.) peel extracts.

    Sadilova, Eva; Stintzing, Florian C; Carle, Reinhold

    2006-01-01

    Acetone extracts from eggplant (Solanum melongena L.) and violet pepper (Capsicum annuum L.) peels both belonging to the Solanaceae plant family were characterized with respect to their anthocyanin profiles, colour qualities and antioxidant capacities. According to HPLC-DAD-MS3 analyses the major anthocyanin in eggplant was delphinidin-3-rutinoside, while the predominant pigment in violet pepper was assigned to delphinidin-3-trans-coumaroylrutinoside-5-glucoside. Since virtually all anthocyanins were delphinidin-based, the effect of acylation and glycosylation patterns on colour stability and antioxidant capacity could be assessed. Application of two in vitro-assays for antioxidant capacity assessment revealed that eggplant generally exhibited higher values compared to violet pepper which was ascribed to 3,5-diglycosylated structures predominating in the latter. The higher extent of acylation in violet pepper was reflected by a more purplish colour shade of the extracts, but did not translate into a higher stability against fading which again was attributed to additional glycosyl substitution at C5. These findings support the relevance of structure-related activities of anthocyanins both for understanding food colour and their particular nutritional value. PMID:16989312

  18. Anthocyanin biosynthetic genes in Brassica rapa

    Guo, Ning; Cheng, Feng; Wu, Jian; Liu, Bo; Zheng, Shuning; Liang, Jianli; Wang, Xiaowu

    2014-01-01

    Background Anthocyanins are a group of flavonoid compounds. As a group of important secondary metabolites, they perform several key biological functions in plants. Anthocyanins also play beneficial health roles as potentially protective factors against cancer and heart disease. To elucidate the anthocyanin biosynthetic pathway in Brassica rapa, we conducted comparative genomic analyses between Arabidopsis thaliana and B. rapa on a genome-wide level. Results In total, we identified 73 genes in...

  19. Anthocyanins from pomegranate (Punica granatum L.)

    Cabrita, Luís; Neves, Higuinaldo Chaves das

    2002-01-01

    The anthocyanin contents in the fruits from three cultivars of Punica granatum L. (asseria, mollar and negral) was studied. Six anthocyanins were isolated from the red seeds of pomegranate fruits using a combination of Sephadex LH-20 column chromatography and reverse-phase semi-preparative HPLC. On the basis of chromatographic and spectroscopic techniques, they were identified as the 3-monoglucosides and 3,5-diglucosides of delphinidin, cyanidin and pelargonidin. Total anthocyanin content in...

  20. Anthocyanins of Hibiscus sabdiffera calyces from Sudan.

    Cahliková, Lucie; Ali, Badreldin H; Havliková, Lucie; Ločárek, Mirek; Siatka, Tomáš; Opletal, Lubomir; Blunden, Gerald

    2015-01-01

    Extracts of the calyces of Hibiscus sabdariffa are widely used in folk medicine to combat many illnesses. The active constituents of the extracts have been shown on several occasions to be anthocyanins. In our current studies the biological activities of an extract of H. sabdariffa calyces purchased in Oman, but grown in Sudan, are being compared with those of the anthocyanins isolated from them, and, for this, the anthocyanin profile of the extract needed to be ascertained. Although several anthocyanins were detected by UHPLC-ESI-MS/MS, delphinidin-3-sambubioside (major) and cyanidin-3-sambubioside were predominant. PMID:25920224

  1. Effect of Three Training Systems on Grapes in a Wet Region of China: Yield, Incidence of Disease and Anthocyanin Compositions of Vitis vinifera cv. Cabernet Sauvignon

    Mei-Ying Liu

    2015-10-01

    Full Text Available Grapevine training systems determine the suitability for grape varieties in a specific growing region. We evaluated the influence of three training systems, Single Guyot (SG, Spur-pruned Vertical Shoot-Positioned (VSP, and Four-Arm Kniffin (4AK, on the performance of grapes and vines of Vitis vinifera L. cv. Cabernet Sauvignon in the 2012 and 2013 growing seasons in a wet region of central China. 4AK was the most productive system in comparison to SG and VSP. SG and VSP had lower disease infections of leaves and berries, especially in the mid- and final stage of berry ripening. Three training systems had no impact on berry maturity. PLS-DA (Partial Least Squares-Discriminant analysis showed that the relatively dry vintage could well discriminate three training systems, but the wet vintage was not. A wet vintage of 2013 had more accumulation of 3′5′-substituted and acylated anthocyanins, including malvidin-3-O-(6-O-acetyl-glucoside, malvidin-3-O-glucoside, and petunidin-3-O-(cis-6-O-coumaryl-glucoside, etc. With regard to the effect of training systems, 4AK grapes had the lowest concentrations of total anthocyanins and individual anthocyanins, SG and VSP differed according to the different vintages, and showed highest concentration of total individual anthocyanins in 2012 and 2013, respectively. Generally, VSP benefited the most, contributing to significantly highest levels of total individual anthocyanins, and major anthocyanin, including malvidin-3-O-glucoside and malvidin-3-O-(6-O-acetyl-glucoside, and the grapes obtained from VSP presented significantly highest proportion of 3′5′-substituted anthocyanins. With regard to the ratios of 3′5′/3′-substituted, methoxylated/non-methoxylated and acylated/non-acylated anthocyanins, the significantly higher levels were also shown in VSP system. In summary, VSP was the best training system for Cabernet Sauvignon to accumulate relatively stable individual anthocyanins in this wet region of

  2. Acylated delphinidin glycosides from violet and violet-blue flowers of Clematis cultivars and their coloration.

    Sakaguchi, Keisuke; Kitajima, Junichi; Iwashina, Tsukasa

    2013-11-01

    Three new acylated delphinidin glycosides, delphinidin 3-O-beta-[(2"-trans-caffeoylglucopyranosyl)-(1 --> 2)-(6"-succinylgalactopyranoside)]-7-O-beta-glucopyranoside (1), delphinidin 3-O-beta-[(2"-trans-caffeoylglucopyranosyl)-(1 --> 2)-(6"-trans-caffeoyl-tartaroyl-malonylgalactopyranoside)]-7-O-beta-glucopyranoside (2), and delphinidin 3-O-beta-[(2"-trans-caffeoylglucopyranosyl)-(1 --> 2)-(6"-trans-caffeoyl-tartaroyl-malonylgalactopyranoside)]-3'-O-beta-glucuronopyranoside (3), were isolated from the violet and violet-blue sepals of Clematis cultivars 'Jackmanii Superba' and 'Fujimusume'. The chemical structures of the isolated anthocyanins were determined by LC-MS, characterization of hydrolyzates, and UV, 1H and 13C NMR spectroscopy. The visible absorption spectra of these anthocyanins were compared with those of fresh sepals and crude extracts in pH 5.1 buffer solution. In addition, the co-pigment effect with some kaempferol glycosides and caffeoylglucose was examined. PMID:24427942

  3. Influence of Genetic Background on Anthocyanin and Copigment Composition and Behavior during Thermoalkaline Processing of Maize.

    Collison, Amy; Yang, Liyi; Dykes, Linda; Murray, Seth; Awika, Joseph M

    2015-06-10

    Visual color is a primary quality factor for foods purchase; identifying factors that influence in situ color quality of pigmented maize during processing is important. Twenty-four genetically distinct pigmented maize hybrids (red/blue, blue, red, and purple) were used to investigate the effect of pigment and copigment composition on color stability during nixtamalization and tortilla chip processing. The red/blue and blue samples generally contained higher proportions of acylated anthocyanins (mainly cyanidin-3-(6″-malonylglucoside)) than the red and purple color classes. Phenolic amides were the major extractable copigments in all samples (450-764 μg/g), with red samples containing the most putrescines and blue samples containing the most spermidines. Even though samples with higher proportions of acylated anthocyanins retained more pigments during processing, this did not relate to final product color quality. In general, the red/blue samples retained their color quality the best and thus are good candidates for genetic improvement for direct processing into alkalized products. PMID:26010030

  4. High variability in anthocyanin contents between different blackcurrant varieties

    Hellström, Jarkko; Hietaranta, Tarja; Karhu, Saila; Mattila, Pirjo; Tiirikka, Timo; Veteläinen, Merja

    2010-01-01

    The results confirm that blackcurrant is a good source of anthocyanins. However, remarkable variation in the anthocyanin content between varieties is evident. The anthocyanin profile is always dominated by four major anthocyanins, yet some variation appears in their relative proportions. The high anthocyanin content is usually most desirable in the blackcurrant products and this study shows that the choice of variety may have a great impact on it.

  5. Molar absorptivity (ε) and spectral characteristics of cyanidin-based anthocyanins from red cabbage.

    Ahmadiani, Neda; Robbins, Rebecca J; Collins, Thomas M; Giusti, M Monica

    2016-04-15

    Red cabbage extract contains mono and di-acylated cyanidin (Cy) anthocyanins and is often used as food colorants. Our objectives were to determine the molar absorptivity (ε) of different red cabbage Cy-derivatives and to evaluate their spectral behaviors in acidified methanol (MeOH) and buffers pH 1-9. Major red cabbage anthocyanins were isolated using a semi-preparatory HPLC, dried and weighed. Pigments were dissolved in MeOH and diluted with either MeOH (0.1% HCl) or buffers to obtain final concentrations between 5×10(-5) and 1×10(-3) mol/L. Spectra were recorded and ε calculated using Lambert-Beer's law. The ε in acidified MeOH and buffer pH 1 ranged between ~16,000-30,000 and ~13,000-26,000 L/mol cm, respectively. Most pigments showed higher ε in pH 8 than pH 2, and lowest ε between pH 4 and 6. There were bathochromic shifts (81-105 nm) from pH 1 to 8 and hypsochromic shifts from pH 8 to 9 (2-19 nm). Anthocyanins molecular structures and the media were important variables which greatly influenced their ε and spectral behaviors. PMID:26617032

  6. Stability of Anthocyanins from Red Grape Skins under Pressurized Liquid Extraction and Ultrasound-Assisted Extraction Conditions

    Ali Liazid

    2014-12-01

    Full Text Available The stability of anthocyanins from grape skins after applying different extraction techniques has been determined. The following compounds, previously extracted from real samples, were assessed: delphinidin 3-glucoside, cyanidin 3-glucoside, petunidin 3-glucoside, peonidin 3-glucoside, malvidin 3-glucoside, peonidin 3-acetylglucoside, malvidin 3-acetylglucoside, malvidin 3-caffeoylglucoside, petunidin 3-p-coumaroylglucoside and malvidin 3-p-coumaroylglucoside (trans. The techniques used were ultrasound-assisted extraction and pressurized liquid extraction. In ultrasound-assisted extraction, temperatures up to 75 °C can be applied without degradation of the aforementioned compounds. In pressurized liquid extraction the anthocyanins were found to be stable up to 100 °C. The relative stabilities of both the glycosidic and acylated forms were evaluated. Acylated derivatives were more stable than non-acylated forms. The differences between the two groups of compounds became more marked on working at higher temperatures and on using extraction techniques with higher levels of oxygen in the extraction media.

  7. Microwave-assisted extraction of anthocyanin from Chinese bayberry and its effects on anthocyanin stability

    Wenkai DUAN; Jin, Shiping; Guofu ZHAO; SUN, PEILONG

    2015-01-01

    AbstractAnthocyanins are present in high concentrations in Chinese bayberry, Myrica rubra Sieb. & Zucc. Herein, a microwave-assisted extraction was used to extract the anthocyanins from Chinese bayberry. The HPLC chromatogram of the extracts showed that the anthocyanin components were slightly hydrolysed during the extraction process. Further experiments confirmed that microwave irradiation slightly hydrolysed cyanidin-3-O-glucoside to cyanidin, but did not significantly influence the antioxi...

  8. Interplay between anthocyanins and gut microbiota.

    Faria, Ana; Fernandes, Iva; Norberto, Sónia; Mateus, Nuno; Calhau, Conceição

    2014-07-23

    Anthocyanins are naturally occurring compounds abundant in the human diet. Evidence has accumulated regarding the positive association of their intake with healthy biological effects. The microbiota has just been started to be considered as a metabolic organ, hence contributing to the metabolism of phenolic compounds and, consequently, to their bioavailability and the biological effects displayed by them. This review aimed to compile information regarding interaction of anthocyanins with the microbiota, from two perspectives: (i) identification of their colonic metabolites as potential bioactive molecules and (ii) their role as prebiotic agents. These perspectives are key points in anthocyanin metabolomics. Several metabolites have been identified after anthocyanin consumption with potential health benefits, in particular phenolic acids and simple phenols. On the other hand, microbiota modulation is closely related to several physiological impairments, and its modulation has been considered as a possible mechanism by which phenolic compounds may exert their effect. PMID:24915058

  9. Change of anthocyanins content during raspberry extraction

    Vukosavljević Predrag

    2003-01-01

    Full Text Available Change in anthocyanins content under different conditions of extraction enzymatic maceration and heat treatment of two raspberry cultivars (Villamette and Meeker was determined. Experiments were carried out on a laboratory hydraulic extractor. During extraction commercial operating conditions were emulated using a "Bucher" extractor (pressure 180-200 bar 1-3 pulp shakings. A pectin preparation Klerzyme®120, manufactured by DSM France, was used for maceration and depectinization, because it is specific for "sour fruits" with pH below 3.2. At a single-stage maceration, it was applied in the amount of 200-400 g/t, for 1-2 hours at 50oC. In a two-stage maceration and depectinization, the enzyme was added as follows: in the first stage 100-200 g/t for 0.5 - 1 hour at 20oC and in the second stage 4-8 g/hl for 1-2 hours at 200C. Thermal breaks of raspberry pulp were performed at raised temperatures for 2 and 5 min in order to examine the effects of raised temperatures on anthocyanins extraction. The application of heat-enzymatic treatments of the pulp prior to extraction proved to be suitable in both raspberry cultivars. Apart from well-known degrading effects of heat on anthocyanins, the juice obtained by extraction, after enzymatic maceration, has higher anthocyanins content by 30% than the juice obtained without enzymatic maceration. Juice pasteurization, in each stage of processing, produced markedly negative effect on anthocyanins content therefore their content decreases considerably. The forms of anthocyanins that are lost most are those uncolored. In batches subjected to a two -stage enzymatic maceration, despite initial high anthocyanins content, the content of total anthocyanins is reduced after the second pasteurization to the approximate value as that in batches subjected to a single-stage enzymatic maceration.

  10. Anthocyanins influence tannin-cell wall interactions.

    Bautista-Ortín, Ana Belén; Martínez-Hernández, Alejandro; Ruiz-García, Yolanda; Gil-Muñoz, Rocío; Gómez-Plaza, Encarna

    2016-09-01

    The rate of tannin extraction was studied in a vinification of red grapes and the results compared with another vinification made with white grapes fermented as for typical red wine, in the presence of skins and seeds. Even though the grapes presented a quite similar skin and seed tannin content, the differences in tannin concentration between both vinifications was very large, despite the fact that the only apparent difference between the phenolic composition of both wines was the anthocyanin content. This suggests that anthocyanins play an important role in tannin extractability, perhaps because they affect the extent of the tannin-cell wall interaction, a factor that largely controls the resulting quantity of tannins in wines. To confirm this observation, the effect of anthocyanins on the tannin extractability from grape seeds and skin and on the interaction between tannins and grape cell walls suspended in model solutions were studied. The results indicated that anthocyanins favored skin and seed tannin extraction and that there is a competition for the adsorption sites between anthocyanins and tannins that increases the tannin content when anthocyanins are present. PMID:27041322

  11. 花色苷的热稳定性及其影响因素研究%Thermal stability and impacting factors of anthocyanins

    董楠; 雷丹丹; 刘嘉; 赵国华

    2012-01-01

    Anthocyanins with physiological function of antioxidant activity,antitumor activity,and so on,are excellent sources of natural plants colorants.Degradation of anthocyanins during the thermal process limits their applications in food industrial.Kinetics and factors of thermal degradation of anthocyanins were reviewed on the basis of referring to a lot of researches home and abroad.Degradation of anthocyanins during the thermal process belongs to first order kinetics,and the influence factors including:pH,pressure,temperature,sugar,flavonoid,ascorbic acid,and acylation degree in anthocyanins.%花色苷是优良的天然植物源色素,同时具备抗氧化、抗肿瘤等重要生理功能。花色苷的热稳定性是影响其在食品工业中应用的主要因素,本文对花色苷的热降解动力学和热降解影响因素进行了综述。花色苷在食品中的热降解动力学均为一级动力学,影响其降解的主要因素包括pH、压强、温度、糖类、黄酮类物质、抗坏血酸类及其自身的酰基化程度。

  12. Preparation and Characterization of Acylated Chitosan

    LI Ming-chun; LIU Chao; XIN Mei-hua; ZHAO Huang; WANG Min; FENG Zhen; SUN Xiao-li

    2005-01-01

    Fully acylated chitosan and N, N-diacyl chitosan were prepared. The products were characterized by elemental analysis, FTIR and 1H NMR. The experimental results indicate that the average degree of acylation depends on the volume ratio of pyridine to chloroform in the reaction medium, the chain length of the acylation agent used, and the molecular weight of chitosan raw materials. The XRD measurements were carried out for pure chitosan, fully acylated chitosan and N, N-diacyl chitosan to verify the crystallinity change caused by the acylation.

  13. RNA SHAPE chemistry with aromatic acylating reagents.

    Nodin, Laura; Noël, Olivier; Chaminade, Françoise; Maskri, Ouerdia; Barbier, Vincent; David, Olivier; Fossé, Philippe; Xie, Juan

    2015-02-01

    As chemical methods for RNA secondary structure determination, SHAPE chemistry (selective 2'-hydroxyl acylation analyzed by primer extension) has been developed to specifically target flexible nucleotides (often unpaired nucleotides) independently to their purine or pyrimidine nature. In order to improve the specificity of acylating reagents towards unpaired nucleotides, we have explored the reactivity of symmetric anhydrides, acyl fluorides, active esters like succinimidyl ester and cyanomethyl esters for 2'-O-acylation reaction. Among the tested compounds, only the acyl fluoride 4 showed a low reactivity (compared to NMIA). However, this study is the first to show that nucleophilic catalysts like DMAP greatly improved the selective 2'-hydroxyl acylation by symmetric anhydrides, acyl fluorides and succinimidyl ester, with the 2-fluorobenzoic anhydride 5 being the most reactive. PMID:25557357

  14. Light-induced vegetative anthocyanin pigmentation in Petunia

    Albert, Nick W.; David H Lewis; Zhang, Huaibi; Irving, Louis J.; Jameson, Paula E; Davies, Kevin M.

    2009-01-01

    The Lc petunia system, which displays enhanced, light-induced vegetative pigmentation, was used to investigate how high light affects anthocyanin biosynthesis, and to assess the effects of anthocyanin pigmentation upon photosynthesis. Lc petunia plants displayed intense purple anthocyanin pigmentation throughout the leaves and stems when grown under high-light conditions, yet remain acyanic when grown under shade conditions. The coloured phenotypes matched with an accumulation of anthocyanins...

  15. Anthocyanins and Their Variation in Red Wines II. Anthocyanin Derived Pigments and Their Color Evolution

    Chang-Qing Duan

    2012-02-01

    Full Text Available Originating in the grapes, anthocyanins and their derivatives are the crucial pigments responsible for the red wine color. During wine maturation and aging, the concentration of monomeric anthocyanins declines constantly, while numerous more complex and stable anthocyanin derived pigments are formed, mainly including pyranoanthocyanins, polymeric anthocyanins produced from condensation between anthocyanin and/or flavan-3-ols directly or mediated by aldehydes. Correspondingly, their structural modifications result in a characteristic variation of color, from purple-red color in young red wines to brick-red hue of the aged. Because of the extreme complexity of chemical compounds involved, many investigations have been made using model solutions of know composition rather than wine. Thus, there is a large amount of research still required to obtain an overall perspective of the anthocyanin composition and its change with time in red wines. Future findings may well greatly revise our current interpretation of the color in red wines. This paper summarizes the most recent advances in the studies of the anthocyanins derived pigments in red wines, as well as their color evolution.

  16. Expression and mapping of anthocyanin biosynthesis genes in carrot

    Anthocyanin gene expression has been extensively studied in leaves, fruits and flowers of numerous plants. Little, however, is known about anthocyanin accumulation in roots, or in carrots or other Apiaceae. We quantified expression of six anthocyanin biosynthetic genes (phenylalanine ammonia-lyase (...

  17. Identification and quantification of anthocyanins in transgenic purple tomato.

    Su, Xiaoyu; Xu, Jianteng; Rhodes, Davina; Shen, Yanting; Song, Weixing; Katz, Benjamin; Tomich, John; Wang, Weiqun

    2016-07-01

    Anthocyanins are natural pigments derived from the phenylpropanoid pathway. Most tomatoes produce little anthocyanins, but the transgenic purple tomato biosynthesizes a high level of anthocyanins due to expression of two transcription factors (Del and Ros1). This study was to identify and quantify anthocyanins in this transgenic tomato line. Seven anthocyanins, including two new anthocyanins [malvidin-3-(p-coumaroyl)-rutinoside-5-glucoside and malvidin-3-(feruloyl)-rutinoside-5-glucoside], were identified by LC-MS/MS. Petunidin-3-(trans-coumaroyl)-rutinoside-5-glucoside and delphinidin-3-(trans-coumaroyl)-rutinoside-5-glucoside were the most abundant anthocyanins, making up 86% of the total anthocyanins. Compared to undetectable anthocyanins in the wild type, the contents of anthocyanins in the whole fruit, peel, and flesh of the Del/Ros1-transgenic tomato were 5.2±0.5, 5.1±0.5, and 5.8±0.3g/kg dry matter, respectively. Anthocyanins were undetectable in the seeds of both wide-type and transgenic tomato lines. Such novel and high levels of anthocyanins obtained in this transgenic tomato may provide unique functional products with potential health benefits. PMID:26920283

  18. Anthocyanin content and UVB sensitivity in Brassica rapa

    Three genotypes of rapid-cycling Brassica rapa that differ in anthocyanin content were grown in the presence and absence of elevated levels of shortwave ultraviolet (UBV, 280-325 nm) radiation. After 41 days, UVB exposure reduced leaf length and plant height of all genotypes. Plants with low levels of anthocyanin experienced a reduction in flower number twice as great as in genotypes with normal or elevated levels of anthocyanins; however, the absence of differences in flower production by genotypes with normal and elevated levels of anthocyanins suggests that factors other than anthocyanin pigmentation contribute to UVB responses in this species. (UK)

  19. Anthocyanin content and UVB sensitivity in Brassica rapa

    Klaper, R.; Frankel, S.; Berenbaum, M.R. [Illinois Univ., Urbana, IL (United States)

    1996-06-01

    Three genotypes of rapid-cycling Brassica rapa that differ in anthocyanin content were grown in the presence and absence of elevated levels of shortwave ultraviolet (UBV, 280-325 nm) radiation. After 41 days, UVB exposure reduced leaf length and plant height of all genotypes. Plants with low levels of anthocyanin experienced a reduction in flower number twice as great as in genotypes with normal or elevated levels of anthocyanins; however, the absence of differences in flower production by genotypes with normal and elevated levels of anthocyanins suggests that factors other than anthocyanin pigmentation contribute to UVB responses in this species. (UK).

  20. Anthocyanins and Their Variation in Red Wines I. Monomeric Anthocyanins and Their Color Expression

    Chang-Qing Duan

    2012-02-01

    Full Text Available Originating in the grapes, monomeric anthocyanins in young red wines contribute the majority of color and the supposed beneficial health effects related to their consumption, and as such they are recognized as one of the most important groups of phenolic metabolites in red wines. In recent years, our increasing knowledge of the chemical complexity of the monomeric anthocyanins, their stability, together with the phenomena such as self-association and copigmentation that can stabilize and enhance their color has helped to explain their color representation in red wine making and aging. A series of new enological practices were developed to improve the anthocyanin extraction, as well as their color expression and maintenance. This paper summarizes the most recent advances in the studies of the monomeric anthocyanins in red wines, emphasizing their origin, occurrence, color enhancing effects, their degradation and the effect of various enological practices on them.

  1. 加工方法对紫甘薯花色苷含量及组成的影响%Effectsof Processing Technique on Anthocyanin Composition and Content of Purple Sweet Potato

    王晰锐; 张超; 马越; 江连洲; 赵晓燕

    2011-01-01

    Objective: Effects of roasting, frying, and steaming treatments on the anthocyanin composition and content of purple sweet potato were evaluated. Methods: The anthocyanin content and compositions of the purple sweet potato was detected by HPLC-MS. Results: Each treatment decreased the anthocyanin content. The anthocyanin residual rate in purple sweet potato treated by frying, steaming, and roasting were 93.7%, 87.1%, and 60.0%, respectively. Moreover, the diacylated anthocyanin showed a stronger stability than the acylated ones. The stability of the caffeoyl anthocyanin was stronger than that of the phydroxybenzoyl anthocyanin. Conclusion: The frying and steaming were effective to hold the anthocyanin content of the purple sweet potato.%目的:研究烤、炸和蒸3种加工方法对紫甘薯花色苷的影响.方法:采用HPLC-MS法测定3种加工方法对紫甘薯花色苷含量及其组成的变化.结果:3种加工方法均可降低紫甘薯花色苷含量,其花色苷残余率:炸薯93.7%,蒸薯87.1%和烤薯60.0%.紫甘薯中双酰化的花色苷稳定性高于单酰化花色苷,咖啡酸酰化的花色苷组分稳定性高于对羟基苯甲酸酰化花色苷.结论:炸和蒸加工方法可有效维持紫甘薯花色苷含量.

  2. Acyl-CoA metabolism and partitioning

    Grevengoed, Trisha J; Klett, Eric L; Coleman, Rosalind A

    2014-01-01

    expression patterns and subcellular locations. Their acyl-CoA products regulate metabolic enzymes and signaling pathways, become oxidized to provide cellular energy, and are incorporated into acylated proteins and complex lipids such as triacylglycerol, phospholipids, and cholesterol esters. Their differing...... metabolic fates are determined by a network of proteins that channel the acyl-CoAs toward or away from specific metabolic pathways and serve as the basis for partitioning. This review evaluates the evidence for acyl-CoA partitioning by reviewing experimental data on proteins that are believed to contribute...

  3. Microwave-assisted extraction of anthocyanin from Chinese bayberry and its effects on anthocyanin stability

    Wenkai DUAN

    2015-09-01

    Full Text Available AbstractAnthocyanins are present in high concentrations in Chinese bayberry, Myrica rubra Sieb. & Zucc. Herein, a microwave-assisted extraction was used to extract the anthocyanins from Chinese bayberry. The HPLC chromatogram of the extracts showed that the anthocyanin components were slightly hydrolysed during the extraction process. Further experiments confirmed that microwave irradiation slightly hydrolysed cyanidin-3-O-glucoside to cyanidin, but did not significantly influence the antioxidant activity of the extracts. Optimized extraction conditions for total anthocyanin content were a solid-to-liquid ratio, extraction temperature, and extraction time of 1:50, 80 °C, and 15 min, respectively. Under these conditions, the anthocyanin content was 2.95 ± 0.08 mg·g−1, and the antioxidant activity yield was 279.96 ± 0.1 μmol.·g−1 Trolox equivalent on a dry weight basis. These results indicated that microwave-assisted extraction was a highly efficient extraction method with reduced processing time. However, under some extraction conditions it could damage the anthocyanins. These results provide an important guide for the application of microwave extraction.

  4. Distinctive Anthocyanin Accumulation Responses to Temperature and Natural UV Radiation of Two Field-Grown Vitis vinifera L. Cultivars

    Ana Fernandes de Oliveira

    2015-01-01

    Full Text Available The responses of two red grape varieties, Bovale Grande (syn. Carignan and Cannonau (syn. Grenache, to temperature and natural UV radiation were studied in a three-years field experiment conducted in Sardinia (Italy, under Mediterranean climate conditions. Vines were covered with plastic films with different transmittances to UV radiation and compared to uncovered controls. Light intensity and spectral composition at the fruit zone were monitored and berry skin temperature was recorded from veraison. Total skin anthocyanin content (TSA and composition indicated positive but inconsistent effects of natural UV light. Elevated temperatures induced alterations to a greater extent, decreasing TSA and increasing the degree of derivatives acylation. In Cannonau total soluble solids increases were not followed by increasing TSA as in Bovale Grande, due to both lower phenolic potential and higher sensitivity to permanence of high temperatures. Multi linear regression analysis tested the effects of different ranges of temperature as source of variation on anthocyanin accumulation patterns. To estimate the thermal time for anthocyanin accumulation, the use of normal heat hours model had benefit from the addition of predictor variables that take into account the permanence of high (>35 °C and low (<15 °C and <17 °C temperatures during ripening.

  5. Grape anthocyanin altered by absolute sunlight exclusion

    This research was conducted to clarify anthocyanin accumulation within ‘Merlot’ grapes in response to microclimate, specifically to light incidence, temperature, and humidity. Treatment grape clusters were light-excluded during ripening by opaque white polypropylene enclosures, during which light in...

  6. ANTHOCYANIN (ACN) STABILITY IN CELL CULTURE MEDIA

    Anthocyanins (ACNs) are potential oxygen radical scavengers that have coronary vasoactive and vasoprotective properties. Cell or tissue culture systems have been used to examine the bioactivity and mechanisms of action of ACNs on the vascular system. However, due to their unique chemical structure, ...

  7. Anthocyanins: Do they really prevent obesity?

    Male C57BL6 mice received diets with either 10% of cal. from fat (LF), a high fat diet [45% (HF45) or 60% (HF60) cal. from fat]. In 2 studies these were given with or without: freeze dried powders from whole blueberries (BB), strawberries (SB), black raspberries (BR) or concentrated anthocyanins (AC...

  8. Comparison of Two Methods for Anthocyanin Quantification

    The pH differential method (AOAC method 2005.02) by spectrophotometer, and high performance liquid chromatography (HPLC) are methods commonly used by researchers and the food industry for quantifying anthocyanins of samples or products. This study was carried out to establish a relationship between ...

  9. Chemistry, Pharmacology and Health Benefits of Anthocyanins.

    Smeriglio, Antonella; Barreca, Davide; Bellocco, Ersilia; Trombetta, Domenico

    2016-08-01

    Anthocyanins are naturally occurring molecules belonging to the flavonoid class characterized by the presence of chromophores. Apart from their well-known antioxidant activity, they show a wide variety of health-promoting properties for human health, ranging from cytoprotective, antimicrobial and antitumour activities to neuroprotective, anti-obesity and lipidomic potential, properties for which anthocyanins have been prescribed as medicines in several countries for thousands of years. Despite this, these phytochemicals have received less attention than other flavonoids, and there is still a gap in the literature, particularly regarding pharmacological and toxicological aspects. Moreover, epidemiological evidence suggests a direct correlation between anthocyanin intake and a lower incidence of chronic and degenerative diseases. In light of this, the aim of this review is to cover the current literature on anthocyanins, their biological in vitro and in vivo effects and their potential therapeutic applications, as well as their bioavailability and pharmacokinetics, all of which are essential to gain a better understanding of their biological effectiveness and potential toxicity. Copyright © 2016 John Wiley & Sons, Ltd. PMID:27221033

  10. Antioxidant capacity of anthocyanins from acerola genotypes

    Vera Lúcia Arroxelas Galvão De Lima

    2011-03-01

    Full Text Available Anthocyanins from 12 acerola genotypes cultivated at the Active Germplasm Bank at Federal Rural University of Pernambuco were isolated for antioxidant potential evaluation. The antioxidant activity and radical scavenging capacity of the anthocyanin isolates were measured according to the β-carotene bleaching method and 1,1-diphenyl-2-picrylhydrazyl (DPPH free radical scavenging assay, respectively. The antioxidant activity varied from 25.58 to 47.04% at 0.2 mg.mL-1, and it was measured using the β-carotene bleaching method. The free radical scavenging capacity increased according to the increase in concentration and reaction time by the DPPH assay. At 16.7 μg.mL-1 concentration and after 5 minutes and 2 hours reaction time, the percentage of scavenged radicals varied from 36.97 to 63.92% and 73.27 to 94.54%, respectively. Therefore, the antioxidant capacity of acerola anthocyanins varied amongst acerola genotypes and methods used. The anthocyanins present in this fruit may supply substantial dietary source of antioxidant which may promote health and produce disease prevention effects.

  11. Effects of Cerium on Accumulation of Anthocyanins and Expression of Anthocyanin Biosynthetic Genes in Potato Cell Tissue Cultures

    2006-01-01

    The effects of Ce (Ⅳ) on callus growth, anthocyanin content, and expression of anthocyanin biosynthetic genes in callus suspension cultures of Solanum tuberosum cv. Chieftain were studied by the measurement of fresh weight, spectrophotometric assays, and semiquantitative RT-PCR. The results indicate that 0.1 mmol·L-1 Ce (Ⅳ) can promote callus growth, increase the accumulation of anthocyanins, and enhance the expression of five anthocyanin biosynthetic genes (CHS, F3H, F3′5′H, DFR, and 3GT) most efficiently. At high concentrations of 1 mmol·L-1, Ce (Ⅳ) partially inhibits callus growth and at 2 mmol·L-1 eventually lends to cell death. The results show that Ce(Ⅳ) can induce the expression of anthocyanin biosynthetic genes to produce and accumulate anthocyanins and increase the yield of anthocyanins.

  12. Acylated flavone glycosides from Veronica

    Albach, Dirk C.; Grayer, Renée J.; Jensen, Søren Rosendal;

    2003-01-01

    A survey of the flavonoid glycosides of selected taxa in the genus Veronica yielded two new acylated 5,6,7,3',4'-pentahydroxyflavone (6-hydroxyluteolin) glycosides and two rare allose-containing acylated 5,7,8,4'-tetrahydroxyflavone (isoscutellarein) glycosides. The new compounds were isolated from...... Veronica (melittoside and globularifolin) were also isolated from V. intercedens....

  13. Coordinated regulation of biosynthetic and regulatory genes coincides with anthocyanin accumulation in developing eggplant fruit

    Violet to black pigmentation of eggplant (Solanum melongena) fruit is attributed to anthocyanin accumulation. Model systems support the interaction of biosynthetic and regulatory genes for anthocyanin biosynthesis. Anthocyanin structural gene transcription requires the expression of at least one m...

  14. Anthocyanins in berries of Maqui (Aristotelia chilensis (Mol.) Stuntz).

    Escribano-Bailón, María Teresa; Alcalde-Eon, Cristina; Muñoz, Orlando; Rivas-Gonzalo, Julián C; Santos-Buelga, Celestino

    2006-01-01

    The anthocyanin composition of berries of Maqui [Aristotelia chilensis (Mol.) Stuntz] was determined by HPLC with photodiode array and MS detection. Eight pigments corresponding to the 3-glucosides, 3,5-diglucosides, 3-sambubiosides and 3-sambubioside-5-glucosides of delphinidin and cyanidin were identified, the principal anthocyanin being delphinidin 3-sambubioside-5-glucoside (34% of total anthocyanins). The average total anthocyanin content was 137.6 +/- 0.4mg/100g of fresh fruit (211.9 +/- 0.6 mg/100g of dry fruit). The relative high anthocyanin content and the important presence of polar polyglycosylated derivatives makes the fruits of A. chilensis an interesting source of anthocyanin extracts for food and pharmaceutical uses. PMID:16454470

  15. Anthocyanin antioxidant activity and partition behavior in whey protein emulsion.

    Viljanen, Kaarina; Kylli, Petri; Hubbermann, Eva-Maria; Schwarz, Karin; Heinonen, Marina

    2005-03-23

    The antioxidant activities of anthocyanins and anthocyanin fractions isolated from blackcurrants, raspberries, and lingonberries were investigated in whey protein-stabilized emulsion. The extent of protein oxidation was measured by determining the loss of tryptophan fluorescence and formation of protein carbonyl compounds and that of lipid oxidation by conjugated diene hydroperoxides and hexanal analyses. The antioxidant activity of berry anthocyanins increased with an increase in concentration. Blackcurrant anthocyanins were the most potent antioxidants toward both protein and lipid oxidation at all concentrations due to the beneficial combination of delphinidin and cyanidin glycosides. Most berry anthocyanins (69.4-72.8%) partitioned into the aqueous phase of the emulsion, thus being located favorably for antioxidant action toward protein oxidation. The presence of the lipid decreased the share of anthocyanin in the aqueous phase. Thus, the structure of food affects the antioxidant activity by influencing the partitioning of the antioxidant. PMID:15769130

  16. Quantification and Purification of Mulberry Anthocyanins with Macroporous Resins

    Xueming Liu

    2004-01-01

    Full Text Available Total anthocyanins in different cultivars of mulberry were measured and a process for the industrial preparation of mulberry anthocyanins as a natural food colorant was studied. In 31 cultivars of mulberry, the total anthocyanins, calculated as cyanidin 3-glucoside, ranged from 147.68 to 2725.46 mg/L juice. Extracting and purifying with macroporous resins was found to be an efficient potential method for the industrial production of mulberry anthocyanins as a food colorant. Of six resins tested, X-5 demonstrated the best adsorbent capability for mulberry anthocyanins (91 mg/mL resin. The adsorption capacity of resins increased with the surface area and the pore radius. Residual mulberry fruit juice after extraction of pigment retained most of its nutrients, except for anthocyanins, and may provide a substrate for further processing.

  17. Cytokinins Enhance Sugar-Induced Anthocyanin Biosynthesis in Arabidopsis

    Das, Prasanta Kumar; Shin, Dong Ho; Choi, Sang-Bong; Yoo, Sang-Dong; Choi, Giltsu; Park, Youn-II

    2012-01-01

    In higher plants, the regulation of anthocyanin synthesis by various factors including light, sugars and hormones is mediated by numerous regulatory factors acting at the transcriptional level. Here, the association between sucrose and the plant hormone, cytokinin, in the presence of light was investigated to elucidate cytokinin signaling cascades leading to the transcriptional activation of anthocyanin biosynthesis genes in Arabidopsis seedlings. We showed that cytokinin enhances anthocyanin...

  18. Sugar-Hormone Cross-Talk in Anthocyanin Biosynthesis

    Das, Prasanta Kumar; Shin, Dong Ho; Choi, Sang-Bong; Park, Youn-Il

    2012-01-01

    Anthocyanins, a class of flavonoids, are recognized for their diverse functions in plant development and beneficial effects on human health. Many of the genes encoding anthocyanin biosynthesis enzymes and the transcription factors that activate or repress them have been identified. Regulatory proteins that control anthocyanin biosynthesis by regulating the expression of different structural genes at the transcriptional and post-transcriptional levels are differentially modulated by environmen...

  19. New insights into regulation of anthocyanin biosynthesis in fruits

    Jaakola, Laura

    2013-01-01

    Anthocyanins are important health-promoting pigments that make a major contribution to the quality of fruits. The biosynthetic pathway leading to anthocyanins is well known and the key regulatory genes controlling the pathway have been isolated in many species. Recently, a considerable amount of new information has been gathered on the developmental and environmental regulation of anthocyanin biosynthesis in fruits, specifically the impact of regulation through light. New discoveries have beg...

  20. ANTHOCYANINS OF SOME HAWTHORN SPECIES (CRATAEGUS L., ROSACEAE) FRUITS

    Виктор Иванович Дейнека; Сергей Леонидович Макаревич; Людмила Александровна Дейнека; Геннадий Афанасьевич Фирсов; Владимир Николаевич Сорокопудов; М Ю Третьяков; Сергей Александрович Бакшутов

    2014-01-01

    Anthocyanins of two hawthorn species fruits: C. chlorosarca Maxim. and C. pentagyna Waldst. et Kit., were investigated by HPLC-DAD-ESI-MS method. Cyanidin-3-galactoside, cyanidine-3-glucoside, cyanidine-3-arabinoside and cyanidine-3-xiloside were found. Overall anthocyanins accumulation was the highest in the case of C. chlorosarca fruits: 0.460÷0.620 g per 100 g of fresh fruits as cyanidine-3-glucoside chloride equivalent. It has been found that according to anthocyanins accumulation as well...

  1. CHARACTERIZATION OF MALAYSIAN WILD BANANAS BASED ON ANTHOCYANINS

    MUHAMMAD ASIF JAVED; MAK CHAI; ROFINA YASMIN OTHMAN

    2001-01-01

    The male buds of 16 Musa species (Musaceae) populations were investigated by HPLC for the occurrence of anthocyanins. The investigation was based on the presence of 6 anthocyanins. The 16 Musa samples could be classified into three distinct species i.e. Musa acuminata, Musa violascens and Musa balbisiana. Musa acuminata could be divided into two subspecies : malaccensis (lowland) and tmncata (highland) according to their constituents and content of major anthocyanins. No variation was ob...

  2. Canna indica flower: New source of anthocyanins.

    Srivastava, Jyoti; Vankar, Padma S

    2010-12-01

    In this study the red flowers of Canna indica (Cannaceae) were extracted by using sonicator and isolation of anthocyanins have been carried out. Four anthocyanin pigments have been isolated apart from quercetin and lycopene. They are Cyanidin-3-O-(6''-O-α-rhamnopyranosyl)-β-glucopyranoside (1), Cyanidin-3-O-(6''-O-α-rhamnopyranosyl)-β-galactopyranoside (2), Cyanidin-3-O-β-glucopyranoside (3) and Cyanidin-O-β-galactopyranoside (4). These compounds were isolated by using HPLC and their structures were subsequently determined on the basis of spectroscopic analyses, i.e., (1)H NMR, (13)C NMR, HMQC, HMBC, ESI-MS, FTIR, UV-Visible etc. The isolated compounds showed good antioxidant activity thus makes it suitable for use in food coloration and as a nutraceutical. Thus it is a promising pigment source for food applications. PMID:20926305

  3. Change of anthocyanins content during raspberry extraction

    Vukosavljević Predrag; Bukvić Branka; Janković Miodrag 1; Mašović Snežana

    2003-01-01

    Change in anthocyanins content under different conditions of extraction enzymatic maceration and heat treatment of two raspberry cultivars (Villamette and Meeker) was determined. Experiments were carried out on a laboratory hydraulic extractor. During extraction commercial operating conditions were emulated using a "Bucher" extractor (pressure 180-200 bar 1-3 pulp shakings). A pectin preparation Klerzyme®120, manufactured by DSM France, was used for maceration and depectinization, because it ...

  4. Antioxidant activity of anthocyanins from quixabeira (Sideroxylon obtusifolium) fruits

    F.J. FIGUEIREDO; V. L. A. G. LIMA

    2015-01-01

    ABSTRACT The fruits of Sideroxylon obtusifolium T.D. Penn. are small berries which have dark purple skin color at maturity due the anthocyanins presence. Therefore, the aim of this research was to evaluate the antioxidant activity of anthocyanins from mature fruits which were obtained at a semi-arid region of Paraiba/BR. In addition, the total anthocyanins content was measured by the pH differential method. The anthocyanins were purified by solid-phase extraction (SPE) using C18 Sep-Pak cartr...

  5. Acyl-coenzyme A organizes laterally in membranes and is recognized specifically by acyl-coenzyme A binding protein

    Cohen Simonsen, A; Bernchou Jensen, U; Færgeman, Nils J.; Knudsen, J; Mouritsen, O G

    Long chain acyl-coenzyme A (acyl-CoA) is a biochemically important amphiphilic molecule that is known to partition strongly into membranes by insertion of the acyl chain. At present, microscopically resolved evidence is lacking on how acyl-CoA influences and organizes laterally in membranes. By a...

  6. Fatty acyl-CoA reductase

    Reiser, Steven E.; Somerville, Chris R.

    1998-12-01

    The present invention relates to bacterial enzymes, in particular to an acyl-CoA reductase and a gene encoding an acyl-CoA reductase, the amino acid and nucleic acid sequences corresponding to the reductase polypeptide and gene, respectively, and to methods of obtaining such enzymes, amino acid sequences and nucleic acid sequences. The invention also relates to the use of such sequences to provide transgenic host cells capable of producing fatty alcohols and fatty aldehydes.

  7. Adsorption behavior of natural anthocyanin dye on mesoporous silica

    Kohno, Yoshiumi; Haga, Eriko; Yoda, Keiko; Shibata, Masashi; Fukuhara, Choji; Tomita, Yasumasa; Maeda, Yasuhisa; Kobayashi, Kenkichiro

    2014-01-01

    Because of its non-toxicity, naturally occurring anthocyanin is potentially suitable as a colorant for foods and cosmetics. To the wider use of the anthocyanin, the immobilization on the inorganic host for an easy handling as well as the improvement of the stability is required. This study is focused on the adsorption of significant amount of the natural anthocyanin dye onto mesoporous silica, and on the stability enhancement of the anthocyanin by the complexation. The anthocyanin has successfully been adsorbed on the HMS type mesoporous silica containing small amount of aluminum. The amount of the adsorbed anthocyanin has been increased by modifying the pore wall with n-propyl group to make the silica surface hydrophobic. The light fastness of the adsorbed anthocyanin has been improved by making the composite with the HMS samples containing aluminum, although the degree of the improvement is not so large. It has been proposed that incorporation of the anthocyanin molecule deep inside the mesopore is required for the further enhancement of the stability.

  8. Biosynthesis of Anthocyanins and Their Regulation in Colored Grapes

    Guo-Liang Yan

    2010-12-01

    Full Text Available Anthocyanins, synthesized via the flavonoid pathway, are a class of crucial phenolic compounds which are fundamentally responsible for the red color of grapes and wines. As the most important natural colorants in grapes and their products, anthocyanins are also widely studied for their numerous beneficial effects on human health. In recent years, the biosynthetic pathway of anthocyanins in grapes has been thoroughly investigated. Their intracellular transportation and accumulation have also been further clarified. Additionally, the genetic mechanism regulating their biosynthesis and the phytohormone influences on them are better understood. Furthermore, due to their importance in the quality of wine grapes, the effects of the environmental factors and viticulture practices on anthocyanin accumulation are being investigated increasingly. The present paper summarizes both the basic information and the most recent advances in the study of the anthocyanin biosynthesis in red grapes, emphasizing their gene structure, the transcriptional factors and the diverse exterior regulation factors.

  9. CHARACTERIZATION OF MALAYSIAN WILD BANANAS BASED ON ANTHOCYANINS

    MUHAMMAD ASIF JAVED

    2001-01-01

    Full Text Available The male buds of 16 Musa species (Musaceae populations were investigated by HPLC for the occurrence of anthocyanins. The investigation was based on the presence of 6 anthocyanins. The 16 Musa samples could be classified into three distinct species i.e. Musa acuminata, Musa violascens and Musa balbisiana. Musa acuminata could be divided into two subspecies : malaccensis (lowland and tmncata (highland according to their constituents and content of major anthocyanins. No variation was observed in the composition of the anthocyanins of Kedah type ssp. siamea and Selangor types ssp. malaccensis. The classification of M. acuminata into two subspecies based on anthocyanin data further supported the current taxonomic grouping of the species.

  10. Stability and bioaccessibility of anthocyanins in bakery products enriched with anthocyanins.

    Karakaya, Sibel; Simsek, Sebnem; Eker, Alper Tolga; Pineda-Vadillo, Carlos; Dupont, Didier; Perez, Beatriz; Viadel, Blanca; Sanz-Buenhombre, Marisa; Rodriguez, Alberto Guadarrama; Kertész, Zsófia; Hegyi, Adrienn; Bordoni, Alessandra; El, Sedef Nehir

    2016-08-10

    Anthocyanins, water soluble polyphenols, have been associated with several beneficial health effects. The aim of this study was to determine how the baking process and food matrix affect anthocyanin stability and bioaccessibility in bakery products in order to develop functional foods. Three well known regularly consumed bakery products (buns, breadsticks and biscuits) were enriched with anthocyanin (AC) isolated from grape skin alone or in combination with docosahexaenoic acid (AC + DHA) to reveal knowledge on AC as active ingredients in real food systems rather than pure compounds. Anthocyanin amounts added to the formulations of buns, breadsticks and biscuits were 34 mg per 100 g, 40 mg per 100 g and 37 mg per 100 g, respectively. The effect of processing, storage and the food matrix on AC stability and bioaccessibility was investigated. In addition, the sensory properties of bakery products were evaluated. Breadsticks enriched with AC and AC + DHA received the lowest scores in the pre-screening sensory test. Therefore breadsticks were excluded from further analysis. AC retentions, which were monitored by determination of malvidin 3-O-glucoside, in the bun and biscuit after baking were 95.9% (13.6 mg per 100 g) and 98.6% (15.2 mg per 100 g), respectively. Biscuits and buns enriched only with AC showed significantly higher anthocyanin bioaccessibilities (57.26% and 57.30%, respectively) than the same ones enriched with AC + DHA. AC stability in enriched products stored for 21 days was significantly lower than in products stored for 7 days (p < 0.05). However, this loss can be accepted as negligible since more than 70% of AC was retained in all the products. PMID:27415853

  11. Development of Table and Raisin Grapes With High Anthocyanins Using a Leaf Disk Assay.

    Anthocyanins are considered an excellent source of antioxidant phytochemicals for health benefits. The majority of wine, table and raisin grapes have anthocyanins only in their colored skin. Anthocyanin content of grapes would be increased if their flesh also contained anthocyanins. Rubired wine ...

  12. Antioxidant activity of anthocyanins from quixabeira (Sideroxylon obtusifolium fruits

    F.J. FIGUEIREDO

    2015-09-01

    Full Text Available ABSTRACT The fruits of Sideroxylon obtusifolium T.D. Penn. are small berries which have dark purple skin color at maturity due the anthocyanins presence. Therefore, the aim of this research was to evaluate the antioxidant activity of anthocyanins from mature fruits which were obtained at a semi-arid region of Paraiba/BR. In addition, the total anthocyanins content was measured by the pH differential method. The anthocyanins were purified by solid-phase extraction (SPE using C18 Sep-Pak cartridges and submitted to antioxidant activity determined by scavenging 2,2-diphenyl-1-picrylhydrazyl (DPPH·. The butylated hydroxytoluene (BHT was the positive control and the results were expressed as DPPH· scavenging activity (%. Anthocyanins content were higher in the husks (236.15 mg cyanidin-3-glucoside 100g-1 fw than in the pulp (30.49 mg cyanidin-3-glucoside 100g-1 fw. The results showed that the potential free radical scavenging grew with the increase of concentration used and the reaction time. The ability of the anthocyanins in scavenging the free radical was statistically greater than the BHT one. The anthocyanins which were present in this fruit may supply substantial dietary source of antioxidant that may promote health and produce disease prevention effects or that could be applied in food industry as a good source of natural pigments

  13. Role of acylCoA binding protein in acylCoA transport, metabolism and cell signaling

    Knudsen, J; Jensen, M V; Hansen, J K; Færgeman, Nils J.; Neergaard, T B; Gaigg, B

    Long chain acylCoA esters (LCAs) act both as substrates and intermediates in intermediary metabolism and as regulators in various intracellular functions. AcylCoA binding protein (ACBP) binds LCAs with high affinity and is believed to play an important role in intracellular acylCoA transport and ......) [4]. Additional factors affecting the concentration of free LCA include feed back inhibition of the acylCoA synthetase [5], binding to acylCoA receptors (LCA-regulated molecules and enzymes), binding to membranes and the activity of acylCoA hydrolases [6]....

  14. Engineering the anthocyanin regulatory complex of strawberry (Fragaria vesca)

    Lin-Wang, Kui; McGhie, Tony K.; Wang, Mindy; Liu, Yuhui; Warren, Benjamin; Storey, Roy; Espley, Richard V; Allan, Andrew C.

    2014-01-01

    The woodland strawberry, Fragaria vesca is a model fruit for a number of rosaceous crops. We have engineered altered concentrations of anthocyanin in F. vesca, to determine the impact on plant growth and fruit quality. Anthocyanin concentrations were significantly increased by over-expression or decreased by knock-down of the R2R3 MYB activator, MYB10. In contrast, a potential bHLH partner for MYB10 (bHLH33) did not affect the anthocyanin pathway when knocked down using RNAi constructs. Metab...

  15. ANTHOCYANINS OF SOME HAWTHORN SPECIES (CRATAEGUS L., ROSACEAE FRUITS

    Виктор Иванович Дейнека

    2014-09-01

    Full Text Available Anthocyanins of two hawthorn species fruits: C. chlorosarca Maxim. and C. pentagyna Waldst. et Kit., were investigated by HPLC-DAD-ESI-MS method. Cyanidin-3-galactoside, cyanidine-3-glucoside, cyanidine-3-arabinoside and cyanidine-3-xiloside were found. Overall anthocyanins accumulation was the highest in the case of C. chlorosarca fruits: 0.460÷0.620 g per 100 g of fresh fruits as cyanidine-3-glucoside chloride equivalent. It has been found that according to anthocyanins accumulation as well as to the antioxidant activity C. chlorosarca fruits are rather comparable to dried hibiscus subdariffa calyces and may be used for another tea preparation at some acidification.

  16. EFFECT OF ANTHOCYANIN FRACTION ON CISPLATIN-INDUCED NEPHROTOXICITY

    Adikay Sreedevi; Belide Pavani

    2012-01-01

    Present study was designed to evaluate the effect of anthocyanin fraction of Syzygium cumini on cisplatin-induced nephrotoxicity in male Albino rats. Anthocyanin fraction was administered by gastric intubation at two dose levels. Animals were divided into 5 groups. Group I animals received vehicle. On day 1, Group II animals received cisplatin (6 mg/kg, i,p., single dose). Group III (7.5mg/kg) and IV (15mg/kg) received anthocyanin fraction respectively at 1 hr before, 24 hr and 48 hr after ci...

  17. Simultaneous Analysis of Anthocyanin and Non-Anthocyanin Flavonoid in Various Tissues of Different Lotus (Nelumbo) Cultivars by HPLC-DAD-ESI-MSn

    Sha Chen; Yue Xiang; Jiao Deng; Yanling Liu; Shaohua Li

    2013-01-01

    A validated HPLC-DAD-ESI-MS(n) method for the analysis of non-anthocyanin flavonoids was applied to nine different tissues of twelve lotus genotypes of Nelumbo nucifera and N. lutea, together with an optimized anthocyanin extraction and separation protocol for lotus petals. A total of five anthocyanins and twenty non-anthocyanin flavonoids was identified and quantified. Flavonoid contents and compositions varied with cultivar and tissue and were used as a basis to divide tissues into three gr...

  18. Minimizing acylation of peptides in PLGA microspheres

    Zhang, Ying; Schwendeman, Steven P.

    2012-01-01

    The main objective of this study was to characterize and find mechanisms to prevent acylation of therapeutic peptides encapsulated in glucose-star poly(D,L-lactic-co-glycolic acid) (PLGA) microspheres. The effect of addition of divalent cation salts CaCl2, MnCl2 as well as carboxymethyl chitosan (CMCS) on inhibition of acylation of octreotide (Oct), salmon calcitonin (sCT), and human parathyroid hormone (hPTH) was evaluated. Peptide content and integrity inside the degrading microspheres was ...

  19. Acyl silicates and acyl aluminates as activated intermediates in peptide formation on clays

    White, D. H.; Kennedy, R. M.; Macklin, J.

    1984-01-01

    Glycine reacts with heating on dried clays and other minerals to give peptides in much better yield than in the absence of mineral. This reaction was proposed to occur by way of an activated intermediate such as an acyl silicate or acyl aluminate analogous to acyl phosphates involved in several biochemical reactions including peptide bond synthesis. The proposed mechanism has been confirmed by trapping the intermediate, as well as by direct spectroscopic observation of a related intermediate. The reaction of amino acids on periodically dried mineral surfaces represents a widespead, geologically realistic setting for prebiotic peptide formation via in situ activation.

  20. Major anthocyanins from purple asparagus (Asparagus officinalis).

    Sakaguchi, Yumi; Ozaki, Yukio; Miyajima, Ikuo; Yamaguchi, Masaatsu; Fukui, Yuko; Iwasa, Keiko; Motoki, Satoru; Suzuki, Takashi; Okubo, Hiroshi

    2008-05-01

    Two major anthocyanins (A1 and A2) were isolated from peels of the spears of Asparagus officinalis cv. Purple Passion. They were purified by column, paper and high-performance liquid chromatographic separations, and their structures were elucidated by high-resolution Fourier transform ion cyclotron resonance mass spectrometry (HR-FT-ICR MS), 1H, 13C and two-dimensional NMR spectroscopic analyses and either acid or alkaline hydrolysis, respectively. A1 was identified as cyanidin 3-[3''-(O-beta-d-glucopyranosyl)-6''-(O-alpha-l-rhamnopyranosyl)-O-beta-d-glucopyranoside], whereas A2 was cyanidin 3-rutinoside, which is widely distributed in higher plants. Oxygen radical absorbance capacity (ORAC) assays proved their high antioxidant activities. PMID:18406435

  1. Anthocyanin synthesis in native and wound periderms of potato.

    Fogelman, Edna; Tanami, Sivan; Ginzberg, Idit

    2015-04-01

    Skin color of red potatoes is due to accumulation of anthocyanins in the tuber periderm, a protective tissue that replaces the epidermis at an early stage of tuber development. The periderm consists of external layers of suberized phellem cells making up the skin, and internal layers of parenchyma-like phelloderm cells. Red pigmentation is an important marketing factor for red-skinned potatoes. However, injuries to the tuber surface, which are common in the potato industry, result in the development of a wound periderm that is devoid of the characteristic red coloration. To study the reason for these differences in anthocyanin accumulation, the expression level of anthocyanin biosynthesis genes and regulators was monitored in native and wound periderm using microarray analysis and quantitative polymerase chain reaction. We found significantly higher expression of the anthocyanin pathway in the phelloderm cells compared with the skin and tuber-flesh samples. However, in wound periderm, the anthocyanin pathway was strongly downregulated relative to the native periderm. This was true for two developmental stages of the native periderm--'immature', when the skin is prone to skinning injuries, and 'mature', following skin set--suggesting that anthocyanin synthesis continues postharvest. Wound-induced expression of steroidal glycoalkaloid glycosyltransferases, suberin-related 3-ketoacyl-CoA synthase and actin indicated that downregulation of the anthocyanin-specific pathway does not reflect global repression of the wound-periderm transcriptome. Loss of pigmentation may result from reduced expression of the Myb-bHLH-WD40 anthocyanin regulatory complex--a possible candidate might be the bHLH transcription factor JAF13. PMID:25156080

  2. Phenolic metabolites of anthocyanins modulate mechanisms of endothelial function

    Edwards, Michael; Czank, Charles; Woodward, Gary; Cassidy, Aedin; Kay, Colin

    2015-01-01

    Anthocyanins are reported to have vascular bioactivity, however their mechanisms of action are largely unknown. Evidence suggests that anthocyanins modulate endothelial function, potentially by increasing nitric oxide (NO) synthesis, or enhancing NO bioavailability. This study compared the activity of cyanidin-3-glucoside, its degradation product protocatechuic acid, and phase II metabolite, vanillic acid. Production of NO and superoxide and expression of endothelial NO synthase (eNOS), NADPH...

  3. Anthocyanin Pigmentation Patternings in Petals of Hibiscus syriacus

    Kim, Jong Hwa; Okubo, Hiroshi; Fujieda, Kunimitsu; Uemoto, Shunpei

    1989-01-01

    Petals of Hibiscus syriacus are characterized by the various colored main part ‘body’ and an intense red to mauve ‘eye’ in the base of each petal. The concentrations of each anthocyanin varied greatly in the body part by the colors of the petals, while the predominant pigments were the cyanidin 3-glucoside and 3-malonylglucoside in the eye regions of all examined culivars. These pigmentation patternings were further investigated in several flowering stages; the anthocyanin pathways were disti...

  4. Anthocyanin Vacuolar Inclusions Form by a Microautophagy Mechanism.

    Chanoca, Alexandra; Kovinich, Nik; Burkel, Brian; Stecha, Samantha; Bohorquez-Restrepo, Andres; Ueda, Takashi; Eliceiri, Kevin W; Grotewold, Erich; Otegui, Marisa S

    2015-09-01

    Anthocyanins are flavonoid pigments synthesized in the cytoplasm and stored inside vacuoles. Many plant species accumulate densely packed, 3- to 10-μm diameter anthocyanin deposits called anthocyanin vacuolar inclusions (AVIs). Despite their conspicuousness and importance in organ coloration, the origin and nature of AVIs have remained controversial for decades. We analyzed AVI formation in cotyledons of different Arabidopsis thaliana genotypes grown under anthocyanin inductive conditions and in purple petals of lisianthus (Eustoma grandiorum). We found that cytoplasmic anthocyanin aggregates in close contact with the vacuolar surface are directly engulfed by the vacuolar membrane in a process reminiscent of microautophagy. The engulfed anthocyanin aggregates are surrounded by a single membrane derived from the tonoplast and eventually become free in the vacuolar lumen like an autophagic body. Neither endosomal/prevacuolar trafficking nor the autophagy ATG5 protein is involved in the formation of AVIs. In Arabidopsis, formation of AVIs is promoted by both an increase in cyanidin 3-O-glucoside derivatives and by depletion of the glutathione S-transferase TT19. We hypothesize that this novel microautophagy mechanism also mediates the transport of other flavonoid aggregates into the vacuole. PMID:26342015

  5. High acyl gellan as an emulsion stabilizer.

    Vilela, Joice Aline Pires; Cunha, Rosiane Lopes da

    2016-03-30

    High acyl gellan (0.01-0.2% w/w) was used as stabilizer in oil in water emulsions containing 30% (w/w) of sunflower oil and prepared under different process conditions. Stable emulsions to phase separation could be obtained using high acyl gellan (HA) content above 0.05% (w/w), while low acyl gellan (LA) prepared at the same conditions could not stabilize emulsions. Emulsions properties depended on the process used to mix the oil and gellan dispersion since high pressure homogenization favored stabilization while very high energy density applied by ultrasound led to systems destabilization. Emulsions prepared using high pressure homogenization showed zeta potential values ranging from -50 up to -59mV, suggesting that electrostatic repulsion could be contributing to the systems stability. Rheological properties of continuous phase were also responsible for emulsions stabilization, since HA gellan dispersions showed high viscosity and gel-like behavior. The high viscosity of the continuous phase could be associated to the presence of high acyl gellan microgels/aggregates. Disentanglement of these aggregates performed by ultrasound strongly decreased the viscosity and consequently affected the emulsions behavior, reducing the stability to phase separation. PMID:26794954

  6. Head-group acylation of monogalactosyldiacylglycerol is a common stress response, and the acyl-galactose acyl composition varies with the plant species and applied stress.

    Vu, Hieu Sy; Roth, Mary R; Tamura, Pamela; Samarakoon, Thilani; Shiva, Sunitha; Honey, Samuel; Lowe, Kaleb; Schmelz, Eric A; Williams, Todd D; Welti, Ruth

    2014-04-01

    Formation of galactose-acylated monogalactosyldiacylglycerols has been shown to be induced by leaf homogenization, mechanical wounding, avirulent bacterial infection and thawing after snap-freezing. Here, lipidomic analysis using mass spectrometry showed that galactose-acylated monogalactosyldiacylglycerols, formed in wheat (Triticum aestivum) and tomato (Solanum lycopersicum) leaves upon wounding, have acyl-galactose profiles that differ from those of wounded Arabidopsis thaliana, indicating that different plant species accumulate different acyl-galactose components in response to the same stress. Additionally, the composition of the acyl-galactose component of Arabidopsis acMGDG (galactose-acylated monogalactosyldiacylglycerol) depends on the stress treatment. After sub-lethal freezing treatment, acMGDG contained mainly non-oxidized fatty acids esterified to galactose, whereas mostly oxidized fatty acids accumulated on galactose after wounding or bacterial infection. Compositional data are consistent with acMGDG being formed in vivo by transacylation with fatty acids from digalactosyldiacylglycerols. Oxophytodienoic acid, an oxidized fatty acid, was more concentrated on the galactosyl ring of acylated monogalactosyldiacylglycerols than in galactolipids in general. Also, oxidized fatty acid-containing acylated monogalactosyldiacylglycerols increased cumulatively when wounded Arabidopsis leaves were wounded again. These findings suggest that, in Arabidopsis, the pool of galactose-acylated monogalactosyldiacylglycerols may serve to sequester oxidized fatty acids during stress responses. PMID:24286212

  7. Transcriptional regulation of anthocyanin biosynthesis in red cabbage.

    Yuan, Youxi; Chiu, Li-Wei; Li, Li

    2009-11-01

    The color of red cabbage (Brassica oleracea var. capitata) is due to anthocyanin accumulation. To investigate the regulatory control of anthocyanin production in red cabbage, the expression of anthocyanin biosynthetic and regulatory genes from eight commercial cultivars was examined. While the four green varieties had negligible amount of anthocyanins under normal growth condition, the four red cultivars contained up to 1.60 mg g(-1) fresh weight. HPLC analysis of the four red cultivars revealed that they produced similar composition of various forms of cyanidin glucosides but at different concentrations. Molecular analysis indicated that all the red cabbage shared common mechanism of regulatory control for anthocyanin biosynthesis. Except CHI which showed similar expression levels between green and red cultivars, the other structural genes, CHS, F3H, F3'H, DFR, LDOX, and GST, were constitutively up-regulated during all stages of vegetative growth in red varieties. The expression of these structural genes was also dramatically increased in green and red cabbage under nutrient stresses. The increased expression of the structural genes coincided with a coordinated increase in transcript levels of a bHLH gene, BoTT8, and a MYB transcription factor, BoMYB2. These results indicate that activation of these two regulatory factors by unknown mechanisms constitutively up-regulates nearly the entire pathway genes for the onset of anthocyanin biosynthesis in red cabbage. Moreover, the amount of total anthocyanins in red cabbage was found to be positively correlated with total antioxidant power, implicating the potential health benefit of red cabbage to human health. PMID:19756724

  8. Anthocyanins are bioavailable in humans following an acute dose of cranberry juice

    Research suggests that anthocyanins from berry fruit may affect a variety of physiological responses, including endothelial function, but little information is available regarding the pharmacokinetics of these flavonoids in humans. To determine the pharmacokinetics of cranberry anthocyanins a study ...

  9. Tissue- and isoform-specific phytochrome regulation of light-dependent anthocyanin accumulation in Arabidopsis thaliana

    Warnasooriya, Sankalpi N.; Porter, Katie J.; Montgomery, Beronda L

    2011-01-01

    Phytochromes regulate light- and sucrose-dependent anthocyanin synthesis and accumulation in many plants. Mesophyll-specific phyA alone has been linked to the regulation of anthocyanin accumulation in response to far-red light in Arabidopsis thaliana. However, multiple mesophyll-localized phytochromes were implicated in the photoregulation of anthocyanin accumulation in red-light conditions. Here, we report a role for mesophyll-specific phyA in blue-light-dependent regulation of anthocyanin l...

  10. Early Autumn Senescence in Red Maple (Acer rubrum L.) Is Associated with High Leaf Anthocyanin Content

    Rachel Anderson; Peter Ryser

    2015-01-01

    Several theories exist about the role of anthocyanins in senescing leaves. To elucidate factors contributing to variation in autumn leaf anthocyanin contents among individual trees, we analysed anthocyanins and other leaf traits in 27 individuals of red maple (Acer rubrum L.) over two growing seasons in the context of timing of leaf senescence. Red maple usually turns bright red in the autumn, but there is considerable variation among the trees. Leaf autumn anthocyanin contents were consiste...

  11. Mesophyll-localized phytochromes gate stress- and light-inducible anthocyanin accumulation in Arabidopsis thaliana

    Oh, Sookyung; Warnasooriya, Sankalpi N.; Montgomery, Beronda L.

    2014-01-01

    Abiotic stress and light induce anthocyanin accumulation in Arabidopsis. Here, we demonstrate that mesophyll-localized phytochromes regulate nitrogen-, phosphate- and cold-induced anthocyanin accumulation in shoots of Arabidopsis. Whereas ecotype-dependent differences result in distinct total levels of anthocyanin accumulation in response to light, cold, or nutrient-deficient treatments, phytochromes generally gate light- and/or stress-induced anthocyanin accumulation in shoots, as plants dep...

  12. Phenolic metabolites of anthocyanins following a dietary intervention study in post-menopausal women

    de Ferrars, Rachel M; Cassidy, Aedín; Curtis, Peter; Kay, Colin D.

    2014-01-01

    Scope Numerous studies feeding anthocyanin-rich foods report limited bioavailability of the parent anthocyanins. The present study explores the identity and concentration of the phenolic metabolites of anthocyanins in humans. Methods and results Anthocyanin metabolites were quantified in samples collected from a previously conducted 12-wk elderberry intervention study in healthy post-menopausal women. Individual 1-, 2- and 3-h post-bolus urine samples and pooled plasma samples following acute...

  13. Low Medium pH Value Enhances Anthocyanin Accumulation in Malus Crabapple Leaves

    Yanchen Zhang; Jie Zhang; Tingting Song; Jinyan Li; Ji Tian; Kaina Jin; Yuncong Yao

    2014-01-01

    Anthocyanin is a critical factor involved in coloration of plant tissues, but the mechanism how medium pH values affect anthocyanin accumulation in woody plants is unknown. We analyzed anthocyanin composition and the expression of elements encoding anthocyanin and flavonols biosynthesis underlying different medium pH values by using three different leave color type cultivars. HPLC analysis demonstrated that high medium pH values treatment induced a dramatic decrease in the concentration of cy...

  14. Purification and characterization of fatty acyl-acyl carrier protein synthetase from Vibrio harveyi.

    Fice, D; Shen, Z; Byers, D M

    1993-01-01

    A Vibrio harveyi enzyme which catalyzes the ATP-dependent ligation of fatty acids to acyl carrier protein (ACP) has been purified 6,000-fold to apparent homogeneity by anion-exchange, gel filtration, and ACP-Sepharose affinity chromatography. Purified acyl-ACP synthetase migrated as a single 62-kDa band on sodium dodecyl sulfate-polyacrylamide gel electrophoresis and as an 80-kDa protein by gel filtration under reducing conditions. Activity of the purified enzyme was lost within hours in the absence of glycerol and low concentrations of Triton X-100. Acyl-ACP synthetase exhibited Kms for myristic acid, ACP, and ATP of 7 microM, 18 microM, and 0.3 mM, respectively. The enzyme was specific for adenine-containing nucleotides, and AMP was the product of the reaction. No covalent acyl-enzyme intermediate was observed. Enzyme activity was stimulated up to 50% by iodoacetamide but inhibited > 80% by N-ethylmaleimide: inhibition by the latter was prevented by ATP and ACP but not myristic acid. Dithiothreitol and sulfhydryl-directed reagents also influenced enzyme size, activity, and elution pattern on anion-exchange resins. The function of acyl-ACP synthetase has not been established, but it may be related to the capacity of V. harveyi to elongate exogenous fatty acids by an ACP-dependent mechanism. Images PMID:8384617

  15. Applying Acylated Fucose Analogues to Metabolic Glycoengineering

    Julia Rosenlöcher; Verena Böhrsch; Michael Sacharjat; Véronique Blanchard; Christoph Giese; Volker Sandig; Christian P R Hackenberger; Stephan Hinderlich

    2015-01-01

    Manipulations of cell surface glycosylation or glycan decoration of selected proteins hold immense potential for exploring structure-activity relations or increasing glycoprotein quality. Metabolic glycoengineering describes the strategy where exogenously supplied sugar analogues intercept biosynthetic pathways and are incorporated into glycoconjugates. Low membrane permeability, which so far limited the large-scale adaption of this technology, can be addressed by the introduction of acylated...

  16. Acylation of Toluene with Isobutyryl Chloride

    Čejka, Jiří; Klisáková, Jana; Žilková, Naděžda; Červený, L.

    Cape Town, 2004 - ( Steen van, E.), s. 2717-2723 ISBN 0-958-46636-X. [International Zeolite Conference /14./. Cape Town (ZA), 25.04.2004-30.04.2004] R&D Projects: GA ČR GA203/03/0804 Institutional research plan: CEZ:AV0Z4040901 Keywords : acylation of toluene * isobutyryl chloride * zeolites Subject RIV: CF - Physical ; Theoretical Chemistry

  17. Isolation and Characterization of Anthocyanins from Hibiscus sabdariffa Flowers.

    Grajeda-Iglesias, Claudia; Figueroa-Espinoza, Maria C; Barouh, Nathalie; Baréa, Bruno; Fernandes, Ana; de Freitas, Victor; Salas, Erika

    2016-07-22

    The intense red-colored Hibiscus sabdariffa flowers are an inexpensive source of anthocyanins with potential to be used as natural, innocuous, and health-beneficial colorants. An anthocyanin-rich extract from hibiscus flowers was obtained by ultrasound-assisted extraction. By a single-step process fractionation using a Sep-Pak C18 cartridge, the main hibiscus anthocyanins, delphinidin-3-O-sambubioside (Dp-samb) and cyanidin-3-O-sambubioside (Cy-samb), were separated and then characterized via NMR and HPLC-ESIMS data. Since Dp-samb was the most abundant anthocyanin identified in the extract, its colorant properties were studied by the pH jumps method, which allowed the calculation of the single acid-base equilibrium (pK'a 2.92), the acidity (pKa 3.70), and the hydration constants (pKh 3.02). Moreover, by using size-exclusion chromatography, new cyanidin-derived anthocyanins (with three or more sugar units) were successfully identified and reported for the first time in the hibiscus extract. PMID:27312226

  18. Thermal degradation of anthocyanins from purple potato (Cv. Purple Majesty) and their impact on antioxidant capacity

    Degradation parameters of purified anthocyanins from purple-fleshed potato (Purple Majesty cv.) heated at high temperatures (100 - 150 °C) was determined. Purified anthocyanins, prepared by removing salts, sugars and colorless non-anthocyanin phenolics from the crude extract, were quantified using H...

  19. Isolation and Purification of Anthocyanins from Black Bean Wastewater Using Macroporous Resins

    Wang, Xiaoxi

    2012-01-01

    Isolation and purification of anthocyanins from black bean canning wastewater by column chromatography with macroporous resins were investigated in this study. Different adsorption materials and adsorption conditions were compared and the most effective material and adsorption conditions were selected to purify anthocyanins. Purified anthocyanins then were identified by high performance liquid chromatography electrospray tandem mass spectrometry. The most effective macroporous resin was selec...

  20. Purification and characterization of fatty acyl-acyl carrier protein synthetase from Vibrio harveyi.

    Fice, D; Z. Shen; Byers, D M

    1993-01-01

    A Vibrio harveyi enzyme which catalyzes the ATP-dependent ligation of fatty acids to acyl carrier protein (ACP) has been purified 6,000-fold to apparent homogeneity by anion-exchange, gel filtration, and ACP-Sepharose affinity chromatography. Purified acyl-ACP synthetase migrated as a single 62-kDa band on sodium dodecyl sulfate-polyacrylamide gel electrophoresis and as an 80-kDa protein by gel filtration under reducing conditions. Activity of the purified enzyme was lost within hours in the ...

  1. N-acylation of ethanolamine using lipase: a chemoselective catalyst

    Mazaahir Kidwai; Roona Poddar; Poonam Mothsra

    2009-01-01

    The N-acylation of ethanolamine (2) with various fatty acids 1a–d and esters of fatty acids 1e–h using Candida antarctica B lipase (Novozym® 435) are described and optimum conditions for selective N-acylation rather than O-acylation are also discussed. Microwave assisted solution phase, solid supported and conventional methods were investigated and results were compared. There is a synergy between the enzyme catalysis and microwave irradiation.

  2. N-acylation of ethanolamine using lipase: a chemoselective catalyst

    Mazaahir Kidwai

    2009-03-01

    Full Text Available The N-acylation of ethanolamine (2 with various fatty acids 1a–d and esters of fatty acids 1e–h using Candida antarctica B lipase (Novozym® 435 are described and optimum conditions for selective N-acylation rather than O-acylation are also discussed. Microwave assisted solution phase, solid supported and conventional methods were investigated and results were compared. There is a synergy between the enzyme catalysis and microwave irradiation.

  3. Evaluation of red cabbage anthocyanins after partial purification on clay

    Toni Jefferson Lopes

    2011-12-01

    Full Text Available The aim of this work was to evaluate the red cabbage anthocyanins quality after purification by static adsorption assays on clay (Tonsil Terrana 580FF. Thin-layer chromatography analysis and scan spectrometry on UV-Visible showed a good dye stability of the pigment interacting with the clay. The use of pH 3.0 buffer during the batch assays provided a protective effect on the cabbage anthocyanins, limiting the dye acid hydrolyses. Analyses of the reducing sugars contents of the extract showed that clay retained 20% average of total free sugars under the test conditions.

  4. Analytical procedures for identifying anthocyanins in natural extracts

    Anthocyanins are among the most important plant pigments. Due to their potential benefits for human health, there is considerable interest in these natural pigments. Nonetheless, there is great difficulty in finding a technique that could provide the identification of structurally similar compounds and estimate the number and concentration of the species present. A lot of techniques have been tried to find the best methodology to extract information from these systems. In this paper, a review of the most important procedures is given, from the extraction to the identification of anthocyanins in natural extracts. (author)

  5. Plasma levels of acylated ghrelin in patients with functional dyspepsia

    Yeon Soo Kim; Joon Seong Lee; Tae Hee Lee; Joo Young Cho; Jin Oh Kim; Wan Jung Kim; Hyun Gun Kim; Seong Ran Jeon; Hoe Su Jeong

    2012-01-01

    AIM:To investigate the relationship between plasma acylated ghrelin levels and the pathophysiology of functional dyspepsia.METHODS:Twenty-two female patients with functional dyspepsia and twelve healthy volunteers were recruited for the study.The functional dyspepsia patients were each diagnosed based on the Rome Ⅲ criteria.Eligible patients completed a questionnaire concerning the severity of 10 symptoms.Plasma acylated ghrelin levels before and after a meal were determined in the study participants using a commercial human acylated enzyme immunoassay kit; electrogastrograms were performed for 50 min before and after a standardized 10-min meal containing 265 kcal.RESULTS:There were no significant differences in plasma acylated ghrelin levels between healthy volunteers and patients with functional dyspepsia.However,in patients with functional dyspepsia,there was a negative correlation between fasting plasma acylated ghrelin levels and the sum score of epigastric pain (r =-0.427,P =0.047) and a positive correlation between the postprandial/fasting plasma acylated ghrelin ratio and the sum score of early satiety (r =0.428,P =0.047).Additionally,there was a negative correlation between fasting acylated ghrelin plasma levels and fasting normogastria (%) (r =-0.522,P =0.013).Interestingly,two functional dyspepsia patients showed paradoxically elevated plasma acylated ghrelin levels after the meal.CONCLUSION:Abnormal plasma acylated ghrelin levels before or after a meal may be related to several of the dyspeptic symptoms seen in patients with functional dyspepsia.

  6. Effect of Sugar Treatment on Stability of Anthocyanin Pigments in Berries

    E. Nikkhah

    2007-01-01

    Full Text Available Anthocyanins are natural pigments widely distributed in nature. Anthocyanin color molecules are a subclass of flavonoids. They are responsible for the reds, purples and blues in many flowers, fruits and vegetables. Fruits and berries are the most sample sources of anthocyanins in nature. Berries and fruits are an important part of the Finnish diet. In many researches the positive effect of fruit and berry intake on human health has been reported. Anthocyanins are considered to contribute to the healthiness of fruits and berries for their antioxidant, anti-carcinogenic, anti-inflammatory and anti-angiogenic properties for example. Anthocyanins can also improve the nutritional value of processed foods by preventing oxidation of lipids and proteins in the food products. However, the stability of anthocyanins becomes most significant also in this case, as in the case of color quality. In this study the anthocyanin pigment was extracted from the three different berries (Morus nigra L., Morus alba var. nigra and Fragaria L.. Using the soaking and wetting in ethanol (1% acidified. The extracted anthocyanin pigments then were exposed to three different concentration of sugar (sucrose (20, 40 and 60%. Three groups of anthocyanin solutions keeping in darkness and refrigerator for 63 days and per 3 week, the quantity of anthocyanin absorbance recorded in 520 nm. In this study, according to statistical analysis, primary concentration (20% of sugar (sucrose has protective effect on Anthocyanins, but in higher concentration this effect is decreased.

  7. Identification of anthocyanins in the liver, eye, and brain of blueberry-fed pigs.

    Kalt, Wilhelmina; Blumberg, Jeffrey B; McDonald, Jane E; Vinqvist-Tymchuk, Melinda R; Fillmore, Sherry A E; Graf, Brigitte A; O'Leary, Jennifer M; Milbury, Paul E

    2008-02-13

    Dietary intervention with anthocyanins may confer benefits in brain function, including vision. Research to date indicates that animals have only a limited capacity to absorb anthocyanins, compared to other types of flavonoids. Pigs, which are a suitable model for human digestive absorption, were used to examine the deposition of anthocyanins in tissues including the liver, eye, and brain tissue. Pigs were fed diets supplemented with 0, 1, 2, or 4% w/w blueberries ( Vaccinium corymbosum L. 'Jersey') for 4 weeks. Prior to euthanasia, pigs were fasted for 18-21 h. Although no anthocyanins were detected in the plasma or urine of the fasted animals, intact anthocyanins were detected in all tissues where they were sought. LC-MS/MS results are presented for the relative concentration of 11 intact anthocyanins in the liver, eye, cortex, and cerebellum. The results suggest that anthocyanins can accumulate in tissues, including tissues beyond the blood-brain barrier. PMID:18211026

  8. Conventional, ultrasound-assisted, and accelerated-solvent extractions of anthocyanins from purple sweet potatoes.

    Cai, Zhan; Qu, Ziqian; Lan, Yu; Zhao, Shujuan; Ma, Xiaohua; Wan, Qiang; Jing, Pu; Li, Pingfan

    2016-04-15

    Purple sweet potatoes (PSPs) are rich in anthocyanins. In this study, we investigated the extraction efficiency of anthocyanins from PSPs using conventional extraction (CE), ultrasound-assisted extraction (UAE), and accelerated-solvent extraction (ASE). Additionally, the effects of these extraction methods on antioxidant activity and anthocyanin composition of PSP extracts were evaluated. In order of decreasing extraction efficiency, the extraction methods were ASE>UAE>CE for anthocyanins (218-244 mg/100 g DW) and CE>UAE>ASE for total phenolics (631-955 mg/100 g DW) and flavonoids (28-40 mg/100 g DW). Antioxidant activities of PSP extracts were CE≈UAE>ASE for ORAC (766-1091 mg TE/100 g DW) and ASE>CE≈UAE for FRAP (1299-1705 mg TE/100 g DW). Twelve anthocyanins were identified. ASE extracts contained more diacyl anthocyanins and less nonacyl and monoacyl anthocyanins than CE and ASE extracts (P<0.05). PMID:26616949

  9. Acyl-acyl carrier protein as a source of fatty acids for bacterial bioluminescence

    Pulse-chase experiments with [3H]tetradecanoic acid and ATP showed that the bioluminescence-related 32-kDa acyltransferase from Vibrio harveyi can specifically catalyze the deacylation of a 3H-labeled 18-kDa protein observed in extracts of this bacterium. The 18-kDa protein has been partially purified and its physical and chemical properties strongly indicate that it is fatty acyl-acyl carrier protein (acyl-ACP). Both this V. harveyi [3H]acylprotein and [3H]palmitoyl-ACP from Escherichia coli were substrates in vitro for either the V. harveyi 32-kDa acyltransferase or the analogous enzyme (34K) from Photobacterium phosphoreum. TLC analysis indicated that the hexane-soluble product of the reaction is fatty acid. No significant cleavage of either E. coli or V. harveyi tetradecanoyl-ACP was observed in extracts of these bacteria unless the 32-kDa or 34K acyltransferase was present. Since these enzymes are believed to be responsible for the supply of fatty acids for reduction to form the aldehyde substrate of luciferase, the above results suggest that long-chain acyl-ACP is the source of fatty acids for bioluminescence

  10. Veronica: Acylated flavone glycosides as chemosystematic markers

    Albach, Dirk C.; Grayer, Renée J.; Kite, Geoffrey C.;

    2005-01-01

    HPLC/DAD and LCeMS of an extract of Veronica spicata subgenus Pseudolysimachium, Plantaginaceae) revealed the presence of six 6-hydroxyluteolin glycosides acylated with phenolic acids, three of which are new compounds and which we called spicosides. A flavonoid survey of seven more species...... instead. Spicosides appeared to be common in subgenus Pseudolysimachium (detected in five out of eight species), but we did not find them in subgenus Pentasepalae. Previously, acetylated 8-hydroxyflavone glycosides have been isolated from or detected in eight species of V. subgenus Pentasepalae (in 13...

  11. Acyl Structure Regulates Galactosylceramide's Interfacial Interactions†

    Ali, Shaukat; Smaby, Janice M.; Brown, Rhoderick E.

    1993-01-01

    Galactosylceramides (GalCer) with homogeneous acyl chains containing zero, one, or two cis double bonds have been synthesized and characterized at an argon-aqueous buffer interface using a Langmuir film balance. Both surface pressure and surface potential were measured as a function of molecular area at 24 °C. N-Lignoceroylgalactosylsphingosine (N-24:0-GalSph), N-stearoylgalactosylsphingosine (N-18:0-GalSph), and N-palmitoylgalactosylsphingosine (N-16:0-GalSph) form condensed films that are s...

  12. Sugar Maple Phenology: Anthocyanin Production During Leaf Senescence

    Lindgren, E.; Rock, B.

    2007-12-01

    The Northeastern United States is known for its brilliant fall foliage colors. Foliage is responsible for a billion dollar tourism industry. Many comment that past years have not resulted in the amazing color displays seen historically. As sugar maple trees senesce they contribute bright red leaves to the mural of oranges, yellows, and greens. The pigment that produces the red color, anthocyanin, is synthesized in the fall as chlorophyll slowly degrades. Remote sensing data from LandSat during fall senescence can help investigate this event by quantifying color change and intensity. This data can then be compared to ground validation efforts in several study plots. The results will help answer the question, "Why do leaves turn red?" One hypothesis is that this pigment acts as a photoprotectant and screens leaves from UV light. It is possible that an increase in tropospheric ozone has negatively affected fall foliage due to the increased reflection of UV light before it reaches the trees; thereby reducing the leaves need to produce anthocyanin. Another hypothesis is that production of anthocyanin is linked to temperature, with maximum synthesis occurring during cold evenings and moderate days. Temperature changes caused by climate change could also be affecting anthocyanin. Through observing these changes by remote sensing and ground experiments, more can be learned about this phenological stage and why it happens.

  13. Putative neuroprotective actions of N-acyl-ethanolamines

    Hansen, Harald S.; Moesgaard, B.; Petersen, G.;

    2002-01-01

    N-Acyl-ethanolamines (NAEs) and their precursors, N-acyl-ethanolamine phospholipids (NAPEs), are present in the mammalian brain at levels of a few hundred picomoles/gram tissue and a few nanomoles/gram tissue, respectively. NAE-containing arachidonic acid is called anandamide, and it has attracted...

  14. Understanding Acyl Chain and Glycerolipid Metabolism in Plants

    Ohlrogge, John B.

    2013-11-05

    Progress is reported in these areas: acyl-editing in initial eukaryotic lipid assembly in soybean seeds; identification and characterization of two Arabidopsis thaliana lysophosphatidyl acyltransferases with preference for lysophosphatidylethanolamine; and characterization and subcellular distribution of lysolipid acyl transferase activity of pea leaves.

  15. Oxidative activation of dihydropyridine amides to reactive acyl donors

    Funder, Erik Daa; Trads, Julie Brender; Gothelf, Kurt Vesterager

    2015-01-01

    Amides of 1,4-dihydropyridine (DHP) are activated by oxidation for acyl transfer to amines, alcohols and thiols. In the reduced form the DHP amide is stable towards reaction with amines at room temperature. However, upon oxidation with DDQ the acyl donor is activated via a proposed pyridinium...

  16. Foliar anthocyanin content - Sensitivity of vegetation indices using green reflectance

    Vina, A.; Gitelson, A. A.

    2009-12-01

    The amount and composition of photosynthetic and non-photosynthetic foliar pigments varies primarily as a function of species, developmental and phenological stages, and environmental stresses. Information on the absolute and relative amounts of these pigments thus provides insights onto the physiological conditions of plants and their responses to stress, and has the potential to be used for evaluating plant species composition and diversity across broad geographic regions. Anthocyanins in particular, are non-photosynthetic pigments associated with the resistance of plants to environmental stresses (e.g., drought, low soil nutrients, high radiation, herbivores, and pathogens). As they absorb radiation primarily in the green region of the electromagnetic spectrum (around 540-560 nm), broad-band vegetation indices that use this region in their formulation will respond to their presence. We evaluated the sensitivity of three vegetation indices using reflectance in the green spectral region (the green Normalized Difference Vegetation Index, gNDVI, the green Chlorophyll Index, CIg, and the Visible Atmospherically Resistant Vegetation Index, VARI) to foliar anthocyanins in five different species. For comparison purposes the widely used Normalized Difference Vegetation Index, NDVI was also evaluated. Among the four indices tested, the VARI, which uses only spectral bands in the visible region of the electromagnetic spectrum, was found to be inversely and linearly related to the relative amount of foliar anthocyanins. While this result was obtained at leaf level, it opens new possibilities for analyzing anthocyanin content across multiple scales, by means of currently operational aircraft- and spacecraft-mounted broad-band sensor systems. Further studies that evaluate the sensitivity of the VARI to the relative content of anthocyanins across space (e.g., at canopy and regional scales) and time, and its relationship with plant biodiversity and vegetation stresses, are

  17. Erbium trifluoromethanesulfonate-catalyzed Friedel–Crafts acylation using aromatic carboxylic acids as acylating agents under monomode-microwave irradiation

    Tran, Phuong Hoang; Hansen, Poul Erik; Nguyen, Hai Truong;

    2015-01-01

    Erbium trifluoromethanesulfonate is found to be a good catalyst for the Friedel–Crafts acylation of arenes containing electron-donating substituents using aromatic carboxylic acids as the acylating agents under microwave irradiation. An effective, rapid and waste-free method allows the preparation...... of a wide range of aryl ketones in good yields and in short reaction times with minimum amounts of waste...

  18. Acyl-CoA-binding protein (ACBP) can mediate intermembrane acyl-CoA transport and donate acyl-CoA for beta-oxidation and glycerolipid synthesis

    Rasmussen, J T; Færgeman, Nils J.; Kristiansen, K;

    1994-01-01

    , were much lower than expected. ACBP was able to extract hexadecanoyl-CoA from phosphatidylcholine membranes immobilized on a nitrocellulose membrane. The acyl-CoA/ACBP complex formed was able to transport acyl-CoA to mitochondria or microsomes in suspension, or to microsomes immobilized on a...... nitrocellulose membrane, and to donate them to beta-oxidation or glycerolipid synthesis in mitochondria or microsomes, respectively....

  19. Friedel-Craft Acylation of ar-Himachalene: Synthesis of Acyl-ar-Himachalene and a New Acyl-Hydroperoxide

    Abdallah Karim

    2011-07-01

    Full Text Available Friedel-Craft acylation at 100 °C of 2,5,9,9-tetramethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene [ar-himachalene (1], a sesquiterpenic hydrocarbon obtained by catalytic dehydrogenation of α-, β- and γ-himachalenes, produces a mixture of two compounds: (3,5,5,9-tetramethyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl-ethanone (2, in 69% yield, with a conserved reactant backbone, and 3, with a different skeleton, in 21% yield. The crystal structure of 3 reveals it to be 1-(8-ethyl-8-hydroperoxy-3,5,5-trimethyl-5,6,7,8-tetrahydronaphthalen-2-yl-ethanone. In this compound O-H…O bonds form dimers. These hydrogen-bonds, in conjunction with weaker C-H…O interactions, form a more extended supramolecular arrangement in the crystal.

  20. Palladium-Catalyzed Environmentally Benign Acylation.

    Suchand, Basuli; Satyanarayana, Gedu

    2016-08-01

    Recent trends in research have gained an orientation toward developing efficient strategies using innocuous reagents. The earlier reported transition-metal-catalyzed carbonylations involved either toxic carbon monoxide (CO) gas as carbonylating agent or functional-group-assisted ortho sp(2) C-H activation (i.e., ortho acylation) or carbonylation by activation of the carbonyl group (i.e., via the formation of enamines). Contradicting these methods, here we describe an environmentally benign process, [Pd]-catalyzed direct carbonylation starting from simple and commercially available iodo arenes and aldehydes, for the synthesis of a wide variety of ketones. Moreover, this method comprises direct coupling of iodoarenes with aldehydes without activation of the carbonyl and also without directing group assistance. Significantly, the strategy was successfully applied to the synthesis n-butylphthalide and pitofenone. PMID:27377566

  1. Anthocyanins: Model Compounds for Learning about More than pH

    Curtright, Robert; Rynearson, James A.; Markwell, John

    1996-04-01

    We have all experienced anthocyanins as a part of the natural beauty of the plant world. Anthocyanins provide a startling contrast to an otherwise green world producing the beauty of garden-variety flowers, wildflowers, and the blazing colors of many trees, bushes, and berries. We believe that anthocyanins deserve a more prominent role as models for engaging student interest in basic chemical principles. In recent years it has become common to use anthocyanins as pH indicators. We believe that chemistry teachers can capitalize further on the natural interest of students in anthocyanin pigments to design meaningful lessons involving chromatography and hydrolysis. This article focuses on the use of anthocyanins in chromatography and hydrolysis.

  2. The protective effect of blueberry anthocyanins against perfluorooctanoic acid-induced disturbance in planarian (Dugesia japonica).

    Yuan, Zuoqing; Zhang, Jianyong; Tu, Changchao; Wang, Zhijing; Xin, Wenpeng

    2016-05-01

    The influence of blueberry anthocyanins on perfluorooctanoic acid (PFOA)-induced stress response in planarian mitochondria was investigated. PFOA at 15mg/L and anthocyanins at 10 or 20mg/L were individually and simultaneously administered to planarians for up to 10d. The results showed PFOA treatment induced an increase in mitochondrial permeability transition pore opening and a decrease antioxidant capacity and enzyme activities. In anthocyanin treated animals, the activity of succinate dehydrogenase, cytochrome oxidase and monoamine oxidase increased, but mitochondrial permeability transition pore opening decreased and total antioxidant capacity increased. An improvement in above-mentioned physiological and biochemical parameters was found in the combined PFOA and anthocyanin treated animals, in a dose-dependent manner. Anthocyanins attenuated the PFOA induced toxicity; antioxidant capacity and enzyme activities are involved in the protective mechanism of anthocyanins. PMID:26836138

  3. Anthocyanin copigmentation and color of wine: The effect of naturally obtained hydroxycinnamic acids as cofactors.

    Bimpilas, Andreas; Panagopoulou, Marilena; Tsimogiannis, Dimitrios; Oreopoulou, Vassiliki

    2016-04-15

    Copigmentation of anthocyanins accounts for over 30% of fresh red wine color, while during storage, the color of polymeric pigments formed between anthocyanins and proanthocyanidins predominates. Rosmarinic acid and natural extracts rich in hydroxycinnamic acids, obtained from aromatic plants (Origanum vulgare and Satureja thymbra), were examined as cofactors to fresh Merlot wine and the effect on anthocyanin copigmentation and wine color was studied during storage for 6months. An increase of the copigmented anthocyanins that enhanced color intensity by 15-50% was observed, confirming the ability of complex hydroxycinnamates to form copigments. The samples with added cofactors retained higher percentages of copigmented anthocyanins and higher color intensity, compared to the control wine, up to 3 months. However, the change in the equilibrium between monomeric and copigmented anthocyanins that was induced by added cofactors, did not affect the rate of polymerization reactions during storage. PMID:26616922

  4. Purification and characterization of glycosyltransferases involved in anthocyanin biosynthesis in cell-suspension cultures of Daucus carota L

    The major anthocyanins accumulated by an Afghan cultivar of Daucus carota L. are cyanidin 3-(xylosylglucosylgalactosides) acylated with sinapic or ferulic acid. The formation of the branched triglycoside present as a common structural element requires an ordered sequence of glycosylation events. Two of these enzymic glycosylation reactions have been detected in protein preparations from carrot cell-suspension cultures. The first step is a galactosyl transfer catalyzed by UDP-galactose: cyanidin galactosyltransferase (CGT) resulting in cyanidin 3-galactoside. The putative second step is the formation of cyanidin 3-(xylosylgalactoside) catalyzed by UDP-xylose: cyanidin 3-galactoside xylosyltransferase (CGXT). Both enzyme activities were characterized from crude protein preparations. The CGT was purified 526-fold from the cytosolic fraction of UV-irradiated cell cultures by ion-exchange chromatography on diethylaminoethyl (DEAE)-Sephacel, affinity chromatography on Blue Sepharose CL-6B, gel permeation chromatography on Sephadex G-75 and elution from the gel matrix after non-dissociating PAGE. Its molecular mass was estimated by SDS-PAGE and by calibrated gel permeation chromatography on Sephadex G-75. In both cases a molecular mass of 52 kDa was determined, indicating that the native protein is a monomer of 52 kDa. The galactosyl transfer and the xylosyl transfer are presumed to be catalyzed by separate enzymes. (author)

  5. Thermodynamics of ligand binding to acyl-coenzyme A binding protein studied by titration calorimetry

    Færgeman, Nils J.; Sigurskjold, B W; Kragelund, B B;

    1996-01-01

    Ligand binding to recombinant bovine acyl-CoA binding protein (ACBP) was examined using isothermal microcalorimetry. Microcalorimetric measurements confirm that the binding affinity of acyl-CoA esters for ACBP is strongly dependent on the length of the acyl chain with a clear preference for acyl-...

  6. Effect of calcium on strawberry fruit flavonoid pathway gene expression and anthocyanin accumulation.

    Xu, Wenping; Peng, Hui; Yang, Tianbao; Whitaker, Bruce; Huang, Luhong; Sun, Jianghao; Chen, Pei

    2014-09-01

    Two diploid woodland strawberry (Fragaria vesca) inbred lines, Ruegen F7-4 (red fruit-bearing) and YW5AF7 (yellow fruit-bearing) were used to study the regulation of anthocyanin biosynthesis in fruit. Ruegen F7-4 fruit had similar total phenolics and anthocyanin contents to commercial octoploid (F. × ananassa) cultivar Seascape, while YW5AF7 exhibited relatively low total phenolics content and no anthocyanin accumulation. Foliar spray of CaCl2 boosted fruit total phenolics content, especially anthocyanins, by more than 20% in both Seascape and RF7-4. Expression levels of almost all the flavonoid pathway genes were comparable in Ruegen F7-4 and YW5AF7 green-stage fruit. However, at the turning and ripe stages, key anthocyanin structural genes, including flavanone 3-hydroxylase (F3H1), dihydroflavonol 4-reductase (DFR2), anthocyanidin synthase (ANS1), and UDP-glucosyltransferase (UGT1), were highly expressed in Ruegen F7-4 compared with YW5AF7 fruit. Calcium treatment further stimulated the expression of those genes in Ruegen F7-4 fruit. Anthocyanins isolated from petioles of YW5AF7 and Ruegen F-7 had the same HPLC-DAD profile, which differed from that of Ruegen F-7 fruit anthocyanins. All the anthocyanin structural genes except FvUGT1 were detected in petioles of YW5AF7 and Ruegen F-7. Taken together, these results indicate that the "yellow" gene in YW5AF7 is a fruit specific regulatory gene(s) for anthocyanin biosynthesis. Calcium can enhance accumulation of anthocyanins and total phenolics in fruit possibly via upregulation of anthocyanin structural genes. Our results also suggest that the anthocyanin biosynthesis machinery in petioles is different from that in fruit. PMID:25036468

  7. Prevention of thermal degradation of red currant juice anthocyanins by phenolic compounds addition

    Kopjar, Mirela; Piližota, Vlasta; Šubarić, D.; Babić, J.

    2009-01-01

    The aim of this study was investigation of prevention of thermal degradation of the red currant juice anthocyanins by addition of different phenolic compounds (catechol, 4-methyl catechol, catechin, chlorogenic acid and gallic acid). Phenolic compounds were added in 50:1 and 100:1 copigment:pigment molar ratio. Red currant juice samples were heated at 30, 50, 70 and 90 °C for 1 hour. Thermal degradation of anthocyanins was investigated through determination of anthocyanin content and calculat...

  8. Optimization of Ultrasound-Assisted Extraction of Anthocyanins from Mulberry, Using Response Surface Methodology

    Ren-You Gan; Wen-Hua Ling; Tang-Bin Zou; Min Wang

    2011-01-01

    Mulberry is one of the most widely used traditional Chinese medicines. Anthocyanins are the main bioactive components of mulberry, and possess important biological activities, such as antimicrobial, anti-inflammatory and antioxidant activities. This study investigated the ultrasound-assisted extraction (UAE) of anthocyanins from mulberry by using response surface methodology (RSM). The extraction conditions associated with anthocyanin yield, including extraction solvent, liquid-to-solid rate,...

  9. Effect of Light on Anthocyanin Levels in Submerged, Harvested Cranberry Fruit

    Yu Zhou; Bal Ram Singh

    2004-01-01

    Anthocyanins are a group of plant antioxidants known for their therapeutic use. The effects of natural light, red light, and far-red light on individual as well as total anthocyanin content in cranberry fruit (Vaccinium macrocarpon Ait) were examined in an experimental setting designed to mimic water-harvesting conditions. The reversed-phase high-performance liquid chromatography (HPLC) method was used to separate and analyze the anthocyanins. In contrast to the case of the control sample tha...

  10. Impact of Frozen Storage on the Anthocyanin and Polyphenol Content of American Elderberry Fruit Juice

    Johnson, Mitch C.; Thomas, Andrew L.; Greenlief, C. Michael

    2015-01-01

    The effects of frozen storage on the anthocyanin and polyphenol content of elderberry fruit juice are investigated. Juice from three genotypes of American elderberry (Adams II, Bob Gordon, and Wyldewood) was screened for total phenolic (TP) and total monomeric anthocyanin (TMA) content with spectrophotometric methods. The individual anthocyanin content (IAC) of the juice was tested by coupling solid phase extraction with ultra-performance liquid chromatography/tandem mass spectrometry. Juice ...

  11. Methylation Formation to Improve Red Radish Anthocyanins Solubility in Cold Water

    Jie Zhang; Xiaohua Zhou; Dan Wang; Xing Zhou; Shiyu Tan

    2013-01-01

    This paper introduced an approach by methylation formation to enhance the solubility of red radish anthocyanins in cold water. FTIR spectrums indicated the formation of methylated red radish anthocyanins. The methylation yeild was 81.4 % under optimized conditions. The solubility of methylated red radish anthocyanins could reach 10.7 mg/mL in cold water (4 °C). They were water soluble, which facilitated them incorporation into aqueous food systems. And the evolution of CIELab has been studied...

  12. Characterisation of Vranec, Cabernet sauvignon and Merlot wines based on their chromatic and anthocyanin profiles

    Dimitrovska Maja; Tomovska Elena; Bocevska Mirjana

    2013-01-01

    Wines of three different grape varieties, Vranec, Cabernet Sauvignon and Merlot were examined for their characterisation in terms of anthocyanin and chromatic profiles, total polyphenols and antioxidant potential. Total, monomeric, polymeric and copigmented anthocyanins were determined by spectrophotometry and the individual anthocyanin compounds were quantified using HPLC-DAD. Chromatic profile was evaluated according to colour density, hue, % red, % blue, % yellow and brilliance (% dA...

  13. ACIDIC SOAKING AND STEAM BLANCHING RETAIN ANTHOCYANINS AND POLYPHENOLS IN PURPLE Dioscorea alata FLOUR

    Nelis Imanningsih; Deddy Muchtadi 2); Tutik Wresdiyati2); Nurheni Sri Palupi; Komari

    2013-01-01

    Purple Dioscorea alata (DA) tuber has health benefits due to its bioactive anthocyanins, which belong to polyphenolic group. Tuber is commonly made into flour to optimize its uses, however, the anthocyanins undergo significant degradation during processing because of the endogenous polyphenol oxidase activities. This research investigated factors that retain anthocyanins and polyphenols in the purple DA flour as well as its antioxidant capacity. The types of treatments during milling process ...

  14. Anthocyanin-dependent anoxygenic photosynthesis in coloured flower petals?

    Lysenko, Vladimir; Varduny, Tatyana

    2013-11-01

    Chlorophylless flower petals are known to be composed of non-photosynthetic tissues. Here, we show that the light energy storage that can be photoacoustically measured in flower petals of Petunia hybrida is approximately 10-12%. We found that the supposed chlorophylless photosynthesis is an anoxygenic, anthocyanin-dependent process occurring in blue flower petals (ADAPFP), accompanied by non-respiratory light-dependent oxygen uptake and a 1.5-fold photoinduced increase in ATP levels. Using a simple, adhesive tape stripping technique, we have obtained a backside image of an intact flower petal epidermis, revealing sword-shaped ingrowths connecting the cell wall and vacuole, which is of interest for the further study of possible vacuole-related photosynthesis. Approaches to the interpretations of ADAPFP are discussed, and we conclude that these results are not impossible in terms of the known photochemistry of anthocyanins.

  15. Anthocyanin extracts with antioxidant and radical scavenging effect

    Gabrielska, J.; Langner, M. [Technical Univ. Wroclaw (Poland). Dept. of Physics and Biophysics; Oszmianski, J. [Technical Univ. Wroclaw (Poland). Dept. of Fruit and Vegetable Technology; Komorowska, M. [Politechnika Wroclawska, Wroclaw (Poland). Inst. Fizyki

    1999-06-01

    The antioxidative activity of three anthocyanin pigments, extracted from the fruits of chokeberry, honeysuckle and sloe, were studied. Lipid oxidation in the liposome membrane, induced by UV radiation, was evaluated with a thiobarbituric acid-reactive substances assay. The antioxidant efficiency of the studied compounds follows this sequence: chokeberry>sloe>honeysuckle. The extract concentrations at which a 50% reduction of phosphatidylcholine oxidation was observed, were respectively: 48, 54 and 60 mg/l. The end products of lipid membrane oxidation were evaluated using HPLC. It was found that the antioxidative potency of anthocyanin extracts is concentration-dependent. As shown by EPR technique the efficiency of the extracts to eliminate free radicals from the solution follows the order of the antioxidant activity. (orig.)

  16. Anthocyanin extracts with antioxidant and radical scavenging effect

    The antioxidative activity of three anthocyanin pigments, extracted from the fruits of chokeberry, honeysuckle and sloe, were studied. Lipid oxidation in the liposome membrane, induced by UV radiation, was evaluated with a thiobarbituric acid-reactive substances assay. The antioxidant efficiency of the studied compounds follows this sequence: chokeberry>sloe>honeysuckle. The extract concentrations at which a 50% reduction of phosphatidylcholine oxidation was observed, were respectively: 48, 54 and 60 mg/l. The end products of lipid membrane oxidation were evaluated using HPLC. It was found that the antioxidative potency of anthocyanin extracts is concentration-dependent. As shown by EPR technique the efficiency of the extracts to eliminate free radicals from the solution follows the order of the antioxidant activity. (orig.)

  17. Antioxidation of Anthocyanins in Photosynthesis Under High Temperature Stress

    Ling Shao; Zhan Shu; Shu-Lan Sun; Chang-Lian Peng; Xiao-Jing Wang; Zhi-Fang Lin

    2007-01-01

    Chlorophyll fluorescence and antioxidative capability in detached leaves of the wild type Arabidopsis thaliana L. ecotype Landsberg erecta (Ler) and three mutants deficient in anthocyanins biosynthesis (tt3, tt4, and tt3tt4) were investigated during treatment with temperatures ranging 25-45 ℃. In comparison with the wild type, chlorophyll fluorescence parameters Fv/Fm, ΦPSⅡ, electron transport rate (ETR), Fv/Fo and qP in three anthocyanin-deficient mutants showed a more rapidly decreasing rate when the temperature was over 35 ℃. Non-photochemical quenching (NPQ) in these mutants was almost completely lost at 44 ℃, whereas the content of heat stable protein dropped and the rate of the membrane leakage increased.Fo-temperature curves were obtained by monitoring Fo levels with gradually elevated temperatures from 22 ℃ to 72 ℃ at 0.5℃/min. The inflexion temperatures of Fo were 45.8 ℃ in Ler, 45.1 ℃ in tt3, 44.1 ℃ in tt4 and 42.3 ℃ in tt3tt4, respectively.The temperatures of maximal Fo in three mutants were 1.9-3.8 ℃ lower than the wild type plants. Meanwhile, three mutants had lower activities of superoxide dismutase (SOD) and ascorbate peroxidase (APX) and an inferior scavenging capability to DPPH (1.1-diphenyl-2-picrylhy.drazyl) radical under heat stress, and in particular tt3tt4 had the lowest antioxidative potential. The results of the diaminobenzidine-H2O2 histochemical staining showed that H2O2 was accumulated in the leaf vein and mesophyll cells of mutants under treatment at 40 ℃, and it was significantly presented in leaf cells of tt3tt4.The sensitivity of Arabidopsis anthocyanins-deficient mutants to high temperatures has revealed that anthocyanins in normal plants might provide protection from high temperature injury, by enhancing its antioxidative capability under high temperature stress.

  18. Anthocyanin-dependent anoxygenic photosynthesis in coloured flower petals?

    Vladimir Lysenko; Tatyana Varduny

    2013-01-01

    Chlorophylless flower petals are known to be composed of non-photosynthetic tissues. Here, we show that the light energy storage that can be photoacoustically measured in flower petals of Petunia hybrida is approximately 10-12%. We found that the supposed chlorophylless photosynthesis is an anoxygenic, anthocyanin-dependent process occurring in blue flower petals (ADAPFP), accompanied by non-respiratory light-dependent oxygen uptake and a 1.5-fold photoinduced increase in ATP levels. Using a ...

  19. Does the accumulation of anthocyanins protect the plant against photoinhibition?

    Bargaila, Kestutis; Zhang, Lulu; Cekaliovaite, Marija; Hansen, Paula Melo Paulon; Sloth, Stine Hesselholt; Zhang, Xiaoting

    2008-01-01

    The aim of this second semester project is to find out whether the pigment anthocyanin (a pigment responsible for the vermilion in plants) offers plants, any protection against Photoinhibition. The plant called Gaultheria miqueliana has been chosen to be the object of study of this project because it has characteristics, which are important for the beginning of the project - green and red leaves. The plants were exposed to different light intensities and afterwards the electron transport rate...

  20. Transcriptional control of floral anthocyanin pigmentation in monkeyflowers (Mimulus)

    Yuan, Yao-Wu; Sagawa, Janelle M.; Frost, Laura; Vela, James P.; Bradshaw, Harvey D.

    2014-01-01

    A molecular description of the control of floral pigmentation in a multi-species group displaying various flower color patterns is of great interest for understanding the molecular bases of phenotypic diversification and pollinator-mediated speciation.Through transcriptome profiling, mutant analyses, and transgenic experiments, we aim to establish a ‘baseline’ floral anthocyanin regulation model in Mimulus lewisii and to examine the different ways of tinkering with this model in generating th...

  1. Fluorescence of anthocyanin pigments in plant extracts at various pH

    Pliszka, Barbara; Olszewska, Teresa; Drabent, Regina

    2001-07-01

    The fluorescence properties of anthocyanin pigments in extracts of red cabbage, Brassica oleracea, have been studied. The fluorescence spectra and fluorescence excitation spectra have been measured with absorption spectra of anthocyanins in extracts at pH 2 and pH 7. The results of the researches show that kinds of fluorescent anthocyanins (or/and other compounds) depend on pH conditions of red cabbage extracts. The properly chosen parameters of fluorescence measurement allow to distinguish spectrally two different fluorescent anthocyanin compounds in extract at pH 2 in comparison to pH 7, where three fluorescent compounds have been found.

  2. Coronatine Induces an Accumulation of Anthocyanin and Starch in Purple-fleshed Sweetpotato (Ipomoea batatas Lam.)

    Baoqing WANG; Beitao XIE; Haiyan ZHANG; Liming ZHANG; Qingmei WANG

    2013-01-01

    [Objective] The objective of this research was to examine the effects of COR on anthocyanin and starch content in storage roots of two PFS genotypes, and to explore the relationships between anthocyanin synthesis and starch accumula-tion. [Method] A field experiment was carried out to determine the changes in yield components, yield, contents of anthocyanin and starch, activities of phenylalanine ammonia-lyase (PAL) and adenosine 5-diphosphate glucose pyrophosphorylase (AG-Pase) in two genotypes of PFS (Ipomoea batatas L., var. ‘Ayamurasaki’ and‘Jishu18’). [Result] The application of COR significantly increased starch and antho-cyanin content in storage roots of Jishu18 across developmental stages by inducing the activities of PAL and AGPase, and final y enhanced yield by promoting fresh weight of storage roots. Ayamurasaki was insensitive to treatment with COR al-though its PAL activity temporal y increased. The starch and anthocyanin content of Aya, and the anthocyanin content of Jishu18 increased progressively across devel-opmental stages with or without COR application, but the starch content of Jishu18 increased initial y, then decreased before increasing again without application of COR. Treatment with COR reduced downward trend of starch accumulation in Jishu18. Thus, the effect of COR on accumulation of anthocyanin and starch in storage roots of PFS differs according to genotypes. [Conclusion] The application of 0.05 μmol/L COR may increase starch and anthocyanin content in PFS genotypes with lower starch and anthocyanin content in storage roots.

  3. Post-harvest UVC irradiation effect on anthocyanin profile of grape berries

    Anthocyanins are a class of phenolic compounds that contribute to the color of red grapes and have shown nutraceutical properties for human health. UVC light irradiation has been proved to increase phenolic compounds such as stilbenes, but its effect on anthocyanins has not been reported. The aim of this work was to identify the best treatment conditions of UVC light irradiation on post-harvest berries of Malbec (M), Cabernet Sauvignon (CS) and Tempranillo (T) for anthocyanin increments. Grape berries were irradiated with 240 W at 20 and 40 cm from the light source, for 30, 60 and 120 seconds. Both, irradiated and control grapes were stored on darkness at 20 C degree until anthocyanin extraction with methanol/ClH. HPLC analysis were performed and nine anthocyanins were quantified. UVC light irradiation modified the anthocyanin profile of the three cultivars. All the glucoside anthocyanins derivates and peonidin-acetyl-glucoside, as well as total anthocyanins were increased when CS berries were exposed to UVC for 120 s at 40 cm. This suggests that UVC stimulated the entire biosynthetic pathway. The anthocyanin content of the control berries was always higher than the treatments with UVC on M and T, making necessary to evaluate less rigorous conditions for these varieties. (authors)

  4. UV-B-induced anthocyanin synthesis in maize regulated by FMN and inhibitors of FMN photoreactions

    Anthocyanin synthesis in maize (Zea mays L., cv. ganga safed) under white and UV-B light has been investigated after pretreatment of seedlings with flavin mononucleotide (FMN) and inhibitors of flavin photoreactions. UV-B enhanced synthesis of anthocyanin compared to white light, and this enhancement was further promoted by flavin mononucleotide (FMN). Salicyl hydroxamic acid, sodium azide and potassium iodide, which interfere with the photoreactions of flavin, inhibit UV-B-induced and FMN-promoted anthocyanin synthesis. A flavin may be involved as a photoreceptor of UV-B radiation for anthocyanin synthesis in maize

  5. Early Autumn Senescence in Red Maple (Acer rubrum L. Is Associated with High Leaf Anthocyanin Content

    Rachel Anderson

    2015-08-01

    Full Text Available Several theories exist about the role of anthocyanins in senescing leaves. To elucidate factors contributing to variation in autumn leaf anthocyanin contents among individual trees, we analysed anthocyanins and other leaf traits in 27 individuals of red maple (Acer rubrum L. over two growing seasons in the context of timing of leaf senescence. Red maple usually turns bright red in the autumn, but there is considerable variation among the trees. Leaf autumn anthocyanin contents were consistent between the two years of investigation. Autumn anthocyanin content strongly correlated with degree of chlorophyll degradation mid to late September, early senescing leaves having the highest concentrations of anthocyanins. It also correlated positively with leaf summer chlorophyll content and dry matter content, and negatively with specific leaf area. Time of leaf senescence and anthocyanin contents correlated with soil pH and with canopy openness. We conclude that the importance of anthocyanins in protection of leaf processes during senescence depends on the time of senescence. Rather than prolonging the growing season by enabling a delayed senescence, autumn anthocyanins in red maple in Ontario are important when senescence happens early, possibly due to the higher irradiance and greater danger of oxidative damage early in the season.

  6. Signal perception, transduction, and gene expression involved in anthocyanin biosynthesis

    Anthocyanin pigments provide fruits and flowers with their bright red and blue colors and are induced in vegetative tissues by various signals. The biosynthetic pathway probably represents one of the best‐studied examples of higher plant secondary metabolism. It has attracted much attention of plant geneticists because of the dispensable nature of the compounds it produces. Not unexpectedly, several excellent reviews on anthocyanin biosynthesis have been published over the last 5 years (Dooner et al., 1991; Martin and Gerats, 1993a, 1993b; Koes et al., 1994; Holton and Cornish, 1995). These reviews emphasize the late steps of pigment biosynthesis rather than the early and intermediate events of signal perception and transduction. This review is broader and not only covers the identification of components of the anthocyanin signal perception/transduction networks but also provides a description of our current understanding of how they evoke the responses that they do. Progress has derived from a combination of biochemical, molecular and genetic studies. We discuss a range of relevant research to highlight the different experimental approaches being used and the diverse biological systems under investigation. (author)

  7. Engineering the anthocyanin regulatory complex of strawberry (Fragaria vesca

    Kui eLin-Wang

    2014-11-01

    Full Text Available The woodland strawberry, Fragaria vesca is a model fruit for a number of rosaceous crops. We have engineered altered concentrations of anthocyanin in F. vesca, to determine the impact on plant growth and fruit quality. Anthocyanin concentrations were significantly increased by over-expression or decreased by knock-down of the R2R3 MYB activator, MYB10. In contrast, a potential bHLH partner for MYB10 (bHLH33 did not affect the anthocyanin pathway when knocked down using RNAi constructs. Metabolic analysis of fruits revealed that, of all the polyphenolics surveyed, only cyanidin and pelargonidin glucoside, and coumaryl hexose were significantly affected by over-expression and knock down of MYB10. Using the F. vesca genome sequence, members of the MYB, bHLH and WD40 families were examined. Global analysis of gene expression and targeted qPCR analysis of biosynthetic genes and regulators confirmed the effects of altering MYB10 expression, as well as the knock-down of bHLH33. Other members of the MYB transcription factor family were affected by the transgenes. Transient expression of strawberry genes in Nicotiana benthamiana revealed that MYB10 can auto-regulate itself, and potential repressors of MYB10. In tobacco, MYB10’s activation of biosynthetic steps is inhibited by the strawberry repressor MYB1.

  8. Engineering the anthocyanin regulatory complex of strawberry (Fragaria vesca).

    Lin-Wang, Kui; McGhie, Tony K; Wang, Mindy; Liu, Yuhui; Warren, Benjamin; Storey, Roy; Espley, Richard V; Allan, Andrew C

    2014-01-01

    The woodland strawberry, Fragaria vesca is a model fruit for a number of rosaceous crops. We have engineered altered concentrations of anthocyanin in F. vesca, to determine the impact on plant growth and fruit quality. Anthocyanin concentrations were significantly increased by over-expression or decreased by knock-down of the R2R3 MYB activator, MYB10. In contrast, a potential bHLH partner for MYB10 (bHLH33) did not affect the anthocyanin pathway when knocked down using RNAi constructs. Metabolic analysis of fruits revealed that, of all the polyphenolics surveyed, only cyanidin, and pelargonidin glucoside, and coumaryl hexose were significantly affected by over-expression and knock down of MYB10. Using the F. vesca genome sequence, members of the MYB, bHLH, and WD40 families were examined. Global analysis of gene expression and targeted qPCR analysis of biosynthetic genes and regulators confirmed the effects of altering MYB10 expression, as well as the knock-down of bHLH33. Other members of the MYB transcription factor family were affected by the transgenes. Transient expression of strawberry genes in Nicotiana benthamiana revealed that MYB10 can auto-regulate itself, and potential repressors of MYB10. In tobacco, MYB10's activation of biosynthetic steps is inhibited by the strawberry repressor MYB1. PMID:25477896

  9. A New Acylated Flavonoid from Anaphalis aureo-punctata

    2003-01-01

    A new acylated tlavonoid glycoside, 3-O-kaempferol-3-O-acetyl-6-O-(P-coumaroyl)-β-D-glucopyranoside 1 was isolated from the whole plant of Anaphalis aureo-punctata. The structure was established by spectral methods.

  10. Regioselective self-acylating cyclodextrins in organic solvent

    Eunae Cho; Deokgyu Yun; Daham Jeong; Jieun Im; Hyunki Kim; Dindulkar, Someshwar D.; Youngjin Choi; Seunho Jung

    2016-01-01

    Amphiphilic cyclodextrins have been synthesized with self-acylating reaction using vinyl esters in dimethylformamide. In the present study no base, catalyst, or enzyme was used, and the structural analyses using thin layer chromatography, nuclear magnetic resonance spectroscopy and mass spectrometry show that the cyclodextrin is substituted preferentially by one acyl moiety at the C2 position of the glucose unit, suggesting that cyclodextrin functions as a regioselective catalytic carbohydrat...

  11. Study on Chemical Constituents and Antioxidant Activity of Anthocyanins from Ipomoea batatas L.(purple sweet potato)%紫甘薯花色苷的组分及抗氧化活性研究

    朱洪梅; 赵猛

    2009-01-01

    Anthocyanins extracted from purple sweet potatoes (Ipomoea batatas L.) were purified through AB-8 resin column. The extract contains 11 kinds of anthocyanins by HPLC-DAD analysis. The majority of the anthocyanins are acylated cyanidin and peonidin. The objective of this study was to investigate the antioxidant activities of anthocyanins from purple sweet potatoes by different analytical methods: the α,α-diphenyl-β-picrylhydrazyl (DPPH) radical-scavenging effect and superoxide anions radical-scavenging effect, reducing power and antioxidant effect on lipid peroxidation in a linoleic acid model system. At a concentration of 0.5g/L, the reducing power of anthocyanins, L-ascorbic acid (L-AA) and butylated hydroxytoluene (BHT) reached 0.572, 0.460 and 0.121, respectively. The result displayed that anthocyanins possessed excellent reducing power. The fact that half inhibition concentrations (IC50) of anthocyanins scavenging DPPH radical and superoxide anions radical were 6.94 and 3.68mg/Lrespectively indicates that anthocyanins were effective in scavenging DPPH and superoxide anions radical. In addition, anthocyanins could significantly inhibit the peroxidation of lipid.%对紫甘薯花色苷的化学成分和抗氧化活性进行了研究.研究采用大孔树脂AB-8纯化紫甘薯花色苷,高效液相色谱-2极管阵列法(HPLC-DAD)分析表明,纯化后的提取物中共含有11种花色苷,其中主要成分为酰化的矢车菊素和芍药素.并测定了紫甘薯总花色苷在DPPH自由基清除体系、超氧阴离子体系、还原力和亚油酸体系的抗氧化活性.在质量浓度均为0.5g/L时,花色苷、L-AA和 BHT的还原力分别为0.572、0.460 和0.121,花色苷的清除DPPH自由基的半数抑制浓度(IC50)和清除超氧阴离子IC50分别为6.94和3.68mg/L,表明花色苷还原能力强,并能有效地清除DPPH自由基和超氧阴离子.此外,紫甘薯花色苷能较好地抑制脂质过氧化.

  12. Anthocyanin indexes, quercetin, kaempferol, and myricetin concentration in leaves and fruit of Abutilon theophrasti Medik. genetic resources

    Anthocyanin indexes, quercetin, kaempferol, and myricetin may provide industry with potential new medicines or nutraceuticals. Velvetleaf (Abutilon theophrasti Medik) leaves from 42 accessions were analyzed for anthocyanin indexes while both leaves and fruit were used for quercetin, kaempferol, and ...

  13. An R2R3 MYB transcription factor associated with regulation of the anthocyanin biosynthetic pathway in Rosaceae (on linr)

    Wang, Kui-Lin; Bolitho, Karen; Grafton, Karryn; Kortstee, A J; Karunairetnam, Sakuntala; McGhie, T.K.; Espley, R.V.; Hellens, R.P.; Allan, A.C.

    2010-01-01

    Background - The control of plant anthocyanin accumulation is via transcriptional regulation of the genes encoding the biosynthetic enzymes. A key activator appears to be an R2R3 MYB transcription factor. In apple fruit, skin anthocyanin levels are controlled by a gene called MYBA or MYB1, while the gene determining fruit flesh and foliage anthocyanin has been termed MYB10. In order to further understand tissue-specific anthocyanin regulation we have isolated orthologous MYB genes from all th...

  14. AKTIVITAS ANTIOKSIDAN ANTOSIANIN BERAS KETAN HITAM SELAMA FERMENTASI [Antioxidant Activity of Anthocyanin of Black Glutinous Rice During Fermentation

    Nanik Suhartatik1)*; Muhammad Nur Cahyanto; Sri Raharjo2); Endang S Rahayu1)

    2013-01-01

    Anthocyanin is a group of bioactive compound found to be abundant in black glutinous rice. It has been widely studied for their health beneficial effect. Hydrolysis of anthocyanin glycoside into anthocyanidin and sugar by β,D-glucosidase is presumed to be the first step in anthocyanin metabolism. Enzymatic degradation of anthocyanin was reported to produce not only more stable compounds, but also healthier compounds with better bioavailability. Some species of Lactic Acid Bacteria showed β,D-...

  15. Different Localization Patterns of Anthocyanin Species in the Pericarp of Black Rice Revealed by Imaging Mass Spectrometry

    Yukihiro Yoshimura; Nobuhiro Zaima; Tatsuya Moriyama; Yukio Kawamura

    2012-01-01

    Black rice (Oryza sativa L. Japonica) contains high levels of anthocyanins in the pericarp and is considered an effective health-promoting food. Several studies have identified the molecular species of anthocyanins in black rice, but information about the localization of each anthocyanin species is limited because methodologies for investigating the localization such as determining specific antibodies to anthocyanin, have not yet been developed Matrix-assisted laser desorption/ionization imag...

  16. Anthocyanin-Rich Juice Lowers Serum Cholesterol, Leptin, and Resistin and Improves Plasma Fatty Acid Composition in Fischer Rats

    Daniela Graf; Stephanie Seifert; Anke Jaudszus; Achim Bub; Bernhard Watzl

    2013-01-01

    Obesity and obesity-associated diseases e.g. cardiovascular diseases and type 2 diabetes are spread worldwide. Anthocyanins are supposed to have health-promoting properties, although convincing evidence is lacking. The aim of the present study was to investigate the effect of anthocyanins on several risk factors for obesity-associated diseases. Therefore, Fischer rats were fed anthocyanin-rich grape-bilberry juice or an anthocyanin-depleted control juice for 10 weeks. Intervention with anthoc...

  17. Arabidopsis acyl-acyl carrier protein synthetase AAE15 with medium chain fatty acid specificity is functional in cyanobacteria

    Kaczmarzyk, Danuta; Hudson, Elton P.; Fulda, Martin

    2016-01-01

    Cyanobacteria are potential hosts for the biosynthesis of oleochemical compounds. The metabolic precursors for such compounds are fatty acids and their derivatives, which require chemical activation to become substrates in further conversion steps. We characterized the acyl activating enzyme AAE15 of Arabidopsis encoded by At4g14070, which is a homologue of a cyanobacterial acyl-ACP synthetase (AAS). We expressed AAE15 in insect cells and demonstrated its AAS activity with medium chain fatty ...

  18. Different localization patterns of anthocyanin species in the pericarp of black rice revealed by imaging mass spectrometry.

    Yukihiro Yoshimura

    Full Text Available Black rice (Oryza sativa L. Japonica contains high levels of anthocyanins in the pericarp and is considered an effective health-promoting food. Several studies have identified the molecular species of anthocyanins in black rice, but information about the localization of each anthocyanin species is limited because methodologies for investigating the localization such as determining specific antibodies to anthocyanin, have not yet been developed Matrix-assisted laser desorption/ionization imaging mass spectrometry (MALDI-IMS is a suitable tool for investigating the localization of metabolites. In this study, we identified 7 species of anthocyanin monoglycosides and 2 species of anthocyanin diglycosides in crude extracts from black rice by matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS analysis. We also analyzed black rice sections by MALDI-IMS and found 2 additional species of anthocyanin pentosides and revealed different localization patterns of anthocyanin species composed of different sugar moieties. Anthocyanin species composed of a pentose moiety (cyanidin-3-O-pentoside and petunidin-3-O-pentoside were localized in the entire pericarp, whereas anthocyanin species composed of a hexose moiety (cyanidin-3-O-hexoside and peonidin-3-O-hexoside were focally localized in the dorsal pericarp. These results indicate that anthocyanin species composed of different sugar moieties exhibit different localization patterns in the pericarp of black rice. This is the first detailed investigation into the localization of molecular species of anthocyanins by MALDI-IMS.

  19. Anthocyanin and Potential Therapeutic Traits in Clitoria, Desmodium, Corchorus, Catharanthus, and Hibiscus Species

    The USDA, ARS, Plant Genetic Resources Conservation Unit curates several important nutraceutical and medicinal plant species. Anthocyanins are responsible for flower, leaf, seed coat color in plants, and are antioxidants as well. However, little is known about anthocyanin content in Clitoria terna...

  20. Using gamma irradiation for the recovery of anthocyanins from grape pomace

    Ayed, N.; Yu, H.-L.; Lacroix, M.

    2000-03-01

    This research investigated the effect of gamma irradiation from 0 to 9 kGy, packaging in air or under vacuum, or in combination with other treatments for enhancing anthocyanin extraction from grape pomace. Results indicate that the irradiation at 6 kGy and packaging in the presence of a low concentration of sodium metabisulfite yielded the highest value of anthocyanin extraction.

  1. Issues with fruit dietary supplements in the US - authentication by anthocyanin

    Current fruit-based dietary supplements in the US marketplace have no obligation to meet any fruit-component concentration requirement. For example, berry supplements might be promoted for their high anthocyanin content, but they actually have no standard or minimum anthocyanin threshold for legal s...

  2. Rosaceae products: Anthocyanin quality and comparisons between dietary supplements and foods

    Rosaceae (strawberry, cherry, blackberry, red raspberry, and black raspberry) dietary supplements and food products (total n=74) were purchased and analyzed to determine their anthocyanin concentrations and profiles. Eight of the 33 dietary supplements had no detectable anthocyanins (five samples) o...

  3. CCoAOMT down-regulation activates anthocyanin biosynthesis in petunia

    Shaipulah, N.F.M.; Muhlemann, Joëlle K.; Woodworth, Benjamin D.; Moerkercke, Van Alex; Verdonk, J.C.; Ramirez, A.A.; Haring, Michel A.; Dudareva, Natalia; Schuurink, Robert C.

    2016-01-01

    Anthocyanins and volatile phenylpropenes (isoeugenol and eugenol) in petunia (Petunia hybrida) flowers have the precursor 4-coumaryl coenzyme A (CoA) in common. These phenolics are produced at different stages during flower development. Anthocyanins are synthesized during early stages of flower d

  4. Using gamma irradiation for the recovery of anthocyanins from grape pomace

    Ayed, N.; Yu, H.-L.; Lacroix, M. E-mail: Monique_Lacroix@iaf.uquebec.ca

    2000-03-01

    This research investigated the effect of gamma irradiation from 0 to 9 kGy, packaging in air or under vacuum, or in combination with other treatments for enhancing anthocyanin extraction from grape pomace. Results indicate that the irradiation at 6 kGy and packaging in the presence of a low concentration of sodium metabisulfite yielded the highest value of anthocyanin extraction. (author)

  5. Matrix Effects on the Stability and Antioxidant Activity of Red Cabbage Anthocyanins under Simulated Gastrointestinal Digestion

    Anna Podsędek

    2014-01-01

    Full Text Available Red cabbage is, among different vegetables, one of the major sources of anthocyanins. In the present study an in vitro digestion method has been used to assay the influence of the physiological conditions in the stomach and small intestine, as well as faecal microflora on anthocyanins stability in red cabbage and anthocyanin-rich extract. The recovery of anthocyanins during in vitro gastrointestinal digestion was strongly influenced by food matrix. The results showed that other constituents present in cabbage enhanced the stability of anthocyanins during the digestion. The amount of anthocyanins (HPLC method and antioxidant capacity (ABTS and FRAP assays strongly decreased after pancreatic-bile digestion in both matrices but total phenolics content (Folin-Ciocalteu assay in these digestions was higher than in initial samples. Incubation with human faecal microflora caused further decline in anthocyanins content. The results obtained suggest that intact anthocyanins in gastric and products of their decomposition in small and large intestine may be mainly responsible for the antioxidant activity and other physiological effects after consumption of red cabbage.

  6. Genetic analyses of anthocyanin concentrations and the intensity of red color in onion

    Higher concentrations of anthocyanins in vegetables are important for attractive appearance and may offer health benefits for consumers. The red color of onion bulbs is due primarily to the accumulation of anthocyanins. Segregating haploid plants from the cross of yellow and red inbreds were asexual...

  7. Using gamma irradiation for the recovery of anthocyanins from grape pomace

    This research investigated the effect of gamma irradiation from 0 to 9 kGy, packaging in air or under vacuum, or in combination with other treatments for enhancing anthocyanin extraction from grape pomace. Results indicate that the irradiation at 6 kGy and packaging in the presence of a low concentration of sodium metabisulfite yielded the highest value of anthocyanin extraction. (author)

  8. Effect of calcium on strawberry fruit flavonid gene expression and anthocyanins accumulation

    Strawberry fruit contain phenolic compounds such as anthocyanins, which have beneficial effects against oxidative stress mediated diseases. Two diploid strawberry (Fragaria vesca) inbred lines, Ruegen F7-4 (red fruit) and YW5AF7 (yellow fruit) were used to study the regulation of anthocyanin biosynt...

  9. Health Benefits of Anthocyanins and Their Encapsulation for Potential Use in Food Systems: A Review.

    Yousuf, Basharat; Gul, Khalid; Wani, Ali Abas; Singh, Preeti

    2016-10-01

    Anthocyanins are one of the six subgroups of large and widespread group of plant constituents known as flavonoids. These are responsible for the bright and attractive orange, red, purple, and blue colors of most fruits, vegetables, flowers and some cereal grains. More than 600 structurally distinct anthocyanins have been identified in nature. Earlier, anthocyanins were only known for their coloring properties but now interest in anthocyanin pigments has intensified because of their possible health benefits as dietary antioxidants, which help to prevent neuronal diseases, cardiovascular illnesses, cancer, diabetes, inflammation, and many such others diseases. Ability of anthocyanins to counter oxidants makes them atherosclerosis fighters. Therefore, anthocyanin-rich foods may help to boost overall health by offering an array of nutrients. However, the incorporation of anthocyanins into food and medical products is a challenging task due to their low stability toward environmental conditions during processing and storage. Encapsulation seems to be an efficient way to introduce such compounds into these products. Encapsulating agents act as a protector coat against ambient adverse conditions such as light, humidity, and oxygen. Encapsulated bioactive compounds are easier to handle and offer improved stability. The main objective of this review is to explore health benefits of anthocyanins and their extraction, characterization, encapsulation, and delivery. PMID:25745811

  10. CCoAOMT down-regulation activates anthocyanin biosynthesis in petunia

    N.F.M. Shaipulah; J.K. Muhlemann; B.D. Woodworth; A. Van Moerkercke; J.C. Verdonk; A.M. Ramirez; M.A. Haring; N. Dudareva; R.C. Schuurink

    2015-01-01

    Anthocyanins and volatile phenylpropenes (isoeugenol and eugenol) in petunia flowers have the precursor 4-coumaryl CoA in common. These phenolics are produced at different stages during flower development. Anthocyanins are synthesized during early stages of flower development and sequestered in vacu

  11. Absorption and excretion of black currant anthocyanins in human and Watanabe Heritable Hyperlipidemic rabbits

    Nielsen, I. L.. F.; Ravn-Haren, Gitte; Dragsted, L. O.;

    2003-01-01

    Anthocyanins are thought to protect against cardiovascular diseases. Watanabe heritable hyperlipidemic (WHHL) rabbits are hypercholesterolemic and used as a model of the development of atherosclerosis. To compare the uptake and excretion of anthocyanins in humans and WHHL rabbits, single-dose black...... currant anthocyanin studies were performed. Procedures for workup and analyses of urine and plasma samples containing anthocyanins were developed with high recoveries (99 and 81%, respectively) and low limits of quantification (greater than or equal to 6.6 and greater than or equal to 1.1 nM, respectively......). The excretion and absorption of anthocyanins from black currant juice were found to be within the same order of magnitude in the two species regarding urinary excretion within the first 4 h (rabbits, 0.035%; humans, 0.072%) and t(ma)x (rabbits, similar to30 min; humans, similar to45 min). A food...

  12. Anthocyanins in purple and blue wheat grains and in resulting bread: quantity, composition, and thermal stability.

    Bartl, Pavel; Albreht, Alen; Skrt, Mihaela; Tremlová, Bohuslava; Ošťádalová, Martina; Šmejkal, Karel; Vovk, Irena; Ulrih, Nataša Poklar

    2015-01-01

    The anthocyanin composition of blue (Triticum aestivum L., cv. Skorpion) and purple wheat (Triticum aethiopicum JAKUBZ cv. Abyssinskaja arrasajta cv. Abyssinskaja arrasajta), cultivated in the Czech Republic, and of the prepared whole blue and purple wheat bread was determined. In blue and purple wheat, 19 and 26 anthocyanins, respectively, were tentatively identified by liquid chromatography and mass spectrometry. The total content of anthocyanins determined in blue and purple wheat was 9.26 and 13.23 mgkg(-1), respectively. The breads were baked at 240 and 180 °C. Some significant differences in anthocyanins content were observed between breads prepared at different baking temperatures. The content of cyanidin-3-glucoside, delphinidin-3-glucoside and pelargonidin-3-glucoside was determinated in starting material, whole meal flours and baked breads. These kinds of wheat are suitable for baking bread, since intake of anthocyanins may play an important role in the prevention of human diseases. PMID:26088282

  13. Molecular mechanism for cadmium-induced anthocyanin accumulation in Azolla imbricata.

    Dai, Ling-Peng; Dong, Xin-Jiao; Ma, Hai-Hu

    2012-04-01

    Anthocyanins inducibly synthesized by Cd treatment showed high antioxidant activity and might be involved in internal detoxification mechanisms of Azolla imbricata against Cd toxicity. In order to understand anthocyanin biosynthesis mechanism during Cd stress, the cDNAs encoding chalcone synthase (CHS) and dihydroflavonol reductase (DFR), two key enzymes in the anthocyanin synthesis pathway, were isolated from A. imbricata. Deduced amino acid sequences of the cDNAs showed high homology to the sequences from other plants. Expression of AiDFR, and to a lesser extent AiCHS, was significantly induced in Cd treatment plant in comparison with the control. CHS and DFR enzymatic activities showed similar pattern changes with these genes expression during Cd stress. These results strongly indicate that Cd induced anthocyanin accumulation is probably mediated by up-regulation of structural genes including CHS and DFR, which might further increase the activities of enzymes encoded by these structural genes that control the anthocyanin biosynthetic steps. PMID:22225708

  14. Regioselective Acylation of Diols and Triols: The Cyanide Effect.

    Peng, Peng; Linseis, Michael; Winter, Rainer F; Schmidt, Richard R

    2016-05-11

    Central topics of carbohydrate chemistry embrace structural modifications of carbohydrates and oligosaccharide synthesis. Both require regioselectively protected building blocks that are mainly available via indirect multistep procedures. Hence, direct protection methods targeting a specific hydroxy group are demanded. Dual hydrogen bonding will eventually differentiate between differently positioned hydroxy groups. As cyanide is capable of various kinds of hydrogen bonding and as it is a quite strong sterically nondemanding base, regioselective O-acylations should be possible at low temperatures even at sterically congested positions, thus permitting formation and also isolation of the kinetic product. Indeed, 1,2-cis-diols, having an equatorial and an axial hydroxy group, benzoyl cyanide or acetyl cyanide as an acylating agent, and DMAP as a catalyst yield at -78 °C the thermodynamically unfavorable axial O-acylation product; acyl migration is not observed under these conditions. This phenomenon was substantiated with 3,4-O-unproteced galacto- and fucopyranosides and 2,3-O-unprotected mannopyranosides. Even for 3,4,6-O-unprotected galactopyranosides as triols, axial 4-O-acylation is appreciably faster than O-acylation of the primary 6-hydroxy group. The importance of hydrogen bonding for this unusual regioselectivity could be confirmed by NMR studies and DFT calculations, which indicate favorable hydrogen bonding of cyanide to the most acidic axial hydroxy group supported by hydrogen bonding of the equatorial hydroxy group to the axial oxygen. Thus, the "cyanide effect" is due to dual hydrogen bonding of the axial hydroxy group which enhances the nucleophilicity of the respective oxygen atom, permitting an even faster reaction for diols than for mono-ols. In contrast, fluoride as a counterion favors dual hydrogen bonding to both hydroxy groups leading to equatorial O-acylation. PMID:27104625

  15. Synthesis of N-acyl-2-amino-2-deoxy-[1-14C]-glucoses as precursors for the biosynthesis of novel N-acyl-neuraminic acids

    N-Propanoyl-, N-butanoyl-, N-pentanoyl-, N-hexanoyl-, N-heptanoyl-, and N-crotonoyl-[1-14]C -D-glucosamine were synthesized from [1-14C]-D-glucosamine and their respective carbonic acid anhydrides as precursors for the biosynthesis of the corresponding N-acyl neuraminic acids. The N-acyl-glucosamines are phosphorylated to their respective phosphate by N-acetyl-glucosamine kinase in a rat liver homogenate. These precursors may become valuable tools to investigate the biological role of the N-acyl side chain of N-acyl-glucosamines and N-acyl neuraminic acids which are components of glycoconjugates. (Author)

  16. Control of anthocyanin and non-flavonoid compounds by anthocyanin-regulating MYB and bHLH transcription factors in Nicotiana benthamiana leaves

    Outchkourov, Nikolay S.; Carollo, Carlos A.; Gomez-Roldan, Victoria; De Vos, Ric C. H.; Bosch, Dirk; Hall, Robert D.; Beekwilder, Jules

    2014-01-01

    Coloration of plant organs such as fruit, leaves and flowers through anthocyanin production is governed by a combination of MYB and bHLH type transcription factors (TFs). In this study we introduced Rosea1 (ROS1, a MYB type) and Delila (DEL, a bHLH type), into Nicotiana benthamiana leaves by agroinfiltration. ROS1 and DEL form a pair of well-characterized TFs from Snapdragon (Antirrhinum majus), which specifically induce anthocyanin accumulation when expressed in tomato fruit. In N. benthamia...

  17. Functional conservation analysis and expression modes of grape anthocyanin synthesis genes responsive to low temperature stress.

    Zhang, Cheng; Jia, Haifeng; Wu, Weimin; Wang, Xicheng; Fang, Jinggui; Wang, Chen

    2015-12-10

    In grape cultivation, low temperature generally increases the expression of genes involved in synthesis of anthocyanin. In this study, multi-type structural analysis of the proteins encoded by five anthocyanin biosynthesis genes VvF3H, VvPAL, VvCHS3, VvCHS2 and VvLDOX, in addition to nine of their homologous genes revealed that proteins in grapevine shared a high similarity with that in kiwi, red orange and some other species in which the biosynthesis of anthocyanin significantly influenced by low temperature as proved by previous studies. Low temperature regulatory elements were also found in the promoter region of the grapevine genes VvCHS2, VvPAL and VvF3H. These findings indicate that the functions of anthocyanin biosynthesis genes in grapevine are conservative and might be sensitive to low temperature. In order to identify the specific expression patterns of the five anthocyanin biosynthesis genes and the changes of polyphenols, anthocyanins and flavonoids under low temperature stress. The transcription analysis of the five genes and the content of polyphenols, anthocyanins and flavonoids in grape skins were examined, by using Vitis vinifera L. cv. 'Yongyou 1' and 'Juxing' berries as experimental material and treated at 4°C and 25°C for 24h, 48 h, 72 h and 96 h. The results showed that low temperature greatly enhanced the expression of the five anthocyanin biosynthesis genes. Low temperature greatly slowed down the decomposition of polyphenol, anthocyanin, and flavonoid in grape skins. Our study also found that cv. 'Juxing' responded more sensitively to low temperature than cv. 'Yongyou 1'. All the findings would provide a basis for further study on the mechanism of anthocyanin biosynthesis under environmental stress. PMID:26253159

  18. A gene-derived SNP-based high resolution linkage map of carrot including the location of QTL conditioning root and leaf anthocyanin pigmentation

    Cavagnaro, Pablo F; Iorizzo, Massimo; Yildiz, Mehtap; Senalik, Douglas; Parsons, Joshua; Ellison, Shelby; Simon, Philipp W

    2014-01-01

    Background Purple carrots accumulate large quantities of anthocyanins in their roots and leaves. These flavonoid pigments possess antioxidant activity and are implicated in providing health benefits. Informative, saturated linkage maps associated with well characterized populations segregating for anthocyanin pigmentation have not been developed. To investigate the genetic architecture conditioning anthocyanin pigmentation we scored root color visually, quantified root anthocyanin pigments by...

  19. Regioselective self-acylating cyclodextrins in organic solvent

    Cho, Eunae; Yun, Deokgyu; Jeong, Daham; Im, Jieun; Kim, Hyunki; Dindulkar, Someshwar D.; Choi, Youngjin; Jung, Seunho

    2016-03-01

    Amphiphilic cyclodextrins have been synthesized with self-acylating reaction using vinyl esters in dimethylformamide. In the present study no base, catalyst, or enzyme was used, and the structural analyses using thin layer chromatography, nuclear magnetic resonance spectroscopy and mass spectrometry show that the cyclodextrin is substituted preferentially by one acyl moiety at the C2 position of the glucose unit, suggesting that cyclodextrin functions as a regioselective catalytic carbohydrate in organic solvent. In the self-acylation, the most acidic OH group at the 2-position and the inclusion complexing ability of cyclodextrin were considered to be significant. The substrate preference was also observed in favor of the long-chain acyl group, which could be attributed to the inclusion ability of cyclodextrin cavity. Furthermore, using the model amphiphilic building block, 2-O-mono-lauryl β-cyclodextrin, the self-organized supramolecular architecture with nano-vesicular morphology in water was investigated by fluorescence spectroscopy, dynamic light scattering and transmission electron microscopy. The cavity-type nano-assembled vesicle and the novel synthetic methods for the preparation of mono-acylated cyclodextrin should be of great interest with regard to drug/gene delivery systems, functional surfactants, and carbohydrate derivatization methods.

  20. Determination of Anthocyanin in Merlot Grape and Wine by HPLC Method%HPLC法测定梅鹿辄葡萄与葡萄酒中的花色素苷

    莫寅斌

    2012-01-01

    [Objective] The aim was to research the determination of the anthocyanin component and its relative content in the merlot grape and the grape wine by HPLC method. [ Method] The anthocyanin in the brewing grape merlot was extracted by using the ethanol and the anthocyanin in the merlot grape and the grape wine were determined by the HPLC method respectively, [ Result ] Among 9 kinds of anthocyanin determined in the merlot grape fruits and wine, the malvidin 3-0-glucoside had the highest anthocyanin content, being 28.41% and 54.00% of total ingredients. In the fruits, the malvidin 3-O-(6-O-acetyl) glucoside and the malvidin 3-O-(6-O-p-p-coumaric acyl) glucoside were 22.16% and 25.28% , which was consisted of the main anthocyanin, while in the grape wine, these 2 kinds of anthocyanin contents decreased rapidly to 4.32% and 11. 88% , which weren' t the main color-generation component of the merlot grape wine. [ Conclusion ] The changes of the anthocyanin during the transformation process from the merlot grape berries to the grape wine were analyzed preliminarily, which provided the basis for the objective appraisal on the grape variety and other researches.%[目的]利用HPLC法对梅鹿辄葡萄和葡萄酒中的花色素苷组分及其相对含量进行研究.[方法]利用乙醇提取酿酒葡萄梅鹿辄中的花色素苷,并用HPLC法分别测定梅鹿辄葡萄及葡萄酒中的花色素苷.[结果]在梅鹿辄葡萄果实及葡萄酒中测得的9种花色素苷中,均以二甲花翠素3-O-葡萄糖苷含量最高,分别占总成分的28.41%和54.00%;在果实中二甲花翠素3-O-(6-O-乙酰)葡萄糖苷、二甲花翠素3-O-(6-O-对香豆酰)葡萄糖苷分别以22.16%和25.28%的含量构成主要花色素苷,而在葡萄酒中这两种花色素苷含量迅速下降,分别降至4.32%;11.88%,不是梅鹿辄葡萄酒中的主要呈色成分.[结论]初步分析了花色素苷在梅鹿辄葡萄浆果向葡萄酒转变过程中的变化,为客观

  1. Trapping of the Enoyl-Acyl Carrier Protein Reductase-Acyl Carrier Protein Interaction.

    Tallorin, Lorillee; Finzel, Kara; Nguyen, Quynh G; Beld, Joris; La Clair, James J; Burkart, Michael D

    2016-03-30

    An ideal target for metabolic engineering, fatty acid biosynthesis remains poorly understood on a molecular level. These carrier protein-dependent pathways require fundamental protein-protein interactions to guide reactivity and processivity, and their control has become one of the major hurdles in successfully adapting these biological machines. Our laboratory has developed methods to prepare acyl carrier proteins (ACPs) loaded with substrate mimetics and cross-linkers to visualize and trap interactions with partner enzymes, and we continue to expand the tools for studying these pathways. We now describe application of the slow-onset, tight-binding inhibitor triclosan to explore the interactions between the type II fatty acid ACP from Escherichia coli, AcpP, and its corresponding enoyl-ACP reductase, FabI. We show that the AcpP-triclosan complex demonstrates nM binding, inhibits in vitro activity, and can be used to isolate FabI in complex proteomes. PMID:26938266

  2. Cholinesterase catalyzed hydrolysis of O-acyl derivatives of serotonin

    Hydrolysis of O acyl serotonin derivatives containing the residues of monocarbon dicarbon and amino acids under the effect of horse serum butyryl cholinesterase and bull erythrocytic acetylcholinesterase has been studied. It has been established, that acetylcholinesterase hydrolizes O acetylserotonin only; butyrylcholinesterase hydrolizes all the compounds investigated, except for 5,5'-terephthaloildioxytriptamine. The kinetic parameters of hydrolysis were determined. O acyl serotonin derivatives turned out good substrates of butylrylcholinesterase; serotonin and 5.5'-terephtaloildioxytriptamine are effective competitine inhibitors of the enzyme. Estimating of resistance of O acyl serotonin derivatines to blood cholinesterase effect under physiological conditions shows that the compounds investigated with the exception of 5,5'-terephthaloildioxytriptamine must be quickly hydrolyzed under butyrylcholinesterase action. 5,5'-terephthaloildioxytriptamine is suggested as a radioprotective preparation with the prolonged effect, which agrees with the biological test results

  3. Ghrelin O-Acyl Transferase: Bridging Ghrelin and Energy Homeostasis

    Andrew Shlimun

    2011-01-01

    Full Text Available Ghrelin O-acyl transferase (GOAT is a recently identified enzyme responsible for the unique n-acyl modification of ghrelin, a multifunctional metabolic hormone. GOAT structure and activity appears to be conserved from fish to man. Since the acyl modification is critical for most of the biological actions of ghrelin, especially metabolic functions, GOAT emerged as a very important molecule of interest. The research on GOAT is on the rise, and several important results reiterating its significance have been reported. Notable among these discoveries are the identification of GOAT tissue expression patterns, effects on insulin secretion, blood glucose levels, feeding, body weight, and metabolism. Several attempts have been made to design and test synthetic compounds that can modulate endogenous GOAT, which could turn beneficial in favorably regulating whole body energy homeostasis. This paper will focus to provide an update on recent advances in GOAT research and its broader implications in the regulation of energy balance.

  4. Estimation of Anthocyanin Content of Berries by NIR Method

    Zsivanovits, G.; Ludneva, D.; Iliev, A.

    2010-01-01

    Anthocyanin contents of fruits were estimated by VIS spectrophotometer and compared with spectra measured by NIR spectrophotometer (600-1100 nm step 10 nm). The aim was to find a relationship between NIR method and traditional spectrophotometric method. The testing protocol, using NIR, is easier, faster and non-destructive. NIR spectra were prepared in pairs, reflectance and transmittance. A modular spectrocomputer, realized on the basis of a monochromator and peripherals Bentham Instruments Ltd (GB) and a photometric camera created at Canning Research Institute, were used. An important feature of this camera is the possibility offered for a simultaneous measurement of both transmittance and reflectance with geometry patterns T0/180 and R0/45. The collected spectra were analyzed by CAMO Unscrambler 9.1 software, with PCA, PLS, PCR methods. Based on the analyzed spectra quality and quantity sensitive calibrations were prepared. The results showed that the NIR method allows measuring of the total anthocyanin content in fresh berry fruits or processed products without destroying them.

  5. Estimation of Anthocyanin Content of Berries by NIR Method

    Anthocyanin contents of fruits were estimated by VIS spectrophotometer and compared with spectra measured by NIR spectrophotometer (600-1100 nm step 10 nm). The aim was to find a relationship between NIR method and traditional spectrophotometric method. The testing protocol, using NIR, is easier, faster and non-destructive. NIR spectra were prepared in pairs, reflectance and transmittance. A modular spectrocomputer, realized on the basis of a monochromator and peripherals Bentham Instruments Ltd (GB) and a photometric camera created at Canning Research Institute, were used. An important feature of this camera is the possibility offered for a simultaneous measurement of both transmittance and reflectance with geometry patterns T0/180 and R0/45. The collected spectra were analyzed by CAMO Unscrambler 9.1 software, with PCA, PLS, PCR methods. Based on the analyzed spectra quality and quantity sensitive calibrations were prepared. The results showed that the NIR method allows measuring of the total anthocyanin content in fresh berry fruits or processed products without destroying them.

  6. Antioxidant Activity and Acetylcholinesterase Inhibition of Grape Skin Anthocyanin (GSA

    Mehnaz Pervin

    2014-07-01

    Full Text Available We aimed to investigate the antioxidant and acetylcholinesterase inhibitory activities of the anthocyanin rich extract of grape skin. Grape skin anthocyanin (GSA neutralized free radicals in different test systems, such as 2,-2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS and 2,2-diphenyl-1-picrylhydrazyl (DPPH assays, to form complexes with Fe2+ preventing 2,2'-azobis(2-amidinopropane dihydrochloride (AAPH-induced erythrocyte hemolysis and oxidative DNA damage. Moreover, GSA decreased reactive oxygen species (ROS generation in isolated mitochondria thus inhibiting 2',-7'-dichlorofluorescin (DCFH oxidation. In an in vivo study, female BALB/c mice were administered GSA, at 12.5, 25, and 50 mg per kg per day orally for 30 consecutive days. Herein, we demonstrate that GSA administration significantly elevated the level of antioxidant enzymes in mice sera, livers, and brains. Furthermore, GSA inhibited acetylcholinesterase (AChE in the in vitro assay with an IC50 value of 363.61 µg/mL. Therefore, GSA could be an excellent source of antioxidants and its inhibition of cholinesterase is of interest with regard to neurodegenerative disorders such as Alzheimer’s disease.

  7. Caveolar fatty acids and acylation of caveolin-1.

    Qian Cai

    Full Text Available PURPOSE: Caveolae are cholesterol and sphingolipids rich subcellular domains on plasma membrane. Caveolae contain a variety of signaling proteins which provide platforms for signaling transduction. In addition to enriched with cholesterol and sphingolipids, caveolae also contain a variety of fatty acids. It has been well-established that acylation of protein plays a pivotal role in subcellular location including targeting to caveolae. However, the fatty acid compositions of caveolae and the type of acylation of caveolar proteins remain largely unknown. In this study, we investigated the fatty acids in caveolae and caveolin-1 bound fatty acids. METHODS: Caveolae were isolated from Chinese hamster ovary (CHO cells. The caveolar fatty acids were extracted with Folch reagent, methyl esterificated with BF3, and analyzed by gas chromatograph-mass spectrometer (GC/MS. The caveolin-1 bound fatty acids were immunoprecipitated by anti-caveolin-1 IgG and analyzed with GC/MS. RESULTS: In contrast to the whole CHO cell lysate which contained a variety of fatty acids, caveolae mainly contained three types of fatty acids, 0.48 µg palmitic acid, 0.61 µg stearic acid and 0.83 µg oleic acid/caveolae preparation/5 × 10(7 cells. Unexpectedly, GC/MS analysis indicated that caveolin-1 was not acylated by myristic acid; instead, it was acylated by palmitic acid and stearic acid. CONCLUSION: Caveolae contained a special set of fatty acids, highly enriched with saturated fatty acids, and caveolin-1 was acylated by palmitic acid and stearic acid. The unique fatty acid compositions of caveolae and acylation of caveolin-1 may be important for caveolae formation and for maintaining the function of caveolae.

  8. Fluorescently labelled bovine acyl-CoA-binding protein acting as an acyl-CoA sensor: interaction with CoA and acyl-CoA esters and its use in measuring free acyl-CoA esters and non-esterified fatty acids

    Wadum, M.C.; Villadsen, J.K.; Feddersen, S.;

    2002-01-01

    Long-chain acyl-CoA esters are key metabolites in lipid synthesis and b-oxidation but, at the same time, are important regulators of intermediate metabolism, insulin secretion, vesicular trafficking and gene expression. Key tools in studying the regulatory functions of acyl-CoA esters are reliable...... methods for the determination of free acyl-CoA concentrations. No such method is presently available. In the present study, we describe the synthesis of two acyl-CoA sensors for measuring free acyl-CoA concentrations using acyl-CoA-binding protein as a scaffold. Met24 and Ala53 of bovine acyl......-CoA-binding protein were replaced by cysteine residues, which were covalently modified with 6-bromoacetyl-2-dimethylaminonaphthalene to make the two fluorescent acyl-CoA indicators (FACIs) FACI-24 and FACI-53. FACI-24 and FACI-53 showed fluorescence emission maximum at 510 and 525nm respectively, in the absence of...

  9. Anthocyanin Accumulation Mediated by Blue Light and Cytokinin in Arabidopsis Seedlings

    2006-01-01

    It has been reported that pigmentation in plants is stimulated by light and cytokinin (CTK); however, the signaling pathways and the relationship between light and CTK involved in the regulation of anthocyanin accumulation remain to be elucidated. We investigated (i) the role of blue light (BL) and CTK in anthocyanin accumulation; and (ii) the relationship between BL and CTK in wild type (WT) and hy4 mutants of Arabidopsis thaliana. Two-d-old seedlings grown on medium with or without kinetin (KT) or zeatin (ZT) in darkness were irradiated using BL at different fluence rates for 3 d before the anthocyanin content was determined using a spectrophotometric method. Anthocyanin accumulation was strongly induced by BL in WT seedlings but not in hy4 seedlings, which demonstrated that CRY1 is the main photoreceptor for BL. Both KT and ZT enhanced the response of the WT seedlings to BL in a dose-dependent manner, whereas they were not sufficient to promote anthocyanin accumulation in darkness. In addition, data from experiments using the hy4 mutant showed that the CTK effect of BL was also CRY1-dependent. The results from experiments with three different treatment programs showed that the relationship between BL and KT in anthocyanin accumulation of Arabidopsis seedlings seems neither multiplicative nor additive coaction, but rather interaction. BL is necessary for anthocyanin accumulation, and KT might be involved in the BL signaling pathway.

  10. Antioxidations and Their Correlations with Total Flavones and Anthocyanin Contents in Different Black Rice Varieties

    2005-01-01

    The antioxidations and their correlations with total flavones and anthocyanin contents in different black rice varieties were studied. The results indicated that the great differences in total antioxidant capacity (TAC), scavenging free radical capacity (SFRC), total flavones and anthocyanin contents existed among 242 black rice varieties. Comparisons of TAC,SFRC, total flavones and anthocyanin contents of different black rice types showed that the differences between black rice and white rice, indica one and japonica one, and nonglutinous one and glutinous one were significant at 0.01 levels,respectively. This showed that the TAC, SFRC, total flavones and anthocyanin contents of japonica type were higher than those of indica one, and nonglutinous type were higher than glutinous one. According to the fast clustering procedure, 242 black rice varieties could be clustered into 10 clusters, 184 indica rice varieties into 10 clusters, and 58japonica rice varieties into 6 clusters. Most significant (P<0.01) correlations existed between TAC and total flavones and anthocyanin contents, and between SFRC and total flavones and anthocyanin contents of black rice, respectively. This showed that the antioxidation of black rice was closely correlated with its active compositions of flavones and anthocyanin.

  11. Effect of Light on Anthocyanin Levels in Submerged, Harvested Cranberry Fruit

    Zhou Yu

    2004-01-01

    Full Text Available Anthocyanins are a group of plant antioxidants known for their therapeutic use. The effects of natural light, red light, and far-red light on individual as well as total anthocyanin content in cranberry fruit (Vaccinium macrocarpon Ait were examined in an experimental setting designed to mimic water-harvesting conditions. The reversed-phase high performance liquid chromatography (HPLC method was used to separate and analyze the anthocyanins. In contrast to the case of the control sample that was kept in the dark, natural light increased the total anthocyanin level by 75.3 % and 87.2 % after 24 and 48 hours water immersion, respectively. Red light and far-red light increased the total anthocyanin level by 41.5 % and 34.7 %, respectively. The amount of each individual anthocyanin increased differently under natural light, red light, and far-red light, suggesting that expressions of enzymes that catalyze the anthocyanin biosynthesis are regulated differently by environments.

  12. Anthocyanin Concentration of “Assaria” Pomegranate Fruits During Different Cold Storage Conditions

    Graça Miguel

    2004-01-01

    Full Text Available The concentration of anthocyanins in fruits of “Assaria” pomegranate, a sweet Portuguese cultivar typically grown in Algarve (south Portugal, was monitored during storage under different conditions. The fruits were exposed to cold storage (5∘C after the following treatments: spraying with wax; spraying with 1.5% CaCl2; spraying with wax and 1.5% CaCl2; covering boxes with 25 μc thickness low-density polyethylene film. Untreated fruits were used as a control. The anthocyanin levels were quantified by either comparison with an external standard of cyanidin 3-rutinoside (based on the peak area or individual calculation from the peak areas based on standard curves of each anthocyanin type. The storage time as well as the fruit treatment prior to storage influenced total anthocyanin content. The highest levels were observed at the end of the first month of storage, except for the fruits treated with CaCl2, where the maximal values were achieved at the end of the second month. The anthocyanin quantification method influenced the final result. When total anthocyanin was calculated as a sum of individual pigments quantified based on standard curves of each anthocyanin type, lower values were obtained.

  13. Anthocyanins and flavonols are responsible for purple color of Lablab purpureus (L.) sweet pods.

    Cui, Baolu; Hu, Zongli; Zhang, Yanjie; Hu, Jingtao; Yin, Wencheng; Feng, Ye; Xie, Qiaoli; Chen, Guoping

    2016-06-01

    Lablab pods, as dietary vegetable, have high nutritional values similar to most of edible legumes. Moreover, our studies confirmed that purple lablab pods contain the natural pigments of anthocyanins and flavonols. Compared to green pods, five kinds of anthocyanins (malvidin, delphinidin and petunidin derivatives) were found in purple pods by HPLC-ESI-MS/MS and the major contents were delphinidin derivatives. Besides, nine kinds of polyphenol derivatives (quercetin, myricetin, kaempferol and apigenin derivatives) were detected by UPLC-ESI-MS/MS and the major components were quercetin and myricetin derivatives. In order to discover their molecular mechanism, expression patterns of biosynthesis and regulatory gens of anthocyanins and flavonols were investigated. Experimental results showed that LpPAL, LpF3H, LpF3'H, LpDFR, LpANS and LpPAP1 expressions were significantly induced in purple pods compared to green ones. Meanwhile, transcripts of LpFLS were more abundant in purple pods than green or yellow ones, suggestind that co-pigments of anthocyanins and flavonols are accumulated in purple pods. Under continuously dark condition, no anthocyanin accumulation was detected in purple pods and transcripts of LpCHS, LpANS, LpFLS and LpPAP1 were remarkably repressed, indicating that anthocyanins and flavonols biosynthesis in purple pods was regulated in light-dependent manner. These results indicate that co-pigments of anthocyanins and flavonols contribute to purple pigmentations of pods. PMID:26995313

  14. Investigation of the kinetics of acyl group exchange Part 3

    Acyl group exchange of substituted phenyl acetates with acetic-1-14C acid catalyzed by pyridine in different solvents was followed kinetically. Structure reactivity relationship and reaction pathway for acyl exchange with acetic acid and acetic anhydride as well as for acetate catalyzed hydrolysis of substituted phenyl acetates are comparatively discussed. The radioactivity was measured by a Tricarb Scintillation Spectrophotometer [Packard Instrument Co]. The IR spectra were recorded on a UR-10 spectrophotometer. Conductrometric and dielectrometric measurements were carried out by using Radelkis equipments. Exchange rates have been calculated from the McKay equation. (F.Gy.)

  15. Studies on acylation of lysolecithin in chicken intestine

    The enzymatic acylation of lysolecithin to lecithin is shown to occur in the brush border-free particulate fraction of the small intestines of neonatal chicken. It requires ATP, coenzyme A and Mg2+ or Mn2+ for maximal activity. The system is specific for oleic acid. The fatty acid composition at the α-position of lysolecithin does not seem to influence the rate of acylation. The fatty acid incorporated into lysolecithin is shown to occupy exclusively, the β-position. [32P]lecithin and [1-14C]oleic acid has been used as tracers in the studies. (author)

  16. Funktionelle Analysen zum Acyl-CoA-Bindeprotein (ACBP)

    Klausz, Katja

    2009-01-01

    Das Fettsäurebindeprotein mit der höchsten Spezifität für langkettige, Acyl-CoA ist das Acyl-CoA-Bindeprotein (ACBP). Der Vergleich transgener, ACBP-überexprimierender Ratten mit Wildtypen nach einmonatiger Fütterung einer Niedrig- (LFD) bzw. Hochfettdiät (HFD) zeigt bei den transgenen Tieren höhere Konzentrationen an freien Fettsäuren und Triglyzeriden, sowie veränderte Glukose- und Insulinwerte. Zudem führt die ACBP-Überexpression unter LFD in der Leber zur verringerten SREBP-1c- und L-FABP...

  17. Arabidopsis ROOT HAIR DEFECTIVE3 is involved in nitrogen starvation-induced anthocyanin accumulation

    Jing Wang; Yan Wang; Ju Yang; Chunli Ma; Ying Zhang; Ting Ge; Zhi Qi; Yan Kang

    2015-01-01

    Anthocyanin accumulation is a common phenom-enon seen in plants under environmental stress. In this study, we identified a new allele of ROOT HAIR DEFECTIVE3 (RHD3) showing an anthocyanin overaccumulation phenotype under nitrogen starvation conditions. It is known that ethylene negatively regulates light- and sucrose-induced anthocyanin biosynthesis. We hypothesized that RHD3 achieves its negative effect on anthocyanin biosynthesis via an ethylene-regulating pathway. In support of this, similar to rhd3 mutants, the Arabidopsis ethylene signaling mutants etr1, ein2, and ein3/eil1 showed an anthocyanin overaccumulation phenotype under nitrogen starvation conditions. The ethylene precursor ACC strongly suppressed anthocyanin accumulation, dependent on ETR1, EIN2, EIN3/EIL1, and, partially, RHD3. In addition, inactivating RHD3 partially reversed the suppressive effect of ETO1 inactivation-evoked endogenous ethylene production on anthocyanin accumulation. The expression of nitrogen starva-tion-induced anthocyanin biosynthesis genes was negatively regulated by RHD3, but ethylene response genes were positively regulated by RHD3. Wild-type seedlings overexpress-ing RHD3 showed similar phenotypes to rhd3 mutants, indicating the existence of a fine-tuned relationship between gene expression and function. RHD3 was initial y identified as a gene involved in root hair development. This study uncovered a new physiological function of RHD3 in nitrogen starvation-induced anthocyanin accumulation and ethylene homeostasis. Correction added on 6 August 2015, after first online publica-tion:“RND3”corrected to“RHD3”.

  18. Lipopolysaccharides with acylation defects potentiate TLR4 signaling and shape T cell responses

    A Martirosyan; Ohne, Y. (Yoichiro); Degos, C. (Clara); Gorvel, L. (Laurent); Moriyon, I; Oh, S.; Gorvel, J P

    2013-01-01

    Lipopolysaccharides or endotoxins are components of Gram-negative enterobacteria that cause septic shock in mammals. However, a LPS carrying hexa-acyl lipid A moieties is highly endotoxic compared to a tetra-acyl LPS and the latter has been considered as an antagonist of hexa-acyl LPS-mediated TLR4 signaling. We investigated the relationship between the structure and the function of bacterial LPS in the context of human and mouse dendritic cell activation. Strikingly, LPS with acylation defec...

  19. ANTHOCYANIN PIGMENTATION IN TRITICUM AESTIVUM L.: GENETIC BASIS AND ROLE UNDER ABIOTIC STRESS CONDITIONS

    Tereshchenko O.Yu.

    2012-08-01

    Full Text Available Anthocyanins are secondary metabolites of plants. They have a wide range of biological activity such as antioxidant, photoprotection, osmoregulation, heavy metal ions chelation, antimicrobial and antifungal activities, which help plants to survive under different stress conditions. Bread wheat (T. aestivum L. can have purple pigmentation provided by anthocyanin compounds in different organs, such as grain pericarp, coleoptile, culm, leaf blades, leaf sheaths, glumes and anthers. However, the genetic mechanisms underlying formation of these traits as well as contribution of the pigmentation to stress tolerance have not been widely studied in wheat. The aim of the current study was to investigate molecular-genetic mechanisms underlying anthocyanin pigmentation in different wheat organs and to estimate the role of the pigmentation under different abiotic stress conditions in wheat seedlings. In the current study, near-isogenic lines (NILs: cv. ‘Saratovskaya 29’ (‘S29’ and lines i:S29Pp1Pp2PF and i:S29Pp1Pp3P developed on the ‘S29’ background but having grain pericarp coloration (genes Pp and more intense coleoptile (Rc, culm (Pc, leaf blade (Plb, leaf sheath (Pls pigmentation in comparison with ‘S29’, were used. Comparative transcriptional analysis of the five structural genes Chs, Chi, F3h, Dfr, Ans, encoding enzymes participating in the anthocyanin biosynthesis, was performed in different organs of NILs. It was shown that the presence of the Rc, Pc, Plb, Pls and Pp alleles conferring strong anthocyanin pigmentation induced more intense transcription of the structural genes, suggesting the genes Rc, Pc, Plb, Pls and Pp to play a regulatory role in anthocyanin biosynthesis network. To evaluate the role of anthocyanins in stress response at the seedling stage, growth ability of the NILs and anthocyanin content in their coleoptiles were assessed after treatments with NaCl (100 and 200 mM, CdCl2 (25 and 50 μM and 15% PEG 6000

  20. Dynamics of anthocyanin in aging of ipomea purpurea flowers treated by uv-b radiation

    Анастасія Миколаївна Берестяна

    2014-10-01

    Full Text Available The dynamics of the anthocyanin content reduction in the course of aging of the Ipomoea purpureа petals, which characterizes the rate of the degradation processes in a cell, has been studied. The analysis included the impact of various UV-B radiation doses on the rate of anthocyanin age-related decomposition. The experiment proved that but one dose – 12.6 kJ/m2 contributed to the deceleration of the anthocyanin decomposition rate, within the range studied. The probable mechanisms that connect ageing and pigment degradation are being discussed. 

  1. Induction of anthocyanins accumulation by methyl jasmonate in shoots of Crassula multicava Lam.

    Marian Saniewski

    2012-12-01

    Full Text Available In Crassula multicava Lam. anthocyanins are formed naturally mostly in the stem near nodes and only traces in other parts of internodes. Methyl jasmonate (JA-Me applied in lanolin paste at concentrations of 0.05, 0.1, 0.5 and 1.0% on the middle part of internodes greatly stimulated anthocyanins accumulation in the internodes and in the nodes of Crassula multicava. The stimulatory effect was higher in younger tissues of the Crassula multicava stem than in older ones, and depends on the used concentration of JA-Me. The possible role of jasmonates on anthocyanins formation in Crassula multicava is discussed.

  2. Identification and characterization of seed-specific transcription factors regulating anthocyanin biosynthesis in black rice

    Kim, C.-K; Cho, M.-A.; Choi, Y.-H.; Kim, J.-A.; Kim, Y.-H.; Kim, Y.-K.; Park, S.-H

    2011-01-01

    Black rice is rich in anthocyanin and is expected to have more healthful dietary potential than white rice. We assessed expression of anthocyanin in black rice cultivars using a newly designed 135 K Oryza sativa microarray. A total of 12,673 genes exhibited greater than 2.0-fold up- or down-regulation in comparisons between three rice cultivars and three seed developmental stages. The 137 transcription factor genes found to be associated with production of anthocyanin pigment were classified ...

  3. Dynamics of anthocyanin in aging of ipomea purpurea flowers treated by uv-b radiation

    Анастасія Миколаївна Берестяна

    2014-01-01

    The dynamics of the anthocyanin content reduction in the course of aging of the Ipomoea purpureа petals, which characterizes the rate of the degradation processes in a cell, has been studied. The analysis included the impact of various UV-B radiation doses on the rate of anthocyanin age-related decomposition. The experiment proved that but one dose – 12.6 kJ/m2 contributed to the deceleration of the anthocyanin decomposition rate, within the range studied. The probable mechanisms that connect...

  4. LC/PDA/ESI-MS Profiling and Radical Scavenging Activity of Anthocyanins in Various Berries

    Jun-ichiro Nakajima

    2004-01-01

    Full Text Available Anthocyanin extracts of two blueberries, Vaccinium myrtillus (bilberry and Vaccinium ashei (rabbiteye blueberry, and of three other berries, Ribes nigrum (black currant, Aronia melanocarpa (chokeberry, and Sambucus nigra (elderberry, were analyzed by high-performance liquid chromatography coupled with photodiode array detection and electrospray ionization - mass spectrometry (LC/PDA/ESI-MS. Both bilberry and rabbiteye blueberry contained 15 identical anthocyanins with different distribution patterns. Black currant, chokeberry, and elderberry contained 6, 4, and 4 kinds of anthocyanins, respectively. The radical scavenging activities of these berry extracts were analyzed by using 2,2-diphenyl-1-picrylhydrazyl (DPPH. All these extracts showed potent antiradical activities.

  5. Influence of acylation on the adsorption of GLP-2 to hydrophobic surfaces

    Pinholt, Charlotte; Kapp, Sebastian J; Bukrinsky, Jens T; Hostrup, Susanne; Frokjaer, Sven; Norde, Willem; Jorgensen, Lene

    2013-01-01

    Acylation of proteins with a fatty acid chain has proven useful for prolonging the plasma half-lives of proteins. In formulation of acylated protein drugs, knowledge about the effect of acylation with fatty acids on the adsorption behaviour of proteins at interfaces will be valuable. The aim of t...

  6. Two LcbHLH transcription factors interacting with LcMYB1 in regulating late structural genes of anthocyanin biosynthesis in Nicotiana and Litchi chinensis during anthocyanin accumulation

    Biao eLai

    2016-02-01

    Full Text Available Anthocyanin biosynthesis requires the MYB-bHLH-WD40 protein complex to activate the late biosynthetic genes. LcMYB1 was thought to act as key regulator in anthocyanin biosynthesis of litchi. However, basic helix-loop-helix proteins (bHLHs as partners have not been identified yet. The present study describes the functional characterization of three litchi bHLH candidate anthocyanin regulators, LcbHLH1, LcbHLH2 and LcbHLH3. Although these three litchi bHLHs phylogenetically clustered with bHLH proteins involved in anthcoyanin biosynthesis in other plant, only LcbHLH1 and LcbHLH3 were found to localize in the nucleus and physically interact with LcMYB1. The transcription levels of all these bHLHs were not coordinated with anthocyanin accumulation in different tissues and during development. However, when co-infiltrated with LcMYB1, both LcbHLH1 and LcbHLH3 enhanced anthocyanin accumulation in tobacco leaves with LcbHLH3 being the best inducer. Significant accumulation of anthocyanins in leaves transformed with the combination of LcMYB1 and LcbHLH3 were noticed, And this was associated with the up-regulation of two tobacco endogenous bHLH regulators, NtAn1a and NtAn1b, and late structural genes, like NtDFR and NtANS. Significant activity of the ANS promoter was observed in transient expression assays either with LcMYB1-LcbHLH1 or LcMYB1-LcbHLH3, while only minute activity was detected after transformation with only LcMYB1. In contrast, no activity was measured after induction with the combination of LcbHLH2 and LcMYB1. Higher DFR expression was also oberseved in paralleling with higher anthocyanins in co-transformed lines. LcbHLH1 and LcbHLH3 are essential partner of LcMYB1 in regulating the anthocyanin production in tobacco and probably also in litchi. The LcMYB1-LcbHLH complex enhanced anthocyanin accumulation may associate with activating the transcription of DFR and ANS.

  7. Enzymatic process for acylation of resveratrol at position 3

    Torres, Pamela; Plou Gasca, Francisco José; Ballesteros Olmo, Antonio

    2008-01-01

    [EN] Enzymatic procedure for the regioselective acylation at position 3 of resveratrol utilising a vinyl ester and specific fungal and bacterial lipases, immobilised, as biocatalyst. The lipases utilised in said procedure come from bacteria or fungi selected from among Alcaligenes, Pseudomonas or Thermomyces.

  8. Medium-chain acyl-CoA dehydrogenase deficiency

    Waddell, Leigh; Wiley, Veronica; Carpenter, Kevin; Bennetts, Bruce; Angel, Lyn; Andresen, Brage S; Wilcken, Bridget

    2006-01-01

    The fatty acid oxidation disorder most commonly identified by tandem mass spectrometry newborn screening is the potentially fatal medium-chain acyl-CoA dehydrogenase deficiency (MCAD). In clinically presenting cases, 80% are homozygous for the common mutation, c.985A > G and 18% heterozygous. We ...

  9. Investigation of the kinetics of acyl group exchange Pt. 6

    Kinetics and mechanism of acyl exchange between 4-nitrophenyl thiolacetate and acetic-1-14C acid or acetic-1-14C anhydride in pyridine and toluene were studied. Comparison of the rate constants and activation parameters to those obtained with 4-nitrophenyl acetate showed a common mechanism for exchange with acetic acid but different pathways for the reaction with acetic anhydride. (author)

  10. Investigation of the kinetics of acyl group exchange Pt. 8

    8-acetoxyquinolines undergo isotopic acyl group exchange with acetic-1-14C acid by the effect of ring nitrogen atom acting as an intramolecular general base catalytic function. Rate constants and activation parameters suggest a reaction mechanism intracomplex in nature. (author)

  11. Investigation of the kinetics of acyl group exchange Pt. 7

    4-nitrophenyl thiol-1-14C acetate exchanges acetyl group with acetyl chloride in nitromethane by the catalytic effect of pyridine. Under the same conditions the ester analogue is unreactive. Kinetic results suggest a common mechanism involving the sulfur atom as reaction site in acyl exchange reactions of thiolester with acetic anhydride and acetyl chloride. (author)

  12. A new acylated isoflavone glucoside from Pterocarpus santalinus.

    Krishnaveni, K S; Srinivasa Rao, J V

    2000-09-01

    Phytochemical investigation on the constituents of heartwood of Pterocarpus santalinus resulted in the isolation of a new acylated isoflavone glucoside. The structure of the new compound was elucidated on the basis of spectral studies as 4',5-dihydroxy-7-O-methyl isoflavone 3'-O-D-(3''-E-cinnamoyl)glucoside. PMID:10993243

  13. Fatty Acyl-CoA Reductase 1 Deficiency

    Charles N Swisher

    2015-01-01

    Full Text Available Investigators from Erlangen, Germany; Calgary, CA; and Kafranbel, Syria, identified mutations in the gene, fatty acyl-CoA reductase 1 (FAR1 deficiency, adding to three other genes involved in plasmalogen biosynthesis, in two families affected by severe intellectual disability, early-onset epilepsy, microcephaly, congenital cataracts, growth retardation, and spasticity.

  14. Acyl migration kinetics of vegetable oil 1,2-diacylglycerols

    The acyl migration kinetics of long-chain 1,2-diacylglycerol (1,2-DAG) to form 1,3-diacylglycerol (1,3-DAG) over the temperature range of 25 to 80 degrees Celsius were examined using proton NMR spectroscopy. The 1,2-DAG mole fraction of 0.32 at equilibrium was found to be insensitive to temperature...

  15. In vitro production of anthocyanins - A literature review

    The production of secondary metabolites in plant cell cultures may be of interest for obtaining compounds that are difficult to synthesize or isolate from other sources, which is usually associated with high economic value of the substances, but may also be useful to help elucidating the metabolic pathways involved in the synthesis of such compounds. This paper presents a general description of anthocyanins, a group of pigments of great importance to the industry, complemented by referring the scientific papers that have been recently published on their in vitro production. Regarding the latter, a description of the effect of changes in growing conditions, of the addition of precursors, of the use of growth regulators, and of the utilization of elicitors and stressors on the production of these compounds, is done. Finally, this review mentions the use of hairy roots obtained by the use of agrobacterium rhizogenes for the production of these compounds.

  16. Review of Anthocyanins Chemical Studies%花色苷化学研究进展

    郑杰; 丁晨旭; 赵先恩; 索有瑞

    2011-01-01

    Anthocyanins are a kind of widely spread natural colorant,which have raised great interest due to its potent physiological and nutritional effects. Although the great potential of application that anthocyanins represent for food,pharmaceutical and cosmetic industries, their use has been limited because of lack of knowledge about its chemical proper-ties,deficient extraction and identification technology. Currently,many researches are focused on resoling the difficulties. In this paper,the recently advances in anthocyanins research filed are summarised from three parts;anthocyanins chemical chtiractrrizations;extraction and separation technologies;and identification methods.%本文以近期研究报道作为基础从花色苷的化学性质、提取与分离技术、鉴定技术三个方面对花色苷化合物的化学研究进展做一系统综述.

  17. The Immunomodulation Effect of Aronia Extract Lacks Association with Its Antioxidant Anthocyanins

    Mojsoska, Biljana; Xu, Jin

    2013-01-01

    Polyphenols comprise a diverse group of molecules with antioxidative and anti-inflammatory activities. To compare the antioxidative and anti-inflammatory capacity of Aronia melanocarpa berries (chokeberries), recognized for their high content of anthocyanins, a noncytotoxic isolation method was...... developed to obtain high-purity anthocyanins in the extract. The antioxidative activity of the extract, the anthocyanin-rich fraction (AF) was determined by 1,1-diphenyl-2-picrylhydrazyl radical and ferric-reducing ability of plasma along with resveratrol as a reference. The immunomodulation properties were...... assessed in lipopolysaccharide (LPS)-stimulated human monocytes mono mac 6. The isolated AF, containing six different anthocyanins, exhibited a stronger antioxidative capacity compared to resveratrol. Resveratrol enhanced tumor necrosis factor-alpha and reduced interleukin-10 (IL-10) production by LPS...

  18. Electrochemical and theoretical complexation studies between Zn, Cu and individual anthocyanins in wine samples

    I. Esparza; Salinas, I; Santamaria, C.; Garcia-Mina, J.M. (José María); Fernandez, J.M.

    2004-01-01

    Book of abstracts of Euroanalysis XIII 2004; PS1-280. Identification of the posible interactions between individual anthocyanins and metals was performed in selected samples of must ans wine, collected at different vinification times.

  19. Changes of the Anthocyanins and Antioxidant properties of Concord Grape (Vitis labrusca Pomace After Acid Hydrolysis

    Mustafa Bener

    2016-05-01

    Full Text Available Grape pomace contains high levels of valuable antioxidants such as anthocyanins and phenolic compounds that help prevent chronic diseases such as cardiovascular problems and cancers. In this study, Concord grape pomace was soaked in acidic solutions at different time intervals and pHs in a water bath at 80 oC. Five kinds of anthocyanins were released and identified in the pomace after acid hydrolysis. The releasing rate of anthocyanins and antioxidant activities of the acid hydrolyzed pomace extracts were determined by multitest systems. Different antioxidant assays including total antioxidant capacity (TAC, total phenolic content (TPC and free radical scavenging activity (RSA were used to evaluate the antioxidant properties of the acid hydrolyzed pomace extracts. The change in antioxidant capacity of the pomace extracts during hydrolysis was correlated with total phenolic content and free radical scavenging activity but had little relationship with anthocyanin contents.

  20. Antioxidant capacities and anthocyanin characteristics of the black-red wild berries obtained in Northeast China.

    Feng, Chengyong; Su, Shang; Wang, Lijin; Wu, Jie; Tang, Zhongqiu; Xu, Yanjun; Shu, Qingyan; Wang, Liangsheng

    2016-08-01

    Various edible berries widely accessible in nature in Northeast China are poorly exploited. The compositions and contents of anthocyanins in black (Padus maackii, Padus avium, Lonicera caerulea, and Ribes nigrum) and red (Ribes rubrum, Sambucus williamsii, Rubus idaeus, and Ribes procumbens) wild berries in Northeast China were firstly characterized by HPLC-DAD/ESI-MS(2). Twenty-three anthocyanins were detected and identified. Cyanidin glycosides were dominant in both berries. Six anthocyanins were reported for the first time in P. avium, R. rubrum, and Sambucus. Total anthocyanin content (TAC) ranged from 10mg/100gfreshweight (FW) (R. procumbens) to 1058mg/100gFW (P. maackii) among berries. The TACs and antioxidant activities assessed by DPPH and FRAP assays were much higher in black than in red berries. Black-red berries, especially P. maackii and P. avium, can be used in developing functional foods and in improving breeding programs. PMID:26988488

  1. Developmental effects on phenolic, flavonol, anthocyanin, and carotenoid metabolites and gene expression in potatoes

    Potato phytonutrients include phenolic acids, flavonols, anthocyanins and carotenoids. Developmental effects on phytonutrient concentrations and gene expression was studied in white, yellow and purple potatoes. Purple potatoes contained the most total phenolics, which decreased during development (1...

  2. Impact of Frozen Storage on the Anthocyanin and Polyphenol Contents of American Elderberry Fruit Juice.

    Johnson, Mitch C; Thomas, Andrew L; Greenlief, C Michael

    2015-06-17

    The effects of frozen storage on the anthocyanin and polyphenol content of elderberry fruit juice are investigated. Juice from three genotypes of American elderberry (Adams II, Bob Gordon, and Wyldewood) was screened for total phenolic (TP) and total monomeric anthocyanin (TMA) contents with spectrophotometric methods. The individual anthocyanin content (IAC) of the juice was tested by coupling solid phase extraction with ultraperformance liquid chromatography-tandem mass spectrometry. Juice samples were tested initially upon harvest and then again after 3, 6, and 9 months of frozen storage. Juice from the three different genotypes had significantly different TP, TMA, and IAC profiles initially (p < 0.05). The TP, TMA, and IAC contents of the juice from different genotypes were significantly affected (p < 0.05) by the frozen storage time, suggesting that both genotype and length of frozen storage time can affect the anthocyanin content of elderberry fruit juice. PMID:26028422

  3. Impact of Frozen Storage on the Anthocyanin and Polyphenol Content of American Elderberry Fruit Juice

    Johnson, Mitch C.; Thomas, Andrew L.; Greenlief, C. Michael

    2015-01-01

    The effects of frozen storage on the anthocyanin and polyphenol content of elderberry fruit juice are investigated. Juice from three genotypes of American elderberry (Adams II, Bob Gordon, and Wyldewood) was screened for total phenolic (TP) and total monomeric anthocyanin (TMA) content with spectrophotometric methods. The individual anthocyanin content (IAC) of the juice was tested by coupling solid phase extraction with ultra-performance liquid chromatography/tandem mass spectrometry. Juice samples were tested initially upon harvest, then again after 3, 6, and 9 months of frozen storage. Juice from the three different genotypes had significantly different TP, TMA, and IAC profiles initially (p<0.05). The TP,, TMA, and IAC content of the juice from different genotypes were significantly affected (p<0.05) by the frozen storage time, suggesting that both genotype and length of frozen storage time can affect the anthocyanin content of elderberry fruit juice. PMID:26028422

  4. Harvest date affects aronia juice polyphenols, sugars, and antioxidant activity, but not anthocyanin stability.

    Bolling, Bradley W; Taheri, Rod; Pei, Ruisong; Kranz, Sarah; Yu, Mo; Durocher, Shelley N; Brand, Mark H

    2015-11-15

    The goal of this work was to characterize how the date of harvest of 'Viking' aronia berry impacts juice pigmentation, sugars, and antioxidant activity. Aronia juice anthocyanins doubled at the fifth week of the harvest, and then decreased. Juice hydroxycinnamic acids decreased 33% from the first week, while proanthocyanidins increased 64%. Juice fructose and glucose plateaued at the fourth week, but sorbitol increased 40% to the seventh harvest week. Aronia juice pigment density increased due to anthocyanin concentration, and polyphenol copigmentation did not significantly affect juice pigmentation. Anthocyanin stability at pH 4.5 was similar between weeks. However, addition of quercetin, sorbitol, and chlorogenic acid to aronia anthocyanins inhibited pH-induced loss of color. Sorbitol and citric acid may be partially responsible for weekly variation in antioxidant activity, as addition of these agents inhibited DPPH scavenging 13-30%. Thus, aronia polyphenol and non-polyphenol components contribute to its colorant and antioxidant functionality. PMID:25977015

  5. Pharmacokinetic Characterization and Bioavailability of Strawberry Anthocyanins Relative to Meal Intake.

    Sandhu, Amandeep K; Huang, Yancui; Xiao, Di; Park, Eunyoung; Edirisinghe, Indika; Burton-Freeman, Britt

    2016-06-22

    Plasma strawberry anthocyanins were characterized in overweight (BMI: 26 ± 2 kg/m(2)) adults (n = 14) on the basis of meal timing. At each visit, subjects ingested three study drinks: two control and one strawberry drink. A strawberry drink was given at either 2 h before the breakfast meal (BM), with the meal (WM), or 2 h after the meal (AM), and control drinks were given at the alternative time points. Plasma anthocyanins and their metabolic conjugates were assessed hourly for 10 h using a triple-quadrupole liquid chromatography mass spectrometer. Maximum concentrations (Cmax), area under the curve (AUC), and bioavailability of pelargonidin-based anthocyanins determined from the main conjugated metabolite (pelargonidin glucuronide) were greater when a strawberry drink was consumed 2 h before the meal (BM) compared to consumption WM or AM (p strawberry consumption relative to a meal impacts anthocyanin pharmacokinetic variables. PMID:27255121

  6. Specificity of Acyl-Homoserine Lactone Synthases Examined by Mass Spectrometry

    Gould, Ty A.; Herman, Jake; Krank, Jessica; Robert C. Murphy; Mair E A Churchill

    2006-01-01

    Many gram-negative bacteria produce a specific set of N-acyl-l-homoserine-lactone (AHL) signaling molecules for the purpose of quorum sensing, which is a means of regulating coordinated gene expression in a cell-density-dependent manner. AHLs are produced from acylated acyl-carrier protein (acyl-ACP) and S-adenosyl-l-methionine by the AHL synthase enzyme. The appearance of specific AHLs is due in large part to the intrinsic specificity of the enzyme for subsets of acyl-ACP substrates. Structu...

  7. Fatty acyl-CoA reductases of birds

    Hellenbrand Janine

    2011-12-01

    Full Text Available Abstract Background Birds clean and lubricate their feathers with waxes that are produced in the uropygial gland, a holocrine gland located on their back above the tail. The type and the composition of the secreted wax esters are dependent on the bird species, for instance the wax ester secretion of goose contains branched-chain fatty acids and unbranched fatty alcohols, whereas that of barn owl contains fatty acids and alcohols both of which are branched. Alcohol-forming fatty acyl-CoA reductases (FAR catalyze the reduction of activated acyl groups to fatty alcohols that can be esterified with acyl-CoA thioesters forming wax esters. Results cDNA sequences encoding fatty acyl-CoA reductases were cloned from the uropygial glands of barn owl (Tyto alba, domestic chicken (Gallus gallus domesticus and domestic goose (Anser anser domesticus. Heterologous expression in Saccharomyces cerevisiae showed that they encode membrane associated enzymes which catalyze a NADPH dependent reduction of acyl-CoA thioesters to fatty alcohols. By feeding studies of transgenic yeast cultures and in vitro enzyme assays with membrane fractions of transgenic yeast cells two groups of isozymes with different properties were identified, termed FAR1 and FAR2. The FAR1 group mainly synthesized 1-hexadecanol and accepted substrates in the range between 14 and 18 carbon atoms, whereas the FAR2 group preferred stearoyl-CoA and accepted substrates between 16 and 20 carbon atoms. Expression studies with tissues of domestic chicken indicated that FAR transcripts were not restricted to the uropygial gland. Conclusion The data of our study suggest that the identified and characterized avian FAR isozymes, FAR1 and FAR2, can be involved in wax ester biosynthesis and in other pathways like ether lipid synthesis.

  8. In Vitro and in Vivo Anti-Diabetic Effects of Anthocyanins from Maqui Berry (Aristotelia chilensis)

    Rojo, Leonel E.; Ribnicky, David; Logendra, Sithes; Poulev, Alex; Rojas-Silva, Patricio; Kuhn, Peter; Dorn, Ruth; Grace, Mary H; Lila, Mary Ann; Raskin, Ilya

    2011-01-01

    We used a murine model of type II diabetes, which reproduces the major features of the human disease, and a number of cellular models to study the antidiabetic effect of ANC, a standardised anthocyanin-rich formulation from maqui berry (Aristotelia chilensis). We also isolated delphinidin 3-sambubioside-5-glucoside (D3S5G), a characteristic anthocyanin from maqui berry, and studied its antidiabetic properties. We observed that oral administration of ANC improved fasting blood glucose levels a...

  9. Anthocyanin Characterization of Pilot Plant Water Extracts of Delonix regia Flowers

    Gaydou, Emile M.; Georges Agbo N’zi; Augustin Adima; Paul Lozano; Emmanuelle Meudec; Lozano, Yves F.; Felix Adje

    2008-01-01

    Following the development of new applications of pilot plant scale extraction and formulation processes for natural active bioproducts obtained from various under-utilized tropical plants and herbs, we have manufactured water-extracts from Delonix regia flowers, grown in Ivory Coast. These extracts, which contain polyphenols, are traditionally home made and used as healthy bioproducts. They are reddish-coloured due to the presence of anthocyanins. The three major anthocyanins in these extract...

  10. Two glycosyltransferases involved in anthocyanin modification delineated by transcriptome independent component analysis in Arabidopsis thaliana

    Yonekura-Sakakibara, Keiko; Fukushima, Atsushi; Nakabayashi, Ryo; Hanada, Kousuke; Matsuda, Fumio; Sugawara, Satoko; Inoue, Eri; Kuromori, Takashi; ITO, Takuya; Shinozaki, Kazuo; Wangwattana, Bunyapa; Yamazaki, Mami; Saito, Kazuki

    2011-01-01

    To identify candidate genes involved in Arabidopsis flavonoid biosynthesis, we applied transcriptome coexpression analysis and independent component analyses with 1388 microarray data from publicly available databases. Two glycosyltransferases, UGT79B1 and UGT84A2 were found to cluster with anthocyanin biosynthetic genes. Anthocyanin was drastically reduced in ugt79b1 knockout mutants. Recombinant UGT79B1 protein converted cyanidin 3-O-glucoside to cyanidin 3-O-xylosyl(1→2)glucoside. UGT79B1 ...