13306-05-3Relevant articles and documents
Acylated cyanidin 3-sambubioside-5-glucosides from the purple-violet flowers of Matthiola longipetala subsp. bicornis (Sm) P. W. Ball. (Brassicaceae)
Tatsuzawa, Fumi
, p. 17 - 21 (2014)
A novel acylated cyanidin 3-sambubioside-5-glucoside was isolated from the purple-violet flowers of Matthiola longipetala subsp. bicornis (Sm) P. W. Ball. (family: Brassicaceae), and determined to be cyanidin 3-O-[2-O-(2-O-(trans- feruloyl)-β-xylopyranosyl)-6-O-(trans-feruloyl)-β-glucopyranoside] -5-O-[6-O-(malonyl)-β-glucopyranoside] by chemical and spectroscopic methods. In addition, two known acylated cyanidin 3-sambubioside-5-glucosides, cyanidin 3-O-[2-O-(2-O-(trans-sinapoyl)-β-xylopyranosyl)-6-O-(trans- feruloyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] and cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(trans-feruloyl)-β- glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] were identified in the flowers.
Anthocyanins from red flowers of Camellia cultivar 'Dalicha'
Li, Jian-Bin,Hashimoto, Fumio,Shimizu, Keiichi,Sakata, Yusuke
, p. 3166 - 3171 (2008)
Five anthocyanins, cyanidin 3-O-(2-O-β-xylopyranosyl-6-O-(Z)-p-coumaroyl)-β-galactopyranoside (2), cyanidin 3-O-(2-O-β-xylopyranosyl-6-O-(E)-p-coumaroyl)-β-galactopyranoside (3), cyanidin 3-O-(2-O-β-xylopyranosyl-6-O-(E)-caffeoyl)-β-galactopyranoside (4),
THE CONVERSION OF PROCYANIDINS AND PRODELPHINIDINS TO CYANIDIN AND DELPHINIDIN
Porter, Lawrence J.,Hrstich, Liana N.,Chan, Bock G.
, p. 223 - 230 (1986)
The hydrolysis of proanthocyanidins to anthocyanidins in n-BuOH-HCl (95:5) has been shown to be an autoxidation, the yield of anthocyanidin being critically dependent on trace metal-ion impurities.Reproducible yields of anthocyanidin may be achieved if iron(III) salts are added to the reaction medium, and a standard method of analysis of proanthocyanidins besed on use of an n-BuOH-HCl-FeIII mixture is given.The ratio of absorbance maxima of the cyanidin (550 nm) produced to near 280 nm for the original procyanidin polymer solution was ca. 3.5. Key Word Index - Procyanidin; prodelphinidin; anthocyanidin; hydrolysis; autoxidation; iron salts; analytical method.
Separation and elucidation of anthocyanins in the fruit of mockstrawberry (Duchesnea indica Focke)
Qin, Chuanguang,Li, Yang,Zhang, Ruijie,Niu, Weining,Ding, Yan
, p. 1589 - 1598 (2009)
Anthocyanin pigments in the fruit of mockstrawberry (Duchesnea indica Focke), were extracted with 0.1% HCl in ethanol, and the crude anthocyanin extract was purified by a C18 Sep-Pak cartridge open-column chromatography. High-performance liquid
Effects of aronia melanocarpa constituents on biofilm formation of escherichia coli and bacillus cereus
Braunlich, Marie,kstad, Ole A.,Slimestad, Rune,Wangensteen, Helle,Malterud, Karl E.,Barsett, Hilde
, p. 14989 - 14999 (2013)
Many bacteria growing on surfaces form biofilms. Adaptive and genetic changes of the microorganisms in this structure make them resistant to antimicrobial agents. Biofilm-forming organisms on medical devices can pose serious threats to human health. Thus, there is a need for novel prevention and treatment strategies. This study aimed to evaluate the ability of Aronia melanocarpa extracts, subfractions and compounds to prevent biofilm formation and to inhibit bacterial growth of Escherichia coli and Bacillus cereus in vitro. It was found that several aronia substances possessed anti-biofilm activity, however, they were not toxic to the species screened. This non-toxic inhibition may confer a lower potential for resistance development compared to conventional antimicrobials.
Spectral alteration and degradation of cyanidin-3-glucoside exposed to pulsed electric field
Zhang, Yan,Sun, Jianxia,Hu, Xiaosong,Liao, Xiaojun
, p. 3524 - 3531 (2010)
Anthocyanins are polyphenol antioxidants that have been shown to prevent many chronic diseases. The compounds are not stable, so they tend to be decolorized or degraded during processing and storage. In this study, the spectral characteristics alteration and degradation products of cyanidin-3glucoside (Cyd-3-glc) exposed to pulsed electric field (PEF) were investigated, and the reaction kinetics was discussed. The intensity of the UV-vis spectra decreased noticeably upon PEF treatment without modification of the spectral pattern. Protocatechuic acid and 2,4,6-trihydroxybenzoic acid were identified as degradation products of both PEF and thermally treated Cyd-3-glc, but cyanidin present in thermally treated Cyd-3-glc was absent in PEF-treated Cyd-3-glc, indicating that the first step of Cyd-3-glc degradation induced by PEF was not the hydrolysis of glycosidic bonds, which was different from that of thermal degradation. With increased electric field intensity or treatment time, the degradation of Cyd-3-glc and the formation of protocatechuic acid were enhanced; their kinetics (except 7 kV/cm for protocatechuic acid formation) were well fitted to a first-order reaction. Meanwhile, a good correlation was present between Cyd-3-glc degradation and protocatechuic acid formation. 2010 American Chemical Society.
Acylated pelargonidin and cyanidin 3-sambubiosides from the flowers of Aeschynanthus species and cultivars
Iwashina, Tsukasa,Mizuno, Takayuki,Rahayu, Sri,Sugahara, Kohtaro,Tsutsumi, Chie,Widyatmoko, Didik
, (2021/10/01)
Thirteen anthocyanins were isolated from the flowers of two Aeschynanthus species, A. fulgens and A. pulcher, and six cultivars, ‘Mahligai’, ‘Mona Lisa’, ‘SoeKa’, ‘Redona’, ‘Freshya’ and ‘Bravera’, and identified as pelargonidin and cyanidin 3-O-sambubiosides and their malonates, succinates, p-coumarates and caffeates, and pelargonidin 3-O-glucoside by acid hydrolysis, HR-MS and NMR. Of their anthocyanins, pelargonidin 3-O-[xylosyl-(1 → 2)-(6''-malonylglucoside)] (2), pelargonidin 3-O-[xylosyl-(1 → 2)-(6''-succinylglucoside)] (3), pelargonidin 3-O-[xylosyl-(1 → 2)-(6''-E-p-coumaroylglucoside)] (4), pelargonidin 3-O-[xylosyl-(1 → 2)-(6''-Z-p-coumaroylglucoside)] (5), pelargonidin 3-O-[xylosyl-(1 → 2)-(6''-E-caffeoylglucoside)] (6) and cyanidin 3-O-[xylosyl-(1 → 2)-(6''-succinylglucoside)] (9) were reported in nature for the first time.
Temporal accumulation of pigments during colour transformation from white to red in Combretum indicum (L.) DeFilipps (syn. Quisqualis indica L.) flowers
Ghissing, Upashana,Goswami, Ambika,Mitra, Adinpunya
supporting information, (2021/10/02)
This study focuses on the identification of major anthocyanin following its temporal accumulation in colour changing flowers of Combretum indicum (L.) DeFilipps (syn. Quisqualis indica L.). Separation and identification of pigments governing changes in fl
Oxidative Transformation of Leucocyanidin by Anthocyanidin Synthase from Vitis vinifera Leads only to Quercetin
Zhang, Jia-Rong,Trossat-Magnin, Claudine,Bathany, Katell,Delrot, Serge,Chaudière, Jean
, p. 3595 - 3604 (2019/03/29)
Anthocyanidin synthase from Vitis vinifera (VvANS) catalyzes the in vitro transformation of the natural isomer of leucocyanidin, 2R,3S,4S-cis-leucocyanidin, into 2R,4S-flavan-3,3,4-triol ([M + H]+, m/z 323) and quercetin. The C3-hydroxylation product 2R,4S-flavan-3,3,4-triol is first produced and its C3,C4-dehydration product is in tautomeric equilibrium with (+)-dihydroquercetin. The latter undergoes a second VvANS-catalyzed C3-hydroxylation leading to a 4-keto-2R-flavan-3,3-gem-diol which upon dehydration gives quercetin. The unnatural isomer of leucocyanidin, 2R,3S,4R-trans-leucocyanidin, is similarly transformed into quercetin upon C3,C4-dehydration, but unlike 3,4-cis-leucocyanidin, it also undergoes some C2,C3-dehydration followed by an acid-catalyzed hydroxyl group extrusion at C4 to give traces of cyanidin. Overall, the C3,C4-trans isomer of leucocyanidin is transformed into 2R,4R-flavan-3,3,4-triol (M + 1, m/z 323), (+)-DHQ, (-)-epiDHQ, quercetin, and traces of cyanidin. Our data bring the first direct observation of 3,4-cis-leucocyanidin- and 3,4-trans-leucocyanidin-derived 3,3-gem-diols, supporting the idea that the generic function of ANS is to catalyze the C3-hydroxylation of its substrates. No cyanidin is produced with the natural cis isomer of leucocyanidin, and only traces with the unnatural trans isomer, which suggests that anthocyanidin synthase requires other substrate(s) for the in vivo formation of anthocyanidins.
Acylated cyanidin glycosides from the pale-violet flowers of Ionopsidium acaule (Desf.) Rchb. (Brassicaceae)
Tatsuzawa, Fumi,Takahashi, Narumi,Kato, Kazuhisa,Shinoda, Koichi,Saito, Norio,Honda, Toshio
, p. 69 - 76 (2013/11/19)
Three new acylated cyanidin 3-sambubioside-5-glucosides (1-3) and one new acylated cyanidin 3-(3X-glucosylsambubioside)-5-glucoside (4) were isolated from the pale-violet flowers of Ionopsidium acaule (Desf.) Rchb., together with one known anth
