Application of high-speed countercurrent chromatography to the large-scale isolation of anthocyanins

Schwarz, Michael; Hillebrand, Silke; Habben, Saskia; Degenhardt, Andreas; Winterhalter, Peter

doi:10.1016/s1369-703x(02)00219-x

Cited by 104 publications

(77 citation statements)

References 29 publications

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“…Chemicals, Strains, Plant Material, and Cloning Procedures C3G was isolated from blackberries by countercurrent chromatography, and its identity was confirmed by HPLC diode array detection, HPLC coupled to electron spray ionization-mass spectrometry, and nuclear magnetic resonance spectroscopy as described previously (Schwarz et al, 2003). cat3G was from the Nestlé Research Center collection of standard compounds.…”

Section: Methodsmentioning

confidence: 99%

TheArabidopsisMATE Transporter TT12 Acts as a Vacuolar Flavonoid/H+-Antiporter Active in Proanthocyanidin-Accumulating Cells of the Seed Coat

et al. 2007

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Phenotypic characterization of the Arabidopsis thaliana transparent testa12 (tt12) mutant encoding a membrane protein of the multidrug and toxic efflux transporter family, suggested that TT12 is involved in the vacuolar accumulation of proanthocyanidin precursors in the seed. Metabolite analysis in tt12 seeds reveals an absence of flavan-3-ols and proanthocyanidins together with a reduction of the major flavonol quercetin-3-O-rhamnoside. The TT12 promoter is active in cells synthesizing proanthocyanidins. Using translational fusions between TT12 and green fluorescent protein, it is demonstrated that this transporter localizes to the tonoplast. Yeast vesicles expressing TT12 can transport the anthocyanin cyanidin-3-O-glucoside in the presence of MgATP but not the aglycones cyanidin and epicatechin. Inhibitor studies demonstrate that TT12 acts in vitro as a cyanidin-3-O-glucoside/H þ -antiporter. TT12 does not transport glycosylated flavonols and procyanidin dimers, and a direct transport activity for catechin-3-O-glucoside, a glucosylated flavan-3-ol, was not detectable. However, catechin-3-O-glucoside inhibited TT12-mediated transport of cyanidin-3-O-glucoside in a dose-dependent manner, while flavan-3-ol aglycones and glycosylated flavonols had no effect on anthocyanin transport. It is proposed that TT12 transports glycosylated flavan-3-ols in vivo. Mutant banyuls (ban) seeds accumulate anthocyanins instead of proanthocyanidins, yet the ban tt12 double mutant exhibits reduced anthocyanin accumulation, which supports the transport data suggesting that TT12 mediates anthocyanin transport in vitro.

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Section: Methodsmentioning

confidence: 99%

TheArabidopsisMATE Transporter TT12 Acts as a Vacuolar Flavonoid/H+-Antiporter Active in Proanthocyanidin-Accumulating Cells of the Seed Coat

et al. 2007

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“…In the early days, cellulose column chromatography is used for the separation of anthocyanin mixtures, but difficulties may be encountered in applying this technique in the presence of large amounts of other flavonoid materials. Purification of anthocyanin carried out by countercurrent chromatography is also too expensive to be popular [40]. …”

Section: Anthocyanin Pigments As Food Colorants and Additivesmentioning

confidence: 99%

Anthocyanidins and anthocyanins: colored pigments as food, pharmaceutical ingredients, and the potential health benefits

Khoo

Azlan

Tang

et al. 2017

Food & Nutrition Research

1,930

1,327

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Anthocyanins are colored water-soluble pigments belonging to the phenolic group. The pigments are in glycosylated forms. Anthocyanins responsible for the colors, red, purple, and blue, are in fruits and vegetables. Berries, currants, grapes, and some tropical fruits have high anthocyanins content. Red to purplish blue-colored leafy vegetables, grains, roots, and tubers are the edible vegetables that contain a high level of anthocyanins. Among the anthocyanin pigments, cyanidin-3-glucoside is the major anthocyanin found in most of the plants. The colored anthocyanin pigments have been traditionally used as a natural food colorant. The color and stability of these pigments are influenced by pH, light, temperature, and structure. In acidic condition, anthocyanins appear as red but turn blue when the pH increases. Chromatography has been largely applied in extraction, separation, and quantification of anthocyanins. Besides the use of anthocyanidins and anthocyanins as natural dyes, these colored pigments are potential pharmaceutical ingredients that give various beneficial health effects. Scientific studies, such as cell culture studies, animal models, and human clinical trials, show that anthocyanidins and anthocyanins possess antioxidative and antimicrobial activities, improve visual and neurological health, and protect against various non-communicable diseases. These studies confer the health effects of anthocyanidins and anthocyanins, which are due to their potent antioxidant properties. Different mechanisms and pathways are involved in the protective effects, including free-radical scavenging pathway, cyclooxygenase pathway, mitogen-activated protein kinase pathway, and inflammatory cytokines signaling. Therefore, this review focuses on the role of anthocyanidins and anthocyanins as natural food colorants and their nutraceutical properties for health. Abbreviations: CVD: Cardiovascular disease VEGF: Vascular endothelial growth factor

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“…Generally, the purification of anthocyanin is carried out by HPLC or CCC [17,18]. However, these methods are too expensive to popularize.…”

Section: Introductionmentioning

confidence: 99%

Extraction and Purification of Anthocyanins from the Fruit Residues of Vaccinium uliginosum Linn

Zhang¹

2013

J Chromat Separation Techniq

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An aqueous two-phase system was developed to extract anthocyanins present in the fruit residue during juice production from the fruit of Vaccinium uliginosum Linn. A maximum partition coefficient of 10.67 and a recovery of 96.09% for anthocyanins could be obtained using an extraction system consisted of 30% (w/w) ethanol and 19% ammonium sulfate. Compared with the traditional extraction using acidified ethanol, the novel aqueous two-phase extraction could not only yield a much higher concentration of anthocyanins, save more ethanol, energy, and time, but also decrease impurities in extract, e.g. proteins and sugars by 58% and 66%, respectively. AB-8 macroporous resin was applied to the purification of anthocyanins. A novel and simple separation technique for anthocyanins was developed by integrating aqueous two-phase extraction and macroporous resin column chromatography. This new technology might be a suitable for other bioactive natural products on industrial scale.

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Application of high-speed countercurrent chromatography to the large-scale isolation of anthocyanins

Cited by 104 publications

References 29 publications

TheArabidopsisMATE Transporter TT12 Acts as a Vacuolar Flavonoid/H+-Antiporter Active in Proanthocyanidin-Accumulating Cells of the Seed Coat

TheArabidopsisMATE Transporter TT12 Acts as a Vacuolar Flavonoid/H+-Antiporter Active in Proanthocyanidin-Accumulating Cells of the Seed Coat

Anthocyanidins and anthocyanins: colored pigments as food, pharmaceutical ingredients, and the potential health benefits

Extraction and Purification of Anthocyanins from the Fruit Residues of Vaccinium uliginosum Linn

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