New technique to isolate anthocyanins from Delaware grapes by forming an aluminium complex using a Discovery DPA-6S

• Published in: Food chemistry Vol. 166; pp. 10 - 16
• Main Authors: Asada, Takayuki, Koi, Yoriko, Tamura, Hirotoshi
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01.01.2015
• Subjects: Acylated anthocyanidin 3-glucoside; Aluminium; Aluminum; Aluminum - analysis; Anthocyanidin 3-glucoside; Anthocyanins; Anthocyanins - chemistry; Chromatography, High Pressure Liquid - methods; Complex pigment; Ethyl alcohol; Grapes; Pigments; Radicals; Scavenging; Selective isolation; Vitis - chemistry; Complex pigment; Selective isolation; Anthocyanidin 3-glucoside; Acylated anthocyanidin 3-glucoside
• ISSN: 0308-8146; 1873-7072
• DOI: 10.1016/j.foodchem.2014.05.100

•New anthocyanin isolation method from Delaware grape is introduced.•Delaware grape contains 4 anthocyanins (2 cyanidin-types and 2 peonidin-types).•Two cyanidin-type anthocyanins selectively formed an Al3+ complex with flavocommelin.•Cy3G and Cy3-pC·G formed Al3+ complex were separated by a Discovery DPA-6S column. An aluminium complex of crude Delaware grape anthocyanins, bearing an ortho-dihydroxyl group on the B ring and/or a p-coumaroyl group as an ester with flavocommelin, was formed and isolated by ethanol precipitation. Using a Discovery DPA-6S short column, selected anthocyanins were isolated to give cyanidin 3-glucoside (Cy3G, 48.2% yield with 95.2% purity) and cyanidin 3-(6-O-p-coumaroylglucoside) (Cy3-pC·G, 44.9% yield with 91.4% purity) from natural Delaware grape skin extracts without ODS-HPLC column chromatography. DPPH radical scavenging activity of the complex pigment was 3.4±0.10μmol TE/mg. Moreover, isolated pure anthocyanins from the complex pigment showed significantly higher DPPH radical scavenging activity [4.5±0.08μmol TE/mg (Cy3G) and 4.5±0.04μmol TE/mg (Cy3-pC·G), (p<0.05)].