Abstract

The aim of this study was to isolate and identify the anthocyanins in the black seed coated soybean (cv. Cheongja 3, Glycine max (L.) Merr.) using reverse phase C-18 open column chromatography and high-performance liquid chromatography (HPLC) with diode array detection and electro spray ionization/mass spectrometry (DAD-ESI/MS) analysis, respectively. Anthocyanins were extracted from the coat of black soybeans with 1% TFA in methanol, isolated by RP-C-18 column chromatography, and their structures elucidated by 1D and 2D NMR spectroscopy. The isolated anthocyanins were characterised as delphinidin-3- O-glucoside ( 3), cyanidin-3- O-glucoside ( 5), petunidin-3- O-glucoside ( 6), pelargonidin-3- O-glucoside ( 7) and cyanidin ( 9). Furthermore, four minor anthocyanins were detected and identified as catechin-cyanidin-3- O-glucoside ( 1), delphinidin-3- O-galactoside ( 2), cyanidin-3- O-galactoside ( 4), and peonidin-3- O-glucoside ( 8) based on the fragmentation patterns of HPLC-DAD-ESI/MS analysis.

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