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Acylated cyanidin glycosides from the pale-violet flowers of Ionopsidium acaule (Desf.) Rchb. (Brassicaceae)

Author:
Tatsuzawa, Fumi, Takahashi, Narumi, Kato, Kazuhisa, Shinoda, Koichi, Saito, Norio, Honda, Toshio
Source:
Phytochemistry letters 2014 v.7 pp. 69-76
ISSN:
1874-3900
Subject:
Brassicaceae, anthocyanins, color, coumaric acids, cyanidin, flowers, spectral analysis
Abstract:
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 anthocyanin. These new pigments were determined by chemical and spectroscopic methods to be cyanidin 3-O-[2-O-(β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] (1), cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylopyranosyl)-6-O-(4-O-(β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] (2), cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] (3) and cyanidin 3-O-[2-O-(2-O-(trans-feruloyl)-3-O-(β-glucopyranosyl)-β-xylopyranosyl)-6-O-(4-O-(6-O-(trans-feruloyl)-β-glucopyranosyl)-trans-p-coumaroyl)-β-glucopyranoside]-5-O-[6-O-(malonyl)-β-glucopyranoside] (4).These polyacylated cyanidin glycosides are responsible for the pale-violet flower color of I. acaule, and the contribution of the number of hydroxycinnamic acid residues to the bluing effect was discussed.
Agid:
5442437