紫罗兰中的酰化矢车菊素3-接骨木二糖苷-5-葡萄糖苷。

Acylated cyanidin 3-sambubioside-5-glucosides in Matthiola incana.

作者信息

Saito N, Tatsuzawa F, Nishiyama A, Yokoi M, Shigihara A, Honda T

机构信息

Chemical Laboratory, Meiji-Gakuin University, Yokohama, Japan.

出版信息

Phytochemistry. 1995 Mar;38(4):1027-32. doi: 10.1016/0031-9422(94)00659-h.

DOI:10.1016/0031-9422(94)00659-h

PMID:7766384

Abstract

Four acylated cyanidin 3-sambubioside-5-glucosides were isolated from purple-violet flowers of Matthiola incana and their structures were determined by chemical and spectroscopic methods. Three acylated anthocyanins were cyanidin 3-O-(6-O-acyl-2-O-(2-O-sinapyl-beta-D-xylopyranosyl)-beta-D- glucopyranosides)-5-O-(6-O-malonyl-beta-D-glucopyranosides), in which the acyl group is p-coumaryl, caffeyl or ferulyl, respectively. The remaining pigment is free from malonic acid and was identified as cyanidin 3-O-(6-O-trans-ferulyl-2-O-(2- O-trans-sinapyl-beta-D-xylopyranosyl)-beta-D-glucopyranoside)-5-O- (beta-D-glucopyranoside). Analysis of the anthocyanin constituents in 16 purple-violet cultivars revealed that they contained the above triacylated anthocyanins in variable amounts as main pigments. An aromatic pair of pigments containing sinapic and ferulic acids are considered to produce an important intramolecular effect, making bluish colours in these flowers.

摘要

从紫罗兰的紫罗兰花中分离出四种酰化矢车菊素3 - 接骨木二糖苷 - 5 - 葡萄糖苷，并通过化学和光谱方法确定了它们的结构。三种酰化花青素分别是矢车菊素3 - O -（6 - O - 酰基 - 2 - O -（2 - O - 芥子酰基 - β - D - 木糖吡喃糖苷） - β - D - 葡萄糖吡喃糖苷） - 5 - O -（6 - O - 丙二酰基 - β - D - 葡萄糖吡喃糖苷），其中酰基分别为对香豆酰基、咖啡酰基或阿魏酰基。其余的色素不含丙二酸，被鉴定为矢车菊素3 - O -（6 - O - 反式阿魏酰基 - 2 - O -（2 - O - 反式芥子酰基 - β - D - 木糖吡喃糖苷） - β - D - 葡萄糖苷） - 5 - O -（β - D - 葡萄糖苷）。对16个紫罗兰花品种的花青素成分分析表明，它们含有上述不同含量的三酰化花青素作为主要色素。一对含有芥子酸和阿魏酸的芳香类色素被认为会产生重要的分子内效应，使这些花朵呈现蓝色。