来自野罂粟黄色花瓣的带有相同酰化糖苷基团的黄酮醇和一种吲哚生物碱骨架。

Flavonols and an indole alkaloid skeleton bearing identical acylated glycosidic groups from yellow petals of Papaver nudicaule.

作者信息

Schliemann Willibald, Schneider Bernd, Wray Victor, Schmidt Jürgen, Nimtz Manfred, Porzel Andrea, Böhm Hartmut

机构信息

Department of Secondary Metabolism, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle (Saale), Germany.

出版信息

Phytochemistry. 2006 Jan;67(2):191-201. doi: 10.1016/j.phytochem.2005.11.002. Epub 2005 Dec 22.

DOI:10.1016/j.phytochem.2005.11.002

PMID:16376394

Abstract

From yellow petals of Iceland poppy, besides the known flavonoid gossypitrin, seven kaempferol derivatives were isolated. In addition to kaempferol 3-O-beta-sophoroside and kaempferol 3-O-beta-sophoroside-7-O-beta-glucoside, known from other plants, the mono- and dimalonyl conjugates of the latter were identified by MS and NMR spectroscopy. Structure analyses of a set of co-occurring pigments, the nudicaulins, revealed that they have the identical acylated glycoside moieties attached to a pentacyclic indole alkaloid skeleton for which the structure of 19-(4-hydroxyphenyl)-10H-1,10-ethenochromeno[2,3-b]indole-6,8,18-triol was deduced from MS and NMR as well as chemical and chiroptical methods.

摘要

从冰岛罂粟的黄色花瓣中，除了已知的黄酮类化合物棉皮苷外，还分离出了七种山柰酚衍生物。除了从其他植物中已知的山柰酚3 - O - β - 槐糖苷和山柰酚3 - O - β - 槐糖苷 - 7 - O - β - 葡萄糖苷外，通过质谱和核磁共振光谱鉴定出了后者的单丙二酰和二丙二酰共轭物。对一组同时存在的色素——裸茎草素的结构分析表明，它们具有相同的酰化糖苷部分，连接在一个五环吲哚生物碱骨架上，通过质谱、核磁共振以及化学和旋光方法推断出其结构为19 - (4 - 羟基苯基)-10H - 1,10 - 乙烯并色烯并[2,3 - b]吲哚 - 6,8,18 - 三醇。