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来自蒙古药用植物石竹花的类黄酮 C-和 O-糖苷

Flavonoid C- and O-glycosides from the Mongolian medicinal plant Dianthus versicolor Fisch.

机构信息

Department of Pharmacognosy, University of Vienna, Vienna, Austria.

出版信息

Carbohydr Res. 2011 Sep 27;346(13):1868-75. doi: 10.1016/j.carres.2011.04.031. Epub 2011 Apr 30.

DOI:10.1016/j.carres.2011.04.031
PMID:21640336
Abstract

Eighteen flavonoids were identified from an aqueous extract of the aerial parts of Dianthus versicolor, a plant used in traditional Mongolian medicine against liver diseases. The flavonoid C- and O-glycosides isoorientin-7-O-rutinoside, isoorientin-7-O-rhamnosyl-galactoside, isovitexin-7-O-rutinoside, isovitexin-7-O-rhamnosyl-galactoside, isoscoparin-7-O-rutinoside, isoscoparin-7-O-rhamnosyl-galactoside, isoscoparin-7-O-galactoside, and isoorientin-7-O-galactoside were isolated and structurally elucidated. Their structures were established on the basis of extensive spectroscopic techniques including LC-UV-DAD, LC-MS(n), LC-HRMS, 1D and 2D NMR spectroscopy, and by GC-MS analysis after hydrolysis. Flavonoids with such a high glycosylation pattern are rare within the genus Dianthus. Furthermore, isovitexin-7-O-glucoside (saponarin), isovitexin-2″-O-rhamnoside, apigenin-6-glucoside (isovitexin), luteolin-7-O-glucoside, apigenin-7-O-glucoside, as well as the aglycons luteolin, apigenin, chrysoeriol, diosmetin, and acacetin were identified by TLC and LC-DAD-MS(n) in comparison to reference substances or literature data. The NMR data of seven structures have not been reported in the literature to date.

摘要

从传统蒙药治疗肝病的植物彩色旱梅花的地上部分的水提物中鉴定出 18 种类黄酮。鉴定并结构阐明了 C-和 O-糖苷异荭草素-7-O-芦丁糖苷、异荭草素-7-O-鼠李糖苷半乳糖苷、异牡荆素-7-O-芦丁糖苷、异牡荆素-7-O-鼠李半乳糖苷、异水飞蓟宾-7-O-芦丁糖苷、异水飞蓟宾-7-O-鼠李半乳糖苷、异水飞蓟宾-7-O-半乳糖苷和异荭草素-7-O-半乳糖苷。根据包括 LC-UV-DAD、LC-MS(n)、LC-HRMS、1D 和 2D NMR 光谱以及水解后的 GC-MS 分析在内的广泛光谱技术确定了它们的结构。在丁香属中,具有如此高糖基化模式的类黄酮非常罕见。此外,通过 TLC 和 LC-DAD-MS(n)与对照品或文献数据比较,还鉴定出异牡荆素-7-O-葡萄糖苷(肥皂草苷)、异牡荆素-2″-O-鼠李糖苷、芹菜素-6-葡萄糖苷(异牡荆素)、木樨草素-7-O-葡萄糖苷、芹菜素-7-O-葡萄糖苷以及非糖苷部分木樨草素、芹菜素、圣草酚、芫荽苷和川陈皮素。迄今为止,其中 7 种结构的 NMR 数据尚未在文献中报道。

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