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从“草莓地”(绣球花科)根部提取的三种新三萜糖苷。

Three New Triterpene Glycosides from the Roots of x "Strawberry Fields" (Hydrangeaceae).

作者信息

Karachaliou Efstathia, Pertuit David, Bruguière Antoine, Penouilh Marie-José, Picquet Michel, Belloir Christine, Briand Loïc, Mitaine-Offer Anne-Claire

机构信息

Centre des Sciences du Goût et de l'Alimentation, CNRS, INRAE, Institut Agro, Université de Bourgogne, 21000 Dijon, CEDEX, France.

Institut de Chimie Moléculaire de l'Université de Bourgogne (UMR 6302), CNRS, Université de Bourgogne, 9 Av. Alain Savary, BP 47870, 21078 Dijon, CEDEX, France.

出版信息

Molecules. 2024 Dec 6;29(23):5781. doi: 10.3390/molecules29235781.

DOI:10.3390/molecules29235781
PMID:39683938
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11643241/
Abstract

Three new triterpene glycosides were isolated from x "Strawberry Fields" cultivar via aqueous-ethanolic extraction of the roots, including one derivative of sumaresinolic acid and two of echinocystic acid: 3--β-D-glucuronopyranosylsumaresinolic acid 28--β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, 3--β-D-glucuronopyranosylechinocystic acid 28--β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester, and 3--α-L-arabinopyranosyl-(1→3)-β-D-glucuronopyranosylechinocystic acid 28-O-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl ester. As none of the isolated saponins were previously documented in the literature, their structural elucidation required extensive 1D and homo- and heteronuclear 2D NMR spectroscopy, as well as mass spectrometry analysis. All three glycosides were tested for their stimulatory activity of the sweet taste receptor TAS1R2/TAS1R3. It is the first chemical and biological investigation of x "Strawberry Fields" as well as the first report of sumaresinolic acid glycosides in genus.

摘要

通过对“草莓田”品种的根部进行水乙醇提取,分离出了三种新的三萜糖苷,其中包括一种蛇麻脂醇酸衍生物和两种刺囊酸衍生物:3-β-D-葡萄糖醛酸吡喃糖基蛇麻脂醇酸28-β-D-木糖吡喃糖基-(1→4)-α-L-鼠李糖吡喃糖基-(1→2)-α-L-阿拉伯糖吡喃糖基酯、3-β-D-葡萄糖醛酸吡喃糖基刺囊酸28-β-D-木糖吡喃糖基-(1→4)-α-L-鼠李糖吡喃糖基-(1→2)-α-L-阿拉伯糖吡喃糖基酯,以及3-α-L-阿拉伯糖吡喃糖基-(1→3)-β-D-葡萄糖醛酸吡喃糖基刺囊酸28-O-β-D-木糖吡喃糖基-(1→4)-α-L-鼠李糖吡喃糖基-(1→2)-α-L-阿拉伯糖吡喃糖基酯。由于之前文献中均未记载所分离出的皂苷,因此其结构解析需要广泛应用一维、同核和异核二维核磁共振光谱以及质谱分析。对所有三种糖苷进行了甜味受体TAS1R2/TAS1R3刺激活性测试。这是对“草莓田”的首次化学和生物学研究,也是该属中蛇麻脂醇酸糖苷的首次报道。

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