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弯齿黄芪狭叶亚种中的环阿屯烷糖苷。

Cycloartane glycosides from Astragalus campylosema Boiss. ssp. campylosema.

作者信息

Caliş Ihsan, Dönmez Ali A, Perrone Angela, Pizza Cosimo, Piacente Sonia

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, TR-06100 Ankara, Turkey.

出版信息

Phytochemistry. 2008 Oct;69(14):2634-8. doi: 10.1016/j.phytochem.2008.08.002. Epub 2008 Sep 18.

Abstract

Four cycloartane glycosides, 3-O-[alpha-l-arabinopyranosyl-(1-->2)-beta-d-xylopyranosyl]-3beta,6alpha,16beta,23alpha,25-pentahydroxy-20(R),24(S)-epoxycycloartane (1), 3-O-[alpha-l-arabinopyranosyl-(1-->2)-beta-d-xylopyranosyl]-16-O-hydroxyacetoxy-23-O-acetoxy-3beta,6alpha,25-trihydroxy-20(R),24(S)-epoxycycloartane (2), 3-O-[alpha-l-arabinopyranosyl-(1-->2)-beta-d-xylopyranosyl]-3beta,6alpha,23alpha,25-tetrahydroxy-20(R),24(R)-16beta,24;20,24-diepoxycycloartane (3), 3-O-[alpha-l-arabinopyranosyl-(1-->2)-beta-d-xylopyranosyl]-25-O-beta-d-glucopyranosyl-3beta,6alpha,16beta,25-tetrahydroxy-20(R),24(S)-epoxycycloartane (4), along with three known cycloartane glycosides were isolated from the MeOH extract of the roots of Astragalus campylosema ssp. campylosema. Their structures were established by the extensive use of 1D- and 2D-NMR experiments along with ESIMS and HRMS analysis. The occurrence of the hydroxyl function at position 23 (1-2) and of the ketalic function at C-24 (3) are very unusual findings in the cycloartane class.

摘要

从弯齿黄芪蒙古变种根的甲醇提取物中分离得到4种环阿尔廷烷糖苷,3 - O - [α - L - 阿拉伯吡喃糖基 - (1→2) - β - D - 木吡喃糖基] - 3β,6α,16β,23α,25 - 五羟基 - 20(R),24(S) - 环氧环阿尔廷烷(1)、3 - O - [α - L - 阿拉伯吡喃糖基 - (1→2) - β - D - 木吡喃糖基] - 16 - O - 羟基乙酰氧基 - 23 - O - 乙酰氧基 - 3β,6α,25 - 三羟基 - 20(R),24(S) - 环氧环阿尔廷烷(2)、3 - O - [α - L - 阿拉伯吡喃糖基 - (1→2) - β - D - 木吡喃糖基] - 3β,6α,23α,25 - 四羟基 - 20(R),24(R) - 16β,24;20,24 - 二环氧环阿尔廷烷(3)、3 - O - [α - L - 阿拉伯吡喃糖基 - (1→2) - β - D - 木吡喃糖基] - 25 - O - β - D - 葡萄糖吡喃糖基 - 3β,6α,16β,25 - 四羟基 - 20(R),24(S) - 环氧环阿尔廷烷(4),以及3种已知的环阿尔廷烷糖苷。通过广泛使用一维和二维核磁共振实验以及电喷雾离子化质谱(ESIMS)和高分辨质谱(HRMS)分析确定了它们的结构。在环阿尔廷烷类中,23位(1 - 2)羟基官能团和C - 24位(3)酮缩醛官能团的出现是非常不寻常的发现。

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