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款冬花芽中的多羟基桉烷倍半萜类化合物和倍半萜糖苷

Polyhydroxylated eudesmane sesquiterpenoids and sesquiterpenoid glucoside from the flower buds of Tussilago farfara.

作者信息

Li Yu-Peng, Yang Kang, Meng Hui, Shen Tao, Zhang Hua

机构信息

School of Biological Science and Technology, University of Jinan, Jinan 250022, China.

Key Laboratory of Chemical Biology (MOE), School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China.

出版信息

Chin J Nat Med. 2022 Apr;20(4):301-308. doi: 10.1016/S1875-5364(21)60120-6.

Abstract

Chemical fractionation of the n-BuOH partition, which was generated from the EtOH extract of the flower buds of Tussilago farfara, afforded a series of polar constituents including four new sesquiterpenoids (1-4), one new sesquiterpenoid glucoside (5) and one known analogue (6) of the eudesmane type, as well as five known quinic acid derivatives (7-11). Structures of the new compounds were unambiguously characterized by detailed spectroscopic analyses, with their absolute configurations being established by X-ray crystallography, electronic circular dichroism (ECD) calculation and induced ECD experiments. The inhibitory effect of all the isolates against LPS-induced NO production in murine RAW264.7 macrophages was evaluated, with isochlorogenic acid A (7) showing significant inhibitory activity.

摘要

款冬花花蕾乙醇提取物的正丁醇萃取部分经化学分离,得到了一系列极性成分,包括四种新的倍半萜类化合物(1 - 4)、一种新的倍半萜类葡萄糖苷(5)和一种已知的桉叶烷型类似物(6),以及五种已知的奎尼酸衍生物(7 - 11)。通过详细的光谱分析明确了新化合物的结构,并通过X射线晶体学、电子圆二色光谱(ECD)计算和诱导ECD实验确定了它们的绝对构型。评估了所有分离物对小鼠RAW264.7巨噬细胞中脂多糖诱导的一氧化氮产生的抑制作用,其中异绿原酸A(7)表现出显著的抑制活性。

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