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叉枝鸦葱根中的倍半萜类化合物和四环三萜类化合物

Sesquiterpenoids and tirucallane triterpenoids from the roots of Scorzonera divaricata.

作者信息

Yang Yong-Jin, Yao Juan, Jin Xiao-Jie, Shi Zhuan-Ning, Shen Tian-Fei, Fang Jian-Guo, Yao Xiao-Jun, Zhu Ying

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Tianshui South Road 222, Lanzhou 730000, Gansu, People's Republic of China.

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Tianshui South Road 222, Lanzhou 730000, Gansu, People's Republic of China.

出版信息

Phytochemistry. 2016 Apr;124:86-98. doi: 10.1016/j.phytochem.2016.01.015. Epub 2016 Jan 29.

DOI:10.1016/j.phytochem.2016.01.015
PMID:26832425
Abstract

A sulfated guaiane sesquiterpene lactone, an unusual pyridinium alkaloid with a sulfated guaiane sesquiterpene lactone nucleus, an amino conjugate of a sulfated guaiane sesquiterpene lactone, a bisabolane sesquiterpene, three tirucallane triterpenes, and six known compounds, were isolated from roots of Scorzonera divaricata. Their structures and absolute configurations were established based on chemical and spectroscopic methods, X-ray single crystal crystallography, and also by comparison with experimental and calculated ECD spectra. One of the tirucallane triterpenes exhibited significant cytotoxic activities against four human cancer cell lines (HL60, HeLa, HepG2, and SMMC-7721) in vitro. Two of sulfated guaiane sesquiterpenoids also exhibited antioxidant activities by scavenging ABTS cation free radicals. Tirucallane-type and dammarane-type triterpenes were not previously known in the genus Scorzonera. The study suggests that sulfated guaiane-type sesquiterpenoids are a valuable marker for systematic chemical studies in the Lactuceae tribe of the Asteraceae.

摘要

从叉枝鸦葱的根部分离出了一种硫酸化愈创木烷倍半萜内酯、一种具有硫酸化愈创木烷倍半萜内酯核的不寻常吡啶生物碱、一种硫酸化愈创木烷倍半萜内酯的氨基共轭物、一种没药烷倍半萜、三种四环三萜以及六种已知化合物。它们的结构和绝对构型是基于化学和光谱方法、X射线单晶晶体学,并通过与实验和计算的ECD光谱进行比较而确定的。其中一种四环三萜在体外对四种人类癌细胞系(HL60、HeLa、HepG2和SMMC - 7721)表现出显著的细胞毒性活性。两种硫酸化愈创木烷倍半萜类化合物还通过清除ABTS阳离子自由基表现出抗氧化活性。四环烷型和达玛烷型三萜以前在鸦葱属中并不为人所知。该研究表明,硫酸化愈创木烷型倍半萜类化合物是菊科莴苣族系统化学研究的一个有价值的标记物。

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