Illihenin A, An Antiviral Sesquiterpenoid with a Cage-like Tricy-clo[6.2.2.01,5]dodecane Skeleton from Illicium henryi

Illihenin A, An Antiviral Sesquiterpenoid with a Cage-like Tricy-clo[6.2.2.01,5]dodecane Skeleton from Illicium henryi
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Illihenin A:一种抗病毒倍半萜类化合物,具有来自八角茴香的笼状三环[6.2.2.01,5]十二烷骨架。

DOI:
10.1021/acs.joc.0c02727
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发表时间:
2021
期刊:
The Journal of Organic Chemistry
影响因子:
--
通讯作者:
Shuang-Gang Ma
Shuang-Gang Ma
中科院分区:
其他
文献类型:
--
作者:
Jin-Yao Yong;Wen-Rui Li;Xiao-jing Wang;Guo-Zhu Su;Mi Li;Jian-Pei Zhang;Hong-Li Jia;Yu-Huan Li;Ru-Bing Wang;Maoluo Gan;Shuang-Gang Ma

文献摘要

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Illihenin A(1)是从八角(Illicium henryi)根中分离得到的一个新的倍半萜类化合物。通过光谱分析、ECD计算和单晶X射线衍射确定了其结构。化合物1代表一类新的5/7/6三环倍半萜类化合物,其特征在于罕见的笼状三环[6.2.2.01,5]十二烷核。提出了一个合理的生物合成途径1通过重排的allo-cedrane。此外,1对柯萨奇病毒B3表现出有效的抗病毒活性,IC 50值为2.87 μM。
Illihenin A (1), a novel sesquiterpenoid, was isolated from the roots of Illicium henryi. The structure was determined by spectroscopic analyses, ECD calculation, and single-crystal X-ray diffraction. Compound 1 represents a class of novel 5/7/6 tricyclic sesquiterpenoids featuring a rare cage-like tricyclo[6.2.2.01,5]dodecane core. A plausible biosynthetic pathway of 1 by rearrangement of allo-cedrane is proposed. Additionally, 1 showed potent antiviral activity against coxsackievirus B3 with an IC50 value of 2.87 μM.