Illisimonin A, a Caged Sesquiterpenoid with a Tricyclo[5.2.1.01,6]decane Skeleton from the Fruits of Illicium simonsii
Illisimonin A, a Caged Sesquiterpenoid with a Tricyclo[5.2.1.01,6]decane Skeleton from the Fruits of Illicium simonsii
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八角茴香素 A，一种来自八角茴香果实的具有三环[5.2.1.0(1,6)]癸烷骨架的笼状倍半萜类化合物
DOI：
10.1021/acs.orglett.7b03050
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发表时间：
2017-11-17
期刊：
影响因子：
5.2
通讯作者：
Yu, Shi-Shan
中科院分区：
文献类型：
--
作者：
Ma, Shuang-Gang;Li, Mi;Yu, Shi-Shan
Illisimonin A是从八角（Illicium simonsii）果实中分离得到的一种新型三环癸烷结构的倍半萜类化合物。5.2.1.0 1的结构和绝对构型通过大量的光谱证据和电子圆二色性（ECD）计算确定。经测定，1具有笼状2-氧杂三环[3，3，0，1（4，7）]-壬烷环系统，其稠合至五元碳环和五元内酯环。提出了一个合理的生物遗传学途径，1显示出对SH-SY 5 Y细胞中氧-葡萄糖剥夺（OGD）诱导的细胞损伤的神经保护作用，EC 50值为27.72 μ M。
Illisimonin A, an unprecedented sesquiterpenoid with a tricyclo[5.2.1.0(1,6)]decane skeleton, was isolated from the fruits of Illicium simonsii. The structure and absolute configuration of 1 were determined using extensive spectroscopic evidence and electronic circular dichroism (ECD) calculations. It was determined that 1 possesses a caged 2-oxatricyclo [3,3,0,1(4,7)]-nonane ring system fused to a five-membered carbocyclic ring and a five-membered lactone ring. A plausible biogenetic pathway for 1 was proposed, and 1 showed neuroprotective effects against oxygen-glucose deprivation (OGD)-induced cell injury in SH-SY5Y cells with an EC50 value of 27.72 mu M.