3 years ago

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
Qi Hou, Ming-Bao Lin, Shi-Shan Yu, Yong Li, Mi Li, Yun-Bao Liu, Shuang-Gang Ma, Xiao-Jing Wang, Li Li, Song Xu, Ru-Bing Wang, Jing Qu
Illisimonin A, an unprecedented sesquiterpenoid with a tricyclo[5.2.1.01,6]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[3,3,0,14,7]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 μM.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b03050

DOI: 10.1021/acs.orglett.7b03050

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