State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, China.
Org Lett. 2017 Nov 17;19(22):6160-6163. doi: 10.1021/acs.orglett.7b03050. Epub 2017 Oct 27.
Illisimonin A, an unprecedented sesquiterpenoid with a tricyclo[5.2.1.0]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]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 EC value of 27.72 μM.
异蕾西蒙素 A 是一种具有三环[5.2.1.0]癸烷骨架的新颖倍半萜,从八角属植物 Illicium simonsii 的果实中分离得到。通过广泛的光谱证据和电子圆二色性(ECD)计算确定了 1 的结构和绝对构型。确定 1 具有笼状 2-氧三环[3.3.0.1]壬烷环系统与五元碳环和五元内酯环融合。提出了 1 的可能生物合成途径,并且 1 在 SH-SY5Y 细胞中显示出对氧葡萄糖剥夺(OGD)诱导的细胞损伤的神经保护作用,EC 值为 27.72 μM。