Bioactive Acylphloroglucinols with Adamantyl Skeleton from Hypericum sampsonii

Hyperisampsins A–D (1–4), with tetracyclo­[6.3.1.13,10.03,7]­tridecane
skeletons and seven biogenetically related congeners (5–11), were isolated from Hypericum
sampsonii. Their structures were elucidated by comprehensive
spectroscopic techniques. The absolute configuration of 1 was established by ECD calculations, and those of 5 and 9 were confirmed by single X-ray crystallographic
analyses. Hyperisampsins A and D showed potent anti-HIV activities
with EC50 of 2.97 and 0.97 μM and selectivity index
of 4.80 and 7.70, respectively.

具有四环[6.3.1.1³,¹⁰.0³,⁷]十三烷骨架的Hyperisampsins A-D（编号1-4），连同7个生物合成相关同系物（编号5-11），均从元宝草（Hypericum sampsonii）中分离得到。所有化合物的结构均通过综合光谱分析技术完成解析。其中，化合物1的绝对构型通过电子圆二色谱（Electronic Circular Dichroism，ECD）计算确定，化合物5与9的绝对构型则经单晶X射线衍射分析予以确证。活性测试结果显示，Hyperisampsins A与D展现出强效抗HIV活性，其半数有效浓度（Half Maximal Effective Concentration，EC50）分别为2.97 μM与0.97 μM，选择性指数分别为4.80与7.70。