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Hypersubones A and B, New Polycyclic Acylphloroglucinols with Intriguing Adamantane Type Cores from Hypericum subsessile

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posted on 06.03.2015, 00:00 by Yang Liao, Xia Liu, Jing Yang, Yuan-Zhi Lao, Xing-Wei Yang, Xiao-Nian Li, Jing-Jing Zhang, Zhi-jie Ding, Hong-Xi Xu, Gang Xu
Hypersubones A and B (1, 2), two adamantane type polycyclic polyprenylated acylphloroglucinols possessing an unprecedented seco-adamantane architecture and a tetracyclo-[,10.04,8]-tridecane core combined with a peroxide ring, respectively, were isolated from Hypericum subsessile together with three analogues (35). Their structures were determined by extensive NMR spectroscopic analysis, ECD calculations, and single-crystal X-ray diffraction. Compound 2 exhibited significant cytotoxicities against four human cancer lines in vitro (IC50 0.07–7.52 μM).