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

• DOI: 10.1021/acs.orglett.5b00100
• Publication Date: 2015-02-20T17:34:54Z
• Authors: 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
• Keywords: Adamantane; Hypericum

Hypersubones A and B (1, 2), two adamantane type polycyclic polyprenylated acylphloroglucinols possessing an unprecedented seco-adamantane architecture a tetracyclo-[6.3.1.13,10.04,8]-tridecane core combined with peroxide ring, respectively, were isolated from Hypericum subsessile together three analogues (3–5). Their structures determined by extensive NMR spectroscopic analysis, ECD calculations, single-crystal X-ray diffraction. Compound 2 exhibited significant cytotoxicities against four human cancer lines in vitro (IC50 0.07–7.52 μM).