title: Hypersubones A and B, new polycyclic acylphloroglucinols with intriguing adamantane type cores from Hypericum subsessile.
abstract: Hypersubones A and B (1, 2), two adamantane type polycyclic polyprenylated acylphloroglucinols possessing an unprecedented seco-adamantane architecture and a tetracyclo-[6.3.1.1(3,10).0(4,8)]-tridecane core combined with a peroxide ring, respectively, were isolated from Hypericum subsessile together with three analogues (3-5). 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).
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, Yunnan PR China.
authors.forename: Yang
authors.initials: Y
authors.lastname: Liao
authors.forename: Xia
authors.initials: X
authors.lastname: Liu
authors.forename: Jing
authors.initials: J
authors.lastname: Yang
authors.forename: Yuan-Zhi
authors.initials: YZ
authors.lastname: Lao
authors.forename: Xing-Wei
authors.initials: XW
authors.lastname: Yang
authors.forename: Xiao-Nian
authors.initials: XN
authors.lastname: Li
authors.forename: Jing-Jing
authors.initials: JJ
authors.lastname: Zhang
authors.forename: Zhi-jie
authors.initials: ZJ
authors.lastname: Ding
authors.forename: Hong-Xi
authors.initials: HX
authors.lastname: Xu
authors.forename: Gang
authors.initials: G
authors.lastname: Xu
mesh_terms: D000218:Adamantane / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor / Q000187:drug effects*; D006801:Humans; D020902:Hypericum / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D014961:X-Ray Diffraction
chemical_list: D000972:Antineoplastic Agents, Phytogenic; C000601229:hypersubone A; C000601230:hypersubone B; C000599335:hyperuralone A; C000599336:hyperuralone B; D010696:Phloroglucinol; D000218:Adamantane