title: Bioactive acylphloroglucinols with adamantyl skeleton from Hypericum sampsonii.
abstract: Hyperisampsins A-D (1-4), with tetracyclo[6.3.1.1(3,10).0(3,7)]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.
authors.affiliation: Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, China.
authors.forename: Hucheng
authors.initials: H
authors.lastname: Zhu
authors.forename: Chunmei
authors.initials: C
authors.lastname: Chen
authors.forename: Jing
authors.initials: J
authors.lastname: Yang
authors.forename: Xiao-Nian
authors.initials: XN
authors.lastname: Li
authors.forename: Junjun
authors.initials: J
authors.lastname: Liu
authors.forename: Bin
authors.initials: B
authors.lastname: Sun
authors.forename: Sheng-Xiong
authors.initials: SX
authors.lastname: Huang
authors.forename: Dongyan
authors.initials: D
authors.lastname: Li
authors.forename: Guangmin
authors.initials: G
authors.lastname: Yao
authors.forename: Zengwei
authors.initials: Z
authors.lastname: Luo
authors.forename: Yan
authors.initials: Y
authors.lastname: Li
authors.forename: Jinwen
authors.initials: J
authors.lastname: Zhang
authors.forename: Yongbo
authors.initials: Y
authors.lastname: Xue
authors.forename: Yonghui
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry*; D019380:Anti-HIV Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020902:Hypericum / Q000737:chemistry*; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D011083:Polycyclic Compounds / Q000737:chemistry*
chemical_list: D019380:Anti-HIV Agents; D000972:Antineoplastic Agents, Phytogenic; D011083:Polycyclic Compounds; C000600315:hyperisampsin A; C000600316:hyperisampsin D; D010696:Phloroglucinol; D000218:Adamantane