title: Cyclohexane-fused octahydroquinolizine alkaloids from Myrioneuron faberi with activity against hepatitis C virus.
abstract: Investigation of the alkaloids from Myrioneuron faberi, a plant unique to China, gave four pairs of enantiomers (1-4). (±)-β-Myrifabral A (1) and (±)-α-myrifabral A (2) formed an inseparable mixture of anomers (cluster A), as did (±)-β-myrifabral B (3) and (±)-α-myrifabral B (4) (cluster B). Their structures were determined by X-ray diffraction and NMR analysis. Compounds 1-4 possessed novel cyclohexane-fused octahydroquinolizine skeletons and represent the first quinolizidine alkaloids from the genus Myrioneuron. The epimers of cluster A (1 and 2) were modified and separated. In vitro, clusters A and B and their derivatives inhibited replication of hepatitis C virus (HCV, IC50 0.9 to 4.7 μM) with cytotoxicity lower than that of telaprevir.
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, Yunnan, People's Republic of China.
authors.forename: Ming-Ming
authors.initials: MM
authors.lastname: Cao
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhang
authors.forename: Xiao-Hui
authors.initials: XH
authors.lastname: Li
authors.forename: Zong-Gen
authors.initials: ZG
authors.lastname: Peng
authors.forename: Jian-Dong
authors.initials: JD
authors.lastname: Jiang
authors.forename: Yu-Cheng
authors.initials: YC
authors.lastname: Gu
authors.forename: Ying-Tong
authors.initials: YT
authors.lastname: Di
authors.forename: Xiao-Nian
authors.initials: XN
authors.lastname: Li
authors.forename: Duo-Zhi
authors.initials: DZ
authors.lastname: Chen
authors.forename: Cheng-Feng
authors.initials: CF
authors.lastname: Xia
authors.forename: Hong-Ping
authors.initials: HP
authors.lastname: He
authors.forename: Shun-Lin
authors.initials: SL
authors.lastname: Li
authors.forename: Xiao-Jiang
authors.initials: XJ
authors.lastname: Hao
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D003510:Cyclohexanes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D016174:Hepacivirus / Q000187:drug effects*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011807:Quinolizines / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D000998:Antiviral Agents; D003510:Cyclohexanes; D006576:Heterocyclic Compounds, 4 or More Rings; D011807:Quinolizines; C581421:myriberine A; C506365:Cyclohexane