title: Bioactive isoquinoline alkaloids from Corydalis saxicola.
abstract: Twelve isoquinoline alkaloids including two new nitro-containing tetrahydroprotoberberines, (-)-2,9-dihydroxyl-3,11-dimethoxy-1,10-dinitrotetrahydroprotoberberine (1) and (+)-4-nitroisoapocavidine (2), were isolated from the whole plant of Corydalis saxicola Bunting. The structures of the new compounds were established by spectroscopic analysis and chemical evidence. The inhibitory activity of these isolates against cholinesterase and canine parvovirus were evaluated. Compounds 1 and 1A, (+)-1-nitroapocavidine (5), berberine (8), palmatine (9), dehydrocavidine (10), and sanguinarine (11) showed potent inhibitory activity against acetylcholinesterase with IC(50) values of less than 10 µM, while only compound 1 possessed weak activity against canine parvovirus. Structure-activity studies demonstrated that the nitro substituents at ring A in the tetrahydroprotoberberines led to an increase in the anti-acetylcholinesterase activity.
authors.affiliation: Key Laboratory of Economic Plants and Biotechnology, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, People's Republic of China.
authors.forename: Qiao-Qin
authors.initials: QQ
authors.lastname: Huang
authors.forename: Jun-Long
authors.initials: JL
authors.lastname: Bi
authors.forename: Qian-Yun
authors.initials: QY
authors.lastname: Sun
authors.forename: Fu-Mei
authors.initials: FM
authors.lastname: Yang
authors.forename: Yue-Hu
authors.initials: YH
authors.lastname: Wang
authors.forename: Gui-Hua
authors.initials: GH
authors.lastname: Tang
authors.forename: Fu-Wei
authors.initials: FW
authors.lastname: Zhao
authors.forename: Huan
authors.initials: H
authors.lastname: Wang
authors.forename: Jin-Jin
authors.initials: JJ
authors.lastname: Xu
authors.forename: Edward J
authors.initials: EJ
authors.lastname: Kennelly
authors.forename: Chun-Lin
authors.initials: CL
authors.lastname: Long
authors.forename: Ge-Fen
authors.initials: GF
authors.lastname: Yin
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism; D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001600:Berberine Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D031311:Corydalis / Q000737:chemistry*; D004285:Dogs; D015394:Molecular Structure; D017992:Parvovirus / Q000187:drug effects*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C572563:2,9-dihydroxyl-3,11-dimethoxy-1,10-dinitrotetrahydroprotoberberine; C572564:4-nitroisoapocavidine; D000998:Antiviral Agents; D001600:Berberine Alkaloids; D002800:Cholinesterase Inhibitors; D010936:Plant Extracts; D000110:Acetylcholinesterase