title: (+)-Angchibangkine, a new type of bisbenzylisoquinoline alkaloid, and other dimers from Pachygone dasycarpa.
abstract: Analysis of the alkaloidal fraction of the stem bark extract of Pachygone dasycarpa (Menispermaceae) resulted in the isolation of 10 known bisbenzylisoquinolines, (+)-tetrandrine, (+)-penduline, (+)-fangchinoline, (+)-atherospermoline, (+)-N-methyl-7-O-demethylpeinamine, (+)-daphnoline, (4-)-isotrilobine (1), (+)-cocsuline (2), (+)-tricordatine (3), (+)-2'-norcocsuline, and the new alkaloid (+)-12-O-methyltricordatine (4). The last bisbenzylisoquinoline alkaloid isolated, (+)-angchibangkine (5), is the first member of this alkaloid class found to possess three diphenyl ether bridges in the 7-6',8-7', and 11-12' positions. Structure elucidation of these alkaloids and of (+)-O-methylangchibangkine (6) was achieved by analysis of spectral data. Compounds 4-6 show antiplasmodial activity against Plasmodium falciparum.
authors.affiliation: Program for Collaborative research in the Pharmaceutical Sciences, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Iillinois, Chicago, 60612.
authors.forename: H
authors.initials: H
authors.lastname: Guinaudeau
authors.forename: M
authors.initials: M
authors.lastname: Böhlke
authors.forename: L Z
authors.initials: LZ
authors.lastname: Lin
authors.forename: C K
authors.initials: CK
authors.lastname: Angerhofer
authors.forename: G A
authors.initials: GA
authors.lastname: Cordell
authors.lastname: RuangrungsiN
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000302:isolation & purification* / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D007546:Isoquinolines / Q000302:isolation & purification* / Q000494:pharmacology; D007624:KB Cells; D009682:Magnetic Resonance Spectroscopy; D019441:Plant Epidermis / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects
chemical_list: D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; D007546:Isoquinolines; C105634:angchibangkine