title: Structure elucidation of antiproliferative bisbenzylisoquinoline alkaloids from Anisocycla grandidieri from the Madagascar dry forest.
abstract: Antiproliferative bioassay-guided fractionation of the ethanol extract of the stems of Anisocycla grandidieri led to the isolation of the known alkaloids stebisimine (1), (+)-1,2-dehydrotelobine (2), (+)-2'-norcocsuline (3) and puetogaline B (4). Herein, we report the full NMR assignments of all compounds and the X-ray crystallography of single crystals of compounds 1 and 3. Compounds 2 and 3 showed moderate antiproliferative activity against the A2780 human ovarian cancer cell line with IC50 values of 4.1 ± 0.3 and 2.7 ± 0.3 μM, respectively, and they also displayed selective activity toward the H460 (large cell lung cancer), MCF-7 (breast ductal carcinoma), and UACC-257 (melanoma) cell lines.
authors.affiliation: Department of Chemistry and the Virginia Tech Center for Drug Discovery, Virginia Tech, Blacksburg, Virginia 24061, USA.
authors.forename: Yixi
authors.initials: Y
authors.lastname: Liu
authors.forename: Liva
authors.initials: L
authors.lastname: Harinantenaina
authors.forename: Peggy J
authors.initials: PJ
authors.lastname: Brodie
authors.forename: Carla
authors.initials: C
authors.lastname: Slebodnick
authors.forename: Martin W
authors.initials: MW
authors.lastname: Callmander
authors.forename: R
authors.initials: R
authors.lastname: Rakotondrajaona
authors.forename: Etienne
authors.initials: E
authors.lastname: Rakotobe
authors.forename: Vincent E
authors.initials: VE
authors.lastname: Rasamison
authors.forename: Karen
authors.initials: K
authors.lastname: TenDyke
authors.forename: Yongchun
authors.initials: Y
authors.lastname: Shen
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D061986:MCF-7 Cells; D008270:Madagascar; D009682:Magnetic Resonance Spectroscopy / Q000592:standards; D029583:Menispermaceae / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D018547:Plant Stems / Q000737:chemistry; D012015:Reference Standards; D013329:Structure-Activity Relationship; D014197:Trees / Q000737:chemistry*
chemical_list: D000972:Antineoplastic Agents, Phytogenic
keywords: Anisocycla grandidieri; NMR; X-ray crystallography; bisbenzylisoquinoline alkaloids