title: Isolation and synthesis of antiproliferative eupolauridine alkaloids of Ambavia gerrardii from the Madagascar Dry Forest.
abstract: Investigation of the Madagascan endemic plant Ambavia gerrardii for antiproliferative activity against the A2780 ovarian cancer cell line led to the isolation of the three new alkaloids 8-hydroxyeupolauridine (1), 9-methoxyeupolauridine 1-oxide (2), and 11-methoxysampangine (3) and the three known alkaloids 4-6. The structures of 1 and 2 were confirmed by synthesis. Compounds 3, 4, and 6 showed moderate to good antiproliferative activities, with IC50 values of 10.3, 3.5, and 0.60 μM, respectively, against the A2780 human ovarian cancer cell line and with IC50 values of 0.57, 1.77, and 0.58 μM, respectively, against the H460 human lung cancer cell line.
authors.affiliation: Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061-0212, United States.
authors.forename: Ende
authors.initials: E
authors.lastname: Pan
authors.forename: Shugeng
authors.initials: S
authors.lastname: Cao
authors.forename: Peggy J
authors.initials: PJ
authors.lastname: Brodie
authors.forename: Martin W
authors.initials: MW
authors.lastname: Callmander
authors.forename: Richard
authors.initials: R
authors.lastname: Randrianaivo
authors.forename: Stephan
authors.initials: S
authors.lastname: Rakotonandrasana
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: Edward M
authors.initials: EM
authors.lastname: Suh
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029061:Annonaceae / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D005449:Fluorenes; D006801:Humans; D007192:Indenes; D020128:Inhibitory Concentration 50; D008175:Lung Neoplasms / Q000188:drug therapy; D008270:Madagascar; D009287:Naphthyridines
chemical_list: C560161:11-methoxysampangine; D000470:Alkaloids; D000972:Antineoplastic Agents, Phytogenic; D005449:Fluorenes; D007192:Indenes; D009287:Naphthyridines; C054957:eupolauridine