title: Cerasoidine, a Bis-aporphine Alkaloid Isolated from Polyalthia cerasoides during Screening for Wnt Signal Inhibitors.
abstract: A new bis-aporphine alkaloid, cerasoidine (1), was isolated from the root extract of Polyalthia cerasoides together with the known bis-aporphine bidebiline E (2) during screening for compounds with Wnt signal inhibitory activities. The structure of cerasoidine (1) was established by X-ray analysis and shown by chiral HPLC analyses and electronic circular dichroism to be a 57:43 mixture of R(-)- and S(+)-atropisomers. Bidebiline E (2) exhibited inhibition of transcriptional activity of TCF/β-catenin with an IC50 value of 20.2 μM and was also found to inhibit Wnt signaling by decreasing nuclear β-catenin.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Takumi
authors.initials: T
authors.lastname: Shono
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Ishikawa
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Kazufumi
authors.initials: K
authors.lastname: Toume
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Midori A
authors.initials: MA
authors.lastname: Arai
authors.affiliation: Center for Analytical Instrumentation, Chiba University , 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Hyuma
authors.initials: H
authors.lastname: Masu
authors.affiliation: Temko Corporation , 4-27-4 Honcho, Nakano, Tokyo 164-0012, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Koyano
authors.affiliation: Faculty of Agriculture, Khon Kaen University , Khon Kaen 40002, Thailand.
authors.forename: Thaworn
authors.initials: T
authors.lastname: Kowithayakorn
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Masami
authors.initials: M
authors.lastname: Ishibashi
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001060:Aporphines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D031044:Polyalthia / Q000737:chemistry*; D051822:T Cell Transcription Factor 1 / Q000037:antagonists & inhibitors; D013785:Thailand; D051153:Wnt Proteins / Q000187:drug effects*; D051176:beta Catenin / Q000037:antagonists & inhibitors
chemical_list: D000470:Alkaloids; D001060:Aporphines; D051822:T Cell Transcription Factor 1; D051153:Wnt Proteins; D051176:beta Catenin; C524298:bidebiline E; C000617794:cerasoidine