title: Total synthesis of a novel tetracyclic alkaloid, cassiarin F from the flowers of Cassia siamea.
abstract: A novel alkaloid, cassiarin F (1), which showed potent antiplasmodial activity against Plasmodium falciparum in vitro, was isolated from the flowers of Cassia siamea, and its structure was elucidated on the basis of 2D NMR analyses. A total synthesis of 1 was also achieved by employing the Suzuki coupling constructing biaryl unit, nucleophilic aromatic substitution, and Houben-Hoesch type ring construction as key steps.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Tokyo 142-8501, Japan.
authors.forename: Jun
authors.initials: J
authors.lastname: Deguchi
authors.forename: Tomoe
authors.initials: T
authors.lastname: Hirahara
authors.forename: Shiori
authors.initials: S
authors.lastname: Oshimi
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Hirasawa
authors.forename: Wiwied
authors.initials: W
authors.lastname: Ekasari
authors.forename: Osamu
authors.initials: O
authors.lastname: Shirota
authors.forename: Toshio
authors.initials: T
authors.lastname: Honda
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Morita
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D002366:Cassia / Q000737:chemistry*; D035264:Flowers / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
chemical_list: D000470:Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; C562283:cassiarin F