title: VCD determination of the absolute configuration of stypotriol.
abstract: The absolute configuration of the pentacyclic ichthyotoxin stypotriol, a constituent of Stypopodium zonale, was deduced to be 3S,5R,8R,9R,10S,13S,14S-(-)-1 by vibrational circular dichroism spectroscopy of the derived triacetate 2 in comparison to DFT B3LYP/DGDZVP calculations. Compound 2, C33H46O7 having 300 electrons, is the largest natural product successfully studied by VCD to date.
authors.affiliation: Instituto de Química, Facultad de Ciencias, Universidad Austral de Chile, Casilla 567, Valdivia, Chile.
authors.forename: Marcelo A
authors.initials: MA
authors.lastname: Muñoz
authors.forename: Carlos
authors.initials: C
authors.lastname: Areche
authors.forename: Aurelio
authors.initials: A
authors.lastname: San-Martín
authors.forename: Juana
authors.initials: J
authors.lastname: Rovirosa
authors.forename: Pedro
authors.initials: P
authors.lastname: Joseph-Nathan
mesh_terms: D002942:Circular Dichroism; D008958:Models, Molecular; D008968:Molecular Conformation; D010140:Pacific Ocean; D000459:Phaeophyceae / Q000737:chemistry*; D011114:Polynesia; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification; D014732:Vibration
chemical_list: D013729:Terpenes; C094447:stypotriol