title: Electronic structure calculations as a tool for investigating acyl migrations in ester saponins.
abstract: The possibility of acyl migrations in ester saponins from Maesa lanceolata was investigated by molecular mechanics and electronic structure calculations carried out on the major constituent maesasaponin IV3 (3beta-O-[[alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-[beta-D-galactopyranosyl-(1-->2)]-beta-D-gluco-pyranuronyl]-21beta-angeloyloxy-22alpha-propanoyloxy-13beta,28-oxido-olean-16alpha, 28alpha-diol). It was confirmed that acyl migrations could occur in rings D and E of maesasaponins.
authors.affiliation: Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, B-2610 Antwerp, Belgium. Sandra.apers@ua.ac.be
authors.forename: Sandra
authors.initials: S
authors.lastname: Apers
authors.forename: Gert
authors.initials: G
authors.lastname: Everaert
authors.forename: Benjamin J
authors.initials: BJ
authors.lastname: van der Veken
authors.forename: Arnold J
authors.initials: AJ
authors.lastname: Vlietinck
authors.forename: Luc A C
authors.initials: LA
authors.lastname: Pieters
mesh_terms: D004952:Esters / Q000737:chemistry*; D015394:Molecular Structure; D029623:Primulaceae / Q000737:chemistry; D012503:Saponins / Q000737:chemistry*
chemical_list: D004952:Esters; D012503:Saponins; C477626:maesasaponin IV3