title: Revising the absolute configurations of coatlines via density functional theory calculations of electronic circular dichroism spectra.
abstract: Coatline A (1) and α-epi-coatline A (4) co-occur in the trunk extract of Andira coriacea. Inspection of their chiroptical properties led to intriguing results. After a careful examination of the experimental data used for the previously reported absolute configuration of these compounds, some uncertainties were identified. A combined theoretical approach including conformational analyses and calculation of electronic circular dichroism (ECD) spectra, in addition with experimental data obtained for schoepfin A (5) and the new schoepfin D (6) isolated from Senna quinquangulata, allowed the revision of the absolute configuration of coatlines A (1) and B (2).
authors.affiliation: University of Nice-Sophia Antipolis, Institut de Chimie de Nice UMR 7272 CNRS-Team PCRE, Parc Valrose, 06108 Nice, France. gentajouve@unice.fr
authors.forename: Gregory
authors.initials: G
authors.lastname: Genta-Jouve
authors.forename: Lionel
authors.initials: L
authors.lastname: Weinberg
authors.forename: Vincent
authors.initials: V
authors.lastname: Cocandeau
authors.forename: Yannick
authors.initials: Y
authors.lastname: Maestro
authors.forename: Olivier Paul
authors.initials: OP
authors.lastname: Thomas
authors.forename: Serge
authors.initials: S
authors.lastname: Holderith
mesh_terms: D002942:Circular Dichroism; D008968:Molecular Conformation; D024301:Plant Bark / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D011789:Quantum Theory
chemical_list: D010936:Plant Extracts