title: VCD to determine absolute configuration of natural product molecules: secolignans from Peperomia blanda.
abstract: The absolute configuration and solution-state conformers of three peperomin-type secolignans isolated from Peperomia blanda (Piperaceae) are unambiguously determined by using vibrational circular dichroism (VCD) spectroscopy associated with density functional theory (DFT) calculations. Advantages of VCD over the electronic form of CD for the analysis of diastereomers are also discussed. This work extends our growing knowledge about secondary metabolites within the Piperaceae family species while providing a definitive and straightforward method to assess the absolute stereochemistry of secolignans.
authors.affiliation: Organic Chemistry Department, Institute of Chemistry, São Paulo State University - UNESP, Araraquara, SP 14800-900, Brazil.
authors.forename: Lidiane G
authors.initials: LG
authors.lastname: Felippe
authors.forename: João M
authors.initials: JM
authors.lastname: Batista
authors.forename: Debora C
authors.initials: DC
authors.lastname: Baldoqui
authors.forename: Isabele R
authors.initials: IR
authors.lastname: Nascimento
authors.forename: Massuo J
authors.initials: MJ
authors.lastname: Kato
authors.forename: Yanan
authors.initials: Y
authors.lastname: He
authors.forename: Laurence A
authors.initials: LA
authors.lastname: Nafie
authors.forename: Maysa
authors.initials: M
authors.lastname: Furlan
mesh_terms: D001688:Biological Products / Q000737:chemistry* / Q000302:isolation & purification; D002942:Circular Dichroism; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D036941:Peperomia / Q000737:chemistry*; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D017705:Lignans