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Published on: May 20, 2013
VCD to determine absolute configuration of natural product molecules: secolignans from Peperomia blanda
Lidiane G Felippe1, João M Batista, Debora C Baldoqui
1Organic Chemistry Department, Institute of Chemistry, São Paulo State University - UNESP, Araraquara, SP 14800-900, Brazil.
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.
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