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Issue 21, 2012
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VCD to determine absolute configuration of natural product molecules: secolignans from Peperomia blanda

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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.

Graphical abstract: VCD to determine absolute configuration of natural product molecules: secolignans from Peperomia blanda

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Publication details

The article was received on 14 Jan 2012, accepted on 03 Apr 2012 and first published on 04 Apr 2012


Article type: Paper
DOI: 10.1039/C2OB25109D
Citation: Org. Biomol. Chem., 2012,10, 4208-4214
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    VCD to determine absolute configuration of natural product molecules: secolignans from Peperomia blanda

    L. G. Felippe, J. M. Batista Jr., D. C. Baldoqui, I. R. Nascimento, M. J. Kato, Y. He, L. A. Nafie and M. Furlan, Org. Biomol. Chem., 2012, 10, 4208
    DOI: 10.1039/C2OB25109D

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