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


Autoria(s): Felippe, Lidiane G.; Batista Jr., Joao M.; Baldoqui, Debora C.; Nascimento, Isabele R.; Kato, Massuo Jorge; He, Yanan; Nafie, Laurence A.; Furlan, Maysa
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

05/11/2013

05/11/2013

2012

Resumo

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.

State of Sao Paulo Research Foundation [FAPESP 2009/51850-9]

State of Sao Paulo Research Foundation

FAPESP

FAPESP [2008/58658-3]

CAPES

CAPES

Center for Scientific Computing (NCC/GridUNESP) of the Sao Paulo State University (UNESP)

Center for Scientific Computing (NCC/GridUNESP) of the Sao Paulo State University (UNESP)

CNPq

CNPq

Identificador

ORGANIC & BIOMOLECULAR CHEMISTRY, CAMBRIDGE, v. 10, n. 21, pp. 4208-4214, FEB, 2012

1477-0520

http://www.producao.usp.br/handle/BDPI/41342

10.1039/c2ob25109d

http://dx.doi.org/10.1039/c2ob25109d

Idioma(s)

eng

Publicador

ROYAL SOC CHEMISTRY

CAMBRIDGE

Relação

ORGANIC & BIOMOLECULAR CHEMISTRY

Direitos

openAccess

Copyright ROYAL SOC CHEMISTRY

Palavras-Chave #VIBRATIONAL CIRCULAR-DICHROISM #CHIRAL MOLECULES #TRYPANOCIDAL ACTIVITY #OBTUSIFOLIA #CHEMISTRY, ORGANIC
Tipo

article

original article

publishedVersion