Structure and absolute configuration of a secolignan from Peperomia blanda


Autoria(s): Felippe, Lidiane G.; Batista, Joao M.; Baldoqui, Debora Cristina; Nascimento, Isabele Rodrigues; Kato, Massuo J.; Bolzani, Vanderlan da Silva; Furlan, Maysa
Contribuinte(s)

Universidade Estadual Paulista (UNESP)

Data(s)

20/05/2014

20/05/2014

01/09/2011

Resumo

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)

Processo FAPESP: 03/11524-9

Processo FAPESP: 05/57042-0

A secolignan, (-)-2-methyl-3-[bis(3 ',4 '-methylenedioxy-5 '-methoxyphenyl) methyl] butyrolactone (1), with a rare cis configuration was isolated from the aerial parts of Peperomia blanda (Piperaceae). The structure of this compound was elucidated by a combination of spectroscopic methods, including ultraviolet, infrared, 1D- and 2D- nuclear magnetic resonance as well as high resolution mass spectrometry data. The absolute configuration of (-)-1 was determined as (2R,3S) by the comparison of experimental electronic circular dichroism (ECD) spectroscopy and time-dependent density functional theory (TDDFT) calculations. (C) 2011 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

Formato

245-249

Identificador

http://dx.doi.org/10.1016/j.phytol.2011.04.007

Phytochemistry Letters. Amsterdam: Elsevier B.V., v. 4, n. 3, p. 245-249, 2011.

1874-3900

http://hdl.handle.net/11449/26068

10.1016/j.phytol.2011.04.007

WOS:000296534500009

Idioma(s)

eng

Publicador

Elsevier B.V.

Relação

Phytochemistry Letters

Direitos

closedAccess

Palavras-Chave #Peperomia blanda #Piperaceae #Secolignan #Absolute configuration #Electronic circular dichroism #Density functional theory
Tipo

info:eu-repo/semantics/article