Structure and absolute configuration of a secolignan from Peperomia blanda
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Data
2011-09-01
Autores
Felippe, Lidiane G. [UNESP]
Batista, Joao M. [UNESP]
Baldoqui, Debora Cristina [UNESP]
Nascimento, Isabele Rodrigues [UNESP]
Kato, Massuo J.
Bolzani, Vanderlan da Silva [UNESP]
Furlan, Maysa [UNESP]
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Editor
Elsevier B.V.
Resumo
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.
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Palavras-chave
Peperomia blanda, Piperaceae, Secolignan, Absolute configuration, Electronic circular dichroism, Density functional theory
Como citar
Phytochemistry Letters. Amsterdam: Elsevier B.V., v. 4, n. 3, p. 245-249, 2011.