Structure and absolute configuration of a secolignan from Peperomia blanda

被引:17
作者
Felippe, Lidiane G. [1 ]
Batista, Joao M., Jr. [1 ]
Baldoqui, Debora C. [2 ]
Nascimento, Isabele R. [1 ]
Kato, Massuo J. [3 ]
Bolzani, Vanderlan S. [1 ]
Furlan, Maysa [1 ]
机构
[1] Univ Estadual Paulista UNESP, Inst Quim, BR-14800900 Araraquara, SP, Brazil
[2] Univ Estadual Maringa, Dept Quim, BR-87020900 Maringa, PR, Brazil
[3] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
Peperomia blanda; Piperaceae; Secolignan; Absolute configuration; Electronic circular dichroism; Density functional theory; LIGNANS; ANALOGS;
D O I
10.1016/j.phytol.2011.04.007
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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.
引用
收藏
页码:245 / 249
页数:5
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