Structure and absolute configuration of a secolignan from Peperomia blanda

Structure and absolute configuration of a secolignan from Peperomia blanda
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DOI:
10.1016/j.phytol.2011.04.007
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发表时间:
2011-09
影响因子:
1.7
通讯作者:
L. G. Felippe;J. Batista;D. Baldoqui;Isabele R. Nascimento;M. Kato;V. Bolzani;M. Furlan
L. G. Felippe;J. Batista;D. Baldoqui;Isabele R. Nascimento;M. Kato;V. Bolzani;M. Furlan
中科院分区:
生物学4区
文献类型:
--
作者:
L. G. Felippe;J. Batista;D. Baldoqui;Isabele R. Nascimento;M. Kato;V. Bolzani;M. Furlan

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从胡椒科植物白胡椒(Peperomia blanda)的地上部分中分离得到一种罕见的顺式结构的开环木脂素,即(−)-2-甲基-3-[双(3′,4 ′-亚甲二氧基-5 ′-甲氧基苯基)甲基]丁内酯(1)。该化合物的结构通过光谱学方法的组合来阐明,包括紫外、红外、1D和2D-核磁共振以及高分辨率质谱数据。通过比较实验的电子圆二色性(ECD)光谱和含时密度泛函理论(TDDFT)计算,确定(-)-1的绝对构型为(2 R,3S)。
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.