Determination of absolute configuration of salvic acid, an ent-labdane from Eupatorium salvia, by vibrational circular dichroism

被引：15

作者：

Munoz, Marcelo A. ^{[2
]}

Urzua, Alejandro ^{[3
]}

Echeverria, Javier ^{[3
]}

Bucio, Maria A. ^{[1
]}

Hernandez-Barragan, Angelina ^{[1
]}

Joseph-Nathan, Pedro ^{[1
]}

机构：

[1] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico

[2] Univ Austral Chile, Fac Ciencias, Inst Ciencias Quim, Valdivia, Chile

[3] Univ Santiago Chile, Fac Quim & Biol, Santiago, Chile

来源：

PHYTOCHEMISTRY | 2012年 / 80卷

关键词：

Eupatorium salvia; Asteraceae; VCD; Salvic acid; ent-Labdane; Absolute configuration; X-ray crystal structure; DITERPENES; CONSTITUENTS;

D O I：

10.1016/j.phytochem.2012.04.014

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The relative stereochemistry at C13 and the absolute configuration of salvic acid, a constituent of the leaves of Eupatorium salvia, were established as the 13-(R)-ent-labdane 1. The results follow from vibrational circular dichroism measurements of the derived 0-methyl ether methyl ester 3 which were compared to OFT B3LYP/DGDZVP calculated spectra. The relative stereochemistry of salvic acid at C13 was independently verified by single crystal X-ray diffraction measurements of 1, and of its derived diol 4. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：109 / 114

页数：6

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