Modified Clerodanes from the Essential Oil of Leaves

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2020 Feb 21

PMID 32075135

Citations 2

Authors

Arnaud Marvilliers

Bertrand Illien

Emmanuelle Gros

Jonathan Sorres

Yoel Kashmann

Hermann Thomas

Jacqueline Smadja

Anne Gauvin-Bialecki

Affiliations

Soon will be listed here.

Abstract

(L.) Jacq from Reunion Island (Indian Ocean) was investigated for its leaf essential oil composition. The plant was extracted by hydrodistillation and its essential oil analysed by gas chromatography coupled to mass spectrometry. This study revealed that oxygenated nor-diterpenes and diterpenes were one of the major chemical classes (> 50%) mainly consisting of three modified cyclopropylclerodanes containing a bicyclo[5.4.0]undecane ring system: one new furanoid norditerpene, dodovisate C, and two furanoid diterpenes, the known methyl dodovisate A and the new methyl iso-dodovisate A. These three compounds were isolated by liquid chromatography and their structures established on the basis of spectroscopic studies. The absolute configuration of dodovisate C was elucidated through a joint experimental and theoretical (B3LYP/6-311+G(d,p)) electronic circular dichroism study. The relative configurations of methyl dodovisate A and methyl iso-dodovisate A were determined using linear regressions of theoretical chemical shifts versus experimental values with the (B3LYP/6-311+G(d,p)) method.

Citing Articles

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