Identification of chrysanthenyl esters from the essential oil of Anthemis maritima L. investigated by GC/RI, GC-MS (EI and CI) and 13C-NMR spectroscopy: chemical composition and variability.
BACKGROUND
Anthemis maritima L. (Asteraceae) is a wild plant growing in Corsica and Sardinia. No previous studies of the chemical composition of A. maritima essential oil have been found. The oil contains two series of cis- and trans-chrysanthenyl esters for which the MS data are not present in available libraries and the 13C-NMR data are not reported in the literature. The determination of these compounds is a challenging problem since some of these esters are present in low concentrations and they exhibit very similar EI-MS.


OBJECTIVE
To develop comprehensive strategies involving integrated techniques including CC, GC/RI, GC-MS (EI and CI), 1H- and 13C-NMR and hemi-synthesis for the identification of both series of chrysanthenyl esters in A. maritima oils.


METHODS
Seventeen oil samples were prepared by hydrodistillation. A fine analysis of a pool of Corsican oils was conducted after repeated CC. A selected Sardinian oil was used as source of product for the hemi-synthesis of chrysanthenyl esters. The identification of these compounds was based on joint information from GC-MS (EI and CI), 13C-NMR and hemi-synthesis.


RESULTS
Integrated analysis of Corsican and Sardinian oils allowed the identification of 124 components accounting for 83.3-91.6% of the total oil. With the aid of principal component analysis, oil samples could be divided in two groups. Among 16 chrysanthenyl esters identified, 12 were laboratory-synthesised and their 13C-NMR data are reported for the first time.


CONCLUSIONS
The study illustrates the contribution of integrated techniques for the characterisation of unusual essential oils.
Darriet
Florent
F
Université de Corse, Laboratoire de Chimie des Produits Naturels, UMR-CNRS 6134, BP 52, 20250 Corte, France.
Desjobert
Jean-Marie
JM
Costa
Jean
J
Muselli
Alain
A
D031166:Anthemis / Q000737:chemistry*; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D002849:Chromatography, Gas; D004952:Esters; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009822:Oils, Volatile / Q000737:chemistry*; D035261:Plant Components, Aerial / Q000737:chemistry; D010938:Plant Oils / Q000737:chemistry*; D011863:Radioimmunoassay
D001952:Bridged-Ring Compounds; D004952:Esters; D009822:Oils, Volatile; D010938:Plant Oils