Analysis of Cleistopholis patens Leaf and Trunk Bark Oils Using Combined GC‐ Flame Ionisation Detection, GC‐Retention Index, GC–MS and 13C‐NMR

Phytochemical Analysis - Tập 24 Số 6 - Trang 574-580 - 2013
Zana Adama Ouattara1,2, Jean Brice Boti1, Antoine Coffy Ahibo1, Joseph Casanova2, Félix Tomi2, Ange Bighelli2
1Laboratoire de Chimie Organique Biologique, UFR‐SSMT Université Félix Houphouët‐Boigny BPV 34 Abidjan Côte d'Ivoire
2Université de Corse‐CNRS UMR 6134 SPE, Equipe Chimie et Biomasse Route des Sanguinaires 20000 Ajaccio France

Tóm tắt

ABSTRACTIntroductionGermacrenes A–C are secondary metabolites produced by various plants. They are sesquiterpene hydrocarbons bearing the (E,E)‐1,5‐cyclodecadiene structure known to undergo thermal rearrangement through a [3.3]‐sigmatropic reaction. Such a rearrangement was evidenced by comparing the contents of a given germacrene and the corresponding elemene calculated by GC‐flame ionisation detection (FID) with the relative intensities of the signals of both molecules in the 13C‐NMR spectrum of the mixture, recorded at room temperature.ObjectiveTo develop a protocol to identify and quantify germacrenes A, B and C and in parallel the corresponding elemenes, using a combination of GC‐FID and 13C‐NMR and then provide a correct analysis of Cleistopholis patens essential oils.MethodsThe essential oil was submitted to GC‐FID, GC‐retention index, GC–MS and 13C‐NMR analyses. The relative percentages of every couple of germacrene and elemene measured by GC‐FID were summed. Then, the relative ratio of the mean intensities of the signals of the protonated carbons of a given germacrene and the corresponding elemene was calculated. The contents of both compounds were obtained by combining GC‐FID and 13C‐NMR data.ResultsThe true content of germacrene A/β‐elemene, germacrene B/γ‐elemene and germacrene C/δ‐elemene in leaf and root oils from C. patens was evaluated by combination of GC‐FID and 13C‐NMR data. Correct analysis of the essential oils was provided.ConclusionCombined analysis of essential oil including 13C‐NMR without isolation of the components, appeared really efficient to identify and quantify germacrene isomers and in parallel elemene isomers in essential oils. Copyright © 2013 John Wiley & Sons, Ltd.

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