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Chemical Composition, Enantiomeric Distribution, and Physical Properties of the Fruit Essential Oil from Zanthoxylum lepidopteriphilum (Reynel) Rutaceae from Ecuador

Abstract:

The essential oil was obtained by steam distillation, using a Clevenger apparatus, from the pericarp of the fruit of Zanthoxylum lepidopteriphilum from Ecuador. The qualitative and quantitative analyses were performed by gas chromatography coupled with mass spectrometry (GC-MS) and flame ionization detection (GC-FID) on two capillary columns with non-polar DB-5ms and a polar HP-INNOWax stationary phase. Thirty-three components were identified, accounting for 99.62% and 99.30% total essential oil. The essential oil was dominated by oxygenated monoterpenes (90.21–89.21%), respectively. The main constituents of the essential oil were α-thujone (70.26–70.38%), β-thujone (10.78–10.90%), terpinen-4-ol (4.15–4.06%), and sabinene (3.60–4.02%). Enantioselective analysis by GC was realized on a β-cyclodextrin-based chiral column (2,3-diethyl-6-tert-butyldimethylsilyl-β-cyclodextrin) in this analysis, determining three couples of enantiomers, which exhibited the compound (1R,4S,5S)-(+)-α-thujone with an enantiomeric excess of 84.40%.