Chemical Analysis of the Essential Oil from Siparuna echinata (Kunth) A. DC. (Siparunaceae) of Ecuador and Isolation of the Rare Terpenoid Sipaucin A

Siparuna echinata (Kunth) A. DC 精油的化学分析。厄瓜多尔(Siparunaceae)稀有萜类化合物Sipaucin A的分离

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作者:Jessica García, Gianluca Gilardoni, Nixon Cumbicus, Vladimir Morocho

Abstract

The phytochemical research on the species Siparuna echinata, collected in the Province of Loja (Ecuador), led to the isolation of a rare sesquiterpenoid, called Sipaucin A. The structure was confirmed by nuclear magnetic resonance (NMR) and mass spectrometry (MS). Furthermore, the essential oil of the fruits was obtained by hydrodistillation and analyzed by gas chromatography, coupled to mass spectrometry (GC-MS) and flame ionization detector (GC-FID). Twenty-seven compounds were identified in a polydimethylsiloxane column (DB-5ms) and nineteen in a polyethylene glycol column (HP-INNOWax). Major compounds were α-pinene (24.3%, 20.3%), β-pinene (21.7%, 22.7%), β-myrcene (11.3%, 14.8%), limonene (10.0%, 11.3%), cis-ocimene (8.5%, 8.1%), and trans-ocimene (8.9%, 8.4%). In addition to the chemical analysis, the essential oil was submitted to enantioselective analysis of two major chiral monotherpenes, determining an enantiomeric excess of 100.0% for (+)-α-pinene and 6.7% for (+)-β-pinene.

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