Chemical Analysis of the Essential Oil from Siparuna echinata (Kunth) A. DC. (Siparunaceae) of Ecuador and Isolation of the Rare Terpenoid Sipaucin A
Chemical Analysis of the Essential Oil from Siparuna echinata (Kunth) A. DC. (Siparunaceae) of Ecuador and Isolation of the Rare Terpenoid Sipaucin A
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DOI：
10.3390/plants9020187
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发表时间：
2020-02-01
期刊：
影响因子：
4.5
通讯作者：
Morocho, Vladimir
中科院分区：
文献类型：
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作者：
Garcia, Jessica;Gilardoni, Gianluca;Morocho, Vladimir
通过对采自厄瓜多尔洛哈省的刺果西帕鲁纳植物化学成分的研究，分离得到一种稀有的倍半萜类化合物，命名为西帕乌丁A，其结构经核磁共振和质谱学确证。采用水蒸气蒸馏法提取果实挥发油，用气相色谱-质谱仪(GC-MS)和火焰离子化检测器(GC-FID)对其进行分析。在聚二甲基硅氧烷柱(DB-5MS)和聚乙二醇柱(HP-INNOWax)中鉴定了27个化合物和19个化合物。主要成分为α-品烯(24.3%，20.3%)、β-品烯(21.7%，22.7%)、β-月桂烯(11.3%，14.8%)、柠檬烯(10.0%，11.3%)、顺式罗勒烯(8.5%，8.1%)和反式罗勒烯(8.9%，8.4%)。除化学分析外，还对两种主要的手性单热烯进行了对映体选择性分析，测定了(+)-α-品烯和(+)-β-品烯的对映体过量分别为100.0%和6.7%。
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 alpha-pinene (24.3%, 20.3%), beta-pinene (21.7%, 22.7%), beta-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 (+)-alpha-pinene and 6.7% for (+)-beta-pinene.