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来自厄瓜多尔南部安第斯物种希氏吉诺木(Gynoxys szyszylowiczii Hieron.)的一种新叶精油:化学和对映体选择性分析

A new leaf essential oil from the Andean species Gynoxys szyszylowiczii Hieron. of southern Ecuador: chemical and enantioselective analyses.

作者信息

Maldonado Yessenia E, Malagón Omar, Cumbicus Nixon, Gilardoni Gianluca

机构信息

Departamento de Química, Universidad Técnica Particular de Loja (UTPL), Calle Marcelino Champagnat s/n, 110107, Loja, Ecuador.

Departamento de Ciencias Biológicas y Agropecuarias, Universidad Técnica Particular de Loja (UTPL), Calle Marcelino Champagnat s/n, Loja, 110107, Ecuador.

出版信息

Sci Rep. 2024 Jul 16;14(1):16360. doi: 10.1038/s41598-024-67482-z.

Abstract

The essential oil obtained from the dry leaves of Gynoxys szyszylowiczii Hieron. was described in this study for the first time. The chemical analysis, conducted on two stationary phases of different polarity, permitted to identify sixty-four compounds, that were quantified with at least one column. The main components, on a non-polar and polar stationary phase respectively, were germacrene D (21.6-19.2%), α-pinene (4.4-4.9%), n-tricosane (4.3% on both columns), (E)-β-caryophyllene (3.3-4.3%), 1-docosene (3.2-2.8%), α-cadinol (2.8-3.1%), and cis-β-guaiene (2.6-3.0%). This investigation was complemented by the enantioselective analysis of some major chiral compounds, carried out on two chiral selectors based on β-cyclodextrines. As a result, (S)-( +)-α-phellandrene, (S)-( +)-β-phellandrene, and (1S,2R,6R,7R,8R)-( +)-α-copaene appeared enantiomerically pure, whereas α-pinene, β-pinene, terpinen-4-ol, and germacrene D were detected as scalemic mixtures. Finally, linalool was practically racemic. The distillation yield, analytically calculated by weight of dry plant material, was 0.03%.

摘要

本研究首次描述了从Gynoxys szyszylowiczii Hieron.干燥叶片中提取的精油。在两种不同极性的固定相上进行化学分析,鉴定出64种化合物,并用至少一根色谱柱对其进行了定量分析。在非极性和极性固定相上,主要成分分别为大根香叶烯D(21.6 - 19.2%)、α-蒎烯(4.4 - 4.9%)、正二十三烷(两根色谱柱上均为4.3%)、(E)-β-石竹烯(3.3 - 4.3%)、1-二十二碳烯(3.2 - 2.8%)、α-杜松醇(2.8 - 3.1%)和顺式-β-愈创木烯(2.6 - 3.0%)。本研究还基于β-环糊精对两种手性选择剂上的一些主要手性化合物进行了对映体选择性分析。结果表明,(S)-(+)-α-水芹烯、(S)-(+)-β-水芹烯和(1S,2R,6R,7R,8R)-(+)-α-可巴烯呈对映体纯态,而α-蒎烯、β-蒎烯、萜品-4-醇和大根香叶烯D被检测为非外消旋混合物。最后,芳樟醇几乎是外消旋的。通过干燥植物材料的重量分析计算得到的蒸馏产率为0.03%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87e/11252159/3bca1485b61d/41598_2024_67482_Fig1_HTML.jpg

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