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一种来自厄瓜多尔本土物种索氏菊(菊科)的新型精油:化学及对映体选择性分析

A new essential oil from the native Ecuadorian species Steiractinia sodiroi (Hieron.) S.F. Blake (Asteraceae): 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, 110107, Loja, Ecuador.

出版信息

Sci Rep. 2023 Oct 11;13(1):17180. doi: 10.1038/s41598-023-44524-6.

Abstract

In the present study, the essential oil from dry leaves of Steiractinia sodiroi (Hieron.) S.F. Blake is described for the first time. The plant material, collected in the Province of Loja (Ecuador), was analytically steam-distilled in a Marcusson-type apparatus, affording an essential oil with a 0.2 ± 0.12% yield. The volatile fraction was submitted to GC-MS and GC-FID analyses, on two stationary phases of different polarity. A total of sixty-seven compounds, corresponding to 95.6-91.2% by weight of the whole oil mass, on the two columns respectively, were detected and quantified with at least one column. The quantification was carried out calculating the relative response factors of each constituent according to their combustion enthalpy. The major components were limonene (25.6-24.9%), sabinene (11.7-12.4%), germacrene D (7.7-7.0%), α-pinene (7.8-6.9%), δ-cadinene (7.3-7.0%), (E)-β-caryophyllene (4.8-4.5%), and bicyclogermacrene (3.6-3.0%). The chemical composition was complemented with the enantioselective analysis of some major chiral compounds, conducted by means of two β-cyclodextrin-based capillary columns. Three constituents, (S)-(+)-α-phellandrene, (R)-(-)-1-octen-3-ol, and (S)-(-)-limonene were enantiomerically pure, whereas (1R,5R)-(+)-β-pinene, (1S,5S)-(-)-sabinene, (R)-(-)-terpinen-4-ol, (R)-(+)-α-terpineol, and (R)-(+)-germacrene D presented an enantiomeric excess. Finally, α-pinene was present as a racemic mixture.

摘要

在本研究中,首次描述了索氏硬毛菊(Steiractinia sodiroi (Hieron.) S.F. Blake)干燥叶片的精油。采集于厄瓜多尔洛哈省的植物材料,在马库森型装置中进行分析性水蒸气蒸馏,得到的精油产率为0.2±0.12%。挥发性成分在两种不同极性的固定相上进行了气相色谱 - 质谱(GC - MS)和气相色谱 - 火焰离子化检测(GC - FID)分析。在两根色谱柱上分别检测并定量了总共六十七种化合物,分别占整个油质量的95.6 - 91.2%(重量),每种化合物至少在一根柱上进行了检测和定量。根据各成分的燃烧焓计算其相对响应因子进行定量。主要成分是柠檬烯(25.6 - 24.9%)、桧烯(11.7 - 12.4%)、吉马烯D(7.7 - 7.0%)、α - 蒎烯(7.8 - 6.9%)、δ - 杜松烯(7.3 - 7.0%)(E) - β - 石竹烯(4.8 - 4.5%)和双环吉马烯(3.6 - 3.0%)。通过两根基于β - 环糊精的毛细管柱对一些主要手性化合物进行对映体选择性分析,补充了化学成分的信息。三种成分,(S) - (+) - α - 水芹烯、(R) - ( - ) - 1 - 辛烯 - 3 - 醇和(S) - ( - ) - 柠檬烯是对映体纯的,而(1R,5R) - (+) - β - 蒎烯、(1S,5S) - ( - ) - 桧烯、(R) - ( - ) - 萜品 - 4 - 醇、(R) - (+) - α - 松油醇和(R) - (+) - 吉马烯D呈现对映体过量。最后,α - 蒎烯以外消旋混合物形式存在。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dafe/10567715/fb063ee266b9/41598_2023_44524_Fig1_HTML.jpg

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