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一种来自安第斯特有物种夸特雷(菊科)叶片的新型精油:化学与对映体选择性分析

A New Essential Oil from the Leaves of the Endemic Andean Species Cuatrec. (Asteraceae): Chemical and Enantioselective Analyses.

作者信息

Malagón Omar, Cartuche Patricio, Montaño Angel, Cumbicus Nixon, Gilardoni Gianluca

机构信息

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

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

出版信息

Plants (Basel). 2022 Jan 31;11(3):398. doi: 10.3390/plants11030398.

DOI:10.3390/plants11030398
PMID:35161379
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8839257/
Abstract

A previously uninvestigated essential oil (EO) was distilled from Cuatrec. (Asteraceae) and submitted to chemical and enantioselective analyses. The qualitative and quantitative analyses were conducted by GC-MS and GC-FID, over two orthogonal columns (5%-phenyl-methylpolysiloxane and polyethylene glycol stationary phases). Major constituents (≥2%) were, on both columns, respectively, as follows: α-phellandrene (16.1-17.2%), α-pinene (14.0-15.0%), germacrene D (13.3-14.8%), -myrtanol acetate (8.80%), δ-cadinene (4.2-4.6%), β-phellandrene (3.3-2.8%), ()-β-caryophyllene (3.1-2.0%), -cymene (2.4%), α-cadinol (2.3-2.6%), and α-humulene (1.7-2.0%). All the quantified compounds corresponded to 93.5-97.3% by weight of the whole essential oil, with monoterpenes counting for 53.8-55.6% of the total, and sesquiterpenes for 38.5-41.4%. For what concerns the enantioselective analyses, the chiral components were investigated through a β-cyclodextrin-based enantioselective column (2,3-diethyl-6--butyldimethylsilyl-β-cyclodextrin). A total of six chiral metabolites were analysed and the respective enantiomeric excess calculated as follows: (1,5)-(-)-α-pinene (98.2%), (1,5)-(-)-β-pinene (11.9%), (1,5)-(+)-sabinene (14.0%), ()-(-)-α-phellandrene (100.0%), ()-(-)-β-phellandrene (100.0%), and ()-(-)-germacrene D (95.5%). According to the chemical composition and enantiomeric distribution of major compounds, this EO can be considered promising as a cholinergic, antiviral and, probably, analgesic product.

摘要

从菊科植物Cuatrec.中提取了一种此前未被研究的精油(EO),并对其进行了化学和对映体选择性分析。定性和定量分析通过气相色谱 - 质谱联用仪(GC - MS)和气相色谱 - 氢火焰离子化检测器(GC - FID),在两根正交柱(5%-苯基 - 甲基聚硅氧烷和聚乙二醇固定相)上进行。在两根柱上,主要成分(≥2%)分别如下:α-水芹烯(16.1 - 17.2%)、α-蒎烯(14.0 - 15.0%)、吉马烯D(13.3 - 14.8%)、乙酸桃金娘醇酯(8.80%)、δ-杜松烯(4.2 - 4.6%)、β-水芹烯(3.3 - 2.8%)、()-β-石竹烯(3.1 - 2.0%)、对异丙基甲苯(2.4%)、α-杜松醇(2.3 - 2.6%)和α-葎草烯(1.7 - 2.0%)。所有定量化合物占整个精油重量的93.5 - 97.3%,其中单萜类占总量的53.8 - 55.6%,倍半萜类占38.5 - 41.4%。关于对映体选择性分析,通过基于β-环糊精的对映体选择性柱(2,3 - 二乙基 - 6 - 叔丁基二甲基甲硅烷基 - β-环糊精)研究手性成分。总共分析了六种手性代谢物,其各自的对映体过量计算如下:(1,5)-(-)-α-蒎烯(98.2%)、(1,5)-(-)-β-蒎烯(11.9%)、(1,5)-(+)-桧烯(14.0%)、()-(-)-α-水芹烯(100.0%)、()-(-)-β-水芹烯(100.0%)和()-(-)-吉马烯D(95.5%)。根据主要化合物的化学组成和对映体分布,这种精油有望成为一种胆碱能、抗病毒且可能具有镇痛作用的产品。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/5cdbeef95151/plants-11-00398-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/68f8a0e9f8d3/plants-11-00398-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/1dfce253f441/plants-11-00398-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/5cdbeef95151/plants-11-00398-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/68f8a0e9f8d3/plants-11-00398-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/1dfce253f441/plants-11-00398-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c98e/8839257/5cdbeef95151/plants-11-00398-g003.jpg

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