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新次生代谢产物的细胞毒性、茴芹叶毒草(Ducrosia anethifolia (DC.) Boiss.)种子的脂肪酸和生育三烯酚成分

Cytotoxicity of new secondary metabolites, fatty acids and tocols composition of seeds of Ducrosia anethifolia (DC.) Boiss.

作者信息

Oueslati Med Habib, Bouajila Jalloul, Belkacem Med Amine, Harrath Abdel Halim, Alwasel Saleh H, Ben Jannet Hichem

机构信息

a Faculty of Science , Northern Border University , Arar , Kingdom of Saudi Arabia.

b Department of Chemistry , Preparatory Institute for Scientific and Technical Studies, Carthage University , La Marsa , Tunisia.

出版信息

Nat Prod Res. 2019 Mar;33(5):708-714. doi: 10.1080/14786419.2017.1408101. Epub 2017 Nov 28.

DOI:10.1080/14786419.2017.1408101
PMID:29183159
Abstract

Two new monoterpene Ducrosin A (1) and sesquiterpene Ducrosin B (2) were isolated along with three known compounds, stigmasterol (3) and two furanocoumarins (4 and 5), from the dichloromethane extract of the seeds of Ducrosia anethifolia (DC.) Boiss. Their structures were determined using extensive 1D and 2D NMR, (ES)-HRMS and IR spectroscopic analyses and by comparison with literature data. Gas chromatography analysis of the fatty acids (FAs) of D. anethifolia seed oils (DAOs) showed high percentages of elaidic acid (C18:1 Δ9t) 65% and oleic acid (C18:1 Δ9c) 15%. The total tocopherol (tocols) content in DAOs was found to be 164 mg/100 g. The cytotoxic effect of the isolates was also evaluated using the MTT assay against the HCT-116 and SKOV-3 cell lines. The results showed that compound 2 was the most cytotoxic agent followed by compounds 1 and 4, which has an epoxide moiety that most likely contributes to its activity.

摘要

从茴芹叶毒胡萝卜(Ducrosia anethifolia (DC.) Boiss.)种子的二氯甲烷提取物中分离出两种新的单萜类化合物杜克罗辛A(1)和倍半萜类化合物杜克罗辛B(2),以及三种已知化合物,豆甾醇(3)和两种呋喃香豆素(4和5)。通过广泛的一维和二维核磁共振、(电喷雾)高分辨质谱和红外光谱分析,并与文献数据进行比较,确定了它们的结构。茴芹叶毒胡萝卜种子油(DAOs)脂肪酸(FAs)的气相色谱分析表明,反油酸(C18:1 Δ9t)含量较高,为65%,油酸(C18:1 Δ9c)含量为15%。发现DAOs中总生育酚(生育三烯酚)含量为164毫克/100克。还使用MTT法对分离物对HCT-116和SKOV-3细胞系的细胞毒性作用进行了评估。结果表明,化合物2是最具细胞毒性的试剂,其次是化合物1和4,化合物4具有一个环氧基团,这很可能是其活性的原因。

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