Institute of Organic Chemistry and Biochemistry, Academy of Sciences, vvi, Prague, Czech Republic.
Fitoterapia. 2013 Sep;89:157-66. doi: 10.1016/j.fitote.2013.05.025. Epub 2013 Jun 5.
Three new and five known sesquiterpene lactones were isolated from the roots of Laser trilobum (L.) Borkh. Chemical identity of the known compounds and structural analysis of the new ones were determined by HR MS and NMR spectroscopy. The two new sesquiterpene lactones: 2-acetoxytrilobolide and 2-hydroxy-10-deacetyltrilobolide belong to the guaianolide type, and the third one, eudeslaserolide, to the biogenetically related eudesmanolide type. Both types, together with their biogenetic precursor of germacranolide type (laserolide) are present in L. trilobum, as well as in the related Laserpitium species. Purposefully selected set of these native sesquiterpene lactones was tested for specific immunobiological properties. The obtained results demonstrate that trilobolide and its acetoxy analog are strong activators of cytokine secretion. On the contrary, the other L. trilobum and Laserpitium siler constituents are only very mild activators, or even inhibitors of the cytokine and nitric oxide production.
从三叶委陵菜（L. trilobum）（L.）Borkh 的根部分离出三种新的和五种已知的倍半萜内酯。通过高分辨质谱和 NMR 光谱确定了已知化合物的化学结构和新化合物的结构分析。两种新的倍半萜内酯：2-乙酰氧基三裂叶内酯和 2-羟基-10-去乙酰基三裂叶内酯属于愈创木烷型，第三种，eudeslaserolide 属于生物相关的艾里莫烷型。这两种类型，以及它们的生物前体大根香叶型（laserolide），都存在于三叶委陵菜和相关的Laserpitium 属植物中。有针对性地选择了一组这些天然倍半萜内酯进行特定的免疫生物学特性测试。所得结果表明，三裂叶内酯及其乙酰氧基类似物是细胞因子分泌的强激活剂。相反，其他三叶委陵菜和 Laserpitium siler 成分仅是非常温和的激活剂，甚至是细胞因子和一氧化氮产生的抑制剂。
