马蹄金属 Cavaleriei Levl. subsp. cavaleriei 的土木香型倍半萜。
Germacrane-type sesquiterpenes from Pilea cavaleriei Levl. subsp. cavaleriei.
机构信息
School of Chinese Materia Medica, Nanjing University of Chinese Medicine, Nanjing 210023, China; State Key Laboratory of Drug Research, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
State Key Laboratory of Drug Research, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
出版信息
Fitoterapia. 2024 Sep;177:106008. doi: 10.1016/j.fitote.2024.106008. Epub 2024 Jun 4.
The first systematic investigation of germacrane-type sesquiterpenes from Pilea cavaleriei Levl. subsp. cavaleriei was conducted. Eleven undescribed germacrane analogues named cavalinols A-K were identified. Their planar structures were determined by extensive analysis of 1D and 2D NMR spectroscopic data, and the absolute configurations were further determined by X-ray single crystal diffraction, Mosher method, and time dependent density functional theory (TDDFT) electron circular dichroism (ECD) calculation, with the aid from DFT NMR calculation and NOESY experiment. Except for the common 10-memebered ring, ten new compounds contained a p-coumaroyl sidechain connected to C-8 of the nucleus skeleton. All the isolated compounds were screened for anti-inflammatory activity in LPS stimulated RAW 264.7 cells, and compounds 5 and 6 showed moderate activity.
首次对糙叶冷水花（Pilea cavaleriei Levl. subsp. cavaleriei）中的大根香叶烯型倍半萜进行了系统研究。鉴定出 11 种未描述的大根香叶烯类似物，命名为 cavalinols A-K。通过对 1D 和 2D NMR 光谱数据的广泛分析，确定了它们的平面结构，通过 X 射线单晶衍射、Mosher 方法和时变密度泛函理论（TDDFT）电子圆二色谱（ECD）计算，进一步确定了它们的绝对构型，同时借助于 DFT NMR 计算和 NOESY 实验。除了常见的 10 元环外，10 种新化合物含有一个对香豆酰侧链，连接在核骨架的 C-8 上。所有分离出的化合物均在 LPS 刺激的 RAW 264.7 细胞中进行了抗炎活性筛选，化合物 5 和 6 表现出中等活性。
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