Structurally Diverse <scp>Matrine‐Based</scp> Alkaloids with Anti‐inflammatory Effects from <i>Sophora alopecuroides</i>
Ding Luo, Neng‐Hua Chen, Wenzhi Wang, Ji‐Hui Zhang, Can‐Jie Li, Xue‐Fang Zhuo, Zhen‐Chao Tu, Zhong‐Nan Wu, Chun‐Lin Fan, Haipeng Zhang, Yao‐Lan Li, Guo‐Cai Wang, Yu Zhang
Abstract
Main observation and conclusion A phytochemical investigation on the seeds of Sophora alopecuroides led to obtaining fourteen structurally diverse matrine‐based alkaloids ( 1 — 14 ), including eight new ones ( 1 , 6 , 8 — 12 , 14 ). Notably, alopecuroide F ( 1 ) represents the first dimeric matrine‐type skeleton assembled via unprecedent C‐13–C‐12' connection. The new structures were determined through extensive spectroscopic data (UV, OR, HRESIMS, 1D, and 2D NMR), ECD calculations, and three instances, verified by X‐ray crystallography. Biologically, all alkaloids were evaluated for cytotoxicity against four human cancer cell lines (HepG2, A549, THP‐1, and MCF‐7) and anti‐inflammatory activities for two pro‐inflammatory cytokines (TNF‐ α and IL‐6). Alopecuroide F ( 1 ) can inhibit TNF‐α and IL‐6 productions in a dose‐dependent manner, with IC 50 values of 35.6 ± 0.5 and 41.7 ± 0.8 μmol/L, respectively.