Undescribed matrine-type alkaloids from Sophora alopecuroides with anti-inflammatory activity.

A phytochemical investigation on the alkaloid fractions of Sophora alopecuroides L. led to the production of 11 undescribed matrine-type alkaloids, sophaloseedlines I-S (1-11), 12 known analogs (12-23), and an unexpected artificial matrine-derived Al(III) complex (24). The corresponding structures were elucidated by the interpretation of spectroscopic analyses, quantum chemical calculation, and six instances (1-4, 18, and 24), verified by X-ray crystallography. The biological activities screening demonstrated that none of the isolates exhibited cytotoxicity against four human cancer cell lines (HepG2, A549, THP-1, and MCF-7) and respiratory syncytial virus (RSV) at 50 μM, while moderate anti-inflammatory activity with IC50 value from 15.6 to 47.8 μM was observed. The key structure-activity relationships of those matrine-type alkaloids for anti-inflammatory effects have been summarized. In addition, the most potent 7-epi-sophoramine (19) and aluminum sophaloseedline T (24) could effectively inhibit the release of pro-inflammatory factors (TNF-α, IL-6, and IL-1β), as well as the expression of iNOS and COX-2 proteins. Copyright © 2023 Elsevier Ltd. All rights reserved.

Citation

Ding Luo, Jia-Wen Zou, Jing-Hao Wang, He Tian, Hua-Yan Xie, Tian-Xi Zhu, Hui-Hui Zhu, Lu-Ming Deng, Chun-Lin Fan, Hao Wang, Guo-Cai Wang, Yu-Bo Zhang. Undescribed matrine-type alkaloids from Sophora alopecuroides with anti-inflammatory activity. Phytochemistry. 2024 Feb;218:113954

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PMID: 38104747

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