Structure Characterization of Four New Sesquiterpene Pyridine Alkaloids from <i>Tripterygium wilfordii</i> Hook. f. and Anti-Inflammatory Activity Evaluations

Sesquiterpene pyridine alkaloids (SPAs), as a main class of components in <i>Tripterygium wilfordii</i> Hook. f., possess a variety of bioactivities, such as immunosuppressive, insecticidal, and anti-tumor activities. SPAs can be structurally classed into four subtypes: wilfordate-, evon...

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Main Authors: Yong-Jian Wang, Jian-Gong Yan, Zhong-Mou Zhang, Qiu-Fang Fang, Ya-Dan Wang, Shuang-Cheng Ma
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/29/22/5284
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Summary:Sesquiterpene pyridine alkaloids (SPAs), as a main class of components in <i>Tripterygium wilfordii</i> Hook. f., possess a variety of bioactivities, such as immunosuppressive, insecticidal, and anti-tumor activities. SPAs can be structurally classed into four subtypes: wilfordate-, evoninate-, iso-wilfordate-, and iso-evoninate types. Our previous study unveiled ten new wilfordate-type SPAs, named wilfordatine A–J, isolated from the roots of <i>Tripterygium wilfordii</i> Hook. f., several of which exhibited significant immunosuppressive activities. As an extension and augmentation of the previous findings, we have now isolated one new iso-wilfordate-type SPA, wilfordatine K (<b>1</b>), alongside three new iso-evoninate-type SPAs, wilfordatines L–N (<b>3</b>–<b>5</b>), and six known analogs. Their structures were characterized by the extensive use of 1D and 2D NMR spectroscopic analysis, as well as HRMS data. Interestingly, compounds <b>4</b> and <b>6</b> were found to exhibit potent inhibitory effects on the nuclear factor-kappa B (NF-κB) pathway in lipopolysaccharide (LPS)-induced HEK293/NF-κB-Luc cells, with IC<sub>50</sub> values of 1.64 μM and 9.05 μM, respectively. Notably, these two compounds had no influence on the cell viability at a concentration of 100 μM. Consequently, they hold significant promise as potential anti-inflammatory candidates for further exploration and development.
ISSN:1420-3049