Water-soluble matrine-type alkaloids with potential anti-neuroinflammatory activities from the seeds of Sophora alopecuroides
| Autor: | Jin-Lin Tan, Neng-Hua Chen, Yu-Bo Zhang, Xiao Feng, Qiang Lin, Yao-Lan Li, Wei-Long Ding, Fei Xiao, Guo-Cai Wang, Hai-Yue Zhao, Chun-Lin Fan, Ding Luo, Zhong-Nan Wu |
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| Rok vydání: | 2021 |
| Předmět: |
Models
Molecular Circular dichroism Anti-Inflammatory Agents Crystallography X-Ray Biochemistry Cell Line chemistry.chemical_compound Mice Structure-Activity Relationship Alkaloids Matrine Drug Discovery Structure–activity relationship Animals Matrines Molecular Biology Dose-Response Relationship Drug Molecular Structure Interleukin-6 Tumor Necrosis Factor-alpha Alkaloid Organic Chemistry NF-kappa B Interleukin Water IκBα chemistry Phytochemical Solubility Seeds Phosphorylation Sophora Quinolizines Signal Transduction |
| Zdroj: | Bioorganic chemistry. 116 |
| ISSN: | 1090-2120 |
| Popis: | A phytochemical investigation on the alkaloids from water-soluble part of Sophora alopecuroides led to obtain forty matrine-type alkaloids (1–40) including eighteen new ones (1–18), which covers almost all positions of the oxygen substitution in matrine-type structure. Notably, eight compounds (1–8) belong to rare bis-amide matrine-type alkaloid. The new structures were determined based on extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and six instances, verified by X-ray crystallography. Most of isolates showed anti-neuroinflammatory activities based on the expression of tumor necrosis factor (TNF)-α and interleukin (IL)-6 in BV2 microglia cells. Especially, compound 39 can suppress those two mediator secretions in a dose-dependent manner with IC50 values of 21.6 ± 0.5 and 16.7 ± 0.8 μM, respectively. Further mechanistic study revealed that 39 suppressed the phosphorylation of IκBα and p65 subunit to regulate the NF-κB signaling pathway. |
| Databáze: | OpenAIRE |
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