13,13a-seco-protoberberines from the tubers of Corydalis yanhusuo and their anti-inflammatory activity
| Autor: | Dong-Jie Fang, Sheng Lin, Yanan Wang, Gui-Yang Xia, Ling-Yan Wang, Hongcai Shang, Huan Xia |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
medicine.drug_class
Stereochemistry ved/biology.organism_classification_rank.species Berberine Alkaloids Anti-Inflammatory Agents Plant Science Horticulture Biochemistry Anti-inflammatory Nitric oxide chemistry.chemical_compound Western blot medicine Papaveraceae Molecular Biology Taxonomy medicine.diagnostic_test biology ved/biology Active site Biodiversity General Medicine biology.organism_classification Nitric oxide synthase chemistry Corydalis Docking (molecular) biology.protein Corydalis yanhusuo |
| Zdroj: | Phytochemistry. 194 |
| ISSN: | 1873-3700 |
| Popis: | Six undescribed protoberberine derivatives including two pairs of enantiomers, named yanhusanines G-L, along with fifteen reported protoberberine alkaloids, were isolated from the tubers of Corydalis yanhusuo. Among them, yanhusanines H-L feature a unique 13,13a-seco skeleton which is rare in nature. Their structural elucidations were achieved by extensive spectroscopic analysis and quantum chemistry calculations. A biogenetic route for yanhusanines H-L was proposed. Bioassay results showed that yanhusanine J exhibited potent inhibitory effect against the nitric oxide (NO) production in lipopolysaccharide (LPS) induced RAW 264.7 cells (IC50 = 2.25 ± 1.32 μM). Western blot analysis demonstrated that yanhusanine J exerted its anti-inflammatory effect via suppressing the nuclear factor kappa B (NF-κB) pathway, together with the decrease of the inflammatory factors TNF-α, IL-6 and IL-1β. Furthermore, molecular simulation docking indicated that yanhusanine J had strong interaction with the active site of the inducible nitric oxide synthase (iNOS) protein. |
| Databáze: | OpenAIRE |
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