Oleanane- and Ursane-Type Triterpene Saponins from Centella asiatica Exhibit Neuroprotective Effects
Autor: | Bin Chen, Jing Zhou, Fu Li, Li Weibo, Weicheng Hu, Lun Wang, Lilian Ji, Zhou-Wei Wu, Mingkui Wang, Xin Liu |
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Rok vydání: | 2020 |
Předmět: |
0106 biological sciences
chemistry.chemical_classification Antioxidant Centella biology Traditional medicine medicine.medical_treatment 010401 analytical chemistry General Chemistry biology.organism_classification 01 natural sciences 0104 chemical sciences Terpene Superoxide dismutase chemistry.chemical_compound Enzyme chemistry Triterpene medicine biology.protein Viability assay General Agricultural and Biological Sciences Oleanane 010606 plant biology & botany |
Zdroj: | Journal of Agricultural and Food Chemistry. 68:6977-6986 |
ISSN: | 1520-5118 0021-8561 |
DOI: | 10.1021/acs.jafc.0c01476 |
Popis: | Six new pentacyclic triterpenoid saponins, centelloside F (1), centelloside G (2), 11-oxo-asiaticoside B (3), 11-oxo-madecassoside (4), 11(β)-methoxy asiaticoside B (5), and 11(β)-methoxy madecassoside (6), along with seven known ones, asiaticoside (7), asiaticoside B (8), madecassoside (9), centellasaponin A (10), isoasiaticoside (11), scheffoleoside A (12), and centelloside E (13), were separated from the 80% MeOH extract of the whole plant of Centella asiatica, which has been used as a medicinal plant and is now commercially available as a diatery supplement in many countries. Compounds 1 and 2, 3 and 4, and 5 and 6 are three pairs of isomers with oleanane- or ursane-type triterpenes as aglycones. The chemical structures of the new triterpene saponins were fully characterized by extensive analysis of their nuclear magnetic resonance and high-resolution electrospray ionization mass spectrometry data. The protective effects of compounds 1-13 on PC12 cells induced by 6-OHDA were screened, and compound 3 displayed the best neuroprotective effect, with 91.75% cell viability at the concentration of 100 μM. Moreover, compound 3 also attenuated cell apoptosis and increased the mRNA expression of antioxidant enzymes, including superoxide dismutase and catalase. Additionally, compound 3 activated the phosphatidylinositol 3-kinase/Akt pathway, including PDK1, Akt, and GSK-3β. These findings suggested that triterpene saponins from C. asiatica were worthy of further biological research to develop new neuroprotective agents. |
Databáze: | OpenAIRE |
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