| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1372132 | Bioorganic & Medicinal Chemistry Letters | 2011 | 4 Pages |
A new alkaloid, methyl 2′-(7,8-dihydrosanguinarine-8-yl)acetate (1), together with six known alkaloids, stylopine (2), protopine (3), norchelidonine (4), chelidonine (5), berberine (6), and 8-hydroxydihydrosanguinarine (7), were isolated from Chelidonium majus. Their chemical structures were primarily established using 1D and 2D NMR techniques and mass spectrometry. The anti-inflammatory activity of the isolates was examined for their inhibitory effects on LPS-induced NO production in macrophage RAW264.7 cells. Among them, compounds 5 and 7 showed strong inhibitory activities toward the LPS-induced NO production in macrophage RAW264.7 cells with IC50 values of 7.3 and 4.5 μM, respectively. In addition, compounds 5 and 7 inhibited the inductions of COX-2 and iNOS mRNA in dose-dependent manners, indicating that these compounds attenuated the syntheses of these transcripts at the transcriptional level.
Graphical abstractA new alkaloid, methyl 2′-(7,8-dihydrosanguinarine-8-yl)acetate (1), together with six known alkaloids, stylopine (2), protopine (3), norchelidonine (4), chelidonine (5), berberine (6), and 8-hydroxydihydrosanguinarine (7), were isolated from Chelidonium majus. Compounds 5 (CM5) and 7 (CM7) showed strong inhibitory activities toward the LPS-induced NO production and inhibited the inductions of COX-2 and iNOS mRNA in macrophage RAW264.7 cells.Figure optionsDownload full-size imageDownload as PowerPoint slide
