Sesquiterpene lactones from Artemisia verlotorum and their anti-inflammatory activities.

Seven new sesquiterpenoids (1 – 7) and 19 known analogues were isolated from the whole plant of Artemisia verlotorum. Their structures were determined by extensive analysis of 1D and 2D NMR and HRESIMS data, electronic circular dichroism (ECD) spectra, density functional theory (DFT) NMR calculation...

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Detalles Bibliográficos
Publicado en:Fitoterapia Vol. 169
Autores principales: Wang, Mengyu, Yang, Yue, Ke, Changqiang, Yao, Sheng, Feng, Zheling, Tang, Chunping, Ye, Yang
Formato: Journal Article
Publicado: Elsevier B.V. Sep2023
Acceso en línea:Ver este registro en EBSCOhost
Descripción
Sumario:Seven new sesquiterpenoids (1 – 7) and 19 known analogues were isolated from the whole plant of Artemisia verlotorum. Their structures were determined by extensive analysis of 1D and 2D NMR and HRESIMS data, electronic circular dichroism (ECD) spectra, density functional theory (DFT) NMR calculations, and time dependent density functional theory (TDDFT) ECD calculations. The absolute configurations of 1 , 3 , 5 and 7 were confirmed by single crystal X-ray diffraction experiments. Compounds 1 and 2 possess a rarely reported 5/8-bicyclic skeleton, while both compounds 3 and 4 were uncommon iphionane-type sesquiterpenoids. Eudesmane sesquiterpenoids (5 – 17) reported in this study are all 7,8- cis -lactones, of which, compound 7 represents the first eudesmane sesquiterpene with an oxygen bridge connecting C-5 and C-11. All the compounds were tested in vitro for their anti-inflammatory activities in LPS-stimulated RAW 264.7 murine macrophages. Compound 18 showed a potent inhibitory effect on NO production, with IC 50 values of 3.08 ± 0.61 μ M. [Display omitted]