Triterpenoids and triterpenoid saponins from Vitex negundo and their anti-inflammatory activities

Seven undescribed polyoxygenated ursane-type triterpenoids (vitnegundins A−G), three undescribed triterpenoid saponins (vitnegundins H−J), and 17 known ones were isolated from an EtOH extract of the aerial parts of Vitex negundo L. The structures of the undescribed compounds were established by extensive spectroscopic analysis. The absolute configurations of vitnegundins A, B, and E were determined by single-crystal X-ray diffraction data. Vitnegundins B−D are pentacyclic triterpenoids possessing rare cis-fused C/D rings and vitnegundins C–H represent undescribed ursane-type triterpenoids with 12,19-epoxy moiety. In the biological activity assay, vitnegundin A, vitnegundin E, and swinhoeic acid displayed inhibitory effects against LPS-induced NO release in BV-2 microglial cells, with IC50 values of 11.8, 44.2, and 19.6 μM, respectively. [Display omitted] •Ten undescribed triterpenoids or triterpenoid saponins were isolated from Vitex negundo.•The absolute configurations of some undescribed triterpenoids were determined by X-ray data.•Three compounds inhibited NO release in LPS-induced BV-2 microglial cells.