A New 19(10→9)Abeo-Euphane Triterpenoid with Other Terpenoid Components from Trichilia dregeana Leaves and Their NO Production Inhibitory Activities in LPS-Stimulated RAW 264.7 Macrophages.

ABSTRACT

Trichilia dregeana Sond. (Meliaceae) is a plant used in traditional medicine to treat wounds. The anti-inflammatory potential of the ethyl acetate leaf extract and the presence of euphane-type triterpenes in this extract have recently been reported by our group. Further investigation of the remaining subfractions of the ethyl acetate fraction afforded a new 19(10→9)abeo-euphane-type triterpenoid (1), along with six known terpenoids (2-7). The structure of the new compound was elucidated by analyses of the HR-ESI-MS, 1D and 2D NMR data and by comparisons with previously reported data. We investigated the ability of the compounds to modulate the production of nitric oxide (NO) in LPS-stimulated RAW 264.7 macrophages. The known compounds 3 and 6 exhibited moderate (IC50 72.06 µM) and mild (IC50 98.84 µM) inhibitory activities, respectively, without cytotoxic effects on the cells. These results, in conjunction with our previous findings, emphasize the significant role of terpenoid components in the anti-inflammatory efficacy of T. dregeana leaves and indicate that the rare 3,10-epoxy-19(10→9)abeo-euphane triterpenoids could serve as a chemotaxonomic marker for T. dregeana.