Anti-inflammatory ursane- and oleanane-type triterpenoids from Vitex negundo var. cannabifolia
- J Nat Prod. 2014 Oct 24;77(10):2248-54. doi: 10.1021/np500509q.
- 1. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine , Beijing 100029, People's Republic of China.
Six new polyoxygenated triterpenoids, cannabifolins A-F (1-6), and eight known triterpenoids, 7-14, were isolated from the leaves of Vitex negundo var. cannabifolia. The absolute configuration of cannabifolin A (1) was determined by single-crystal X-ray crystallographic analysis. Compounds 1 and 2 represent a class of rare natural Pentacyclic Triterpenoids bearing cis-fused C/D rings and are the first examples of 12,19-epoxy ursane- and oleanane-type triterpenoids. Compounds 3, 7, 8, and 14 exhibited inhibition of nitric oxide production in lipopolysaccharide-induced RAW 264.7 macrophages with IC50 values in the range 24.9-40.5 μM.