Anti-inflammatory labdane diterpenoids from Leonurus japonicus Houtt.

Seven undescribed labdane diterpenoids, japonicones A-G, were isolated from the aerial parts of Leonurus japonicus Houtt. Japonicones C-G contained two keto carbonyl groups in their structures attached to C-3 and C-7, which are rare for labdane diterpenoids. The structures and absolute configurations of japonicones A-G were established by means of spectroscopic analyses (HRESIMS, 1D and 2D NMR, and ECD). Their anti-inflammatory activities were evaluated by measuring their inhibitory effects on PGE 2 production in LPS-stimulated RAW264.7 macrophages. Japonicones A-D and G showed inhibition of PGE 2 production with IC 50 values in the range of 8.62–30.71 μ M (the positive control paracetamol showed an IC 50 = 5.79 μ M). Image 1 • Seven undescribed labdane diterpenoids were isolated from the aerial parts of Leonurus japonicus Houtt. • Their structures and absolute configurations were established by means of spectroscopic analyses. • Compounds 1 − 4 , and 7 showed inhibition of PGE 2 production with IC 50 values in the range of 8.62−30.71 μ M. [ABSTRACT FROM AUTHOR]