ABSTRACT
Objective:
To study
triterpenes and their anti-inflammatory activity from the
ethanol extract of Centipeda minima.
Methods:
The compounds were isolated and purified by
silica gel, Sephadex LH-20, MCI, ODS and RP-
HPLC gel column
chromatography, and their structures were elucidated by NMR and MS spectroscopic
techniques. The inhibitory activity of the compound on the release of inflammatory mediators NO from
mouse macrophages (RAW264.7) induced by
lipopolysaccharide (LPS) was determined by Griess
method, and then the anti-inflammatory activity of the compounds was evaluated
Results:
A total of 17 compounds were isolated and identified as 20-oxo-30-nortaraxastan-3β-yl
acetate (1), 3β-acetoxytaraxaster-20-en-30-al (2), 3β-hydroxytaraxaster-20-en-30-al (3), taraxasterol (4), arnidiol (5), 3β,21β-dihydroxy-20(30)-en-taraxastane (6), faradiol (7), pseudotaraxasteryl
acetate (8), taraxast-20-ene-3β,30-diol (9), 18α-olean-12-ene-3,11-dione (10), maniladiol (11), 3β- hydroxyolean-12-en-11-one (12), coflodiol (13), lupeol (14), 3β,16β-dihydroxylup-20(29)-ene (15), 16β-hydroxylupa-20(29)- en-3-one (16) and garcinielliptone Q (17). Compounds 2, 5-6, 8-10, 12-13, 15-17 displayed moderate inhibitory activity on theoverproduction of NO in LPS-activated RAW 264.7
mouse macrophage cell lines,
IC50 values ranging from 11.9 to 27.1 μmol/L.
Conclusion:
Compound 1 is a new
natural product, and its
1H-NMR and 13C-NMR data was first completely assigned on the basis of 1D and 2D NMR spectroscopic evidence. Compounds 2, 3, 6, 8-10, 12, 13, 15 and 16 are isolated from C. minima for the first
time. This
work provided theoretical basis for clinical application of C. minima