Chemical constituents of triterpenes from Centipeda minima and its anti-inflammatory activities
10.7501/j.issn.0253-2670.2020.19.009
- VernacularTitle: 鹅不食草中三萜类化学成分及其抗炎活性研究
- Author:
Peng-Hui XUE
1
Author Information
1. Tianjin Key Laboratory of Modern Chinese Medicine, School of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine
- Publication Type:Journal Article
- Keywords:
18α-olean-12-ene-3,11-dione;
20-oxo- 30-nortaraxastan-3β-yl acetate;
Centipeda minima (L.) A. Br. et Aschers.;
Pseudotaraxasteryl acetate;
Triterpenes
- From:
Chinese Traditional and Herbal Drugs
2020;51(19):4907-4915
- CountryChina
- Language:Chinese
-
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
