摘要
目的研究鹅不食草Centipeda minima乙醇提取物中的三萜类化学成分及其抗炎活性。方法运用反复硅胶柱色谱、SephadexLH-20柱色谱、ODS、MCI柱色谱及制备HPLC等多种色谱方法对其化学成分进行系统的分离,利用NMR、MS等现代波谱技术对化合物结构进行鉴定;采用Griess法测定化合物对脂多糖(LPS)诱导小鼠巨噬细胞(RAW264.7)释放炎症介质NO的抑制活性,进而评价化合物的抗炎活性。结果从鹅不食草乙醇提取物中分离得到三萜类化合物17个,结构分别鉴定为20-oxo-30-nortaraxastan-3β-yl acetate(1)、3β-acetoxytaraxaster-20-en-30-al(2)、3β-hydroxytaraxaster-20-en-30-al(3)、蒲公英甾醇(4)、阿里二醇(5)、3β,21β-dihydroxy-20(30)-en-taraxastane(6)、款冬二醇(7)、伪蒲公英甾醇乙酸酯(8)、taraxast-20-ene-3β,30-diol(9)、18α-齐墩果-12-烯-3,11-二酮(10)、马尼拉二醇(11)、3β-羟基-齐墩果-12-烯-11-酮(12)、coflodiol(13)、羽扇豆醇(14)、3β,16β-羟基-羽扇豆二醇(15)、16β-羟基-羽扇豆-20(29)-烯-3-酮(16)、garcinielliptoneQ(17)。化合物2、5~6、8~10、12~13、15~17的抗炎活性筛选结果表明,化合物5、15~17具有较明显的抗炎活性,其半数抑制浓度(IC50)值在11.9~27.1μmol/L。结论化合物1为新天然产物,并首次对其氢谱和碳谱数据进行归属,化合物2~3、6、8~10、12~13、15~16首次从鹅不食草中分离得到,为鹅不食草的临床应用提供理论依据。
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 1 H-NMR and 13 C-NMR data was first completely assigned on the basis of 1 D and 2 D 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。
作者
薛鹏辉
李金妍
刘达
康宁
邓雁如
赵烽
邱峰
XUE Peng-hui;LI Jin-yan;LIU Da;KANG Ning;DENG Yan-ru;ZHAO Feng;QIU Feng(Tianjin Key Laboratory of Modern Chinese Medicine,School of Chinese Materia Medica,Tianjin University of Traditional Chinese Medicine,Tianjin 300617,China;Department of Biochemistry,School of Integrative Medicine,Tianjin University of Traditional Chinese Medicine,10 Poyanghu Road,West Area,Tuanbo New Town,Jinghai District,Tianjin 301617,China;Key Laboratory of Molecular Pharmacology and Drug Evaluation of Ministry of Education,Yantai University,Yantai 351100,China)
出处
《中草药》
CAS
CSCD
北大核心
2020年第19期4907-4915,共9页
Chinese Traditional and Herbal Drugs
基金
国家重点研发计划资助项目(2019YFC1711000)。
