绣球防风中酚酸类成分及其抗炎活性研究

Study on anti-inflammatory activity of phenolic acids from Leucas ciliata

综合运用硅胶柱色谱、ODS柱色谱、Sephadex LH-20凝胶柱色谱以及制备型高效液相色谱等技术对唇形科绣球防风属植物绣球防风Leucas ciliata的化学成分进行研究,得到17个酚酸类化合物。根据化合物的理化性质和波谱数据,及通过与文献对比,分别鉴定为4-hydroxyphenethyl ethyl succinate(1)、4-hydroxyphenethyl methyl succinate(2)、2-(4-hydroxyphenyl)ethyl acetate(3)、对羟基苯乙基茴香酸酯(4)、决明顺反二聚苯丙素(5)、对香豆酸(6)、3,4-二羟基苯丙酸甲酯(7)、咖啡酸(8)、反式对羟基肉桂酸乙酯(9)、对羟基苯乙酸甲酯(10)、对羟基苯乙醇(11)、丁香酸(12)、香草醛(13)、原儿茶酸(14)、水杨酸(15)、对羟基苯甲醛(16)和diorcinol(17)。其中化合物1为新化合物,化合物2~10、12、14、16~17为首次从绣球防风属中分离得到,所有化合物均首次从绣球防风中分离得到。通过检测脂多糖(LPS)诱导的RAW264.7细胞中一氧化氮(NO)的产生评价化合物1~17的抗炎作用,结果表明化合物5、7、9表现出显著的抗炎活性,IC_(50)为(10.14±0.36)~(21.17±0.11)μmol·L^(-1)。

The chemical constituents from Leucas ciliata belonging to Leucas genus in Lamiaceae were systematically explored by silica gel column chromatography,ODS column chromatography,Sephadex LH-20 gel column chromatography,and preparative high performance liquid chromatography,and seventeen phenolic acids were isolated.The chemical structures of the compounds were identified by their physicochemical properties,spectroscopic data,and literature.They were 4-hydroxyphenethyl ethyl succinate(1),4-hydroxyphenethyl methyl succinate(2),2-(4-hydroxyphenyl)ethyl acetate(3),p-hydroxyphenylethyl anisate(4),cassia cis-trans diphenylpropanoid(5),p-coumaric acid(6),3,4-dihydroxybenzenepropionic acid methyl ester(7),caffeic acid(8),trans-p-hydroxyl ethyl cinnamate(9),methyl p-hydroxybenzeneacetate(10),4-hydroxyphenethyl alcohol(11),syringic acid(12),vanillin(13),protocatechuic acid(14),salicylic acid(15),p-hydroxybenzaldehyde(16),and diorcinol(17).Among them,compound 1 was new,and compounds 2-10,12,14,and 16-17 were isolated from the plants belonging to Leucas genus for the first time.All compounds were obtained from L.ciliata for the first time.The anti-inflammatory activity of compounds 1-17 on NO production in lipopolysaccharide(LPS)-induced mouse leukemia cells of monocyte macrophage(RAW264.7)cells was evaluated.The results showed that compounds 5,7,and 9 exhibited significant anti-inflammatory activity,with IC_(50) values of(10.14±0.36)-(21.17±0.11)μmol·L^(-1).