金银花中抗补体活性酚酸类成分的研究

目的: 研究金银花Lonicera japonica中的抗补体活性酚酸类成分. 方法: 通过溶血试验方法进行抗补体活性成分的导向分离,对所得化合物进行抗补体活性测定,采用现代波谱技术ESI-MS,¹H-NMR,¹³C-NMR进行结构鉴定. 结果: 从金银花乙酸乙酯部位分离得到了14个化合物,其中有8个酚酸类、3个环烯醚萜类和3个黄酮类成分,包括新绿原酸(1)、绿原酸(2)、隐绿原酸 (3)、3,5-O-二咖啡酰奎宁酸(4)、4,5-O-二咖啡酰奎宁酸(5)、3,4-O-二咖啡酰奎宁酸(6)、咖啡酸(7)、咖啡酸甲酯(8)、裂环马钱苷(9)、獐芽菜苷(10)、断氧化马钱子苷(11)、木犀草素(12)、槲皮素(13)、山柰酚(14).抗补体实验表明化合物 1~9, 11~14 对经典的补体激活具有不同程度的抑制作用,以3,5-O-二咖啡酰奎宁酸活性最强. 结论:化合物 14 首次从金银花中分离得到,酚酸类化合物是金银花中的主要抗补体活性成分,3,5-O-二咖啡酰奎宁酸活性最强,值得深入研究.

Anti-complementary phenolic acids from Lonicera japonica

Objective: To study the anti-complementary phenolic acids from Lonicera japonica.Method: The anti-complementary activity-directed isolation was carried out with the hemolysis test as guide.All isolation was evaluated for their in vitro anti-complementary activities.The structures were identified by various spectroscopic data including ESI-MS, ¹H-NMR, ¹³C-NMR data.Result: Fourteen compounds were isolated from the EtOAc fraction of L.japonica extracts, including 8 phenolic acids: 5-O-caffeoylquinic acid(1), chlorogenic(2), 4-O-caffeoylquinic acid(3), 3, 5-di-O-caffeoylquinic acid(4), 4, 5-di-O-caffeoylquinic acid(5), 3, 4-di-O-caffeoylquinic acid(6), caffeic acid(7) and methyl caffeate acid(8); 3 iridoids: secologanoside(9), sweroside(10) and secoxyloganin(11); and 3 flavonoids: luteolin(12), quercetin(13) and kaempferol(14).Compounds 1-9 and 11-14 showed anti-complementary activity in different extents and 3, 5-di-O-caffeoylquinic acid(4) exhibited the most significant activity against the classical pathway.Conclusion: Compound 14 is obtained from this plant for the first time, phenolic acids are the main anti-complementary constituents of L.japonica and 3, 5-di-O-caffeoylquinic acid(4) is a potential complement inhibitor with strong activity, which worthy to be studied further in the future.