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[摘要]
目的 研究柳蒿Artemisia integrifolia的化学成分。方法 采用溶剂萃取、硅胶柱色谱、高效液相色谱等方法进行分离纯化,通过核磁共振谱等波谱数据分析鉴定结构。使用DPPH进行抗氧化活性测定。结果 从柳蒿中分离得到21个化合物,分别鉴定为2R-(2Z-戊烯酸甲酯基)-3S-(乙酸甲酯基)环戊酮(1)、methyl-4S-6α-hydroxy-3-oxoeudesma-1,11(13)-dien-12-oate(2)、咖啡酸甲酯(3)、右旋肌醇甲醚(4)、富马酸单丁酯(5)、咖啡酸(6)、丙二酸单丁酯(7)、6,8-二甲氧基香豆素-7-O-β-D-葡萄糖苷(8)、3,5-O-二咖啡酰基奎宁酸丁酯(9)、3,4-O-二咖啡酰基奎宁酸丁酯(10)、4,5-O-二咖啡酰基奎宁酸丁酯(11)、3,5-O-二咖啡酰基奎宁酸甲酯(12)、4,5-O-二咖啡酰基奎宁酸(13)、1,5-O-二咖啡酰基奎宁酸(14)、3,5-O-二咖啡酰基奎宁酸(15)、邻羟基桂皮酸葡萄糖苷(16)、1,3-O-二咖啡酰基奎宁酸(17)、绿原酸(18)、3,4-O-二咖啡酰基奎宁酸(19)、3,4-O-二咖啡酰基奎宁酸甲酯(20)、邻羟基桂皮酸甲酯葡萄糖苷(21)。结论 化合物1为新天然产物,化合物2、5、7~11、14、16、21为首次从蒿属植物中分离得到,其余均为首次从柳蒿中分离得到。二咖啡酰基奎宁酸类化合物均具有较强的抗氧化能力,活性与维生素C(Vc)基本相当。
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[Abstract]
Objective To study the chemical constituents of Artemisia integrifolia. Methods Solvent extraction, silica gel column chromatography, and HPLC were used for isolation and purification. The structure was identified by NMR spectrum analysis. Anti-oxidant activity tests were performed using DPPH. Results A total of 21 monomeric compounds were isolated from A. integrifolia and identified as 2R-(2Z-pentenoic acid methyl ester)-3S-(methyl acetate) cyclopentanone (1), methyl-4S-6α-hydroxy-3-oxoeudesma-1,11 (13)-dien-12-oate (2), methyl caffeate (3), dextrin inositol (4), monobutyl fumarate (5), caffeic acid (6), monobutyl malonate (7), 6,8-dimethoxycoumarin-7-O-β-D-glucoside (8), 3,5-O-di-caffeoyl quinic acid butyl ester (9), 3,4-O-dicaffeoyl quinic acid butyl ester (10), 4,5-O-dicaffeoyl quinic acid butyl ester (11), 3,5-O-dicaffeoyl quinic acid methyl ester (12), 4,5-O-dicaffeoylquinic acid (13), 1,5-O-dicaffeoylquinic acid (14) 3,5-O-dicaffeoylquinic acid (15), o-hydroxycinnamic acid glucoside (16), 1,3-O-dicaffeoyl quinic acid (17), chlorogenic acid (18), 3,4-O-dicaffeoylquinic acid (19), methyl 3,4-O-dicaffeoylquinate (20), and o-hydroxycinnamate methyl glucoside (21). Conclusion Compound 1 is a new natural product. Compounds 2, 5, 7-11, 14, 16, and 21 are isolated from Artemisia for the first time, and the rest are isolated from A. integrifolia for the first time. Both caffeoyl quinic acid compounds had strong anti-oxidant capacity, and the activity is basically equivalent to Vc.
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[基金项目]
黑龙江省教育厅基本业务专项重点项目(135209101);齐齐哈尔大学研究生创新基金项目(YJSCX2017-026X)