目的 研究益母草(Leonurus japonicus Houtt.)的化学成分,并对其进行抗氧化活性筛选。方法 综合运用硅胶柱色谱、Sephadex LH-20 凝胶柱色谱、反相 C18柱色谱、半制备薄层色谱以及高效液相色谱等方法进行分离纯化,运用有机波谱学方法鉴定各化合物的结构,进一步运用2,2′-联氮-双-3-乙基苯并噻唑啉-6-磺酸(ABTS)法和1,1-二苯基-2-三硝基苯肼(DPPH)法测试各化合物的抗氧化活性。结果 从益母草正丁醇部位分离得到14个化合物,分别为良姜素(1)、甲基-(反式)-3-(2, 5-二羟苯基)丙烯酸酯(2)、卫矛醇D(3)、2,3-二羟基-1-(4-羟基-3,5-二甲氧基苯基)-1-丙酮(4)、3-羟基-1-(4-羟基-3,5-二甲氧基苯基)-1-丙酮(5)、4-羟基-3-甲氧基苯甲酸甲酯(6)、4-羟基-3, 5-二甲氧基苯甲酸甲酯(7)、3,4,5-三甲氧基苯甲酸(8)、香草酸(9)、4-(甲氧基甲基)-苯酚(10)、4-羟基-苯甲酸(11)、4-甲氧基-苯甲酸(12)、尿嘧啶(13)和亚油酸甲酯(14),并经2种方法测定了化合物1、3、4、8和14的抗氧化活性。结论 化合物1~7、10、12和14均为首次从益母草属中分离得到。化合物1具有良好的ABTS自由基阳离子和DPPH自由基清除作用,其对ABTS自由基阳离子的清除作用优于阳性药维生素C,而对DPPH自由基的清除作用稍弱。
Abstract
OBJECTIVE To study the chemical constituents of Leonurus japonicus Houtt. and their antioxidant activity. METHODS The silica gel, Sephadex LH-20 gel, reversed phase C18 column chromatography, semi-preparative thin layer chromatography and high performance liquid chromatography were used for isolation and purification. The structure of each compound was identified by organic spectroscopy. The antioxidant activity of each compound was tested by the ABTS method and the DPPH method. RESULTS Fourteen compounds were isolated from the n-butanol fraction of L. japonicas, which were izalpinin (1), methyl(E)-3-(2,5-dihydroxyphenyl)acrylate (2), alatusol D (3), 2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (4), 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (5), methyl 4-hydroxy-3-methoxybenzoate (6), methyl 4-hydroxy-3,5-dimethoxybenzoate (7), 3,4,5-trimethoxybenzoic acid (8), vanillic acid (9), 4-(methoxymethyl)-phenol (10), 4-hydroxybenzoic acid (11), 4-methoxy-benzoic acid (12), uracil (13), methyl linoleate (14). The antioxidant activities of compounds 1, 3, 4, 8, and 14 were determined by DPPH and ABTS METHODS. CONCLUSION Compounds 1-7, 10, 12 and 14 are isolated from the genus Leonurus for the first time. Compound 1 has good antioxidant activity. Its scavenging effect on ABTS radical cations is better than that of positive drug vitamin C, while the scavenging effect on DPPH free radicals is slightly weaker.
关键词
益母草 /
化学成分 /
分离鉴定 /
抗氧化活性 /
良姜素
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Key words
Leonurus japonicus Houtt /
chemical constituents /
isolation and identification /
antioxidant activity /
izalpinin
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脚注
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基金
国家自然科学基金项目资助(81872991,81303209);四川省应用基础研究项目资助(2019YJ0334);四川省中医药管理局科技专项资助(2017C002);四川省青年科技创新研究团队专项计划项目资助(2017TD0001);成都中医药大学“杏林学者”学科人才科研提升计划资助(YXRC2018005)
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