月见草中生物碱类和酚酸类化合物的分离鉴定

刘娟娟, 张靖柯, 李孟, 解双双, 魏俊俊, 朱登辉, 郑晓珂, 冯卫生

中国药学杂志 ›› 2023, Vol. 58 ›› Issue (16) : 1478-1483.

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中国药学杂志 ›› 2023, Vol. 58 ›› Issue (16) : 1478-1483. DOI: 10.11669/cpj.2023.16.006
论著

月见草中生物碱类和酚酸类化合物的分离鉴定

  • 刘娟娟1,2, 张靖柯1,2, 李孟1,2, 解双双1,2, 魏俊俊1,2, 朱登辉1,2, 郑晓珂1,2, 冯卫生1,2*
作者信息 +

Alkaloids and Phenolic Acids Compound Isolated from the Oenothera biennis L.

  • LIU Juan-juan1,2, ZHANG Jing-ke1,2, LI Meng1,2, XIE Shuang-shuang1,2, WEI Jun-jun1,2, ZHU Deng-hui1,2, ZHENG Xiao-ke1,2, FENG Wei-sheng1,2*
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文章历史 +

摘要

目的 研究月见草的化学成分。方法 用体积分数50%丙酮组织破碎提取,利用大孔吸附树脂、MCI gel CHP-20、硅胶、凝胶及半制备高效液相等方法进行分离纯化,得到单体化合物,根据化合物的理化性质及核磁共振(NMR)图谱数据确定化合物的结构。结果 从月见草中分离得到23个单体化合物,分别鉴定为1,6-dihydro-1-methyl-6-oxo-3-pyridinecarboxylic acid(1)、2-(3-hydroxy-2-oxoindolin-3-yl)acetamide(2)、transtorine(3)、methyl hematinate(4)、methyl dioxindole 3-acetate(5)、methyl (3-hydroxy-2-oxo-2,3-dihydroindol-3-yl)-acetate(6)、(1H-indol-3-yl) oxoacetic acid methyl ester(7)、3-吲哚甲醛(8)、香草酸(9)、丁香酸(10)、对羟基苯乙酸甲酯(11)、2,3-二羟基苯甲酸(12)、2,5-二羟基苯甲酸(13)、间羟基苯甲酸(14)、没食子酸(15)、没食子酸乙酯(16)、连苯三酚(17)、水杨酸(18)、乙酰丁香酮(19)、3,5-二羟基苯甲酸甲酯(20)、原儿茶酸甲酯(21)、3,4-二羟基苯甲酸(22)、对羟基苯甲酸甲酯(23)。结论 从月见草中分离得到的23个化合物均为已知化合物,化合物1~14、20~23均是首次从月见草中分离得到。

Abstract

OBJECTIVE To investigate the chemical constituents from the Oenothera biennis L.. METHODS Chemical constituents were isolated by using a combination of various chromatographic techniques including macroporous adsorptive resins, MCI gel CHP-20, silica gel, Sephadex LH-20 and p-HPLC methods from the 50% volume fraction of acetone. Their structures were identified by physicochemical properties and NMR. RESULTS Twenty-three compounds were isolated from the O. biennis L., which were identified as 1,6-dihydro-1-methyl-6-oxo-3-pyridinecarboxylic acid (1), 2-(3-hydroxy-2-oxoindolin-3-yl) acetamide(2), transtorine(3), methyl hematinate(4), methyl dioxindole 3-acetate(5), methyl(3-hydroxy-2-oxo-2,3-dihydroindol-3-yl)-acetate(6),(1H-indol-3-yl) oxoacetic acid methyl ester(7), indole-3-carboxaldehyde(8), vanillic acid(9), syringic acid(10), methyl 4-hydroxyphenylacetate(11), 2,3-dihydroxybenzoic acid(12), 2,5-dihydroxybenzoic acid(13), 3-hydroxybenzoic acid(14), gallic acid(15), ethyl gallate(16), pyrogallo1(17), salicylic acid(18), syringylethanone(19), methyl 3,5-dihydroxybenzoate(20), protocatechuic acid methyl ester(21), 3,4-dihydroxybenzoic acid(22), methyl p-hydroxybenzoate(23). CONCLUSION All of the compounds are known compounds from the O. biennis L. and compounds 1-14, 20-23 are isolated from this plant for the first time.

关键词

月见草 / 生物碱 / 酚酸 / 没食子酸

Key words

Oenothera biennis L. / alkaloid / phenolic acid / gallic acid

引用本文

导出引用
刘娟娟, 张靖柯, 李孟, 解双双, 魏俊俊, 朱登辉, 郑晓珂, 冯卫生. 月见草中生物碱类和酚酸类化合物的分离鉴定[J]. 中国药学杂志, 2023, 58(16): 1478-1483 https://doi.org/10.11669/cpj.2023.16.006
LIU Juan-juan, ZHANG Jing-ke, LI Meng, XIE Shuang-shuang, WEI Jun-jun, ZHU Deng-hui, ZHENG Xiao-ke, FENG Wei-sheng. Alkaloids and Phenolic Acids Compound Isolated from the Oenothera biennis L.[J]. Chinese Pharmaceutical Journal, 2023, 58(16): 1478-1483 https://doi.org/10.11669/cpj.2023.16.006
中图分类号: R282   

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基金

国家重点研发计划中医药现代化研究项目资助(2019YFC1708802);河南省重大科技专项项目资助(171100310500)
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