天然产物研究与开发 ›› 2024, Vol. 36 ›› Issue (9): 1519-1527.doi: 10.16333/j.1001-6880.2024.9.007

• 研究简报 • 上一篇    下一篇

牛皮消蓼的化学成分研究

严文思,张   妍,古培珊,曾子谦,何   鑫,苏向东,薛永波*   

  1. 中山大学药学院(深圳) 中药与天然药物研究室,深圳 518107
  • 出版日期:2024-09-25 发布日期:2024-09-25
  • 基金资助:
    国家自然科学基金面上项目(21977120);深圳市科技创新委员会基础研究重点项目(JCYJ202001S09142215045);广东省基础与应用基础研究基金(2022A1515110100)

Chemical constituents from Fallopia cynanchoides (Hemsl.) Harald.var. cynanchoides

YAN Wen-si,ZHANG Yan,GU Pei-shan, ZENG Zi-qian,HE Xin,SU Xiang-dong,XUE Yong-bo*   

  1. Department of Chinese Medicine and Natural Medicine,School of Pharmaceutical Sciences (Shenzhen),Sun Yat-sen University,Shenzhen 518107,China
  • Online:2024-09-25 Published:2024-09-25

摘要:

采用正相和反相硅胶柱色谱、半制备型高效液相色谱和Sephadex LH-20凝胶柱色谱等分离技术,从蓼科药用植物牛皮消蓼(Fallopia cynanchoides (Hemsl.) Harald. var. cynanchoides)中分离得到17个化合物,并通过核磁共振、质谱等多种波谱学技术鉴定化合物的化学结构,分别为lyoniresinol(1)、β-D-(1-O-acetyl-3,6-O-trans-diferuloyl)-fructofuranosyl-α-D-2′,4′,6′-O-triacetylglucopyranoside(2)、反式阿魏酸对羟基苯乙酯(3)、(3S,5R,6S,7E)-3,5,6-trihydroxy-7-megastigmen-9-one(4)、2,3-二羟基-1-(4-羟基-3,5-二甲氧基苯基)-1-丙酮(5)、2-methyl-5-(2′-oxo-4′-hydroxypentyl)-7-hydroxychromone(6)、2-(2′-hydroxypropyl)-5-methyl-7-hydroxychromone(7)、2,5-dimethyl-7-hydroxychromone(8)、2-methyl-5-acetonyl-7-hydroxychromone(9)、大黄素(10)、槲皮素(11)、(+)-花旗松素(12)、3,7-二甲氧基-5,3′,4′-三羟基黄酮(13)、咖啡酸甲酯(14)、原儿茶酸乙酯(15)、(2aS,3aS)-lyciumamide D(16)和3-acetyl-4,5-dimethoxy-benzoic acid(17)。化合物1~7913141617为首次从何首乌属植物中分离得到,化合物1~911~17为首次从牛皮消蓼中分离得到。体外抗氧化活性评价结果显示,牛皮消蓼的70%乙醇提取物具有一定的ABTS+自由基清除能力,IC50为14.21 μg/mL;化合物1~31113~17具有一定的ABTS+自由基清除能力,其中化合物11314的IC50优于阳性对照水溶性维生素E(IC50=23.55 μmol/L),分别为15.30、16.97和17.53 μmol/L。本研究为药用植物牛皮消蓼的开发与利用提供了科学依据。

关键词: 蓼科, 牛皮消蓼, 化学成分, 抗氧化活性

Abstract:

To study the chemical constituents of the whole plant of Fallopia cynanchoides (Hemsl.) Harald. var. cynanchoides,seventeen compounds were isolated and purified by various modern chromatographic techniques,including normal phase and reverse phase silica gel column chromatography,Sephadex LH-20 column chromatography,semi-preparative HPLC.NMR,MS and other related spectroscopic analyses were used to identify their structures.The isolated compounds were identified as lyoniresinol (1),β-D-(1-O-acetyl-3,6-O-trans-diferuloyl)-fructofuranosyl-α-D-2′,4′,6′-O-triacetylglucopyranoside (2),p-hydroxyphenethyl trans-ferulate (3),(3S,5R,6S,7E)-3,5,6-trihydroxy-7-megastigmen-9-one (4),2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (5),2-methyl-5-(2′-oxo-4′-hydroxypentyl)-7-hydroxychromone (6),2-(2′-hydroxypropyl)-5-methyl-7-hydroxychromone (7),2,5-dimethyl-7-hydroxychromone (8),2-methyl-5-acetonyl-7-hydroxychromone (9),emodin (10),quercetin (11),(+)-taxifolin (12),3,7-dimethoxy-5,3′,4′-trihydroxy-flavone (13),caffeic acid methyl ester (14),protocatechuic acid ethyl ester (15),(2aS,3aS)-lyciumamide D (16),and 3-acetyl-4,5-dimethoxy-benzoic acid (17).This was the first report of the presernce of compounds 1-7,9,13,14,16,and 17 in the genus Fallopia. Compounds 1-9 and 11-17 were first identified from F.  cynanchoides var. cynanchoides.The 70% ethanol extract showed obvious ABTS+ radicals scavenging effect with IC50 value of 14.21 μg/mL;further in vitro bioassay indicated that compounds 1-31113-17 showed moderate ABTS+ radicals scavenging activities. Among them,compounds 1,13,14 demonstrated significant antioxidant effects with IC50 values of 15.30,16.97 and 17.53 μmol/L,which were better than that of positive medicine trolox (IC50 23.55 μmol/L).These findings provided an important foundation for the development and utilization of plant resource of F.  cynanchoides var. cynanchoides.

Key words: Polygonaceae, Fallopia cynanchoides (Hemsl.) Harald.var. cynanchoides;chemical constituents;antioxidant activity

中图分类号:  R284.1