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林产化学与工业 ›› 2023, Vol. 43 ›› Issue (4): 67-73.doi: 10.3969/j.issn.0253-2417.2023.04.010

• 研究报告 • 上一篇    下一篇

日本蛇根草化学成分的提取分离及其抗氧化活性研究

徐梦娟1, 卜庆1, 陈宏杨1, 张敏1, 吴磊2, 梁林富1,*()   

  1. 1. 中南林业科技大学 材料科学与工程学院, 湖南 长沙 410004
    2. 中南林业科技大学 林学院, 湖南 长沙 410004
  • 收稿日期:2022-05-20 出版日期:2023-08-28 发布日期:2023-08-26
  • 通讯作者: 梁林富 E-mail:lianglinfu@126.com
  • 作者简介:梁林富,副教授,硕士生导师,研究领域为天然药物化学;E-mail: lianglinfu@126.com
    徐梦娟(1995—),女,河南信阳人,硕士生,从事天然产物化学研究
  • 基金资助:
    国家自然科学基金资助项目(41876194);湖南省教育厅科学研究项目(18B178)

Extraction and Isolation of Chemical Constituents from Ophiorrhiza japonica Bl. and Their Antioxidant Activities

Mengjuan XU1, Qing BU1, Hongyang CHEN1, Min ZHANG1, Lei WU2, Linfu LIANG1,*()   

  1. 1. College of Material Science and Engineering, Central South University of Forestry and Technology, Changsha 410004, China
    2. College of Forestry, Central South University of Forestry and Technology, Changsha 410004, China
  • Received:2022-05-20 Online:2023-08-28 Published:2023-08-26
  • Contact: Linfu LIANG E-mail:lianglinfu@126.com

摘要:

以日本蛇根草(Ophiorrhiza japonica Bl.)作原料,无水乙醇浸提后利用不同极性有机溶剂萃取,在对不同萃取部位的抗氧化活性初步分析的基础上,通过硅胶及Sephadex LH-20柱层析等色谱分离技术对各萃取部位的化学成分进行分离和纯化。研究结果表明:日本蛇根草的各萃取部位均具有抗氧化活性,其中氯仿萃取部位的活性最高,对1, 1-二苯基-2-三硝基苯肼自由基(DPPH·),以及2, 2-联氮-双-3-乙基苯并噻唑-6-磺酸二胺盐自由基(·ABTS+)的清除率分别为86%和89%。从不同萃取部位共分离得到10个化合物,分别鉴定为(E)-3-((9H-吡啶[3, 4-b]吲哚-1-基)甲基)-2-亚乙基戊烷-1, 5-二醇(1)、6-羟基哈曼碱(2)、哈曼碱(3)、对羟基苯甲醛(4)、东莨菪素(5)、3-氧代-α-紫罗兰醇(6)、黑麦草内酯(7)、β-谷甾醇(8)、3-表-坡模酸(9)和1-油酸甘油酯(10)。其中,化合物1467910为首次从蛇根草属中发现。自由基清除实验结果显示:化合物2具有显著的抗氧化活性,对DPPH·和·ABTS+的半数抑制浓度(IC50)分别为0.209和0.212 mmol/L。

关键词: 日本蛇根草, 抗氧化活性, 提取分离, 化学成分, 结构鉴定

Abstract:

The Japanese snake root(Ophiorhoza japonica Bl.) was used as the raw material, soaked in anhydrous ethanol and then extracted by organic solvents with different polarities. Based on the preliminary analysis of the antioxidant activities of different extraction parts, the chemical components of each extraction parts were isolated and purified using chromatographic separation techniques including silica gel and Sephadex LH-20 column chromatography, in order to disclose the antioxidant active substances basis of the this plant. The results showed that each extraction part of petroleum ether, ethyl acetate and chloroform from O. japonica Bl. exhibited antioxidant potencies. Among them, the chloroform extraction displayed best activities, with scavenging rates against 1, 1-diphenyl-2-picrylhydrazyl free radical(DPPH·) and 2, 2′-azinobis-3-ethylbenzthiazoline-6-sulfonic acid free radical(·ABTS+) of 86% and 89%, respectively. Subsequently, ten compounds were separated and identified as(E)-3-((9H-pyrido[3, 4-b] indol-1-yl) methyl)-2-ethylidenepentane-1, 5-diol(1, deppeaninol), 6-hydroxyharman(2), harman base(3), p-hydroxy benzaldehyde(4), scopoletin(5), 3-oxo-α-ionol(6), loliolide(7), β-sitosterol(8), 3-epi-pomolic acid(9) and 1-monoolein(10). Among them, compounds 1, 4, 6, 7, 9 and 10 were identified from the genus of Ophiorrhiza for the first time. The results of free radical scavenging assays showed that compound 2 exhibited significant antioxidant activity with the half inhibitory concentration(IC50) of DPPH· and ·ABTS+ were 0.209 and 0.212 mmol/L, respectively.

Key words: Ophiorrhiza japonica Bl., antioxidant activities, extraction and isolation, chemical constituents, structure elucidation

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