摘要
目的研究牛蒡Arctium lappa根中的黄酮苷类化学成分及其抗氧化活性,分析构效关系。方法采用重结晶、硅胶柱色谱、RP18柱色谱、Sephadex LH-20柱色谱和PHPLC等多种分离手段,对黄酮苷类化合物进行分离纯化,通过现代波谱学方法(NMR、ESI-MS)鉴定其结构,并采用DPPH法、ABTS法和FRAP法对分离得到的化合物进行抗氧化活性测试。结果从牛蒡根55%乙醇提取物中分离得到8个黄酮苷类化合物,分别鉴定为柚皮素-7-芸香糖苷(1)、橙皮苷(2)、淫羊藿苷(3)、芒柄花苷(4)、异芒柄花苷(5)、新甘草苷(6)、新异甘草苷(7)、甘草苷(8);经3种不同方法测试,分析了这一类化合物的抗氧化活性构效关系。结论化合物3为首次从该植物中分离得到,其他化合物均为首次从该属植物中分离得到;化合物1和8显示出较强抗氧化活性;黄酮的B环上的3′-OH和4′-OCH3结构具有较高电子离域并且能形成氢键,很大程度提高了其结构的稳定性,增强了其抗氧化活性。
Objective To investigate the flavonoid glycoside compounds from the roots of Arctium lappa and their structure-activity relationship （SAR） of anti-oxidantion. Methods The compounds were isolated by column chromatography over silica gel, RP-C18, Sephadex LH-20, and PHPLC. Their structures were elucidated by spectroscopic analysis and their anti-oxidant activities were evaluated by DPPH, ABTS, and FRAP assays. Results Eight flavonoid glycoside compounds were isolated from 55% ethanol extract in the roots of A. lappa, which were identified as nairutin （1）, hesperidin （2）, icariin （3）, ononin （4）, isoononin （5）, neoliquiritin （6）, neoisoliquiritin （7）, and liquiritin （8）. The anti-oxidant activities of these compounds were tested by three different methods （DPPH, ABTS, and FPAR）, and their SAR were further analyzed. Conclusion Compound 3 is isolated from the roots ofA. lappa for the first time, all others were from the plants ofArctium L. for the first time; Compounds 1 and 8 have shown the strongest anti-oxidant activity; The -OH on C-Y and -OCH3 on C-4＇ in the B ring in regard to the anti-oxidant activity of these compounds by participating in electron delocalization and hydrogen bonding.
出处
《中草药》
CAS
CSCD
北大核心
2016年第5期726-731,共6页
Chinese Traditional and Herbal Drugs
基金
国家科技重大专项(2014ZX09J14101-05C)
关键词
牛蒡根
黄酮苷类
抗氧化
构效关系
柚皮素-7-芸香糖苷
甘草苷
roots ofArctium lappa
flavonoid glycoside
anti-oxidant activity
structure-activity relationship
nairutin
liquiritin
作者简介
蒋晓文，男，硕士研究生，从事天然药物化学研究。E-mail：13840267257@163．com
通信作者赵庆春，男，博士生导师，研究方向为基于靶点的天然活性产物的发现及作用机制研究。Tel：（024）28856205E-mail：zhaoqingchun1967@163．com
