瑞香狼毒花化学成分及其抗氧化活性研究  

Chemical constitutents from flowers of Stellera chamaejasme and their antioxidant activity

作　　者：周蕙祯 汤良杰 龚宇 罗伟 李丽梅 陈胡兰[1] ZHOU Hui-zhen;TANG Liang-jie;GONG Yu;LUO Wei;LI Li-mei;CHEN Hu-lan(Key Laboratory of Standardization of Chinese Herbal Medicines,Ministry of Education,State Key Laboratory Breeding Base of Systematic Research,Development and Utilization of Chinese Medicine Resources,Co-construction by Province and Ministry,School of Pharmacy,Chengdu University of Traditional Chinese Medicine,Chengdu 611137,China;School of Pharmacy,Southwest Minzu University,Chengdu 610041,China)

机构地区：[1]成都中医药大学药学院,中药材标准化教育部重点实验室,四川省中药资源系统研究与开发利用重点实验室-省部共建国家重点实验室培育基地,四川成都611137 [2]西南民族大学药学院,四川成都610041

出　　处：《中草药》2020年第9期2395-2401,共7页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金资助项目(31870341);四川省青年科技创新研究团队专项计划项目(2016TD0006)。

摘　　要：目的研究瑞香狼毒Stellera chamaejasme花中黄酮和木脂素类化学成分及其抗氧化活性,分析构效关系。方法利用大孔吸附树脂、正反相硅胶、SephadexLH-20等色谱分离材料,通过柱色谱和高效液相色谱等分离方法进行分离纯化,运用核磁共振(NMR)、质谱(MS)等波谱技术鉴定化合物结构,并采用FRAP法、DPPH法和ABTS法对分离得到的化合物进行体外抗氧化活性测试。结果从瑞香狼毒花甲醇提取物中分离鉴定了12个化合物,分别鉴定为艾黄素(1)、槲皮素(2)、isoscutellarein-8-O-β-D-glucuronopyranoside(3)、槲皮素-3-O-β-D-葡萄糖苷(4)、紫云英苷(5)、hypolaetin-8-O-β-D-glucuronopyranoside(6)、kaempferol 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-xylopyranoside(7)、rel-(3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6,6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4′-diol(8)、马台树脂醇(9)、乌拉尔醇(10)、环黄芪醇(11)、松脂醇(12)。抗氧化活性实验表明,黄酮和木脂素类化合物均显示了较强的抗氧化活性。结论化合物1、3、5~7和10为首次从该植物中分离得到;化合物2、4、5和10表现出显著的抗氧化活性,其中黄酮类化合物C-3或C-8位连有糖链会降低其抗氧化活性。Objective To investigate the flavonoids and lignans from the flowers of Stellera chamaejasme and their structure-activity relationship(SAR)of antioxidant activity.Methods The compounds were isolated by column chromatography and HPLC packed with macroporous resin,silica gel,and Sephadex LH-20.Their structures were elucidated by spectroscopic analysis.Their anti-oxidant activities in vitro were evaluated by DPPH,ABTS,and FRAP assays.Results Twelve compounds were isolated from the flowers of S.chamaejasme,and identified as artemisetin(1),quercetin(2),isoscutellarein-8-O-β-D-glucuronopyranoside(3),quercetin-3-O-β-Dglucopyranoside(4),astragalin(5),hypolaetin-8-O-β-D-glucuronopyranoside(6),kaempferol 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-xylopyranoside(7),rel-(3 R,3′S,4 R,4′S)-3,3′,4,4′-tetrahydro-6,6′-dimethoxy[3,3′-bi-2 H-benzopyran]-4,4′-diol(8),matairesinol(9),uralenol(10),cycloastragenol(11),and(+)-pinoresinol(12).Conclusion Compounds 1,3,5-7,and 10 are isolated from this plant for the first time,and compounds 2,4,5,and 10 showed significant antioxidant activity,and the SAR analysis suggested that the glycosylation at the C-8 or C-3 position of flavonoids could weaken their antioxidant activity.

关 键 词：瑞香狼毒花 黄酮 木脂素 抗氧化活性 艾黄素 槲皮素 槲皮素-3-O-β-D-葡萄糖苷 紫云英苷 乌拉尔醇 

分 类 号：R284.1[医药卫生—中药学]