摘要
采用破碎、溶剂提取、萃取粗分离、硅胶和Sephadex LH-20凝胶柱色谱以及制备HPLC等纯化技术,从购自市场的巨峰葡萄籽中分离得到8个化合物。通过波谱分析并参考文献数据鉴定其结构分别为儿茶素（1）、表儿茶素（2）、槲皮素（3）、没食子酸乙酯（4）、rel-（2S,3R）-2-（4-羟基-3-甲氧基苯基）-3-（羟甲基）-5-（3-羟丙基）-2,3-二氢苯并呋喃-7-醇（5）、rel-（2α,3β）-7-O-methylcedrusin（6）、rel-（1R,2S）-1-（4-羟基-3-甲氧基苯基）-2-（4-（3-羟丙基）-2-甲氧基苯氧基丙烷-1,3-二醇（7）和（＋）-isolariciresinol（8）。化合物5~8为首次从葡萄籽中分离得到的系列木脂素类化合物,其中,5和6为苯并呋喃-8,3＇-新木脂烷型木脂素,7为8,4＇-氧新木脂烷型木脂素,8为8,8＇：2,7＇-环木脂烷型木脂素。通过体外抗氧化细胞模型实验评价发现,与具有较强抗氧化能力的化合物1和2相比,木脂素类化合物6也能明显提高RAW264.7细胞超氧化物岐化酶的活性,显示出较好的抗氧化能力。
Taking application of some isolation and purification technologies,including crushing,solvent extraction,preliminary solvent isolation,column chromatographies over silica gel and Sephadex LH-20 gel and preparative HPLC,8 compounds were obtained from the seeds of Jufeng grape sourced from market. Their structures were identified by spectroscopic methods and comparison with literature values as Catechin（ 1）,Epicatechin（ 2）,quercetin（ 3）,ethylgallate（ 4）,rel-（ 2S,3R）-2-（ 4-hydroxy-3-methoxyphenyl）-3-（ hydroxymethyl）-5-（ 3-hydroxypropyl）-2,3-dihydrobenzofuran-7-ol（ 5）,rel-（ 2α,3β）-7-O-methylcedrusin（ 6）,rel-（ 1R,2S）-1-（ 4-hydroxy-3-methoxyphenyl）-2-（ 4-（ 3-hydroxypropyl）-2-methoxyphenoxy） propane-1,3-diol（ 7）,and（ ＋）-isolariciresinol（ 8）,respectively. Compounds 5-8 were serial lignans isolated from the seeds of grape for the first time. Structurally,5 and 6 belong in benzofuran-8,3＇-neolignans,7 in 8,4＇-oxyneolignan,and 8 in 8,8＇： 2,7＇-cyclolignan. According to in vitro activity evaluation conducted in cell model,compound 6 showed significant anti-oxidative ability,with the activity of RAW264. 7 cell superoxide dismutase being raised evidently in the test as compared with the positive anti-oxidative agents,compounds 1 and 2.
出处
《中国中药杂志》
CAS
CSCD
北大核心
2015年第21期4208-4211,共4页
China Journal of Chinese Materia Medica
基金
国家"重大新药创制"科技重大专项(2012ZX09301002-002)
天然药物活性物质与功能国家重点实验室开放课题(KF-2013-005)
关键词
巨峰葡萄籽
木脂素
抗氧化
seeds of Jufeng grape
lignans
anti-oxidation
