中国中药杂志

2021, v.46(04) 944-950

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绵毛酸模叶蓼中2个新的蔗糖桂皮酸酯类化合物
Two new sucrose cinnamates from Polygonum lapathifolium var. salicifolium

陈志华;王国恩;江仁望;
CHEN Zhi-hua;WANG Guo-en;JIANG Ren-wang;Guangzhou Baiyunshan Guanghua Pharmaceutical Co.,Ltd.;Institute of Traditional Chinese Medicine and Natural Products,Jinan University;

摘要(Abstract):

采用硅胶柱色谱、ODS柱色谱和半制备高效液相等多种色谱分离技术,从绵毛酸模叶蓼的乙醇提取物中分离得到11个化合物,分别为7个蔗糖桂皮酸酯类化合物,3个苯丙素类化合物和1个内酯类化合物。根据一维、二维核磁共振及高分辨质谱等波谱数据鉴定了该系列化合物的结构,分别鉴定为(1,3-O-di-p-coumaroyl)-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside (1),(1,3-O-di-p-coumaroyl)-β-D-fructofuranosyl-(2→1)-(6-O-acetyl)-α-D-glucopyranoside (2),(3-O-feruloyl)-β-D-fructofuranosyl-(2→1)-(6-O-p-coumaroyl)-α-D-glucopyranoside (3),hydropiperoside (4),vanicoside C (5),(1,3-O-di-p-coumaroyl)-β-D-fructofuranosyl-(2→1)-(6-O-feruloyl)-α-D-glucopyranoside (6),vanicoside B (7),反式对羟基肉桂酸甲酯(8),反式对羟基肉桂酸乙酯(9),阿魏酸甲酯(10)和dimethoxydimethylphthalide (11)。其中化合物1和2为新的蔗糖桂皮酸酯类化合物,化合物1~11均为首次从该植物中分离得到。同时,对化合物1~9的抗氧化指数(ORAC)进行测定,结果显示这9个化合物均具有较强的体外抗氧化活性。其中化合物6(10μmol·L~(-1))的抗氧化能力最强,其ORAC为50μmol·L~(-1) Trolox的(1.60±0.05)倍。
Two new sucrose cinnamates(1 and 2) along with nine known compounds(3-11) were isolated from ethanol extract of Polygonum lapathifolium var. salicifolium by silica gel column chromatography, ODS column chromatography and semi-preparative HPLC. Their structures were elucidated by extensive spectroscopic methods including 1 D-and 2 D-NMR experiments, as well as HR-ESI-MS analysis. Eleven compounds(7 sucrose cinnamates, 3 phenylpropanoids and 1 lactone) were obtained and their structures were identified as(1,3-O-di-p-coumaroyl)-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside(1),(1,3-O-di-p-coumaroyl)-β-D-fructofuranosyl-(2→1)-(6-O-acetyl)-α-D-glucopyranoside(2),(3-O-feruloyl)-β-D-fructofuranosyl-(2→1)-(6-O-p-coumaroyl)-α-D-glucopyranoside(3), hydropiperoside(4), vanicoside C(5),(1,3-O-di-p-coumaroyl)-β-D-fructofuranosyl-(2→1)-(6-O-feruloyl)-α-D-glucopyranoside(6), vanicoside B(7),trans-p-hydroxycinnamic acid methyl ester(8), trans-p-hydroxycinnamic acid ethyl ester(9), methyl ferulate(10) and dimethoxydimethylphthalide(11), respectively. Compounds 1 and 2 were two new sucrose cinnamates, and compounds 1-11 were isolated from this plant for the first time. The antioxidant activities of the isolated compounds 1-9 were investigated by an oxygen radical absorbance capacity(ORAC) assay, and all nine compounds were found to show strong antioxidant activities. Among them, compound 6(10 μmol·L~(-1)) was the supreme one in antioxidant activities, with its ORAC value equivalent to(1.60±0.05) times of 50 μmol·L~(-1) Trolox.

关键词(KeyWords): 绵毛酸模叶蓼;化学成分;蔗糖桂皮酸酯;抗氧化
Polygonum lapathifolium var.salicifolium;chemical constituent;sucrose cinnamates;antioxidant activity

Abstract:

Keywords:

基金项目(Foundation): 广东省“珠江人才计划”本土创新科研团队项目(2017BT01Y036)

作者(Author): 陈志华;王国恩;江仁望;
CHEN Zhi-hua;WANG Guo-en;JIANG Ren-wang;Guangzhou Baiyunshan Guanghua Pharmaceutical Co.,Ltd.;Institute of Traditional Chinese Medicine and Natural Products,Jinan University;

Email:

DOI: 10.19540/j.cnki.cjcmm.20200717.201

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