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[摘要]
目的 研究白花败酱草Patrinia villosa的化学成分及其抗氧化活性。方法 利用硅胶柱色谱、ODS柱色谱、葡聚糖凝胶柱色谱法进行分离,应用半制备高效液相色谱进行进一步的分离纯化,通过核磁共振技术等波谱数据鉴定化合物结构。采用DPPH法和ABTS法评价各化合物的体外抗氧化活性。结果 从白花败酱草70%乙醇提物中分离得到10个化合物,分别为绿原酸丁酯(1)、3,4-O-双咖啡酰奎尼酸甲酯(2)、木犀草素-7-O-芸香苷(3)、1β-O-β-D-glucopyranosy-15-O-(p-hydroxylphenylacetate)-5α,6βH-eudesma-3,11(13)-dien-12,6α-olide(4)、3,4-O-双咖啡酰奎尼酸乙酯(5)、4,5-O-双咖啡酰奎尼酸甲酯(6)、4,5-O-双咖啡酰奎尼酸正丁酯(7)、木犀草素-7-O-β-D-葡糖醛酸苷甲酯(8)、木犀草素-7-O-β-D-葡糖醛酸苷乙酯(9)、芹菜素-7-O-β-D-葡糖醛酸苷甲酯(10)。化合物3、8、9的清除DPPH自由基IC50分别为(23.95±0.71)、(73.09±0.33)、(25.06±0.65)μmol/L,其清除ABTS自由基IC50分别为(7.13±0.07)、(11.48±0.21)、(5.15±0.08)μmol/L。结论 除化合物3、8外,其余化合物均为首次从白花败酱草中分离得到。化合物3、8、9具有明确的体外抗氧化活性。
[Key word]
[Abstract]
Objective To study the antioxidant chemical constituents and antioxidant activity of Patrinia villosa. Methods The 70% ethanol-water extract of the herb was separated by silica gel column chromatography, ODS column chromatography and sephadex column chromatography. Then, the compound were further purified and extracted by semi-preparative HPLC. Their structures were elucidated by physiochemical property and spectral analysis. DPPH and ABTS methods were used to determine the antioxidant bioactivities of the isolated compounds. Results A total of ten compounds were isolated and synthesized, including chlorogenic acid butyl ester (1), 3,4-di-O-caffeoyl quinic acid methyl ester (2), luteolin-7-O-rutinoside (3), 1β-O-β-D-glucopyranosy-15-O-(p-hydroxylphenylacetate)-5α,6βH-eudesma-3,11(13)-dien-12,6α-olide (4), 3,4-di-O-caffeoyl quinic acid ethyl ester (5), 4,5-di-O-caffeoyl quinic acid methyl ester (6), 4,5-di-O-caffeoyl quinic acid n-butyl ester (7), luteolin-7-O-β-D-glucuronide methyl ester (8), luteolin-7-O-β-D-glucuronide ethyl ester (9), and apigenin-7-O-β-D-glucuronide methyl ester (10). The DPPH radical scavenging IC50 of compounds 3, 8, and 9 were (23.95 ±0.71), (73.09 ±0.33), and (25.06 ±0.65) μmol/L, respectively. The ABTS radical scavenging IC50 was (7.13 ±0.07), (11.48 ±0.21), (5.15 ±0.08) mol/L, respectively. Conclusion Eight compounds except compounds 3 and 8 are obtained from this species for the first time. Compounds 3, 8, and 9 had significant antioxidant activity.
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[基金项目]
国家自然科学基金项目(81303211);中国博士后科学基金项目(2013M540301);黑龙江省普通本科高等学校青年创新人才培养计划(UNPYSCT-2017201)