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来自玉竹的抗氧化同型异黄酮类化合物。

Antioxidant homoisoflavonoids from Polygonatum odoratum.

作者信息

Zhou Xiaoling, Yuping Zhang, Zhao Huading, Liang Junsheng, Zhang Yi, Shi Shuyun

机构信息

Hunan Academy of Forest Sciences, Changsha 410004, PR China; Key Laboratory of Hunan Tree Clones Breeding, Changsha 410004, PR China.

College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, PR China.

出版信息

Food Chem. 2015 Nov 1;186:63-8. doi: 10.1016/j.foodchem.2015.02.058. Epub 2015 Feb 18.

Abstract

Polygonatum odoratum is widely used as a traditional food supplement and herbal medicine with strong antioxidant activity. However, systematic investigation of its antioxidants was limited. Ethanol extract of P. odoratum was fractioned on macroporous absorptive resin (D101) column. A bioassay-guided purification of flavonoid-rich fraction (IC50 value at 74.1 ± 11.9 μg/mL for DPPH scavenging) was realised via high-speed counter-current chromatography (HSCCC) using petroleum ether-ethyl acetate-methanol-water (2:3:3:2, v/v/v/v) as the solvent system combination with Sephadex LH-20 column chromatography (CC) eluting with MeCN-MeOH (1:1, v/v). Three novel homoisoflavonoids (1-3), along with eight homoisoflavonoids (4-11), were isolated. Their structures were elucidated by interpretating various spectroscopic data. All the isolated homoisoflavonoids showed potent antioxidant activities, while compounds 1, 4, and 6 with dihydroxylated B-rings exhibited stronger antioxidant activities (IC50 values at 3.8 ± 0.5, 4.9 ± 0.3 and 3.9 ± 0.4 μg/mL) than ascorbic acid (IC50 value at 5.3 ± 0.6 μg/mL).

摘要

玉竹作为一种传统的食品补充剂和具有强大抗氧化活性的草药被广泛使用。然而,对其抗氧化剂的系统研究有限。玉竹乙醇提取物在大孔吸附树脂(D101)柱上进行分离。通过高速逆流色谱(HSCCC),以石油醚 - 乙酸乙酯 - 甲醇 - 水(2:3:3:2,v/v/v/v)为溶剂系统,并结合用乙腈 - 甲醇(1:1,v/v)洗脱的葡聚糖凝胶LH - 20柱色谱(CC),实现了对富含黄酮类成分(DPPH清除的IC50值为74.1±11.9μg/mL)的生物测定导向纯化。分离出了三种新型高异黄酮(1 - 3)以及八种高异黄酮(4 - 11)。通过解释各种光谱数据阐明了它们的结构。所有分离出的高异黄酮都表现出强大的抗氧化活性,而具有二羟基化B环的化合物1、4和6表现出比抗坏血酸(IC50值为5.3±0.6μg/mL)更强的抗氧化活性(IC50值分别为3.8±0.5、4.9±0.3和3.9±0.4μg/mL)。

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