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穗状木蓝根部的多种黄酮类化合物。

Diverse Flavonoids from the Roots of Indigofera stachyodes.

作者信息

Lou Huayong, Liu Hanfei, Wang Huan, Zhao Yumin, Huang Lei, Fu Jian, Hao Xiaojiang, Pan Weidong

机构信息

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang, 550014, P. R. China.

The Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences/, Guizhou Provincial Engineering Research Center for Natural Drugs, Guiyang, 550014, P. R. China.

出版信息

Chem Biodivers. 2022 Oct;19(10):e202200676. doi: 10.1002/cbdv.202200676. Epub 2022 Sep 26.

Abstract

Three new flavonoids, 4'-O-β-D-glucopyranosyl-2S,3R-3,7-dihydroxy-3'-methoxyflavan (1), (3R)-7,4'-dihydroxy-5,3'-methoxychalcone (2), (3S)-7,2',3'-trihydroxy-6,4'-dimethoxylisoflavan (3), and one new natural occurring product, (3S)-6,2',3'-trihydroxy-7,4'-dimethoxylisoflavan (4), together with eleven known ones (5-15), were isolated from the roots of Indigofera stachyodes. The structures of these compounds were confirmed by UV, IR, MS, and NMR spectroscopic analysis. The absolute configurations of new compounds were elucidated by ECD spectra and chemical method. All the isolated flavonoids were screened for their antioxidant abilities to scavenge DPPH and ABTS . As results, compounds 2-4, 10, and 15 exhibited remarkable scavenging activity against both ABTS and DPPH, with the IC values less than 20 μM. In addition, compounds 1, 6-9, and 13 exhibited potential antioxidant scavenging activities, IC values were in the range of 17.96∼85.91 μM.

摘要

从长穗木蓝的根部分离得到了三种新黄酮类化合物,4'-O-β-D-吡喃葡萄糖基-2S,3R-3,7-二羟基-3'-甲氧基黄烷(1)、(3R)-7,4'-二羟基-5,3'-甲氧基查耳酮(2)、(3S)-7,2',3'-三羟基-6,4'-二甲氧基异黄烷(3),以及一种新的天然产物(3S)-6,2',3'-三羟基-7,4'-二甲氧基异黄烷(4),还有十一种已知化合物(5 - 15)。通过紫外、红外、质谱和核磁共振光谱分析确定了这些化合物的结构。通过电子圆二色光谱和化学方法阐明了新化合物的绝对构型。对所有分离得到的黄酮类化合物进行了清除DPPH和ABTS自由基的抗氧化能力筛选。结果表明,化合物2 - 4、10和15对ABTS和DPPH均表现出显著的清除活性,IC值小于20 μM。此外,化合物1、6 - 9和13表现出潜在的抗氧化清除活性,IC值在17.96∼85.91 μM范围内。

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