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从蓼蓝(Polygonum tinctorium Lour)叶中鉴定新的黄酮醇 O-糖苷及其对 3-羟基-3-甲基戊二酰辅酶 A 还原酶的抑制活性。

Identification of new flavonol O-glycosides from indigo (Polygonum tinctorium Lour) leaves and their inhibitory activity against 3-hydroxy-3-methylglutaryl-CoA reductase.

作者信息

Kimura Hideto, Tokuyama Shota, Ishihara Tomoe, Ogawa Satoshi, Yokota Kazushige

机构信息

Department of Research and Development, Kotobuki Seika Co., Ltd., 2028 Hatagasaki, Yonago, Tottori 683-0845, Japan.

Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University, 1060 Nishikawatsu-cho, Matsue, Shimane 690-8504, Japan; The United Graduate School of Agricultural Sciences, Tottori University, 4-101 Koyama-minami, Tottori-shi, Tottori 680-8553, Japan.

出版信息

J Pharm Biomed Anal. 2015 Apr 10;108:102-12. doi: 10.1016/j.jpba.2015.02.005. Epub 2015 Feb 16.

DOI:10.1016/j.jpba.2015.02.005
PMID:25734526
Abstract

Indigo plant (Polygonum tinctorium Lour) has been utilized as a medicinal plant with a variety of biological activities. We have recently detected higher levels of flavonoids in indigo leaves. This study was undertaken to conduct the simultaneous analysis of those flavonoids using total extracts from indigo leaves by ultra-performance liquid chromatography-electrospray ionization-time-of-flight/mass spectrometry(E) (UPLC-ESI-TOF/MS(E)). The analysis by UPLC-ESI-TOF/MS(E) allowed us to determine 11 peaks of flavonoid species. The chemical structures of these compounds were identified as flavonol O-glycosides with different types of aglycones by the combination of spectroscopic and chemical methods. The predominant compounds were flavonol O-glycosides with 3,5,4'-trihydroxy-6,7-methylenedioxyflavone as an aglycone. Of these, three compounds were elucidated as new compounds. All the isolated flavonol O-glycosides exhibited the inhibitory activity against 3-hydroxy-3-methylglutaryl-CoA reductase in a dose-dependent manner with different potencies. Taken together, our results suggest the potential usefulness of the major flavonol O-glycosides from indigo leaves in controlling cholesterol biosynthesis.

摘要

蓼蓝(Polygonum tinctorium Lour)作为一种具有多种生物活性的药用植物而被利用。我们最近检测到蓼蓝叶中黄酮类化合物含量较高。本研究旨在通过超高效液相色谱-电喷雾电离-飞行时间/质谱联用仪(UPLC-ESI-TOF/MS(E)),使用蓼蓝叶的总提取物对这些黄酮类化合物进行同步分析。通过UPLC-ESI-TOF/MS(E)分析,我们确定了11个黄酮类化合物峰。通过光谱和化学方法相结合,确定这些化合物的化学结构为具有不同类型苷元的黄酮醇O-糖苷。主要化合物是苷元为3,5,4'-三羟基-6,7-亚甲二氧基黄酮的黄酮醇O-糖苷。其中,三种化合物被鉴定为新化合物。所有分离得到的黄酮醇O-糖苷均以不同的效力呈剂量依赖性地表现出对3-羟基-3-甲基戊二酰辅酶A还原酶的抑制活性。综上所述,我们的结果表明蓼蓝叶中主要的黄酮醇O-糖苷在控制胆固醇生物合成方面具有潜在的用途。

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