Prenylflavonoids from Glycyrrhiza uralensis and their protein tyrosine phosphatase-1B inhibitory activities

被引：75
|
作者：
Li, Songpei [1 ]
Li, Wei [1 ]
Wang, Yinghua [2 ]
Asada, Yoshihisa [3 ]
Koike, Kazuo [1 ]
机构：
[1] Toho Univ, Fac Pharmaceut Sci, Chiba 2748510, Japan
[2] Ningxia Inst Drug Control, Yinchuan 750004, Peoples R China
[3] Tokyo Univ Sci, Fac Pharmaceut Sci, Chiba 2788510, Japan
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 18期
关键词：
Glycyrrhiza uralensis; Flavonoids; Protein tyrosine phosphatase-1B; SIGNAL-TRANSDUCTION; CONSTITUENTS; LICORICE; OBESITY; PTP1B; ACTS;
D O I：
10.1016/j.bmcl.2010.07.110
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Two new 2-arylbenzofurans, glycybenzofuran (1) and cyclolicocoumarone (2), together with 10 known flavonoids including licocoumarone (3), glycyrrhisoflavone (4), glisoflavone (5), cycloglycyrrhisoflavone (6), isoliquiritigenin (7), licoflavone A (8), apigenin (9), isokaempferide (10), glycycoumarin (11), and isoglycycoumarin (12), were isolated from the roots of Glycyrrhiza uralensis and their structures were determined by extensive spectroscopic analyses. Compounds 1 and 5 showed significant protein tyrosine phosphatase-1B (PTP1B) inhibitory activity in vitro with the IC50 values of 25.5 and 27.9 mu M, respectively. The structure-activity relationship indicated that the presence of prenyl group and ortho-hydroxy group is important for exhibiting the activity. Kinetic analysis indicated that compound 1 inhibits PTP1B by a competitive mode, whereas compound 5 by a mixed mode. (c) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5398 / 5401
页数：4
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