Synthesis of tartaric acid analogues of FR258900 and their evaluation as glycogen phosphorylase inhibitors

被引：7
|
作者：
Varga, Gergely [1 ]
Docsa, Tibor [2 ]
Gergely, Pal [2 ]
Juhasz, Laszlo [1 ]
Somsak, Laszlo [1 ]
机构：
[1] Univ Debrecen, Fac Sci & Technol, Dept Organ Chem, H-4010 Debrecen, Hungary
[2] Univ Debrecen, Med & Hlth Sci Ctr, Dept Med Chem, H-4032 Debrecen, Hungary
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 06期
关键词：
FR258900; Tartaric acid derivatives; Diabetes; Glycogen phosphorylase; Inhibitor; TARGETING SUBUNIT; INTEGRASE;
D O I：
10.1016/j.bmcl.2013.01.042
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Di-O-cinnamoylated, -p-coumaroylated, and -feruloylated D-, L- and meso-tartaric acids were synthesized as analogues of the natural product FR258900, a glycogen phosphorylase (GP) inhibitor with in vivo anti-hyperglycaemic activity. The new compounds inhibited rabbit muscle GP in the low micromolar range, and bound to the allosteric site of the enzyme. The best inhibitor was 2,3-di-O-feruloyl meso-tartaric acid and had K-i values of 2.0 mu M against AMP (competitive) and 3.36 mu M against glucose-1-phosphate (non-competitive). (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1789 / 1792
页数：4
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