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

页码：1789 / 1792

页数：4

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