Synthesis of andrographolide derivatives:: A new family of α-glucosidase inhibitors

被引：82

作者：

Xu, Hai-Wei ^{[1
]}

Dai, Gui-Fu ^{[1
]}

Liu, Gai-Zhi ^{[1
]}

Wang, Jun-Feng ^{[1
]}

Liu, Hong-Min ^{[1
]}

机构：

[1] Zhengzhou Univ, New Drug Res & Dev Ctr, Zhengzhou 450052, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2007年 / 15卷 / 12期

关键词：

synthesis; glucosidase inhibitor; andrographolide derivative;

D O I：

10.1016/j.bmc.2007.03.063

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Andrographolide (1), the cytotoxic agent of the plant Andrographis paniculata, was subjected to semi-synthetic studies leading to a series of new derivatives, a novel family of glucosidase inhibitors. Nicotination of 3,19-hydroxyls in 15-alkylidene andrographolide derivatives (9) was favorable to alpha-glucosidase inhibition activity. Among them, 15-p-chlorobenzylidene-14-deoxy-11,12-didehydro-3,19-dinicotinateandrographolide (11c) was a very potent inhibitor against alpha-glucosidase with an IC50 value of 6 mu M. However, all compounds concerned for beta-glucosidase showed no inhibition. All compounds synthesized were characterized by the analysis of NMR, IR, HRMS spectra and the stereochemistry of 2 was confirmed by X-ray analysis. (C) 2007 Published by Elsevier Ltd.

引用

页码：4247 / 4255

页数：9

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