Synthesis and glycosidase inhibitory activity of enantiopure polyhydroxylated octahydroindoles and decahydroquinolines, analogs to castanospermine

被引:22
|
作者
Gravier-Pelletier, C [1 ]
Maton, W [1 ]
Bertho, G [1 ]
Le Merrer, Y [1 ]
机构
[1] Univ Paris 05, Chim & Biochim Pharmacol & Toxicol Lab, CNRS, UMR 8601, F-75270 Paris 06, France
关键词
alkaloid; azasaccharide; bicyclic compounds; castanospermine; glycosidase; octahydroindole; decahydroquinoline; reductive amination;
D O I
10.1016/j.tet.2003.09.044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of new enantiopure polyhydroxylated octahydroindoles and decahydroquinolines, analogs to castanospermine, via a double reductive amination of enantiopure cyclic ketoaldehyde, and their inhibitory activity against alpha- or beta-D-glucosidases, alpha-D-mannosidase and alpha-L-fucosidase are described. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8721 / 8730
页数:10
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