1-aza-sugars from D-glucose. Preparation of 1-deoxy-5-dehydroxymethyl-nojirimycin, its analogues and evaluation of glycosidase inhibitory activity

被引:52
作者
Patil, NT
John, S
Sabharwal, SG
Dhavale, DD [1 ]
机构
[1] Univ Pune, Garware Res Ctr, Dept Chem, Pune 411007, Maharashtra, India
[2] Univ Pune, Div Biochem, Dept Chem, Pune 411007, Maharashtra, India
关键词
D O I
10.1016/S0968-0896(02)00073-1
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
D-Glucose derived pentodialdoses 11a-c on reduction followed by tosylation, azide displacement, hydrogenation and protection with -Cbz group gave N-Cbz protected compounds 14a-c, respectively, which on removal of 1,2-acetonide functionality and hydrogenation afforded corresponding 1-aza-sugars 3, 9 and 10 in good overall yields. The glycosidase inhibition activity of these 1-aza-sugars was tested with sweet almond as a rich source of different glycosidases. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2155 / 2160
页数:6
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