Diazaspiro-iminosugars and polyhydroxylated spiro-bislactams: synthesis, glycosidase inhibition and molecular docking studies

被引:12
作者
Parihar, Vijay Singh [1 ,2 ]
Pawar, Nitin J. [1 ,2 ]
Ghosh, Sougata [3 ]
Chopade, Balu [3 ]
Kumbhar, Navanath [1 ,2 ]
Dhavale, Dilip D. [1 ,2 ]
机构
[1] Savitribai Phule Pune Univ, Garware Res Ctr, Dept Chem, Pune 411007, Maharashtra, India
[2] Univ Pune, Pune 411007, Maharashtra, India
[3] Savitribai Phule Pune Univ, Dept Microbiol, Pune 411007, Maharashtra, India
关键词
PIPERIDINE; AZASPIROCYCLES; DERIVATIVES; MECHANISM; DESIGN; POTENT;
D O I
10.1039/c5ra09584k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synthesis of a new class of iminosugars 1-4 has been reported. The Jocic-Reeve and Corey-Link approach with alpha-D-glucofuranos-3-ulose 5 afforded 3-azidoaldehyde 7 that was converted to the gamma-lactam 9. Reductive aminocyclisation and Schmidt-Boyer reactions were used to get spiro-iminosugars 1-4 which showed selective and potent glycosidase inhibitory activities. Molecular docking studies support the activity data.
引用
收藏
页码:52907 / 52915
页数:9
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