A new access to polyhydroxy piperidines of the azasugar class: synthesis and glycosidase inhibition studies

被引：55

作者：

Pandey, G ^{[1
]}

Kapur, M

Khan, MI

Gaikwad, SM

机构：

[1] Natl Chem Lab, Div Organ Chem Synth, Pune 411008, Maharashtra, India

[2] Natl Chem Lab, Div Biochem Sci, Pune 411008, Maharashtra, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2003年 / 1卷 / 19期

关键词：

D O I：

10.1039/b307455b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthetic strategy has been devised to access a variety of polyhydroxylated piperidines belonging to the azasugar class of glycosidase inhibitors. The key precursor (3aR, 7aR)-5-benzyl- 2,2-dimethyl-7-methylenehexahydro[ 1,3] dioxo[4,5-c] pyridine is obtained by photoinduced electron transfer ( PET) cyclization of the corresponding alpha-trimethylsilylmethylamine radical cation to the tethered acetylene functionality. The new molecules have been evaluated for inhibitory properties for certain beta-glycosidases and have been found to be moderate to weak inhibitors of the enzymes under study.

引用

页码：3321 / 3326

页数：6

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