Biological activities of 3,4,5-trihydroxypiperidines and their N- and O-derivatives

被引：29

作者：

Prichard, Kate ^{[1
,2
]}

Campkin, David ^{[1
,2
]}

O'Brien, Nicholas ^{[1
,2
]}

Kato, Atsushi ^{[3
]}

Fleet, George W. J. ^{[4
]}

Simone, Michela I. ^{[1
,2
]}

机构：

[1] Univ Newcastle, Discipline Chem, Callaghan, NSW, Australia

[2] Univ Newcastle, Prior Res Ctr Chem Biol & Clin Pharmacol, Callaghan, NSW, Australia

[3] Univ Toyama, Dept Hosp Pharm, Toyama, Japan

[4] Univ Oxford, Chem Res Lab, Oxford, England

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2018年 / 92卷 / 01期

关键词：

anti-bacterial; anti-diabetes; glycosidase; iminosugar; immunosuppressant; lysosomal disease; piperidine; ACID BETA-GLUCOSIDASE; MIT STICKSTOFFHALTIGEM RING; LYSOSOMAL STORAGE DISORDERS; ALPHA-L-FUCOSIDASE; PHARMACOLOGICAL CHAPERONES; GAUCHER-DISEASE; GLYCOSIDASE INHIBITORS; IMMUNOSUPPRESSIVE AGENTS; SELECTIVE INHIBITORS; IMINOSUGARS;

D O I：

10.1111/cbdd.13182

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：

3,4,5-Trihydroxypiperidines belong to the family of 1,5-dideoxy-1,5-iminosugar natural products and are structural analogues of pentose monosaccharides in the pyranose form. The biological activities of these apparently structurally simple molecules and their N- and O-alkylated and -arylated derivatives are no less remarkable than their C-6 hydroxymethyl counterparts of the hexoses (such as 1-deoxynojirimycin, DNJ). Their biological profiles indicate that the hydroxymethyl branch is crucial to neither potency nor selectivity, with O-alkylation demonstrated to produce exquisite selectivity extending beyond glycosidase inhibition, to immunosuppressant and antibacterial activities.

引用

页码：1171 / 1197

页数：27

共 65 条

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