Abstract
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.
Original language | English |
---|---|
Pages (from-to) | 1171-1197 |
Number of pages | 27 |
Journal | Chemical Biology and Drug Design |
Volume | 92 |
Issue number | 1 |
DOIs | |
State | Published - 2018/07 |
Keywords
- anti-bacterial
- anti-diabetes
- glycosidase
- iminosugar
- immunosuppressant
- lysosomal disease
- piperidine
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Pharmacology
- Drug Discovery
- Organic Chemistry