- Abstract:
-
Noeuromycin is a highly potent albeit unstable glycosidase inhibitor due to its hemiaminal function. While stable D-gluco-like analogs have been reported, no data are available for D-manno-like structures. A series of tri- and tetrahydroxylated seven-membered iminosugars displaying either a D-manno-or a L-gulo-like configuration, were synthesized from methyl α-D-mannopyranoside using a reductive amination-mediated ring expansion as the key step. Screening towards a range of commercial glycosi...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1016/j.bmc.2010.09.053
-
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- Journal:
- Bioorganic and medicinal chemistry
- Volume:
- 20
- Issue:
- 2
- Pages:
- 641-649
- Publication date:
- 2012-01-05
- DOI:
- EISSN:
-
1464-3391
- ISSN:
-
0968-0896
- URN:
-
uuid:062c1db8-a4fd-4859-af0a-546383a64264
- Source identifiers:
-
254413
- Local pid:
- pubs:254413
- Language:
- English
- Keywords:
- Copyright date:
- 2012
Journal article
Towards a stable noeuromycin analog with a D-manno configuration: synthesis and glycosidase inhibition of D-manno-like tri- and tetrahydroxylated azepanes.
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