Synthetic Routes to 3,4,5-Trihydroxypiperidines via Stereoselective and Biocatalysed Protocols, and Strategies to N- and O-Derivatisation

Title: Synthetic Routes to 3,4,5-Trihydroxypiperidines via Stereoselective and Biocatalysed Protocols, and Strategies to N- and O-Derivatisation
Creator: Prichard, Kate L.; O'Brien, Nicholas; Ghorbani, Mahdi; Wood, Adam; Barnes, Evan; Kato, Atsushi; Houston, Todd A.; Simone, Michela I.
Relation: European Journal of Organic Chemistry Vol. 2018, Issue 48, p. 6830-6842
Publisher Link: http://dx.doi.org/10.1002/ejoc.201801011
Publisher: Wiley-VCH Verlag GmbH & Co. KGaA
Resource Type: journal article
Date: 2018
Description: Stereoselective and biocatalysed synthetic routes to 3,4,5-trihydroxypiperidines and their N- and O-derivatisations are reviewed. These iminosugars effectively modulate glycosidase enzymes and display biological activities in immunosuppression, as anti-inflammatory agents and as anti-viral agents. Syntheses to these building blocks and their N- and O-derivatives are predicted to produce drug leads of high Fsp3 index. This is also crucial in the collection of structure-activity relationship data, particularly for diseases dependant on glycosidase modulation.
Subject: iminosugar; 3,4,5-trihydroxypiperidine; glyosidase; stereoselectivity; biocatalysis
Identifier: http://hdl.handle.net/1959.13/1441319
Identifier: uon:41388
Identifier: ISSN:1434-193X
Language: eng
Reviewed