Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 5, 2019
Previous Article Next Article

Design, synthesis and glycosidase inhibition studies of novel triazole fused iminocyclitol-δ-lactams

Author affiliations

Abstract

Synthesis of novel triazole fused iminocyclitol-δ-lactams is described. The synthetic sequence involves the intermolecular [3 + 2] cycloaddition reaction of five-membered iminocyclitol derived azides with diethylacetylene dicarboxylate followed by intramolecular lactamisation, decarboxylation/reduction and final deprotection. Compound 3 is found to be a selective inhibitor of α-glucosidase from baker's yeast while two other compounds (2 and 4) that possess an additional hydroxymethyl group in the triazole ring are selective against β-galactosidase from E. coli. Docking studies suggest the significance of the lactam carbonyl group for effective binding of these inhibitors with the active sites through hydrogen bonding.

Graphical abstract: Design, synthesis and glycosidase inhibition studies of novel triazole fused iminocyclitol-δ-lactams

Back to tab navigation

Supplementary files

Publication details

The article was received on 12 Dec 2018, accepted on 02 Jan 2019 and first published on 03 Jan 2019


Article type: Paper
DOI: 10.1039/C8OB03084G
Citation: Org. Biomol. Chem., 2019,17, 1130-1140

  •   Request permissions

    Design, synthesis and glycosidase inhibition studies of novel triazole fused iminocyclitol-δ-lactams

    V. Santhanam, P. Pant, B. Jayaram and N. G. Ramesh, Org. Biomol. Chem., 2019, 17, 1130
    DOI: 10.1039/C8OB03084G

Search articles by author

Spotlight

Advertisements