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Updated: May 11, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Concise synthesis of (-)-steviamine and analogues and their glycosidase inhibitory activities
Nadechanok Jiangseubchatveera1, Marc E Bouillon, Boonsom Liawruangrath
1School of Chemistry, University of Wollongong, Wollongong, New South Wales 2522, Australia.
Abstract:
A concise synthesis of (-)-steviamine is reported along with the synthesis of its analogues 10-nor-steviamine, 10-nor-ent-steviamine and 5-epi-ent-steviamine. These compounds were tested against twelve glycosidases (at 143 μg mL(-1) concentrations) and were found to have in general poor inhibitory activity against most enzymes. The 10-nor analogues however, showed 50-54% inhibition of α-L-rhamnosidase from Penicillium decumbens while one of these, 10-nor-steviamine, showed 51% inhibition of N-acetyl-β-D-glucosaminidase (from Jack bean) at the same concentration (760 μM).
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