Journal
CARBOHYDRATE RESEARCH
Volume 344, Issue 3, Pages 311-321Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2008.11.009
Keywords
Glycosidase inhibitors; Lipophilic group effect; Carbasugars; Cyclohexane dicarboxylic acids
Funding
- University of the Pacific
- Dean's Undergraduate Research Award from UOP
- Department of Chemistry, UOP
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Glycosidases are very important enzymes involved in a variety of biochemical processes with a special importance to biotechnology, food industry, and pharmacology. Novel structurally simple inhibitors derived from cyclohexane-1,2-dicarboxylic acids were synthesized and tested against several fungal glycosidases from Aspergillus oryzae and Penicillium canescens. The presence of at least two carboxylic groups and one hydroxy group was essential for efficient inhibition. Significant selective inhibition was observed for alpha- and beta-glucosidases, the magnitude of which depended on the configuration of substituents; inhibition increased for p-glucosidase by lengthening the alkoxy group of the inhibitor. (C) 2008 Elsevier Ltd. All rights reserved.
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