Novel easily accessible glucosidase inhibitors: 4-hydroxy-5-alkoxy-1,2-cyclohexanedicarboxylic acids.
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 Penicilliumcanescens. 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 beta-glucosidase by lengthening the alkoxy group of the inhibitor.
Brazdova
Barbora
B
Department of Chemistry, University of the Pacific, Stockton, CA 95211, USA.
Tan
Nikmala S
NS
Samoshina
Nataliya M
NM
Samoshin
Vyacheslav V
VV
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001236:Aspergillus oryzae / Q000187:drug effects*; D003509:Cyclohexanecarboxylic Acids / Q000737:chemistry*; D003998:Dicarboxylic Acids / Q000737:chemistry*; D005959:Glucosidases / Q000037:antagonists & inhibitors*; D006880:Hydroxy Acids / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D010407:Penicillium / Q000187:drug effects*
D000935:Antifungal Agents; D003509:Cyclohexanecarboxylic Acids; D003998:Dicarboxylic Acids; D006880:Hydroxy Acids; C534517:cyclohexane-1,2-dicarboxylic acid; D005959:Glucosidases