Abstract
Synthesis and evaluation of four diastereomers (9a, 9b, 9c and 9d) of kotalanol, a potent α-glucosidase inhibitor isolated from an Ayurvedic medicinal plant Salacia species, are described. Stereo-inversion at C-3' and C-4' of kotalanol (2) caused significant decrease of the inhibitory activities against maltase and sucrase, whereas inhibitory activity against isomaltase sustained, thus resulted in exerting selectivity against isomaltase.
Copyright © 2011 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Enzyme Inhibitors / chemistry*
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Enzyme Inhibitors / pharmacology*
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Glycoside Hydrolase Inhibitors*
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Molecular Structure
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Monosaccharides / chemistry*
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Monosaccharides / pharmacology*
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Plant Extracts / chemistry
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Plant Extracts / pharmacology
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Stereoisomerism
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Structure-Activity Relationship
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Sulfates / chemistry*
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Sulfates / pharmacology*
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alpha-Glucosidases / chemistry*
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alpha-Glucosidases / metabolism
Substances
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Enzyme Inhibitors
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Glycoside Hydrolase Inhibitors
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Kotalanol
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Monosaccharides
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Plant Extracts
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Sulfates
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alpha-Glucosidases