Journal
NATURAL PRODUCT REPORTS
Volume 27, Issue 4, Pages 481-488Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b925950c
Keywords
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Funding
- Canadian Institutes for Health Research
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This Highlight describes the detailed approach used to determine the absolute stereochemistry of the stereogenic centers in the acyclic side chain of kotalanol, a naturally occurring glucosidase inhibitor isolated from the plant Salacia reticulata. The plant extract itself is used in Ayurvedic medicine for the treatment of Type 2 diabetes. We highlight the syntheses of proposed candidates based on structure-activity relationships, the total synthesis of kotalanol, and crystallographic studies of kotalanol and its de-O-sulfonated derivative complexed with recombinant human maltase glucoamylase (MGA), a critical intestinal glucosidase involved in the breakdown of glucose oligomers nto glucose.
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