Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 22, Issue 1, Pages 597-600Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2011.10.073
Keywords
Acer rubrum; Red maple; Maplexin; Gallotannins; alpha-Glucosidase inhibitory
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Funding
- Agriculture and Agri-Food Canada through the Developing Innovative Agri-Products (DIAP) initiative
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Thirteen gallic acid derivatives including five new gallotannins, named maplexins A-E, were isolated from red maple (Acer rubrum) stems. The compounds were identified by spectral analyses. The maplexins varied in number and location of galloyl groups attached to 1,5-anhydro-D-glucitol. The isolates were evaluated for a-glucosidase inhibitory and antioxidant activities. Maplexin E, the first compound identified with three galloyl groups linked to three different positions of 1,5-anhydro-D-glucitol, was 20 fold more potent than the a-glucosidase inhibitory drug, Acarbose (IC50 = 8 vs 160 mu M). Structure-activity related studies suggested that both number and position of galloyls attached to 1,5-anhydro-D-glucitol were important for a-glucosidase inhibition. (C) 2011 Elsevier Ltd. All rights reserved.
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