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Stereoselective synthesis of new rac-quercitols containing hydroxymethyl groups as glucosidase inhibitors
Gokay Aydin1, Tahir Savran1, Şule Baran1
1Department of Chemistry, Sakarya University, 54187 Sakarya, Turkey.
Abstract:
Stereoselective and efficient synthesis of hydroxymethyl-substituted rac-quercitols (13-15) was achieved, starting from cis-furan (Kobayashi, 2008) with photooxygenation reaction, which is readily available by the reduction of cis-phtalic anhydride. α- and β-Glucosidase enzyme activity of the target molecules was evaluated and good inhibitor activity was seen. One- and two-dimensional NMR spectroscopy, IR spectroscopy and X-ray crystallography were utilized in the structure characterization of products.
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