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Synthesis and enzyme-inhibitory activity of methyl acarviosin analogues having the alpha-manno configuration
1Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Yokohama, Japan.
Carbohydrate Research
|March 16, 1992
Abstract:
Two methyl acarviosin analogues 3a and 4a, having the alpha-manno configuration, and their dihydro derivatives 6a and 7a were synthesised by coupling the protected pseudo-sugar epoxides with methyl 4-amino-4-deoxy- and -4,6-dideoxy-alpha-D-mannopyranoside. Similarly, two analogous compounds 5a and 8a composed of the 1,6-anhydro-beta-D-mannopyranose residues were prepared. Compound 7a showed mild inhibitory activity against Jack bean alpha-D-mannosidase, and 3a was a moderate inhibitor of both alpha-D-mannosidase and yeast alpha-D-glucosidase.