The synthesis and biological activity of novel spiro-isoxazoline C-disaccharides based on 1,3-dipolar cycloaddition of exo-glycals and sugar nitrile oxides |
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| Authors: | Ping-Zhu Zhang Hua Chen Ya-Nan Li Rui Wang |
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| Affiliation: | Department of Chemistry, Laboratory of Chemical Biology, Hebei University, Baoding, Hebei 071002, China |
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| Abstract: | A series of novel spiro-isoxazoline C-disaccharides were synthesized by the key step of 1,3-dipolar cycloaddition reactions of exo-glycals and sugar nitrile oxides, and followed by catalytic debenzylation in the presence of Pd(OH)2/C. The cycloaddition reactions were carried out stereoselectively and afforded α-isomers exclusively except in the case of galactose. The biological activities of the novel disaccharides against the glycosidases (α-amylase, α-glucosidase, and β-glucosidase) and HIV and BVDV were evaluated. |
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| Keywords: | Spiro-isoxazoline C-Disaccharide 1,3-Dipolar cycloaddition Nitrile oxide Glycosidase inhibition |
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