The synthesis and biological activity of novel spiro-isoxazoline C-disaccharides based on 1,3-dipolar cycloaddition of exo-glycals and sugar nitrile oxides

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.