NEW SYNTHESES OF PLANT ARYL GLYCOSIDES AS POTENTIAL GENE INDUCERS

Article abstract of DOI:10.1016/0008-6215(90)84294-5

Aryl β-D-glycopyranosides have been synthesized by coupling acetovanillone (4-hydroxy-3-methoxyacetophenone) with D-glucose, D-galactose, and maltose; acetosyringone (4-hydroxy-3,5-dimethoxyacetophenone) with D-glucose and D-galactose; syringaldehyde (3-methoxyvanillin) with D-glucose; and syringic acid (4-hydroxy-3,5-dimethoxybenzoic acid) with D-glucose.The Mauthner's procedure using peracetylated glycosyl bromides and phenolates in aqueous acetone afforded the acetylated β-D-glycosides, which were deacetylated.