Synthesis of New N-Containing Maltooligosaccharides, α-Amylase Inhibitors, and Their Biological Activities

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Fifteen new N-containing maltooligosaccharides were obtained using the chemoenzymatic method. Among these compounds, maltooligosaccharides having 6-amino-6-deoxy-D-sorbitol residue, (3R, 4R, 5R, 6S)-hexahydro-3,4,5,6-tetrahydroxy-1H-azepine residue, and (3R, 5R)-3,4,5-trihydroxypiperidine residue at the reducing end showed strong inhibitory activities for human pancreatic α-amylase (HPA) (EC 3.2.1.1) and human salivary α-amylase (HSA). The administration of (3R, 4R, 5R, 6S)-hexahydro-3,5,6-trihydroxy-1H-azepine-4-yl O-α-D-glucopyranosyl-(1→4)-α-D-glucopyranoside (13,IC_<50>=4.3×10^<-5>M for HPA, IC_<50>=8.2×10^<-5>M for HSA) and (3R, 5R)-3,5-dihydroxypiperidine-4-yl O-α-D-glucopyranosyl-(1→4)-α-D-glucopyranoside (18,IC_<50>=3.4×10^<-5>M for HPA, IC_<50>=4.6×10^<-5>M for HSA) to ICR mice suppressed postprandial hyperglycemia.
公益社団法人日本薬学会の論文
1999-02-15