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Syntheses of N-Substituted-3-glucosyloxy-2-methyl-4-pyridones and Their Aglycones

1970; Pharmaceutical Society of Japan; Volume: 90; Issue: 10 Linguagem: Inglês

10.1248/yakushi1947.90.10_1222

1347-5231

Masaiti Yasue, NORIHISA KAWAMURA, Jinsaku Sakakibara,

Synthesis and biological activity

N-Substituted 3-glucosyloxy-2-methyl-4-pyridones were synthesized from natural maltol glucoside (III) and primary amines. Aliphatic amines reacted readily with (III) in aqueous methanol under reflux, while aromatic amines required the addition of potassium hydroxide as a catalyst. The aglycones, N-substituted 3-hydroxy-2-methyl-4-pyridones, were obtained by acid hydrolysis of the above pyridone glucosides.