NEW ASCOFURANONE DERIVATIVE AND BLOOD LIPID-LOWERING AGENT, HYPOGLYCEMIC AGENT, GLYCATION-INHIBITING AGENT AND ANTIOXIDIZING AGENT CONTAINING THE SAME AS ACTIVE INGREDIENT

摘要

PURPOSE:To provide a new derivative high in water solubility, capable of being orally administered, low in acute toxicity, having excellent hypoglycemic, lipid- lowering, Maillard reaction-inhibiting, and antioxidizing actions, and useful as a medicine for preventing and treating diabete and arterial sclerosis. CONSTITUTION:The derivative (salt) of the formula [R1 is -CHO, -COOH; R2 is H, -CH2COOH, -CH2COOR3 (R3 is 1-6C lower alkyl); but a case wherein R1 is -CHO and R2 is H or -CH2COOR3 is excluded]. This derivative is obtained e.g. by reacting ascofuranone sodium salt with methyl bromoacetate in a dimethylformamide solution, adding hydrochloric acid to the reaction product, extracting the reaction mixture with chloroform, dissolving the extracted 4-O- methoxycarbonylmethyl ascofuranone in methanol, reacting the solution with a sodium hydroxide aqueous solution, adjusting the pH of the solution to 3 with hydrochloric acid, and subsequently extracting the solution with ethyl acetate.