クマリン誘導体の研究 (第1報)

クマリンのメチル, ヒドロオキシ, メトオキシ誘導体の駆虫作用について

抄録

Twenty-eight kinds of methyl, methoxy, and hydroxy derivatives of coumarin were prepared and the variation in their anthelmintic action by the kinds, position, and number of the substituents present was examined. Physiological action was observed in a glass tube filled with 2, 000 dilutions of coumarin derivatives in revised Locke's solution at 38°. The results obtained were as follows:
1) The order of potency due to different kinds of substituents was methyl>methoxy->hydroxy-coumarin.
2) The potency decrease by different position of the substituents was parallel in methyl-and methoxy-coumarins but not parallel in hydroxycoumarins.
3) The potency decreased when methyl was introduced in 4-position or when two or more hydroxyl or methoxyl groups were introduced.
4) 7-Methyl- and 3-methyl-coumarins were especially powerful, Ascaris suilla dying within 20-30minutes. Pointing to the similarity in the structures of 3-methylcoumarin and santonin, importance of the methyl group attached to the carbon atom neighboring the carbonyl group of the lactone ring was proposed.
5) It was pointed out that potent compounds were found among those with melting points below 130°.