クマリン誘導体の研究 (第8報)

オクタハイドロクマリンのメチル誘導体の合成並びに駆虫作用

抄録

1) In order to compare the anthelmintic effect of coumarin and dihydrocoumarin derivatives, 7 kinds of methyl derivatives of octahydrocoumarin were prepared and their action against hog ascaris was tested.
2) The compounds prepared and tested were octahydrocoumarin, and 3-methyl-, 4-methyl-, 5-methyl-, 6-methyl-, 7-methyl-, and 8-methyl-octohydrocoumarins. Of these, all except the first are newly synthesized compounds.
3) The octahydrocoumarin derivatives showed less effect than the corresponding coumarin derivatives, whether the living time or time elapsed until appearance of motionless state was taken as the standard of potency judgement. The effect of the octahydrocoumarin derivatives varied compared to the dihydrocoumarin derivatives.
4) The effect of octahydrocoumarin derivatives was also varied in accordance with the position of the methyl group but the order of potency was not in parallel with that of coumarin or dihydrocoumarins.
5) The strongest effect was found in 3-methyloctahydrocoumarin. Since 4-methyloctahydrocoumarin effected curling motion in ascaris, the importance of the methyl group in the lactone ring of santonin molecule is pointed out by the analogy of structure of this compound with that of santonin.