A number of ethyl 4-[(1-substituted indol-2-yl)methoxy]benzoates and indoline derivatives were prepared as rigid congeners of ethyl 4-(2-benzylhexyloxy)benzoate (KF-13), an anti-juvenile hormone (anti-JH) agent, and tested for both anti-JH and JH activities in silkworm larvae. In contrast to KF-13, the precocious metamorphosis-inducing activity of which decreased by increasing the applied doses, 1-
n-propyl, 1-
n-butyl (
1c) and 1-benzyl (
1d) derivatives were found to induce higher percentages of precocious metamorphosis at high doses. Compounds
1c and
1d also exhibited JH activity when topically applied to allatectomized 4th instar larvae. Ethyl 4-[(
S)-(1-
n-butylindolin-2-yl)methoxy]benzoate, which showed precocious metamorphosis-inducing activity at high doses, had no JH activity.
抄録全体を表示