TY - JOUR
T1 - Juvenile hormone activity of optically active ethyl 4-(2-benzylalkyloxy)- benzoates inducing precocious metamorphosis
AU - Fujita, Norihiro
AU - Furuta, Kenjiro
AU - Ashibe, Kiyo
AU - Yoshida, Shuhei
AU - Yamada, Naotaka
AU - Shiotsuki, Takahiro
AU - Kiuchi, Makoto
AU - Kuwano, Eiichi
PY - 2008/12/2
Y1 - 2008/12/2
N2 - A series of ethyl 4-(2-benzylalkyloxy)benzoates possessing precocious metamorphosis-inducing activity showed juvenile hormone (JH) activity when topically applied to allatectomized 4th instar larvae of Bombyx mori. Hexyl (KF-13) and heptyl analogs, which induced precocious metamorphosis at low doses, had relatively high JH activity. In both compounds, (S)-enantiomers were more active than (R)-enantiomers. A correlation was observed between JH activity and anti-JH activity in the ethyl 4-(2-benzylalkyloxy) benzoate series. Replacement of the 4-ethoxycarbonyl group with a 4-ethyl or 3,4-methylenedioxy group in KF-13 eliminated both JH and anti-JH activity.
AB - A series of ethyl 4-(2-benzylalkyloxy)benzoates possessing precocious metamorphosis-inducing activity showed juvenile hormone (JH) activity when topically applied to allatectomized 4th instar larvae of Bombyx mori. Hexyl (KF-13) and heptyl analogs, which induced precocious metamorphosis at low doses, had relatively high JH activity. In both compounds, (S)-enantiomers were more active than (R)-enantiomers. A correlation was observed between JH activity and anti-JH activity in the ethyl 4-(2-benzylalkyloxy) benzoate series. Replacement of the 4-ethoxycarbonyl group with a 4-ethyl or 3,4-methylenedioxy group in KF-13 eliminated both JH and anti-JH activity.
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U2 - 10.1584/jpestics.G08-22
DO - 10.1584/jpestics.G08-22
M3 - Article
AN - SCOPUS:56849093173
SN - 1348-589X
VL - 33
SP - 383
EP - 386
JO - Journal of Pesticide Sciences
JF - Journal of Pesticide Sciences
IS - 4
ER -