TY - JOUR
T1 - Synthesis and anti-juvenile hormone activity of ethyl 4-[(6-substituted 2,2-dimethyl-2H-chromen-7-yl)methoxy]benzoates
AU - Furuta, Kenjiro
AU - Ibushi, Tsubasa
AU - Shiotsuki, Takahiro
AU - Yamada, Naotaka
AU - Kuwano, Eiichi
PY - 2010
Y1 - 2010
N2 - Ethyl 4-[(6-substituted 2,2-dimethyl-2H-chromen-7-yl)methoxy]benzoates and their analogues were prepared and the biological activities were evaluated for both anti-juvenile hormone (anti-JH) and JH activity in silkworm larvae, Bombyx mori. Of the compounds tested, ethyl 4-[(6-methoxy-2,2-dimethyl-2H-chromen-7-yl)methoxy]-benzoate (3b) showed the most effective precocious metamorphosis-inducing activity in 3rd instar larvae and JH activity in allatectomized 4th instar larvae. Furthermore, JH I and 20-hydroxyecdysone (20-E) titers in hemolymph of 3rd instar larvae treated with 3b were measured by liquid chromatography-mass spectrometry (LC-MS) and LC-MS/MS, respectively. The results revealed that compound 3b induced precocious metamorphosis by specifically decreasing JH I in hemolymph.
AB - Ethyl 4-[(6-substituted 2,2-dimethyl-2H-chromen-7-yl)methoxy]benzoates and their analogues were prepared and the biological activities were evaluated for both anti-juvenile hormone (anti-JH) and JH activity in silkworm larvae, Bombyx mori. Of the compounds tested, ethyl 4-[(6-methoxy-2,2-dimethyl-2H-chromen-7-yl)methoxy]-benzoate (3b) showed the most effective precocious metamorphosis-inducing activity in 3rd instar larvae and JH activity in allatectomized 4th instar larvae. Furthermore, JH I and 20-hydroxyecdysone (20-E) titers in hemolymph of 3rd instar larvae treated with 3b were measured by liquid chromatography-mass spectrometry (LC-MS) and LC-MS/MS, respectively. The results revealed that compound 3b induced precocious metamorphosis by specifically decreasing JH I in hemolymph.
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U2 - 10.1584/jpestics.G09-71
DO - 10.1584/jpestics.G09-71
M3 - Article
AN - SCOPUS:78649558195
SN - 1348-589X
VL - 35
SP - 405
EP - 411
JO - Journal of Pesticide Science
JF - Journal of Pesticide Science
IS - 4
ER -