Juvenile hormone activity of optically active ethyl 4-(2-benzylalkyloxy)- benzoates inducing precocious metamorphosis

Norihiro Fujita, Kenjiro Furuta, Kiyo Ashibe, Shuhei Yoshida, Naotaka Yamada, Takahiro Shiotsuki, Makoto Kiuchi, Eiichi Kuwano

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)383-386
Number of pages4
JournalJournal of Pesticide Science
Volume33
Issue number4
DOIs
Publication statusPublished - Dec 2 2008

Fingerprint

precocious metamorphosis
Juvenile Hormones
Benzoates
benzoates
juvenile hormones
enantiomers
Bombyx
Bombyx mori
Larva
instars
larvae
dosage

All Science Journal Classification (ASJC) codes

  • Insect Science
  • Health, Toxicology and Mutagenesis

Cite this

Juvenile hormone activity of optically active ethyl 4-(2-benzylalkyloxy)- benzoates inducing precocious metamorphosis. / Fujita, Norihiro; Furuta, Kenjiro; Ashibe, Kiyo; Yoshida, Shuhei; Yamada, Naotaka; Shiotsuki, Takahiro; Kiuchi, Makoto; Kuwano, Eiichi.

In: Journal of Pesticide Science, Vol. 33, No. 4, 02.12.2008, p. 383-386.

Research output: Contribution to journalArticle

Fujita, Norihiro ; Furuta, Kenjiro ; Ashibe, Kiyo ; Yoshida, Shuhei ; Yamada, Naotaka ; Shiotsuki, Takahiro ; Kiuchi, Makoto ; Kuwano, Eiichi. / Juvenile hormone activity of optically active ethyl 4-(2-benzylalkyloxy)- benzoates inducing precocious metamorphosis. In: Journal of Pesticide Science. 2008 ; Vol. 33, No. 4. pp. 383-386.
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AU - Yoshida, Shuhei

AU - Yamada, Naotaka

AU - Shiotsuki, Takahiro

AU - Kiuchi, Makoto

AU - Kuwano, Eiichi

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