Synthesis and anti-juvenile hormone activity of ethyl 4-(2-aryloxyhexyloxy)benzoates

Kenjiro Furuta; Hiromitsu Shirahashi; Haruna Yamashita; Kiyo Ashibe; Eiichi Kuwano

doi:10.1271/bbb.70.746

Synthesis and anti-juvenile hormone activity of ethyl 4-(2-aryloxyhexyloxy)benzoates

Biosci Biotechnol Biochem. 2006 Mar;70(3):746-8. doi: 10.1271/bbb.70.746.

Authors

Kenjiro Furuta¹, Hiromitsu Shirahashi, Haruna Yamashita, Kiyo Ashibe, Eiichi Kuwano

Affiliation

¹ Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University, Japan.

PMID: 16556999
DOI: 10.1271/bbb.70.746

Abstract

A series of ethyl 4-(2-aryloxyhexyloxy)benzoates was prepared and tested for their activity to induce precocious metamorphosis in larvae of the silkworm. Phenyl analog 5 showed activity comparable to that of the 6-methyl-3-pyridyl analog reported as a novel anti-JH agent. The activity of 5 could be fully counteracted by methoprene, a JH agonist. The ethoxycarbonyl group of 5 was essential for its activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Benzoates / chemical synthesis*
Benzoates / chemistry
Benzoates / pharmacology*
Bombyx / drug effects
Bombyx / growth & development
Bombyx / metabolism
Juvenile Hormones / antagonists & inhibitors*
Larva / drug effects
Larva / growth & development
Larva / metabolism
Molecular Structure
Oxidation-Reduction
Structure-Activity Relationship

Substances

Benzoates
Juvenile Hormones