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

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 6methyl-3-pyridyl analog reported as a novel anti-JH agent. The activity of 5 could be f...

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Veröffentlicht in:	Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2006-03, Vol.70 (3), p.746-748
Hauptverfasser:	Furuta, K.(Kyushu Univ., Fukuoka (Japan). Faculty of Agriculture), Shirahashi, H, Yamashita, H, Ashibe, K, Kuwano, E
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals ANTAGONISTAS DE LAS HORMONAS ANTAGONISTE D'HORMONE anti-juvenile hormone AROMATIC COMPOUNDS Benzoates - chemical synthesis Benzoates - chemistry Benzoates - pharmacology Biological and medical sciences Bombyx - drug effects Bombyx - growth & development Bombyx - metabolism CHEMICAL SYNTHESIS COMPOSE AROMATIQUE COMPUESTOS AROMATICOS Fundamental and applied biological sciences. Psychology HORMONAS JUVENILES HORMONE ANTAGONISTS HORMONE JUVENILE JUVENILE HORMONES Juvenile Hormones - antagonists & inhibitors Larva - drug effects Larva - growth & development Larva - metabolism Molecular Structure Oxidation-Reduction precocious metamorphosis silkworm SINTESIS QUIMICA Structure-Activity Relationship SYNTHESE CHIMIQUE
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Zusammenfassung:	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 6methyl-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.
ISSN:	0916-8451 1347-6947
DOI:	10.1271/bbb.70.746