エチル4-(2-ベンジルアルキルオキシ)ベンゾエート類およびそれらの鏡像異性体の合成と抗幼若ホルモン活性
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- Furuta Kenjiro
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
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- Ashibe Kiyo
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
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- Shirahashi Hiromitsu
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
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- Fujita Norihiro
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
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- Yamashita Haruna
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
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- Yamada Naotaka
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
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- Kuwano Eiichi
- Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University
書誌事項
- タイトル別名
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- Synthesis and anti-juvenile hormone activity of ethyl 4-(2-benzylalkyloxy)benzoates and their enantiomers
この論文をさがす
抄録
A number of ethyl 4-(2-benzylalkyloxy)benzoates were prepared and their activity to induce precocious metamorphosis was evaluated in larvae of the silkworm, Bombyx mori, which was clearly recognized as a juvenile hormone (JH)-deficiency symptom. Ethyl 4-(2-benzylhexyloxy)benzoate (6) and its 2-benzylheptyloxy analog (7) were found to induce precocious metamorphosis at relatively low doses. Both enantiomers of 6 and 7 were prepared using a chiral auxiliary oxazolidinone. (S)-Enatiomers were more active than (R)-isomers at low doses of 0.1 and 1 μg, but at higher doses their activity was reversed. The activity of compound 6 could be fully counteracted by methoprene, a JH agonist, but not by the dietary administration of 20-hydroxyecdysone. The ester group was important in the ability to induce precocious metamorphosis. The (S)-enatiomer of 6 prolonged the duration of the instar and delayed the onset of cocoon spinning when applied to 5th instar larvae, suggesting that this compound might have JH-like activity as well as anti-JH activity.
収録刊行物
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- 日本農薬学会誌(Journal of Pesticide Science)
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日本農薬学会誌(Journal of Pesticide Science) 32 (2), 99-105, 2007
日本農薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282680188317824
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- NII論文ID
- 110006273852
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- NII書誌ID
- AA11818622
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- COI
- 1:CAS:528:DC%2BD2sXnslSnurY%3D
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- ISSN
- 13490923
- 03851559
- 1348589X
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- NDL書誌ID
- 8837790
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- IRDB
- NDL
- Crossref
- NDL-Digital
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可