Anti-juvenile hormone activity of ethyl 4-[(7-substituted 1,4-benzodioxan-6-yl)methyl]benzoates and their effect on the juvenile hormone titer in the hemolymph of the silkworm, <i>Bombyx mori</i>
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- Yamada Naoko
- Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University
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- Maeda Kei
- Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University
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- Masumoto Masaaki
- Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University
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- Inagaki Yoshitaka
- Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University
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- Furuta Kenjiro
- Department of Life Science and Biotechnology, Faculty of Life and Environmental Science, Shimane University
Bibliographic Information
- Other Title
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- 4-[(7-置換-1,4-ベンゾジオキサン-6-イル)メチル] 安息香酸エチル類の抗幼若ホルモン活性とカイコ体液中の幼若ホルモン濃度に与える影響
- Anti-juvenile hormone activity of ethyl 4-[(7-substituted 1,4-benzodioxan-6-yl)methyl]benzoates and their effect on the juvenile hormone titer in the hemolymph of the silkworm, Bombyx mori
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Abstract
A series of ethyl 4-[(7-substituted 1,4-benzodioxan-6-yl)methyl]benzoates was synthesized and evaluated for their anti-juvenile hormone (anti-JH) activities to induce precocious metamorphosis in silkworm (Bombyx mori) larvae. The introduction of bulky alkyloxy substituents on the 7-position on the benzodioxan ring significantly increased activity. Ethyl 4-[(7-benzyloxy-1,4-benzodioxan-6-yl)methyl]benzoate (4c) showed the most potent activity among the test compounds, and its median-effective dose (ED50) value was 41 ng/larva. The JH I, II, and III concentrations in the hemolymph of the 3rd instar larvae treated with compound 4c were determined by ultra-high-performance liquid chromatography/mass spectrometry (UHPLC/MS) after using a simple purification method. Compound 4c clearly decreased the JH I and II titers of 3rd instar larvae within 24 hr after treatment, and prevented JH I spike usually found immediately after 4th instar molting.
Journal
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- Journal of Pesticide Science
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Journal of Pesticide Science 41 (2), 38-43, 2016
Pesticide Science Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001205209520512
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- NII Article ID
- 130005152446
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- NII Book ID
- AA11818622
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- ISSN
- 13490923
- 03851559
- 1348589X
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- NDL BIB ID
- 027311251
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
- KAKEN
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- Abstract License Flag
- Disallowed
