Development of Agrochemicals Regulating Metamorphosis and Diapause

调控变态滞育农用化学品的研制

基本信息

批准号：
07556081
负责人：
KUWANO Eiichi
金额：
$ 3.26万
依托单位：
KYUSHU UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (A)
财政年份：
1995
资助国家：
日本
起止时间：
1995 至 1997
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-07556081/
关键词：
metamorphosis diapause insect growth regulators imidazoles 3-pyridines ピリジン

项目摘要

Since juvenile hormone (JH) and ecdysteroids are involved in many physiological functions in insects such as metamorphosis, reproductive and embryogenic events, diapause, and behavior, compounds with anti-JH and anti-ecdysteroid activity, insect growth regulators, offer a prospective method for selective insect control as well as an effective tool in studies of insect biochemistry and physiology. In this research project, the design and synthesis of a novel series of insect growth regulators were carried out. Various 1,5-disubstituted imidazoles inhibited in vitro JH III biosynthesis in isolated corpora allata from the cockroach, Diploptera punctata, and caused a significant accumulation of methyl farnesoate, suggesting an inhibition of methyl farnesoate epoxidase. Among the compounds tested, 1-Isobutyl-5-(3-benzyloxyphenyl)-imidazole showed the highest activity. A large number of 1-substituted imidazoles and 3-pyridyl etheres as well as 1,5-disubstituted imidazoles induced precocious … More metamorphosis in the larvae of the silkworm, Bombyxmori. The activity of these compounds to cause precocious pupation was completely counteracted by the simultaneous application of tebufenozide, a non-steroidal ecdysteroid agonist, indicating that these compounds temporarily depressed the ecdysteroid titer in the larval hemolymph to induce precocious pupation. A variety of 1,5-disubstituted imidazoles-have been found to show delayd toxicity against the larvae of the brown rice planthopper, Nilaparvata lugens and Laodelphax striatellus. Of the series of compounds tested, 1-isobutyl-and 1-neopentyl-5-(3-trifluoroethoxyphenyl) imidazoles showed the highest activity. 1-Substituted imidazoles terminated the diapause in the pharate first-instar larvae of the silkmoth, Antheraea yamamai. 1-[5-(4-Ethylphenoxy) pentyl] imidazole showed activity comparable to that of KK-42, the most effective compound so far. The injection of KK-42 into fifth instar larvae of the silkworm (Daizo strain), which had been destined to produce diapause eggs, induced the moths to lay non-diapause eggs. Less

由于保幼激素 (JH) 和蜕皮激素参与昆虫的许多生理功能，如变态、生殖和胚胎发生事件、滞育和行为，具有抗 JH 和抗蜕皮激素活性的化合物、昆虫生长调节剂为昆虫生长调节剂提供了一种有前景的方法。选择性昆虫控制以及昆虫生物化学和生理学研究的有效工具在该研究项目中，进行了一系列新型昆虫生长调节剂的设计和合成。 1,5-二取代咪唑在体外抑制来自蟑螂 Diploptera punctata 的分离体中的 JH III 生物合成，并引起法尼酸甲酯的显着积累，表明在测试的化合物中，1-异丁基-5 抑制法尼酸甲酯环氧化酶。 -(3-苄氧基苯基)-咪唑显示出最高的活性。 1-取代咪唑和 3-吡啶醚以及 1,5-二取代咪唑可诱导家蚕幼虫早熟。同时使用虫酰肼可完全抵消这些化合物引起早熟化蛹的活性。，一种非类固醇蜕皮类固醇激动剂，表明这些化合物暂时抑制了幼虫血淋巴中的蜕皮类固醇滴度可诱导早熟化蛹，已发现多种 1,5-二取代咪唑对糙米飞虱、褐飞虱和灰飞虱的幼虫表现出延迟毒性。 1-异丁基-和1-新戊基-5-(3-三氟乙氧基苯基)咪唑显示出最高的活性，1-取代咪唑可终止蚕蛾 Antheraea yamamai 的滞育。咪唑的活性与最有效的化合物 KK-42 相当，因此到目前为止，将 KK-42 注射到本来会产生滞育卵的蚕五龄幼虫（Daizo 品系）中，导致飞蛾产下的非滞育卵较少。