Synthesis of 2,2-Diphenylpropionate Derivatives and Their Effects on Larval Growth of the Silkworm
作者:Nozomu TOYOMURA、In-Hae KIM、Tetsuya YOSHIDA、Takahiro SHIOTSUKI、Eiichi KUWANO
DOI:10.1271/bbb.64.610
日期:2000.1
A variety of 2,2-diphenylpropionate derivatives with an amino substituent were synthesized and their effects on larval growth of the silkworm, Bombyx mori, were examined by dietary administration. Of the compounds tested, 3-(4-ethylpiperazin-1-yl)propyl 2,2-diphenylpropionate (3) caused significant prolongation of the larval period. Studies on the structure-activity relationship indicate that a piperazine ring and the bond distances between the nitrogen atom and the ester group were important for this activity. Treatment of compound 3 delayed the increase of ecdysteroid titers in the hemolymph by 3 days compared with that of the control, which correlates with the delay in molting.
合成了一系列具有氨基取代基的2,2-二苯基丙酸酯衍生物,并通过饮食施用法研究其对蚕(Bombyx mori)幼虫生长的影响。在测试的化合物中,3-(4-乙基哌嗪-1-基)丙基2,2-二苯基丙酸酯(3)显著延长了幼虫期。结构-活性关系研究表明,哌嗪环以及氮原子与酯基之间的键长对于这一活性非常重要。与对照组相比,化合物3的处理使血淋巴中ecdysteroid浓度的增加延迟了3天,这与蜕皮的延迟相关联。