Isotope Laboratory, Institute of Experimental Botany AS CR, Videnska 1083, 14220 Prague 4, Czech Republic.
J Agric Food Chem. 2009 Nov 25;57(22):10852-8. doi: 10.1021/jf902290s.
The development of new types of environmentally safe insecticides has been advantageous to replace toxic and persistent insecticides, which have adverse effects on animals and humans. Our effort in this field was aimed at the synthesis of insect juvenile hormone analogues, juvenoids, nontoxic for warm-blooded animals and fish, which can become advanced compounds in regulating many aspects in insect physiology. Structure modification of juvenoids via juvenogen derivatives (hormonogenic substances) plays an important role in controlling the juvenoid liberation rate in the insect digestive system and can also play an important role in the mode of action toward different arthropod groups, with focus on insect pest species. For that reason, juvenoids were esterified with hexadecanoic, butanoic, and 3-methylbut-2-enoic acids. A total of 12 new compounds with potential insecticidal activity were synthesized and characterized, and the results of biological screening tests on blowflies Neobellieria (Sarcophaga) bullata were presented. Results of the inhibitory activity of the tested compounds on the reproduction of the blowflies were also presented.
新型环保杀虫剂的开发有利于替代对动物和人类有不良影响的有毒和持久性杀虫剂。我们在这一领域的努力旨在合成昆虫保幼激素类似物，即幼体激素，对温血动物和鱼类无毒，可成为调节昆虫生理多方面的先进化合物。通过幼体激素衍生物（激素物质）对幼体激素进行结构修饰，在控制昆虫消化系统中幼体激素释放率方面起着重要作用，并且在针对不同节肢动物群的作用模式中也起着重要作用，重点是昆虫害虫。为此，用十六烷酸、丁酸和 3-甲基丁-2-烯酸对幼体激素进行酯化。共合成并表征了 12 种具有潜在杀虫活性的新化合物，并介绍了对丽蝇（Sarcophaga）bullata 的生物筛选测试结果。还介绍了测试化合物对苍蝇繁殖的抑制活性的结果。
