Natural Products and Bioorganic Chemistry Laboratory, Institute of Nanoscience & Nanotechnology, NCSR "Demokritos", Athens, Greece.
Department of Food Science and Human Nutrition, Agricultural University of Athens, Athens, Greece.
Pest Manag Sci. 2022 Oct;78(10):4217-4222. doi: 10.1002/ps.7039. Epub 2022 Jul 8.
As climate change proceeds, the management of the population of mosquitoes becomes more and more challenging. Insect adulticides and larvicides constitute significant control techniques, with the latter being considered the leading mosquito control method. However, the development of mosquito resistance development and the adverse side effects caused by the extensive use of synthetic insecticides have turned research towards the discovery of environmentally-friendly solutions. Plants and bacteria have historically proven to be a good source of insecticidally active compounds, which may possess novel modes of action to overcome current resistance mechanisms and could also possess favorable human and environmental safety profiles. A previous study demonstrated that the naturally occurring prenylated acyl phloroglucinol deoxycohumulone is a potent larvicidal agent against Culex pipiens. Herein the structural characteristics that improve it are explored by evaluating colupulone and novel geranylated analogues.
Colupulone, a prenylated acyl phloroglucinol isolated from Humulus lupulus, colupone, and novel geranylated acyl phloroglucinol congeners, were synthesized and evaluated against Cx. pipiens larva. Results indicated that selected derivatives exhibited superior potency than deoxycohumulone (LC 43.7 mg L ). Thus, strong activity was observed for colupulone (LC 19.7 mg L ), and some novel geranyl analogues of deoxycohumulone reaching at LC 17.1 mg L , while colupone and similar compounds were almost inactive.
The results determined the relationship between the target activity and the chemical structure of the tested compounds, and they revealed significantly improved larvicidal candidates. These results highlight the potential of the acyl phloroglucinol chemistry for further development of mosquito larvicides. © 2022 Society of Chemical Industry.
随着气候变化的推进，对蚊子种群的管理变得越来越具有挑战性。昆虫成虫和幼虫杀虫剂构成了重要的控制技术，后者被认为是主要的蚊子控制方法。然而，蚊子抗药性的发展以及合成杀虫剂广泛使用所带来的不良副作用促使人们转向寻找环保解决方案。植物和细菌历来被证明是具有杀虫活性化合物的良好来源，这些化合物可能具有新的作用模式，可以克服当前的抗药性机制，并且还可能具有良好的人类和环境安全特性。先前的一项研究表明，天然存在的芳樟醇酰基间苯三酚脱氧钩藤是一种有效的杀蚊幼虫剂，可对抗库蚊。在此，通过评估 colupulone 和新型香叶基化类似物，研究了改善其结构特征的方法。
从啤酒花中分离出的芳樟醇酰基间苯三酚 colupulone、colupulone 和新型香叶基化酰基间苯三酚同系物被合成并用于评估对库蚊幼虫的活性。结果表明，所选衍生物的活性优于脱氧钩藤酮（LC 43.7 mg/L）。因此，colupulone 表现出很强的活性（LC 19.7 mg/L），一些脱氧钩藤酮的新型香叶基类似物达到 LC 17.1 mg/L，而 colupulone 和类似化合物几乎没有活性。
该研究结果确定了目标活性与测试化合物化学结构之间的关系，并揭示了具有显著改进的杀蚊幼虫候选物。这些结果突出了酰基间苯三酚化学在进一步开发蚊子幼虫杀虫剂方面的潜力。© 2022 英国化学学会。
