Allelopathy Group, Department of Organic Chemistry, Institute of Biomolecules (INBIO), University of Cadiz, Cádiz, Spain.
Pest Manag Sci. 2018 Mar;74(3):682-694. doi: 10.1002/ps.4764. Epub 2017 Nov 27.
Naphthoquinones are known for their broad range of biological activities. Given the increasing demands of consumers in relation to food quality and growing concerns about the impact of synthetic herbicides, it is necessary to search for new agrochemicals. Natural products and allelopathy provide new alternatives for the development of pesticides with lower toxicity and greater environmental compatibility.
A structure-activity relationship to evaluate the effect of bioavailability was performed. A total of 44 O-acyl and O-alkyl derivatives of juglone and lawsone with different linear chain lengths were prepared. These compounds were tested on etiolated wheat coleoptiles, standard target species (STS) and four weeds, Echinochloa crus-galli L., Lolium rigidum Gaud., Lolium perenne L. and Avena fatua L. The results showed a strong influence of lipophilicity and, in most cases, the data fitted a logP-dependent quadratic mathematical model.
The effects produced were mostly stunting and necrosis caused by growth inhibition. The potential structure and activity behaviour is described. © 2017 Society of Chemical Industry.
萘醌以其广泛的生物活性而闻名。鉴于消费者对食品质量的需求不断增加，以及对合成除草剂影响的担忧日益加剧，有必要寻找新的农用化学品。天然产物和化感作用为开发毒性更低、环境相容性更高的农药提供了新的选择。
进行了一项评估生物利用度影响的构效关系研究。共制备了 44 种不同线性链长的胡桃醌和lawsone 的 O-酰基和 O-烷基衍生物。这些化合物在黄化小麦胚芽鞘、标准靶标物种（STS）和四种杂草（稗草、硬羊茅、黑麦草和野燕麦）上进行了测试。结果表明亲脂性有很强的影响，在大多数情况下，数据符合依赖 logP 的二次数学模型。
产生的影响主要是生长抑制引起的矮化和坏死。描述了潜在的结构和活性行为。 © 2017 化学工业协会。
