State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, China.
Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China.
Molecules. 2023 Apr 9;28(8):3328. doi: 10.3390/molecules28083328.
Plant diseases and insect pests seriously affect the yield and quality of crops and are difficult to control. Natural products are an important source for the discovery of new pesticides. In this work, naphthoquinones plumbagin and juglone were selected as parent structures, and a series of their derivatives were designed, synthesized and evaluated for their fungicidal activities, antiviral activities and insecticidal activities. We found that the naphthoquinones have broad-spectrum anti-fungal activities against 14 types of fungus for the first time. Some of the naphthoquinones showed higher fungicidal activities than pyrimethanil. Compounds , and emerged as new anti-fungal lead compounds with excellent fungicidal activities (EC values: 11.35-17.70 µg/mL) against , . Some compounds also displayed good to excellent antiviral activities against the tobacco mosaic virus (TMV). Compounds and showed similar level of anti-TMV activities with ribavirin, and could be used as new antiviral candidates. These compound also exhibited good to excellent insecticidal activities. Compounds and displayed a similar level of insecticidal activities with matrine, hexaflumuron and rotenone against . In current study, plumbagin and juglone were discovered as parent structures, which lays a foundation for their application in plant protection.
植物病虫害严重影响作物的产量和品质，且难以防治。天然产物是发现新农药的重要来源。在这项工作中，我们选择萘醌类化合物白花丹素和胡桃醌作为母体结构，设计、合成了一系列衍生物，并对其杀菌活性、抗病毒活性和杀虫活性进行了评价。我们首次发现，这些萘醌类化合物对 14 种真菌具有广谱的抗真菌活性。一些萘醌类化合物的杀菌活性高于嘧啶胺。化合物 、 和 作为新型抗真菌先导化合物脱颖而出，对 、 具有优异的杀菌活性（EC 值：11.35-17.70 µg/mL）。一些化合物对烟草花叶病毒（TMV）也表现出良好到优异的抗病毒活性。化合物 和 与利巴韦林具有相似的抗病毒活性，可作为新的抗病毒候选药物。这些化合物还表现出良好到优异的杀虫活性。化合物 和 对 具有与苦参碱、六氟菊酯和鱼藤酮相似的杀虫活性。在本研究中，发现白花丹素和胡桃醌可作为母体结构，为其在植物保护中的应用奠定了基础。
