Journal
MOLECULES
Volume 28, Issue 8, Pages -Publisher
MDPI
DOI: 10.3390/molecules28083328
Keywords
naphthoquinone analogues; plumbagin; juglone; fungicidal activity; lead discovery; structural diversity derivation; antiviral activity; insecticidal activity
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Plant diseases and insect pests can have significant negative effects on crop yield and quality, making them difficult to control. This study focuses on the discovery of new pesticides from natural products. By selecting the naphthoquinones plumbagin and juglone as parent structures, a series of their derivatives were designed, synthesized, and evaluated for their activities against fungi, viruses, and insects. The naphthoquinones demonstrated broad-spectrum antifungal activities against various types of fungi and some compounds showed superior fungicidal activities compared to pyrimethanil. Certain compounds also exhibited potent antiviral activities against the tobacco mosaic virus. Additionally, some of the compounds displayed excellent insecticidal activities. This research provides a foundation for the application of plumbagin and juglone in plant protection.
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 I, I-1e and II-1a emerged as new anti-fungal lead compounds with excellent fungicidal activities (EC50 values: 11.35-17.70 mu g/mL) against Cercospora, arachidicola Hori. Some compounds also displayed good to excellent antiviral activities against the tobacco mosaic virus (TMV). Compounds I-1f and II-1f 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 II-1d and III-1c displayed a similar level of insecticidal activities with matrine, hexaflumuron and rotenone against Plutella xylostella. In current study, plumbagin and juglone were discovered as parent structures, which lays a foundation for their application in plant protection.
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