Pest management science · 2025
Synthesis and antifungal activity evaluation of novel dehydroabietic acid-based Schiff base derivatives for sustainable agricultural protection.
СтатьяНазвание и аннотация: Перевод в очереди
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Xu Renle, Ma Jinhang, Zhang Luo, Huang Runhe, Gao Yanqing, Wang Wangxia, Song Zhanqian, Shang Shibing, Li Jian
Аннотация
BACKGROUND: Plant diseases cause significant economic losses in global agriculture each year, and the long-term use of commercial fungicides has led to serious environmental pollution and pesticide resistance. Therefore, there is an urgent need to develop effective and eco-friendly plant-based antifungal compounds.
RESULTS: A series of rosin-based Schiff base derivatives were synthesized, and all compounds were charactered using FT-IR, 1H NMR, 13C NMR and LC-MS. In vitro antifungal activity evaluation revealed that compound 4o (4o) exhibited excellent antifungal activity against Fusarium graminearum, with an EC50 value of 1.088 μg/mL. The preliminary structure-activity relationship analysis suggested that introducing electron-donating groups onto the benzene ring enhanced antifungal activity. Additionally, mycelial morphological observation indicated that after treatment with 4o, the mycelium exhibited noticeable shrinkage on the outside, and a significant accumulation of reactive oxygen species inside. Finally, mycelial physiological index measurement showed that after treatment with 4o, mycelial cell membrane permeability increased to 65.56%, malondialdehyde content rose by 60.17%, and catalase enzyme activity significantly decreased by 94.67%. The results of molecular dynamics calculations indicate that there is a strong interaction between 4o and CAT proteins, with van der Waals forces playing a major role.
CONCLUSION: This study provides theoretical support for the development of a novel plant-based antifungal compound for agricultural protection. © 2025 Society of Chemical Industry.
RESULTS: A series of rosin-based Schiff base derivatives were synthesized, and all compounds were charactered using FT-IR, 1H NMR, 13C NMR and LC-MS. In vitro antifungal activity evaluation revealed that compound 4o (4o) exhibited excellent antifungal activity against Fusarium graminearum, with an EC50 value of 1.088 μg/mL. The preliminary structure-activity relationship analysis suggested that introducing electron-donating groups onto the benzene ring enhanced antifungal activity. Additionally, mycelial morphological observation indicated that after treatment with 4o, the mycelium exhibited noticeable shrinkage on the outside, and a significant accumulation of reactive oxygen species inside. Finally, mycelial physiological index measurement showed that after treatment with 4o, mycelial cell membrane permeability increased to 65.56%, malondialdehyde content rose by 60.17%, and catalase enzyme activity significantly decreased by 94.67%. The results of molecular dynamics calculations indicate that there is a strong interaction between 4o and CAT proteins, with van der Waals forces playing a major role.
CONCLUSION: This study provides theoretical support for the development of a novel plant-based antifungal compound for agricultural protection. © 2025 Society of Chemical Industry.