School of Pharmacy, Lanzhou University, Lanzhou, People's Republic of China.
Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, College of Life Science, Huzhou University, Huzhou, China.
Pest Manag Sci. 2024 Dec;80(12):6344-6355. doi: 10.1002/ps.8363. Epub 2024 Aug 13.
The threats to the safety of humans and the environment and the resistance of agricultural chemicals to plant pathogenic fungi and bacteria highlight an urgent need to find safe and efficient alternatives to chemical fungicides and bactericides. In this study, a series of Berberine (BBR) derivatives were designed, synthesized and evaluated for in vitro and in vivo antimicrobial activity against plant pathogenic fungi and bacteria.
Bioassay results indicated that compounds A11, A14, A20, A21, A22, A25, A26, E1, E2, E3, Z1 and Z2 showed high inhibitory activity against Sclerotinia sclerotiorum and Botrytis cinerea. Especially, A25 showed a broad spectrum and the highest antifungal activity among these compounds. Its EC value against Botrytis cinerea was 1.34 μg mL. Compound E6 possessed high inhibitory activity against Xanthomonas oryzae and Xanthomonas Campestris, with MIC values of 3.12 μg mL and 1.56 μg mL. A Topomer CoMFA model was generated for 3D-QSAR studies based on anti-B. cinerea effects, with high predictive accuracy, showed that the addition of an appropriate substituent group at the para-position of benzyl of BBR derivatives could effectively improve the anti-B. cinerea activity. In addition, compound A25 could significantly inhibit the spore germination of Botrytis cinerea at low concentration, and compound F4 exhibited remarkable curative and protective efficiencies on rice bacterial leaf blight.
This study indicates that the BBR derivatives are hopeful for further exploration as the lead compound with novel antimicrobial agents. © 2024 Society of Chemical Industry.
人类和环境安全所面临的威胁以及农用化学品对植物病原菌和细菌的抗性，突显了迫切需要寻找安全有效的农用化学品替代品。在这项研究中，设计、合成了一系列小檗碱（BBR）衍生物，并评估了它们对植物病原菌和细菌的体外和体内抗菌活性。
生物测定结果表明，化合物 A11、A14、A20、A21、A22、A25、A26、E1、E2、E3、Z1 和 Z2 对核盘菌和灰霉病菌具有高抑制活性。特别是 A25 在这些化合物中表现出广谱和最高的抗真菌活性。其对灰霉病菌的 EC 值为 1.34 μg mL。化合物 E6 对稻瘟病菌和野油菜黄单胞菌具有高抑制活性，MIC 值分别为 3.12 μg mL 和 1.56 μg mL。基于抗灰霉病效果，为 3D-QSAR 研究生成了一个 Topomer CoMFA 模型，具有较高的预测准确性，表明 BBR 衍生物苄基对位引入适当取代基可有效提高抗灰霉病活性。此外，化合物 A25 能在低浓度下显著抑制灰霉病菌孢子萌发，化合物 F4 对水稻细菌性条斑病具有显著的治疗和保护效果。
本研究表明，BBR 衍生物有望作为具有新型抗菌活性的先导化合物进一步探索。 © 2024 化学学会。
