Design, synthesis and biological activity evaluation of eco-friendly rosin-based fungicides for sustainable crop protection

被引：3

作者：

Xu, Renle ^{[1
]}

Kong, Yue ^{[1
]}

Lou, Yuhang ^{[1
]}

Wu, Jiaying ^{[1
]}

Gao, Yanqing ^{[2
]}

Shang, Shibin ^{[3
]}

Song, Zhanqian ^{[3
]}

Song, Jie ^{[4
]}

Li, Jian ^{[1
]}

机构：

[1] Northwest A&F Univ, Coll Forestry, Yangling 712100, Shaanxi, Peoples R China

[2] Northwest A&F Univ, Coll Plant Protect, Yangling 712100, Shaanxi, Peoples R China

[3] Chinese Acad Forestry, Inst Chem Ind Forest Prod, Nanjing, Peoples R China

[4] Univ Michigan, Dept Chem & Biochem, Flint, MI 48502 USA

来源：

PEST MANAGEMENT SCIENCE | 2024年 / 80卷 / 11期

基金：

中国国家自然科学基金;

关键词：

natural rosin; fungicides; Valsa mali; mode-of-action; crop protection; ANTIFUNGAL CANDIDATES; DEHYDROABIETIC ACID; NATURAL ROSIN; VALSA-MALI; DERIVATIVES; DISCOVERY; AGENTS;

D O I：

10.1002/ps.8323

中图分类号：

S3 [农学（农艺学）];

学科分类号：

0901 ;

摘要：

BACKGROUNDUtilizing fungicides to protect crops from diseases is an effective method, and novel eco-friendly plant-derived fungicides with high efficiency and low toxicity are urgent requirements for sustainable crop protection. RESULTTwo series of rosin-based fungicides (totally 35) were designed and synthesized. In vitro fungicidal activity revealed that Compound 6a (Co. 6a) effectively inhibited the growth of Valsa mali [median effective concentration (EC50) = 0.627 mu g mL-1], and in vivo fungicidal activity suggested a significant protective efficacy of Co. 6a in protecting both apple branches (35.12% to 75.20%) and apples (75.86% to 90.82%). Quantum chemical calculations (via density functional theory) results indicated that the primary active site of Co. 6a lies in its amide structure. Mycelial morphology and physiology were investigated to elucidate the mode-of-action of Co. 6a, and suggested that Co. 6a produced significant cell membrane damage, accelerated electrolyte leakage, decreased succinate dehydrogenase (SDH) protein activity, and impaired physiological and biochemical functions, culminating in mycelial mortality. Molecular docking analysis revealed a robust binding energy (Delta E = -7.29 kcal mol-1) between Co. 6a and SDH. Subsequently, biosafety evaluations confirmed the environmentally-friendly nature of Co. 6a via the zebrafish model, yet toxicological results indicated that Co. 6a at median lethal concentration [LC50(96)] damaged the gills, liver and intestines of zebrafish. CONCLUSIONThe above research offers a theoretical foundation for exploiting eco-friendly rosin-based fungicidal candidates in sustainable crop protection. (c) 2024 Society of Chemical Industry. The study developed a novel rosin-based fungicide for the protection of apple trees and apples, and the results of biological activity evaluation suggested that compound 6a exhibited environmental friendly to zebrafish. image

引用

页码：5898 / 5908

页数：11

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