Antifungal Application of Rosin Derivatives from Renewable Pine Resin in Crop Protection

编号 020024202

推送时间 20200608

研究领域 林产化工 

年份 2020 

类型 期刊 

语种 英语

标题 Antifungal Application of Rosin Derivatives from Renewable Pine Resin in Crop Protection

来源期刊 Journal of Agricultural and Food Chemistry

期 第242期

发表时间 20200319

关键词 rosin;  amide;  thiophene heterocycle;  antifungal activity;  action mechanism;  QSAR; 

摘要 In the current work, we synthesized two series of dehydroabietyl amide derivatives from natural product rosin and evaluated their antifungal effects on Valsa mali, Phytophthora capsici, Botrytis cinerea, Sclerotinia sclerotiorum, and Fusarium oxysporum. In vitro and in vivo antifungal activities results indicated that rosin-based amide compounds containing thiophene heterocycles had better inhibitory effects on B. cinerea. In particular, compound 5b (5-fluoro-2-thiophene dehydroabietyl amide) exhibited the excellent antifungal properties against B. cinerea with an EC50 of 0.490 mg/L, which was lower compared to the positive control penthiopyrad (0.562 mg/L). Physiological and biochemical studies showed that the primary action mechanism of compound 5b on B. cinerea changes mycelial morphology, increases cell membrane permeability, and inhibits the TCA pathway in respiratory metabolism. Furthermore, QSAR and SAR studies revealed that charge distribution of rosin-based amides derivatives have a key role in the antifungal activity through the hydrogen bonding, conjugation, and electrostatic interaction between the compounds and the receptors of the target. To sum up, this study contributes to the development of rosin-based antifungal agents with a novel structure and preferable biological activity.

服务人员 尚玮姣

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