文献类型：期刊文献

英文题名：Antifungal Application of Rosin Derivatives from Renewable Pine Resin in Crop Protection

作者：Tao, Pan[1] Wu, Chengyu[1] Hao, Jin[3] Gao, Yanqing[3] He, Xiaohua[3] Li, Jian[1] Shang, Shibin[4] Song, Zhanqian[4] Song, Jie[2]

第一作者：Tao, Pan

通信作者：Li, J[1];Song, J[2]

机构：[1]Northwest A&F Univ, Coll Forestry, Yangling 712100, Shaanxi, Peoples R China;[2]Univ Michigan, Dept Chem & Biochem, Flint, MI 48502 USA;[3]Northwest A&F Univ, Coll Plant Protect, Yangling 712100, Shaanxi, Peoples R China;[4]Chinese Acad Forestry, Inst Chem Ind Forest Prod, Nanjing 210042, Jiangsu, Peoples R China

年份：2020

卷号：68

期号：14

起止页码：4144-4154

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20201808588691);Scopus(收录号：2-s2.0-85083816103);WOS:【SCI-EXPANDED(收录号:WOS:000526400100007)】；

基金：This study was supported by the National Natural Science Foundation of China (Grant 31870555) and the Fundamental Research Funds for the Central Universities (Grant 2452018031).

语种：英文

外文关键词：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.