文献类型：期刊文献

英文题名：Pine Rosin as a Valuable Natural Resource in the Synthesis of Fungicide Candidates for Controlling Fusarium oxysporum on Cucumber

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

第一作者：Mao, Shiying

通信作者：Li, J[1]

机构：[1]Northwest A&F Univ, Coll Forestry, Shaanxi Key Lab Econ Plant Resources Dev & Utiliz, 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 210042, Jiangsu, Peoples R China;[4]Univ Michigan, Dept Chem & Biochem, Flint, MI 48502 USA

年份：2021

卷号：69

期号：23

起止页码：6475-6484

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000695284700001)】；

基金：We thank the Open Foundation of Jiangsu Province Key Laboratory of Biomass Energy and Materials (JSBEM202010), the National Natural Science Foundation of China (31870555), the Natural Science Foundation of Shaanxi Province (2019JQ-635), and the Fundamental Research Funds for the Central Universities (2452018031) for financial support.

语种：英文

外文关键词：rosin; 1,3,4-thiadiazole; Fusarium oxysporum; antifungal activity; action mechanism; quantitative structure-activity relationship

摘要：To improve the effect of pine rosin in plant fungicides, four series of dehydroabietyl-1,3,4-thiadiazole derivatives from the natural product rosin were synthesized. Based on the evaluation of the in vitro antifungal activity against Sclerotinia sclerotiorum, Botrytis cinerea, Fusarium oxysporum, and Magnaporthe oryzae, rosin-based 1,3,4-thiadiazole compounds containing thiophene heterocycles were screened. Notably, compound 3e [dehydroabietyl-( 1,3,4-thiadiazol-2-yl)-5-nitrothiophene-2-carboxamide] exhibited excellent antifungal property against F. oxysporum with an EC50 of 0.618 mg/L, which was lower than that of the positive control carbendazim (0.649 mg/L). The in vivo antifungal activity results showed that 3e exerted a protective effect on cucumber plants. Physiological and biochemical studies showed that the primary mechanism of action of compound 3e on F. oxysporum was it changed the mycelial morphology, increased the cell membrane permeability, and inhibited the synthesis of ergosterol in the mycelia. Furthermore, the quantitative structure-activity relationship studies revealed that the frontier orbital energy in the molecule had a key role in the antifungal activity through the conjugation and electrostatic interaction between compound 3e and the receptors of the target. Thus, the present study highlighted the application of rosin-based fungicidal candidates and exploited efficient plant pesticides for sustainable crop production.