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

• DOI: 10.1021/acs.jafc.1c01887
• Publication Date: 2021-06-02T15:39:56Z
• Authors: Shiying Mao; Chengyu Wu; Yanqing Gao; Jin Hao; Xiaohua He; Pan Tao; Jian Li; Shibin Shang; Zhanqian Song; Jie Song
• Keywords: Sclerotinia Sclerotiorum; Ergosterol; EC50

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