将含硫醇的三唑引入到1,4-戊二烯-3-酮结构中, 合成一系列含硫醚三唑的1,4-戊二烯-3-酮类衍生物, 其结构通过 ¹H NMR、 ¹³C NMR、HRMS进行表征. 生物活性测试结果表明: 目标化合物对柑橘溃疡病菌(X. citri)、水稻白叶枯病菌(X. oryzae)、烟草青枯病菌(R. solanacearum)都表现出一定的抑制活性. 其中, 化合物F₄、F₆、F₁₆对柑橘溃疡病菌的EC₅₀值分别为16.3、9.9、15.9 μg/mL, 优于对照药叶枯唑(54.9 μg/mL); 化合物F₁、F₇、F₁₅对水稻白叶枯病菌的EC₅₀值分别为9.6、19.2、21.3 μg/mL, 优于对照药叶枯唑(69.3 μg/mL); 化合物F₃、F₆对烟草青枯病菌的EC₅₀值分别为14.2、14.5 μg/mL, 优于对照药叶枯唑(82.6 μg/mL). 通过扫描电镜成像探讨了目标化合物F₆对柑橘溃疡病菌(X. Citri)的可能抑菌机制.

A series of novel 1,4-pentadien-3-one derivatives containing thioether triazole units were synthesized by introducing triazoles bearing thiol groups into the structures of 1,4-pentadien-3-one. The structures of the newly synthesized compounds were assigned via ¹H NMR, ¹³C NMR and HRMS. Bioassays indicated that some of the compounds showed potential antibacterial activities against X. citri, X. oryzae and R. solanacearum. Among them, compounds F₄, F₆ and F₁₆ demonstrated appreciable inhibitory effect against Xanthomonas axonopodis pv. citri, with half-maximal effective concentration (EC₅₀) values of 16.3, 9.9 and 15.9 μg/mL, which were better than commercial agent bismerthiazol (54.9 μg/mL). Compounds F₁, F₇ and F₁₅ demonstrated appreciable inhibitory effects against Xanthomonas oryzae pv. Oryzae with EC₅₀ values of 9.6, 19.2 and 21.3 μg/mL, which were better than commercial agent bismerthiazol (69.3 μg/mL). Compounds F₃ and F₆ also demonstrated appreciable inhibitory effects against Ralstonia solanacearum with EC₅₀ values of 14.2 and 14.5 μg/mL, which were better than commercial agent bismerthiazol (82.6 μg/mL). The possible mechanism of the antibacterial activity of the target compound F₆ against Xanthomonas axonopodis was investigated through scanning electron microscopy.