Label-free quantitative proteomic analysis of inhibition of Xanthomonas axonopodis pv. citri by the novel bactericide Fubianezuofeng

Novel bisthioether derivatives containing a 1,3,4‐oxadiazole moiety: design, synthesis, antibacterial and nematocidal activities

“…Using the different substituted thiols as the starting materials, as shown in Scheme 1, a series of novel bisthioether derivatives containing a 1,3,4-oxadiazole moiety were synthesized in four steps: substitution, hydrazidation, cyclization and thioetherification. The structures of target compounds 4a-4t were characterized using 1 H NMR, 13 C NMR and HRMS. The physical characteristics, 1 H NMR, 13…”

“…The structures of target compounds 4a-4t were characterized using 1 H NMR, 13 C NMR and HRMS. The physical characteristics, 1 H NMR, 13…”

“…51 When the thioether group at the 2-position of 1,3,4-oxadiazole ring was replaced with sulfone group, and when the thioether group at the 5-position of 1,3,4-oxadiazole ring was replaced with oxygen ether, phenyl or benzyl group, the in vitro antibacterial activities of the corresponding compounds were lower (phenyl group) or better (oxygen ether and benzyl group) than those of the target compounds. 9,[11][12][13] Therefore, the SAR analysis demonstrated that both thioether groups at the 2,5-positions of 1,3,4-oxadiazole ring play a significant role in the design of the target compounds.…”

“…It has recently been shown that the 1,3,4-oxadiazole ring, one of the most important and well-known heterocyclic nuclei, exhibits a wide variety of pesticidal biological activities, including antibacterial, [7][8][9][10][11][12][13] antifungal, [14][15][16][17][18][19][20][21] antiviral, [21][22][23] insecticidal, [24][25][26][27] and herbicidal. 28,29 In addition, in 2005, Guimarães et al demonstrated that introduction of a 1,3,4-oxadiazole ring into target compounds could change their polarity, flexibility and metabolic stability, effectively enhancing their bioactivity.…”

“…1a,b) that had greater antibacterial activity against tomato and tobacco bacterial wilts, rice bacterial leaf blight and leaf streak, and citrus canker compared with traditional commercial bactericides, such as kocide 3000, thiodiazole copper and bismerthiazol. [7][8][9][10][11][12][13][14][15][16][17] Thioether groups are known to be associated with a broad spectrum of pesticidal bioactivities, for example antiviral, 21,[31][32][33][34][35] antibacterial, [36][37][38][39][40][41] antifungal, 21,39,40 insecticidal 41,42 and nematocidal. 43 Over the past few years, study of the synthesis and pesticidal bioactivity of thioether derivatives has attracted considerable attention and some representative examples of thioether derivatives commercialized as pesticides (e.g.…”