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

4 years ago

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

Pingyi Tian, Deyu Hu, Baoan Song, Wei Xue, Xianpeng Song, Song Yang, Yongzhong Chen, Linhong Jin, Pei Li

BACKGROUND Literature revealed that bisthioether and 1,3,4-oxadiazole derivatives exhibited a wide variety of biological activities. In this study, a series of novel bisthioether derivatives containing a 1,3,4-oxadiazole moiety were synthesized and their antibacterial and nematocidal activities were investigated. RESULTS Among the title compounds evaluated, compound 4f demonstrated the best antibacterial activities against rice bacterial leaf blight, rice bacterial leaf streak and citrus canker caused by Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas oryzae pv. oryzicola (Xoc), and Xanthomonas axonopodis pv. citri (Xac), respectively, with the EC50 values of 4.82, 11.15, and 16.57 μg mL–1, respectively, which were even better than those of thiodiazole copper and bismerthiazol. Meanwhile, compound 4f revealed better in vitro nematocidal activity against Caenorhabditis elegans (C. elegans) at 48 h, with a LC50 value of 2.89 μg mL–1, which was superior to those of ethoprophos and fosthiazate. In addition, the greenhouse trials indicated that compound 4f was effective in reducing rice bacterial leaf blight relative to those of thiodiazole copper and bismerthiazol. CONCLUSION A series of novel bisthioether derivatives containing a 1,3,4-oxadiazole moiety were synthesized and bioassay results showed that compound 4f exhibited the best antibacterial and nematocidal activities.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/ps.4762