ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis and antibacterial activity of oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety

Xiaobin Wang, Xinmin Zhong, Xuesong Zhu, Hua Wang, Qin Li, Juping Zhang, Xianghui Ruan, and Wei Xue

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, China

E-mail: wxue@gzu.edu.cn

Abstract: A series of oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety were designed and synthesized, and their antibacterial activities in vitro against Xanthomonas axonopodis pv. citri (Xac) and Xanthomonas oryzae pv. oryzae (Xoo) were evaluated. The bioassays showed that all the title compounds exhibit potent antibacterial activity against Xac and Xoo. In particular, the compounds 4a, 5a, 5b, 5c, 5d, 5h and 5i exhibited remarkable antibacterial activity against Xoo, with the EC₅₀ values ranging from 15.15 to 49.34 μg/mL, which were superior to that of bismerthiazol (92.61 μg/mL). This study indicated that oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety may be used as potential alternative templates in the search for novel antibacterial agents.

Keywords: 1,2,4-Triazole; 1,3,4-Oxadiazole; Oxime ester; Antibacterial activity

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-017-0189-5

Chemical Papers 71 (10) 1953–1960 (2017)