Citation: Zheng Yu-Tao, Zhang Teng-Teng, Wang Pei-Yi, Wu Zhi-Bing, Zhou Lei, Ye Yi-Qiang, Zhou Xiang, He Ming, Yang Song. Synthesis and bioactivities of novel 2-(thioether/sulfone)-5-pyrazolyl-1, 3, 4-oxadiazole derivatives[J]. Chinese Chemical Letters, ;2017, 28(2): 253-256. doi: 10.1016/j.cclet.2016.06.055 shu

Synthesis and bioactivities of novel 2-(thioether/sulfone)-5-pyrazolyl-1, 3, 4-oxadiazole derivatives

Zheng Yu-Tao ^a,1 ,
Zhang Teng-Teng ^a,1 ,
Wang Pei-Yi ^a ,
Wu Zhi-Bing ^a ,
Zhou Lei ^a ,
Ye Yi-Qiang ^a ,
Zhou Xiang ^a ,
He Ming ^a ,
Yang Song ^a,b,,

a.
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R & D of Fine Chemicals, Guizhou University, Guiyang 550025, China
b.
College of Pharmacy, East China University of Science & Technology, Shanghai 550025, China

Corresponding author: Yang Song, jhzx.msm@gmail.com

Received Date: 28 April 2016
Revised Date: 26 June 2016
Accepted Date: 30 June 2016
Available Online: 9 February 2016

Figures(2)

By introducing the pyrazole moiety into the 5-position of 1, 3, 4-oxadiazole, a series of novel 2-(thioether/sulfone)-5-pyrazolyl-1, 3, 4-oxadiazole derivatives were synthesized. Preliminary bioassays suggested that target compounds exhibited appreciable activity against pathogenic bacteria Xanthomonas oryzae pv. oryzae (Xoo) and five phytopathogenic fungi in vitro. Among them, the half-maximal effective concentration (EC₅₀) values of 6c, 7a, 7b and 7c against Xoo were within 16.6 μg/mL and 65.7 μg/mL, which were better than those of commercial agricultural antibacterial bismerthiazol (92.6 μg/mL) and thiodiazole copper (121.8 μg/mL). While compounds 7a, 7b, and 7c exerted comprehensive antifungal activity toward five plant fungi, which were comparable with that of hymexazol. The results demonstrated that this kind of compounds can be further studied and developed as promising antifungal and antibacterial agents.
- Pyrazole,
- 1, 3, 4-Oxadiazole,
- Synthesis,
- Antibacterial,
- Antifungal
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