Citation: Du Huan, Fan Zhijiang, Yang Lan, Bao Xiaoping. Synthesis and Antimicrobial Activities of Novel 1, 2, 4-Triazole-acyl-hydrazone Derivatives Containing the Quinazolin-4-one Moiety[J]. Chinese Journal of Organic Chemistry, ;2018, 38(2): 531-538. doi: 10.6023/cjoc201708051 shu

Synthesis and Antimicrobial Activities of Novel 1, 2, 4-Triazole-acyl-hydrazone Derivatives Containing the Quinazolin-4-one Moiety

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Corresponding author: Bao Xiaoping, baoxp_1980@aliyun.com
Received Date: 24 August 2017
Revised Date: 28 September 2017
Available Online: 20 February 2017
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21362003) and the Agricultural Research Projects of Guizhou Province (No. 20093010)the National Natural Science Foundation of China 21362003the Agricultural Research Projects of Guizhou Province 20093010

Figures(2)

A total of twenty novel 1, 2, 4-triazole-acylhydrazone derivatives containing the quinazolin-4-one moiety were synthesized via the condensation reaction of triazole hydrazide with various aromatic aldehydes, and fully characterized by ¹H NMR, ¹³C NMR and HRMS spectra. Antimicrobial assaysin vitro indicated that most of the target compounds exhibited good antibacterial activities against the pathogenic phytobacteriaXanthomonas oryzae pv. oryzae(Xoo) andXanthomonas axonopodis pv.citri(Xac). Notably,N'-(2-methoxybenzylidene)-1-(2-(4-oxoquinazolin-3(4H)-yl) ethyl)-1H-1, 2, 4-triazole-3-acylhy-drazone)(7q) displayed the inhibition rate of 100% against the above two bacteria at 100 μg/mL. Additionally, 1-(2-(4-oxo-quinazolin-3(4H)-yl) ethyl)-N'-(4-(trifluoromethyl) benzylidene)-1H-1, 2, 4-triazole-3-acylhydrazone (7i),N'-(2-bromobenzyli-dene)-1-(2-(4-oxoquinazolin-3(4H)-yl) ethyl)-1H-1, 2, 4-triazole-3-acylhydrazone (7j),N'-(4-bromobenzylidene)-1-(2-(4-oxo-quinazolin-3(4H)-yl) ethyl)-1H-1, 2, 4-triazole-3-acylhydrazone (7l), andN'-(4-methoxybenzylidene)-1-(2-(4-oxoquinazolin-3(4H)-yl) ethyl)-1H-1, 2, 4-triazole-3-acylhydrazone (7o) were found to possess the inhibition rate of >55% against the fungusBotrytis cinerea Pers. at 50 μg/mL.
- 1, 2, 4-triazole-acylhydrazone,
- quinazolin-4-one,
- synthesis,
- antimicrobial activity
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