Citation: Yan Boren, Lü Xinyang, Du Huan, Bao Xiaoping. Design, Synthesis and Biological Activities of Novel Quinazolinone Derivatives Bearing 4-Phenyl-5-thioxo-1, 2, 4-triazole Mannich Bases[J]. Chinese Journal of Organic Chemistry, ;2015, 36(1): 207-212. doi: 10.6023/cjoc201506026 shu

Design, Synthesis and Biological Activities of Novel Quinazolinone Derivatives Bearing 4-Phenyl-5-thioxo-1, 2, 4-triazole Mannich Bases

1.
State Key Laboratory Breeding Base of Green Pesticide andAgricultural 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 June 2015
Revised Date: 18 August 2015

Fund Project: National Natural Science Foundation of China 21362003

Figures(3)

Using quinazolin-4-one as the starting compound, nine novel quinazolinone derivatives 6a～6i bearing the 4-phenyl-5-thioxo-1, 2, 4-triazole Mannich base unit were prepared through a five-step synthetic procedure. The structures of target compounds were characterized by ¹H NMR, ¹³C NMR, IR and elemental analysis. 3-((1-Morpholinomethyl-4-phenyl-5-thioxo-4, 5-dihydro-1H-1, 2, 4-triazol-3-yl)methyl)quinazolin-4(3H)-one was further confirmed by X-ray single crystal diffraction method. The preliminary biological test indicated that almost all of the title compounds had excellent antibacterial activities against Xanthomonas oryzae pv. oryzae and Xanthomonas axonopodis pv. citri at the concentration of 200 μg/mL. Moreover, compounds 6a～6i displayed a certain inhibitory effect against six kinds of tested fungi at the concentration of 50 μg/mL.
- quinazolinone,
- 1, 2, 4-triazole,
- Mannich base,
- antibacterial/antifungal activity
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