Synthesis, Crystal Structure, and Antifungal Activity of Quinazolinone Derivatives

Author:

Zeng Rong1,Huang Cong1,Wang Jie2,Zhong Yuan1,Fang Qingwen1,Xiao Shuzhen2,Nie Xuliang2,Chen Shangxing1ORCID,Peng Dayong2ORCID

Affiliation:

1. East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China

2. Key Laboratory of Chemical Utilization of Plant Resources of Nanchang, East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Chemistry and Materials, Jiangxi Agricultural University, Nanchang 330045, China

Abstract

In this paper, four new compounds with quinazolinone structure were designed and synthesized based on the special biological activity of quinazolinone. The four new compounds containing quinazolinone structures were synthesized using a one-pot method after intramolecular cyclization and dehydration catalyzed by aqueous methylamine solution. Their structures were characterized using 1H NMR, 13C NMR, FT-IR, and HRMS, and the crystal structure of 2a was characterized using X-ray diffraction. In their potential antifungal activity tests, it was found that the four newly synthesized compounds exhibited significant antifungal activity against all seven phytopathogenic fungi at concentrations of 150 and 300 mg/L. Among them, the target compound 2c showed the best inhibitory effect against Fusarium oxysporum f. sp. Niveum fungus, with 62.42% inhibition at a concentration of 300 mg/L. Compound 2c is expected to be a leading compound for the treatment of watermelon Fusarium wilt in the future, which is worth further study.

Funder

National Natural Science Foundation

Special Funding for Major Scientific and Technological Research and Development in Jiangxi Province

Special Research Project on CamphorTree (KRPCT) of Jiangxi Forestry Department

Research Foundation of Jiangxi Provincial Drug Administration

Earmarked Fund for the Youthful Innovation Research Team of Jiangxi Agricultural University

Publisher

MDPI AG

Subject

Inorganic Chemistry,Condensed Matter Physics,General Materials Science,General Chemical Engineering

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