Synthesis, Crystal Structure, and Antifungal Activity of Quinazolinone Derivatives

Rong Zeng; Cong Huang; Jie Wang; Yuan Zhong; Qingwen Fang; Shuzhen Xiao; Xuliang Nie; Shangxing Chen; Dayong Peng

doi:10.3390/cryst13081254

Crystals (Aug 2023)

Synthesis, Crystal Structure, and Antifungal Activity of Quinazolinone Derivatives

Rong Zeng,
Cong Huang,
Jie Wang,
Yuan Zhong,
Qingwen Fang,
Shuzhen Xiao,
Xuliang Nie,
Shangxing Chen,
Dayong Peng

Affiliations

Rong Zeng: East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China
Cong Huang: East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China
Jie Wang: 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
Yuan Zhong: East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China
Qingwen Fang: East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China
Shuzhen Xiao: 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
Xuliang Nie: 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
Shangxing Chen: East China Woody Fragrance and Flavor Engineering Research Center of National Forestry and Grassland Administration, College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China
Dayong Peng: 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

DOI: https://doi.org/10.3390/cryst13081254
Journal volume & issue: Vol. 13, no. 8
p. 1254

Abstract

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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.

Published in Crystals

ISSN: 2073-4352 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Crystallography
Website: http://www.mdpi.com/journal/crystals/

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