Synthesis and biological activity of arylsulfonamide derivatives containing 2-arylamino-4(3 H)-quinazolinone

Zhigang Zeng; Tao Gao; Yan Li; Xiang Wang; Xuhong Yang; Minghu Wu

doi:10.1584/jpestics.D16-053

Synthesis and biological activity of arylsulfonamide derivatives containing 2-arylamino-4(3 H)-quinazolinone

J Pestic Sci. 2016 Nov 20;41(4):171-174. doi: 10.1584/jpestics.D16-053.

Authors

Zhigang Zeng^{1

2}, Tao Gao^{1

2}, Yan Li^{1

2}, Xiang Wang³, Xuhong Yang^{1

2}, Minghu Wu^{1

2}

Affiliations

¹ School of Nuclear Technology and Chemistry & Biology, Hubei University of Science and Technology, Xianning, Hubei, 437100, P. R. China.
² Hubei Collaborative Innovation Center for Non-power Nuclear Technology, Xianning, Hubei, 437100, P. R. China.
³ School of Chemistry and Materials Engineering, Kaili University, Kaili, Guizhou, 556011, P. R. China.

Abstract

Twenty arylsulfonamide derivatives containing 2-arylamino-4(3H)-quinazolinone were synthesized and evaluated for their bioactivities. 4-Fluoro-N-(2-(4-oxo-2-(4-(trifluoromethoxy)phenyl)amino)quinazolin-3(4H)-yl)ethyl benzenesulfonamide, showed excellent activity both against Ralstonia solanacearum and Gibberella zeae with the inhibition rates of 100% (200 mg/L) and 95% (100 mg/L), and 69% (50 mg/L), respectively, exceeding that of the assigned commercial bactericide (thiodiazole-copper) and fungicide (hymexazol). The preliminary structure activity relationships (SAR) showed that both benzene rings of arylamino and arylsulfonamido moieties containing electron-withdrawing substitutes may be preferable for improving the bioactivity of target compounds.

Keywords: 2-arylamino-4(3H)-quinazolinone; antibacterial activity; antifungal activity; sulfonamides; synthesis.