Design, synthesis and antibacterial activity of quinazolinone derivatives containing glycosides

Abstract

A series of novel quinazolinone derivatives containing glycosides were designed and synthesized. The biological activities test found that this series of compounds had good antibacterial activities. Among all target compounds, compounds 1 and 15 showed good antibacterial activity in vitro against Pseudomonas syringae pv. actinidiae (Psa), with an EC₅₀ value of 48.7 mg/L, 45.6 mg/L, respectively, which better than thiodiazole copper (54.6 mg/L) and zinc thiazole (49.2 mg/L). Compounds 15 and 23 showed good in vitro antibacterial activity against Xanthomonas oryzae pv. oryzae (Xoo) at a concentration of 100 mg/L, with inhibition rates of 79.3% and 77.1%, respectively, which better than thiodiazole copper (71.8%). In addition, compound 15 can cause significant deformation of cell surface.

Graphical Abstract

Keywords:

• Antibacterial activity
• changes in cell morphology
• quinazolinone derivatives

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

The authors gratefully acknowledge Science and Technology Planning Project of Guizhou Province (Grant No. Qian Ke He Ji Chu ZK [2022] Zhong Dian 025); High School Science and Technology TalentSupport Project of Guizhou Province, China (Grant No. Qian Jiao He KY Zi [2021]037); Science and Technology Program of Guizhou Province (Qian Ke He Ji Chu [2019]1139); the Young Science and Technology Talents Development Program of the Education Department of Guizhou Province (Qian Jiao He KY Zi [2018]251); the Opening Foundation of the Key Laboratory of Green Pesticide and Agricultural Bioengineering, the Ministry of Education, Guizhou University (Grant No. Qian Jiao Ji [2022]433); the Opening Foundation of the Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University (Qian Jiao He KY Zi [2018]472); the Opening Foundation of the Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University (No. 2018GDGP0102). High-Level Talent Initial Funding of Guizhou Institute of Technology (Grant No. XJGC20190632); Earth Papers Project of Guizhou Institute of Technology (Grant No. KJZX20-005); the Young Science and Technology Talents Development Program of Education Department of Guizhou Province (Grant NO. Qian Jiao He KY Zi [2022]346 Hao); Academic new seedling cultivation and exploration and innovation project of Guizhou Institute of Technology (Grant NO. GZLGXM-03 & GZLGXM-14& GZLGXM-20); High-Level Talent Initial Funding of Guizhou Industry Polytechnic College (Grant No. 2023-RC-01); Guizhou Industry Polytechnic College Science and Technology Innovation Team Project (Grant No. 2023CXTD03); Guizhou Industry Polytechnic College Faculty-level Research Project (Grant No. 2023ZK10 & Grant No. 2023ZK11).