title: Design, synthesis, and antibacterial activity of novel Schiff base derivatives of quinazolin-4(3H)-one.
abstract: Novel imine derivatives of quinazolin-4(3H)-one were designed and synthesized by using aminoethyl moieties to increase the amine bridge of quinazolin-4(3H)-one amine and then introducing various aromatic aldehydes. The target compounds were characterized by proton nuclear magnetic resonance spectroscopy ((1)H NMR), carbon nuclear magnetic resonance spectroscopy ((13)C NMR), mass spectrometry (MS), infrared spectroscopy (IR), elemental analysis, and X-ray diffraction crystallography. Bioassay results indicated that some of the compounds showed good to excellent antibacterial activities against tobacco bacterial wilt and tomato bacterial wilt. The 50% effective concentrations (EC50) of the compounds against tobacco and tomato bacterial wilts ranged from 63.73 μg/mL to 201.52 μg/mL and 38.64 μg/mL to 81.39 μg/mL, respectively, which are lower than that the positive control thiodiazole copper (216.70 and 99.80 μg/mL). These results indicated that novel Schiff base derivatives containing the 4(3H)-quinazolinone moiety can effectively control tobacco and tomato bacterial wilts.
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China; College of Chemistry and Materials Engineering, Kaili University, Kaili 556011, People's Republic of China.
authors.forename: Xiang
authors.initials: X
authors.lastname: Wang
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China.
authors.forename: Juan
authors.initials: J
authors.lastname: Yin
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China.
authors.forename: Li
authors.initials: L
authors.lastname: Shi
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China.
authors.forename: Guoping
authors.initials: G
authors.lastname: Zhang
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China. Electronic address: songbaoan22@yahoo.com.
authors.forename: Baoan
authors.initials: B
authors.lastname: Song
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D018551:Solanum lycopersicum / Q000382:microbiology; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D052999:Quinazolinones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D043368:Ralstonia solanacearum / Q000187:drug effects*; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014026:Nicotiana / Q000382:microbiology
chemical_list: D000900:Anti-Bacterial Agents; D052999:Quinazolinones; D012545:Schiff Bases
keywords: Antibacterial activity; Quinazolin-4(3H)-one; Ralstonia solanacearum; Schiff base derivative; Synthesis