title: Synthesis and antimicrobial activity of polyhalobenzonitrile quinazolin-4(3H)-one derivatives.
abstract: A novel series of polyhalobenzonitrile quinazolin-4(3H)-one derivatives were synthesized and characterized by NMR, IR, MS, and HRMS spectra. All of the newly prepared compounds were screened for antimicrobial activities against four strains of bacteria (Gram-positive bacterial: Staphylococcus aureus and Bacillus cereus; Gram-negative bacterial: Escherichia coli and Pseudomonas aeruginosa) and one strain of fungi (Candida albicans). Among the synthesized compounds, 5-(dimethylamino)-8-(2,4,5-trichloro-isophthalonitrile) quinazolin-4(3H)-one (7k) exhibited significant activity towards Gram-positive bacterial, Gram-negative bacterial, and the fungi strains. The MIC (0.8-3.3μg/mL) and MBC (2.6-7.8μg/mL) for this compound were close to those of nofloxacin, chlorothalonil, and fluconazole, making it the most potent antimicrobial agents in the series.
authors.affiliation: Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University), Ministry Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, PR China.
authors.forename: Li-Ping
authors.initials: LP
authors.lastname: Shi
authors.forename: Kun-Ming
authors.initials: KM
authors.lastname: Jiang
authors.forename: Jun-Jie
authors.initials: JJ
authors.lastname: Jiang
authors.forename: Yi
authors.initials: Y
authors.lastname: Jin
authors.forename: Yun-Hai
authors.initials: YH
authors.lastname: Tao
authors.forename: Ke
authors.initials: K
authors.lastname: Li
authors.forename: Xing-Hong
authors.initials: XH
authors.lastname: Wang
authors.forename: Jun
authors.initials: J
authors.lastname: Lin
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D001424:Bacterial Infections / Q000188:drug therapy; D002176:Candida albicans / Q000187:drug effects*; D002177:Candidiasis / Q000188:drug therapy; D006801:Humans; D008826:Microbial Sensitivity Tests; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D000935:Antifungal Agents; D011799:Quinazolines
keywords: Antimicrobial activity; Fungi strains; Gram-negative bacterial; Gram-positive bacterial; Polyhalobenzonitrile quinazolin-4(3H)-one; Synthesis