Jie Li, Lu Yu, Lingling Xiao, Mingwei Yang, Tianli Wu, Liqun Zhang, Shuming Tan, Pei Li
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引用次数: 1
摘要
摘要合成了一系列含有羧基酰胺和1,3,4-噻二唑硫醚的新型植物活性成分4-铬酮衍生物,并对其体外抗菌和抗真菌活性进行了评价。柑桔(Xac),米黄单胞菌;分别为米霉霉(Xoc)和白僵霉(M. bainieri)、脆弱毛霉(M. fragilis)、atroviride木霉(T. atroviride)。抑菌筛选结果表明,目标化合物对Xac和Xoc具有中等至良好的抑菌活性,而对脆弱支原体、白僵菌和阿托维绿杆菌的抑菌作用较低。目标化合物中,化合物6-氯- n -(5-(甲基硫)-1,3,4-噻二唑-2-基)-4-氧铬-2-羧酰胺(6f)在200和100 μg/mL下对Xac(分别为85.15%和72.41%)和Xoc(分别为95.14%和82.09%)的抑制率最高,优于双巯噻唑和硫代二唑铜。据我们所知,这是第一个设计、合成含有羧基酰胺和1,3,4-噻二唑硫醚的新型4-铬罗曼酮衍生化合物并进行生物活性评价的报道。图形抽象
Design, synthesis, antibacterial, and antifungal evaluation of novel 4-chromanone-derived compounds incorporating carboxamide and 1,3,4-thiadiazole thioether moieties
Abstract A series of novel botanical active component 4-chromanone derivatives incorporating carboxamide and 1,3,4-thiadiazole thioether moieties were synthesized and evaluated for their in vitro antibacterial and activities antifungal against Xanthomonas axonopodis pv. citri (Xac), Xanthomonas oryzae pv. oryzicolaby (Xoc) and Mucor bainieri (M. bainieri), Mucor fragilis (M. fragilis), Trichoderma atroviride (T. atroviride), respectively. Antibacterial screening results suggested that the target compounds showed moderate to good antibacterial activities against Xac and Xoc, to the contrary, had lower inhibitory effects on M. fragilis, M. bainieri, and T. atroviride. Among the target compounds, compound 6-chloro-N-(5-(methylthio)-1,3,4-thiadiazol-2-yl)-4-oxochromane-2-carboxamide (6f) had the best inhibition rates against Xac (85.15% and 72.41%, respectivelty) and Xoc (95.14% and 82.09%) at 200 and 100 μg/mL, which were superior to Bismerthiazol and Thiodiazole copper. As far as we know, it is the first report on the design, synthesis, and bioactivity evaluation of novel 4-chromanone-derived compounds incorporating carboxamide and 1,3,4-thiadiazole thioether moieties. Graphical Abstract