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Novel vanillin derivatives containing a 1,3,4-thiadiazole moiety as potential antibacterial agents
Bioorganic & Medicinal Chemistry Letters ( IF 2.7 ) Pub Date : 2020-03-16 , DOI: 10.1016/j.bmcl.2020.127113
Qiong Wu , Hui Cai , Ting Yuan , Shaoyuan Li , Xiuhai Gan , Baoan Song

In this study, thirty-four novel vanillin derivatives containing a 1,3,4-thiadiazole structure were obtained and their antibacterial activities were evaluated. The results indicate that most of the title compounds displayed inhibitory effects on Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas oryzae pv. oryzicola (Xoc). Among them, compound 29 exhibited excellent antibacterial activities against Xoo and Xoc in vitro, with the EC50 values of 3.14 and 8.83 μg/mL, respectively, much superior to thiodiazole copper (87.03 and 108.99 μg/mL) and bismerthiazol (67.64 and 79.26 μg/mL). Under greenhouse condition, the protective efficiency of compound 29 against rice bacterial leaf blight was 49.34%, and curative efficiency was 40.96%. In addition, compound 29 can reduce the exopolysaccharides production of Xoo, increase the permeability of cell membrane and damage cell membrane.



中文翻译:

含有1,3,4-噻二唑部分作为潜在抗菌剂的新型香兰素衍生物

在这项研究中,获得了包含1,3,4-噻二唑结构的34种新型香兰素衍生物,并对其抗菌活性进行了评估。结果表明,大多数标题化合物对米生黄单胞菌PV显示出抑制作用。Xoo)和黄单胞菌Xanthomonas oryzae)空心稗XOC)。其中,化合物29在体外XooXoc表现出优异的抗菌活性,其中EC 50分别为3.14和8.83μg/ mL,远远优于硫代二唑铜(87.03和108.99μg/ mL)和比美噻唑(67.64和79.26μg/ mL)。在温室条件下,化合物29对水稻白叶枯萎病的防护效率为49.34%,治愈率为40.96%。另外,化合物29可以减少Xoo的胞外多糖产生,增加细胞膜的通透性并破坏细胞膜。

更新日期:2020-03-16
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