Allicin-inspired disulfide derivatives containing quinazolin-4(3H)-one as a bacteriostat against Xanthomonas oryzae pv. oryzae
Allicin-inspired disulfide derivatives containing quinazolin-4(3H)-one as a bacteriostat against Xanthomonas oryzae pv. oryzae
复制标题
含有 quinazolin-4(3H)-one 的大蒜素启发的二硫化物衍生物作为抗稻白叶枯病菌的抑菌剂。
DOI：
10.1002/ps.7221
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发表时间：
2022
影响因子：
4.1
通讯作者：
Zhenchao Wang
中科院分区：
文献类型：
--
作者：
Mei Zhu;Yan Li;Danping Chen;Chengpeng Li;Guiping Ouyang;Zhenchao Wang
植物细菌性病害严重影响作物的产量和品质，其中由水稻黄单胞菌（Xanthomonasoryzaepv. oryzae）引起的水稻白叶枯病（RiceBacterialLeafBlight，BLB）严重影响水稻产量。随着植物病原菌对现有杀菌剂逐渐产生抗药性，寻找具有新颖结构的有效杀菌剂是十分必要的。本文设计并合成了一系列含喹唑啉-4（3 H）-酮和二硫键的化合物。生物活性测定结果表明，大部分目标化合物对水稻黄单胞菌具有明显的抑菌活性。米。特别地，化合物2-（丁基二硫烷基）喹唑啉-4（3 H）-酮（1）显示出显著的抗菌活性，其半数有效浓度（EC 50）为0.52 μg mL-1。此外，证实化合物1抑制细菌生长，改变细菌形态，并增加活性氧的水平。蛋白质组学和RT-qPCR分析结果表明，化合物1可下调pilL基因编码的Pil-Chp组氨酸激酶chpA的表达，盆栽实验证明化合物1对BLB具有明显的保护活性。结论化合物1可能通过抑制细菌生长和阻断皮利介导的颤跳运动而减弱了水稻黄单胞菌的致病性，但不诱导细菌凋亡。本研究表明，此类衍生物可能是一个有前途的支架开发抑菌剂控制BLB。© 2022化学工业学会。
BACKGROUNDPlant bacterial diseases have seriously affected the yield and quality of crops, among which rice bacterial leaf blight (BLB), caused byXanthomonas oryzaepv.oryzaehas seriously affected the yield of rice. As plant‐pathogenic bacteria gradually become resistant to existing bactericides, it is necessary to find effective bactericides with novel structures.RESULTSHerein, a series of compounds containing quinazolin‐4(3H)‐one and disulfide moieties were designed and synthesized using a facile synthetic method. The bioassay results revealed that most target compounds possessed noticeable antibacterial activity againstXanthomonas oryzaepv. oryzae. Particularly, compound 2‐(butyldisulfanyl) quinazolin‐4(3H)‐one (1) exhibited remarkable antibacterial activity with the half effective concentration (EC50) of 0.52 μg mL−1. Additionally, compound 1 was confirmed to inhibit the growth of the bacteria, change the bacterial morphology, and increase the level of reactive oxygen species. Proteomics, and RT‐qPCR analysis results indicated that compound 1 could downregulate the expression of Pil‐Chp histidine kinase chpA encoded by thepilLgene, and the potting experiments proved that compound 1 exhibits significant protective activity against BLB.CONCLUSIONSCompound 1 may weaken the pathogenicity ofXanthomonas oryzaepv.oryzaeby inhibiting the bacterial growth and blocking the pili‐mediated twitching motility without inducing the bacterial apoptosis. This study indicates that such derivatives could be a promising scaffold to develop a bacteriostat to control BLB. © 2022 Society of Chemical Industry.