Synthesis and Antibacterial Activities of 2-Oxo-N-phenylacetamide Derivatives Containing a Dissulfone Moiety Target on Clp

部分 抗菌活性 毒力 细菌 基因 化学 病菌 EC50型 微生物学 组合化学 生物 立体化学 生物化学 遗传学 体外
作者
Awei Zhang,Runjiang Song,Ronghua Wang,Hongde Li,Deyu Hu,Baoan Song
出处
期刊:Journal of Agricultural and Food Chemistry [American Chemical Society]
卷期号:70 (30): 9356-9366 被引量:8
标识
DOI:10.1021/acs.jafc.2c02605
摘要

Rice bacterial blight and rice bacterial streak are two serious rice diseases and have caused great harm to the production of rice all over the world. To develop an efficient antibacterial agent with a novel target, a series of novel 2-oxo-N-phenylacetamide derivatives containing a dissulfone moiety were synthesized, and their antibacterial activities were evaluated. Among them, compound D14 exhibited the best antibacterial activities, especially against Xoo and Xoc with EC50 values of 0.63 and 0.79 mg/L, respectively, which were much better than the commercial control of bismerthiazol (BT) (76.59 and 83.35 mg/L, respectively) and thiodiazole copper (TC) (91.72 and 114.00 mg/L, respectively). Meanwhile, compound D14 can interact with a CRP-like protein (Clp) of Pxo99A and show strong binding activity with Xoo-Clp with a Kd value of 0.52 μM, which was far superior to the corresponding Kd values of BT (183.94 μM) and TC (222.58 μM). Treatment of D14 and deletion of the clp gene could significantly reduce the expression of the clp gene and attenuate the virulence of pathogenic bacteria. These results indicated that compound D14 could be used as a potential novel agricultural bactericide and Clp can be used as a target protein for the control of plant bacterial diseases. This work provided reliable support for developing novel antibacterial agents based on Clp as a target protein.
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