Details

Autor(en) / Beteiligte

• Shao, Wu-Bin
• Wang, Pei-Yi
• Fang, Zi-Mian
• Wang, Jin-Jing
• Guo, Deng-Xuan
• Ji, Jin
• Zhou, Xiang
• Qi, Pu-Ying
• Liu, Li-Wei
• Yang, Song

Titel

Synthesis and Biological Evaluation of 1,2,4-Triazole Thioethers as Both Potential Virulence Factor Inhibitors against Plant Bacterial Diseases and Agricultural Antiviral Agents against Tobacco Mosaic Virus Infections

Ist Teil von

• Journal of agricultural and food chemistry, 2021-12, Vol.69 (50), p.15108-15122

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2021

Quelle

MEDLINE

Beschreibungen/Notizen

• Targeting the virulence factors of phytopathogenic bacteria is an innovative strategy for alleviating or eliminating the pathogenicity and rapid outbreak of plant microbial diseases. Therefore, several types of 1,2,4-triazole thioethers bearing an amide linkage were prepared and screened to develop virulence factor inhibitors. Besides, the 1,2,4-triazole scaffold was exchanged by a versatile 1,3,4-oxadiazole core to expand molecular diversity. Bioassay results revealed that a 1,2,4-triazole thioether A 10 bearing a privileged N-(3-nitrophenyl)­acetamide fragment was extremely bioactive against Xanthomonas oryzae pv. oryzae (Xoo) with an EC50 value of 5.01 μg/mL. Label-free quantitative proteomics found that compound A 10 could significantly downregulate the expression of Xoo’s type III secretion system (T3SS) and transcription activator-like effector (TALE) correlative proteins. Meanwhile, qRT-PCR detection revealed that the corresponding gene transcription levels of these virulence factor-associated proteins were substantially inhibited after being triggered by compound A 10 . As a result, the hypersensitive response and pathogenicity were strongly depressed, indicating that a novel virulence factor inhibitor (A 10 ) was probably discovered. In vivo anti-Xoo trials displayed that compound A 10 yielded practicable control efficiency (54.2–59.6%), which was superior to thiadiazole-copper and bismerthiazol (38.1–44.9%). Additionally, compound A 10 showed an appreciable antiviral activity toward tobacco mosaic virus (TMV) with the curative and protective activities of 54.6 and 76.4%, respectively, which were comparable to ningnanmycin (55.2 and 60.9%). This effect was further validated and visualized by the inoculation test using GFP-labeled TMV, thereby leading to the reduced biosynthesis of green-fluorescent TMV on Nicotiana benthamiana. Given the outstanding features of compound A 10 , it should be deeply developed as a versatile agricultural chemical.