Chen Mei, Tang Xuemei, Liu Tingting, Peng Feng, Zhou Qing, Luo Hui, He Ming, Xue Wei
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, China.
State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, China.
Fitoterapia. 2021 Mar;149:104804. doi: 10.1016/j.fitote.2020.104804. Epub 2020 Dec 11.
A series of novel myricetin derivatives containing benzimidazole skeleton were constructed. The structure of compound 4g was further corroborated via X-ray single crystal diffractometer. The antimicrobial bioassays showed that all compounds exhibited potent inhibitory activities against Xanthomonas axonopodis pv. Citri (Xac), Ralstonia solanacearum (Rs) and Xanthomonas oryzae pv. Oryzae (Xoo) in vitro. Significantly, compound 4q showed the best inhibitory activities against Xoo, with the EC value of 8.2 μg/mL, which was better than thiodiazole copper (83.1 μg/mL) and bismerthiazol (60.1 μg/mL). In vivo experimental studies showed that compound 4q can treat rice bacterial leaf blight at 200 μg/mL, and the corresponding curative and protection efficiencies were 45.2 and 48.6%, respectively. Meanwhile, the antimicrobial mechanism of the compounds 4l and 4q were investigated through scanning electron microscopy (SEM). Studies showed that compounds 4l or 4q can cause deformation or rupture of Rs or Xoo cell membrane. These results indicated that novel benzimidazole-containing myricetin derivatives can be used as a potential antibacterial reagent.
构建了一系列含苯并咪唑骨架的新型杨梅素衍生物。通过X射线单晶衍射仪进一步确证了化合物4g的结构。抗菌生物测定表明，所有化合物在体外均对柑橘溃疡病菌（Xac）、青枯雷尔氏菌（Rs）和水稻白叶枯病菌（Xoo）表现出较强的抑制活性。值得注意的是，化合物4q对Xoo表现出最佳抑制活性，其EC值为8.2 μg/mL，优于噻菌铜（83.1 μg/mL）和叶枯唑（60.1 μg/mL）。体内实验研究表明，化合物4q在200 μg/mL时可防治水稻白叶枯病，相应的治疗和保护效率分别为45.2%和48.6%。同时，通过扫描电子显微镜（SEM）研究了化合物4l和4q的抗菌机制。研究表明，化合物4l或4q可导致Rs或Xoo细胞膜变形或破裂。这些结果表明，新型含苯并咪唑的杨梅素衍生物可作为一种潜在的抗菌试剂。
