Synthesis, Structural Determination, and Antifungal Activity of Novel Fluorinated Quinoline Analogs.

A series of new fluorinated quinoline analogs were synthesized using Tebufloquin as the lead compound, 2-fluoroaniline, ethyl 2-methylacetoacetate, and substituted benzoic acid as raw materials. Their structures were confirmed by 1 H NMR, 13 C NMR, and HRMS. The compound 8-fluoro-2,3-dimethylquinolin-4-yl 4-( tert -butyl)benzoate ( 2b ) was further determined by X-ray single-crystal diffraction. The antifungal activity was tested at 50 μg/mL, and the bioassay results showed that these quinoline derivatives had good antifungal activity. Among them, compounds 2b , 2e , 2f , 2k , and 2n exhibited good activity (>80%) against S. sclerotiorum , and compound 2g displayed good activity (80.8%) against R. solani .