Molecules (Apr 2023)

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

  • Xinpeng Sun,
  • Wei Yu,
  • Lijing Min,
  • Liang Han,
  • Xuewen Hua,
  • Jianjun Shi,
  • Nabo Sun,
  • Xinghai Liu

DOI
https://doi.org/10.3390/molecules28083373
Journal volume & issue
Vol. 28, no. 8
p. 3373

Abstract

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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 1H NMR, 13C 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.

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