Synthesis and Investigation of Tetrahydro-β-carboline Derivatives as Inhibitors of Plant Pathogenic Fungi

Molecules. 2021 Jan 3;26(1):207. doi: 10.3390/molecules26010207.


A series of tetrahydro-ß-carbolines substituted with an alkyl or acyl side chain was synthesized and screened for its antifungal activity against plant pathogenic fungi (Bipolaris oryzae, Curvularia lunata, Fusarium semitectum, and Fusarium fujikuroi). The structure activity relationship revealed that the substituent at the piperidine nitrogen plays an important role for increasing antifungal activities. In this series, 2-octyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (3g) displayed potent antifungal activities with a minimum inhibitory concentration of 0.1 μg/mL, including good inhibitory activity to the radial growth of fungus at a concentration of 100 μg/mL compared to amphotericin B.

Keywords: N-substituted THβCs; plant pathogenic fungi; radial growth; tetrahydro-β-carbolines (THβCs).

MeSH terms

  • Antifungal Agents* / chemical synthesis
  • Antifungal Agents* / chemistry
  • Antifungal Agents* / pharmacology
  • Bipolaris / growth & development*
  • Carbolines* / chemical synthesis
  • Carbolines* / chemistry
  • Carbolines* / pharmacology
  • Curvularia / growth & development*
  • Fusarium / growth & development*
  • Microbial Sensitivity Tests
  • Plant Diseases / microbiology*
  • Structure-Activity Relationship


  • Antifungal Agents
  • Carbolines

Supplementary concepts

  • Bipolaris oryzae
  • Curvularia lunata
  • Fusarium fujikuroi
  • Fusarium incarnatum