Title:Synthesis and Biological Evaluation of Hexahydropyrrolo[2,3-b]Indole Derivatives as Fungicides against Phytopathogenic Fungi
VOLUME: 18 ISSUE: 9
Author(s):Jili Feng, Miaofeng Ma, Ruoxin Li, Shu-Wei Chen and Hui Xu
Affiliation:College of Science, Northwest A&F University, Yangling, Shaanxi 712100, China.
Keywords:Antifungal activity, hexahydropyrrolo[2, 3-b]indole derivatives, phytopathogenic fungi, structure-activity
relationship, structural modification, synthesis.
Abstract:Eighteen hexahydropyrrolo[2,3-b]indole derivatives were synthesized and evaluated their in
vitro antifungal activities against five phytopathogenic fungal strains through the mycelium growth
rate method. Analysis of the structure-activity relationship on these synthesized compounds revealed
that the introduction of benzyl or substituted benzyl group at the C-3a or N-8 position of the
pyrroloindoline scaffold conferred higher antifungal activity against all tested phytopathogenic fungi
than compound 4a (both C-3a and N-8 positions are prenyl groups). Especially, compound 4r, among
all the tested compounds, showed the most effective antifungal activity against Fusarium coeruleum,
and Fusarium graminearum with IC50 values of 4.61 and 5.02 μg/mL, respectively. Moreover, all synthesized compounds
4a-4r displayed higher activities against Curvularia lunata than the positive control thiabendazole, a commercial
agricultural fungicide.
