Design, Synthesis, and Fungicidal Activity of α-Methylene-γ-Butyrolactone Derivatives Bearing a Diphenyl Ether Moiety DOI
Caiyun Chen, Hong‐Wei He, Dan Xu

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

The γ-butyrolactone scaffold, commonly present in natural products and bioactive compounds, has played a crucial role the development of novel pesticides. In this study, series α-methylene-γ-butyrolactone derivatives containing diphenyl ether moiety were designed synthesized using scaffold splicing strategy. Bioassays revealed that several target compounds demonstrated potent fungicidal activities, particularly against Phytophthora capsici Valsa mali. Notably, compound B7 (EC50 = 0.809 mg/L) exhibited highest antioomycete activity P. capsici, outperforming famoxadone 41.0 but being less effective than dimethomorph 0.180 mg/L). Meanwhile, C22 1.47 showed strongest antifungal V. mali, which was higher those 1.80 13.6 vivo experiments confirmed satisfactory protective curative effects better famoxadone. Additionally, found to inhibit sporangia formation, zoospore release, cystospore germination at 10 mg/L. Physiological biochemical studies indicated can induce changes mycelial morphology increase cell membrane permeability, modulate respiratory metabolism. Furthermore, both vitro enzymatic inhibition assays molecular docking analysis suggested primary mechanism action may involve binding complex III on chain. This work provides valuable insights for incorporating as agricultural agents.

Language: Английский

Design, Synthesis, and Fungicidal Activity of α-Methylene-γ-Butyrolactone Derivatives Bearing a Diphenyl Ether Moiety DOI
Caiyun Chen, Hong‐Wei He, Dan Xu

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

The γ-butyrolactone scaffold, commonly present in natural products and bioactive compounds, has played a crucial role the development of novel pesticides. In this study, series α-methylene-γ-butyrolactone derivatives containing diphenyl ether moiety were designed synthesized using scaffold splicing strategy. Bioassays revealed that several target compounds demonstrated potent fungicidal activities, particularly against Phytophthora capsici Valsa mali. Notably, compound B7 (EC50 = 0.809 mg/L) exhibited highest antioomycete activity P. capsici, outperforming famoxadone 41.0 but being less effective than dimethomorph 0.180 mg/L). Meanwhile, C22 1.47 showed strongest antifungal V. mali, which was higher those 1.80 13.6 vivo experiments confirmed satisfactory protective curative effects better famoxadone. Additionally, found to inhibit sporangia formation, zoospore release, cystospore germination at 10 mg/L. Physiological biochemical studies indicated can induce changes mycelial morphology increase cell membrane permeability, modulate respiratory metabolism. Furthermore, both vitro enzymatic inhibition assays molecular docking analysis suggested primary mechanism action may involve binding complex III on chain. This work provides valuable insights for incorporating as agricultural agents.

Language: Английский

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