Natural Alkaloid Arecoline-Derived Amino Acid Derivatives: Design, Synthesis, and Evaluation of Their Antifungal Activity in an Agricultural Context DOI

Jianwen Zhang,

Longxiang Gao, J Peng

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 30, 2025

A novel series of arecoline derivatives featuring amino acid moieties and 2-aminopyridine scaffolds was designed, synthesized, assessed against seven phytopathogens. Compound E15 emerged as the most potent derivative, exhibiting an EC50 10.2 μg/mL Botryosphaeria theobromae, representing approximately 50-fold improvement over parent compound, arecoline. Mechanistic investigations revealed that disrupted hypha cell wall integrity, evidenced by ultrastructural damage, rupture, subcellular disorganization. Transcriptomic profiling further confirmed its significant suppression chitin biosynthesis pathways, while molecular docking validated strong interactions with synthase. These findings position acid-pyridine hybridized promising eco-friendly antifungals targeted at metabolism.

Language: Английский

Discovery of Potential Antifungal Agents: Chalcone Derivatives Containing Thiourea and Piperidine Moieties DOI
Hui Xin, Yi Liu,

Tianyu Deng

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 16, 2025

Twenty-two chalcone derivatives containing thiourea and piperidine moieties were synthesized. The in vitro antifungal activities of these compounds against nine fungi evaluated. results demonstrated that a majority exhibited exceptional activities. Especially, K2 displayed the most potent fungicidal activity Phytophthora capsici (P. capsici), with half-effective concentration (EC50) 5.96 μg/mL, surpassing control drug azoxystrobin (Az, 25.2 μg/mL). vivo experiments conducted on pepper leaves fruits. It significant protective efficacy P. (95.3%) at 200 which surpassed Az (79.0%). Morphological investigations utilizing scanning electron microscopy (SEM) fluorescence (FM) unveiled disruptive impact mycelium. Moreover, mechanistic studies have capacity to disrupt integrity cellular membrane pathogenic fungi, influence lipid peroxidation processes within membrane, induce content release. These experimental findings provided new idea for effectively preventing plant fungal diseases developing novel green chemical pesticide products.

Language: Английский

Citations

0
Natural Alkaloid Arecoline-Derived Amino Acid Derivatives: Design, Synthesis, and Evaluation of Their Antifungal Activity in an Agricultural Context DOI

Jianwen Zhang,

Longxiang Gao, J Peng

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 30, 2025

A novel series of arecoline derivatives featuring amino acid moieties and 2-aminopyridine scaffolds was designed, synthesized, assessed against seven phytopathogens. Compound E15 emerged as the most potent derivative, exhibiting an EC50 10.2 μg/mL Botryosphaeria theobromae, representing approximately 50-fold improvement over parent compound, arecoline. Mechanistic investigations revealed that disrupted hypha cell wall integrity, evidenced by ultrastructural damage, rupture, subcellular disorganization. Transcriptomic profiling further confirmed its significant suppression chitin biosynthesis pathways, while molecular docking validated strong interactions with synthase. These findings position acid-pyridine hybridized promising eco-friendly antifungals targeted at metabolism.

Language: Английский

Citations

0