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

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 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.

Язык: Английский

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

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 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.

Язык: Английский

Процитировано

0