Novel Aminocoumarin Derivatives against Phytopathogenic Fungi: Design, Synthesis and Structure-Activity Relationships.

Autor: Sun P; College of Chemistry and Chemical Engineering, Xinjiang Agricultural University, Urumqi, 830052., Pu J; College of Chemistry and Chemical Engineering, Xinjiang Agricultural University, Urumqi, 830052., Lei D; Department of Physiology, Preclinical School, Xinjiang Medical University, Urumqi, 830011, China., Li J; College of Chemistry and Chemical Engineering, Xinjiang Agricultural University, Urumqi, 830052., Ren X; College of Chemistry and Chemical Engineering, Xinjiang Agricultural University, Urumqi, 830052., Jin L; College of Chemistry and Chemical Engineering, Xinjiang Agricultural University, Urumqi, 830052., Pan L; College of Chemistry and Chemical Engineering, Xinjiang Agricultural University, Urumqi, 830052.
Jazyk: angličtina
Zdroj: Chemistry & biodiversity [Chem Biodivers] 2024 May; Vol. 21 (5), pp. e202400311. Date of Electronic Publication: 2024 Apr 11.
DOI: 10.1002/cbdv.202400311
Abstrakt: Phytopathogenic fungi is the most devastating reason for the decrease of the agricultural production and food safety. To develop new fungicidal agents for resistance concerning, a novel series of aminocoumarin derivatives were synthesized and their fungicidal activity were investigated both in vitro and in vivo. Transmission electron microscope (TEM), scanning electron microscope (SEM), RNA-Seq, 3D-QSAR and molecular docking were applied to reveal the underlying anti-fungal mechanisms. Most of the compounds exhibited significant fungicidal activity. Notably, compound 10c had a more extensive fungicidal effect than positive control. TEM indicated that compound 10c could cause abnormal morphology of cell walls, vacuoles and release of cellular contents. Transcriptional analysis data indicated that 895 and 653 out of 1548 differential expressed genes (DEGs) were up-regulated and down-regulated respectively. The Go and KEGG enrichment indicated that the coumarin derivatives could induce significant changes of succinate dehydrogenase (SDH), Acetyl-coenzyme A synthetase (ACCA) and pyruvate dehydrogenase (PDH) genes, which contributed to the disorders of glucolipid metabolism and the dysfunction of mitochondrial. The results demonstrated that aminocoumarins with schiff-base as core moieties could be the promising lead compounds for the discovery of novel fungicides.
(© 2024 Wiley-VHCA AG, Zurich, Switzerland.)
Databáze: MEDLINE
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