Synthesis, Crystal Structure, Spectral Characterization and Antifungal Activity of Novel Phenolic Acid Triazole Derivatives.

Autor: Xiao PL; College of Chemistry & Materials, Jiangxi Agricultural University, Nanchang 330045, China., Song XY; School of Information and Engineering, Jiangxi Agricultural University, Nanchang 330045, China., Xiong XT; College of Chemistry & Materials, Jiangxi Agricultural University, Nanchang 330045, China., Peng DY; College of Chemistry & Materials, Jiangxi Agricultural University, Nanchang 330045, China.; Key Laboratory of Chemical Utilization of Plant Resources of Nanchang, Nanchang 330045, China., Nie XL; College of Chemistry & Materials, Jiangxi Agricultural University, Nanchang 330045, China.; Key Laboratory of Chemical Utilization of Plant Resources of Nanchang, Nanchang 330045, China.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2023 Oct 07; Vol. 28 (19). Date of Electronic Publication: 2023 Oct 07.
DOI: 10.3390/molecules28196970
Abstrakt: At present, phenolic acid derivatives and triazole derivatives have a good antifungal effect, which has attracted widespread attention. A series of novel phenolic acid triazole derivatives were synthesized, and their structures were characterized by IR, MS, NMR, and X-ray crystal diffraction. Compound methyl 4-(2-bromoethoxy)benzoate, methyl 4-(2-(1 H -1,2,4-triazol-1-yl) ethoxy)benzoate, 4-(2-(1 H -1,2,4-triazol-1-yl)ethoxy)benzoic acid and 4-(2-(1 H -1,2,4-triazol-1-yl) ethoxy)-3-methoxybenzoic acid crystallize in the monoclinic system with space group P2 1 /n , the monoclinic system with space group P2 1 , the monoclinic system with space group P2 1 and the orthorhombic system with space group Pca2 1 , respectively. At a concentration of 100 μg/mL and 200 μg/mL, the antifungal activity against seven plant pathogen fungi was determined. Compound methyl 4-(2-bromoethoxy)benzoate has the best inhibitory effect on Rhizoctonia solani AG1 , and the inhibitory rate reached 88.6% at 200 μg/mL. The inhibitory rates of compound methyl 4-(2-(1 H -1,2,4-triazol-1-yl) ethoxy)benzoate against Fusarium moniliforme and Sphaeropsis sapinea at a concentration of 200 μg/mL were 76.1% and 75.4%, respectively, which were better than that of carbendazim.
Databáze: MEDLINE
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