Synthesis and Fungicidal Activities of Z-E-3,7-Dimethyl-2,6-octadienamide and Its 6,7-Epoxy AnaloguesReportar como inadecuado




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Department of Applied Chemistry, China Agricultural University, Beijing 100193, China





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Academic Editor: Jean Jacques Vanden Eynde

Abstract In order to find new lead compounds with high fungicidal activity, Z-E-3,7-dimethyl-2,6-octadienoic acids were synthesized via selective two-step oxidation using the commercially available geraniol-nerol as raw materials. Twenty-eight different Z-E-3,7-dimethyl-2,6-octadienamide derivatives were prepared by reactions of Z-E-carboxylic acid with various aromatic and aliphatic amines, followed by oxidation of peroxyacetic acid to afford their 6,7-epoxy analogues. All of the compounds were characterized by HR-ESI-MS and 1H-NMR spectral data. The preliminary bioassays showed that some of these compounds exhibited good fungicidal activities against Rhizoctonia solani R. solani at a concentration of 50 µg-mL. For example, 5C, 5I and 6b had 94.0%, 93.4% and 91.5% inhibition rates against R. solani, respectively. Compound 5f displayed EC50 values of 4.3 and 9.7 µM against Fusahum graminearum and R. Solani, respectively. View Full-Text

Keywords: 3,7-dimethyl-2,6-octadienamide; 3,7-dmethyl-6,7-epoxy-2-octadienamide; synthesis; fungicidal activity 3,7-dimethyl-2,6-octadienamide; 3,7-dmethyl-6,7-epoxy-2-octadienamide; synthesis; fungicidal activity





Autor: Mingyan Yang, Hongbo Dong, Jiazhen Jiang and Mingan Wang *

Fuente: http://mdpi.com/



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