An Improved Method for the Quaternization of Nicotinamide and Antifungal Activities of Its Derivatives

摘要

The quaternization reactions of nicotinamide, with different electrophiles: methyl iodide and substituted 2-bromoacetophenones (4-Cl, 4-Br, 4-H, 4-CH3, 4-F, 4-OCH3, 4-Ph, 2-OCH3, 4-NO2) are reported. The preparations were carried out by conventional synthesis and under microwave irradiation in absolute ethanol and acetone. The synthesis performed by microwave dielectric heating significantly improved yield, up to 8 times, and shortened down the reaction time from ca. one day in conventional, to 10-20 min. The structures of the synthesized compounds were confirmed by IR, H-1- and C-13-NMR spectroscopy, mass spectrometry and elemental analysis. The compounds have been screened for antifungal activities against Fusarium oxysporum, Fusarium culmorum, Macrophomina phaseolina and Sclerotinia sclerotiorum at concentrations of 10 mu g/mL and 100 mu g/mL. Six compounds showed the strong inhibition of mycelium growth at a concentration of 10 mu g/mL. All tested compounds revealed the great inhibitory activities against S. sclerotiorum at a concentration of 100 mu g/mL.