Studies On Synthesis And Fungicidal Activity Of N-((Aryl)(2-Hydroxynaphthalen-1-Yl) Methyl) Amides

To study the feasibility of the synthesis of N- ((aryl)(2-hydroxynaphthalen-1-yl)methyl) amides and determine the best react condition, Vanilline,β-naphthol and acetamide were considered. In the best condition, a series of new compounds were prepared .Meanwhile, to study the relationship between structure and effect of these compounds, the antimicrobial activity to pathogens and bacteria were considered. The main results are as follows:A Mannich type reaction which was catalyzed by p- toluene sulfonic acid in 1,2-dichloroehtane at room temperature reacted 12h.The structure of 12 compounds was identified by IR, 1H NMR and MS spectral methods. The results to pathogenic fungi showed that at the concentration of 100mg/L, the inhibitory rate of compounds b, c, j, k ,l to Alternaria solani and b, j, l to Valsa mali were 100%; a, b, c, e, g, i, l to Fusarium graminearum was 80%; i和l to Fusarium oxysporium was 90%; a, b, e, g to Bipolaris sorokiniana was 80%; c, j, k, l to Cercospora sorghi was 85%. But compound d to Fusarium graminearum, f to Fusarium graminearum and Alternaria solani showed stimulus functions。And virulence test showed that EC50 of b and n to Valsa mali was 38.22mg /L and 38.28mg /L respectively .The results to bacteria showed that compounds a to l have no apparent inhibitory function to E.coli. At the concentration of 1000mg/L, a, c, e, l could inhibit Bacillus subtills to some degree; a,e,h,l could inhibit Staphylococcus aureus to some degree; e,h,l could inhibit Bacillus cereus to some degree. The results to bacteria in different concentration showed that compounds c,e and l could inhibit Bacillus subtills to some degree in 250 mg/L; e and l could inhibit Staphylococcus aureus to some degree in 250 mg/L; e and l could inhibit Bacillus cereus to some degree in 125 mg/L.