Studies On The Synthesis,Characterization And Antibacterial Activity Of Alkyl Hydronopyl Amide Derivatives

Plant disease is mainly caused by plant pathogenic bacteria,distribution range is wide,the damage to crops,the current commonly used bactericides has many disadvantages,such as high toxicity,degradation-resistant,Therefore,the development of green antibacterial agent is of significance and necessary.Many studies have shown that Terpenoids botanical fungicides have good antifungal activity,and can alleviate such problems.In this paper,fifteen new derivatives were synthesized by the reaction of halogenated,ammonolysis and acylation from hydronopol,while hydronopol was the starting material.The feifteen derivatives included 5 alkyl hydronopyl amines,five N-alkyl-N-hydronopyl acetamides and five N-alkyl-N-hydronopyl propionamides.All the compounds were separated and purified,The GC content of the products were over 95%and their structures were characterized and analyzed by IR,NMR and MS.Among this article,The antifungal activity against Fusarium oxysporum,Sclerotinia sclerotiorum,Poria vaporaria,Coriolus versicolor and Trichoderma viride were tested to these amides derivatives.The inhibition ratios of 10 compounds to five plant pathogens were determined by the growth rate method.The experimental data was analyzed by SPSS software in order to obtain the inhibition concentration and independent regression equation of the compounds.The preliminary antifungal activity results showed that the compounds had different inhibition ratio to five plant pathogens.With the increasing concentration of the compounds,the inhibitory effect also increased.Most compounds exhibited 80%good inhibition ratio at concentration of 500 mg/L.When the concentration was reduced to 31.25 mg/L,the inhibition ratios of N-ethyl-N-hydronopyl propionamide to Sclerotinia sclerotiorum was 83.87%,the inhibition ratios of N-i-propyl-N-hydronopyl acetamide and N-n-buthyl-N-hydronopyl acetamide to Poria vaporaria were91.35%and 84.76%.The rest compounds had lower inhibition ratios to five plant pathogens and didn't show good antifungal activities.EC₅₀0 results showed as fowllows,the EC₅₀0 of N-n-buthyl-N-hydronopyl acetamide to Fusarium oxysporum and Sclerotinia sclerotiorum were 25.72 mg/L and 19.77mg/L,the EC₅₀0 of N-i-propyl-N-hydronopyl acetamide to Poria vaporaria and Trichoderma viride were 2.13 mg/L and 26.69 mg/L,These four compounds had better antibacterial activity.The EC₅₀0 of N-methyl-N-hydronopyl propionamide was67.63 mg/L and had poor antibacterial effect.