氢化诺卜基双子季铵盐的合成及抑菌活性

Synthesis and Antifungal Activity of Hydronopyl Gemini Quaternary Ammonium Salts

将氢化诺卜基二甲基胺分别与3种α,ω-二氯代烷反应制备了3种新型含氢化诺卜基的双子季铵盐:四亚甲基-1,4-双(氢化诺卜基二甲基氯化铵)(2a)、五亚甲基-1,5-双(氢化诺卜基二甲基氯化铵)(2b)和六亚甲基-1,6-双(氢化诺卜基二甲基氯化铵)(2c)。对其结构进行NMR和MS表征,并采用菌丝生长速率法测定了这3种化合物对9种植物病原菌的抑菌活性,结果表明:3种化合物对所试植物病原菌均有优良的抑菌活性,其中化合物2c的抑制效果最好,其在质量浓度12.5~200 mg/L时对枇杷炭疽病菌、松枯梢病病原菌、七叶树壳孢菌、烟草黑胫病菌和西瓜枯萎病菌的抑制率都大大高于相同质量浓度的百菌清。

Three novel hydronopylgemini quaternary ammonium salts,namely tetramethylene-1,4-bis-(hydronopyl dimethyl ammonium chloride)(2a),pentamethylene-1,5-bis-(hydronopyl dimethyl ammonium chloride)(2b)and hexamethylene-1,6-bis-(hydronopyl dimethyl ammonium chloride)(2c)were synthesized from hydronopyl dimethyl amine and threeα,ω-dibromoalkanes,respectively.Their structures were characterized by NMR and MS.The inhibition activities of the target compounds against nine plant pathogens were evaluated by mycelium growth rate method.The results showed that the three compounds had excellent antifungal activity against the tested plant pathogens,and compound 2c had the best inhibitory effect,in which its inhibitory rates on Colletotrichum acutatu,Sphaeropsis sapinea,Fusicoccum aesuli,Phytophthora parasitica var.Nicotianae and Fusarium oxysporum were much higher than that of chlorothalonil at all concentrations(12.5-200 mg/L)tested.