孕甾烯醇酮吡咯化合物的合成及对三种植物病菌抑制率的研究

Study on the Synthesis of Pregnenolone Pyrrole Compounds and Its Inhibition Rate for Three Kinds of Plants Bacteria

研究了一种在碳酸氢钠-二甲亚砜催化体系中,孕甾烯醇酮吡咯化合物及其制备方法,起始原料廉价易得,反应过程中条件温和,无特殊要求的装置,可适合产业化生产。该方法采用一锅法进行合成,中间体无需分离。其最佳反应条件为:常压,115℃,NH-孕甾烯醇酮吡咯(1),收率为41.9%;N-乙烯基孕甾烯醇酮吡咯(2),收率为30.3%。催化剂用量均以NaHCO3/mg∶DMSO/mL=425∶10为宜。产物IR及1 H NMR均与文献值一致。所得化合物对小麦赤霉病菌、辣椒枯萎病菌、苹果腐烂病菌具有抑制作用。在500μg/mL浓度下,所得化合物NH-孕甾烯醇酮吡咯(1)和N-乙烯基孕甾烯醇酮吡咯(2)对三种植物病原菌均有较好的抑制效果,抑制率均在80%以上,对小麦赤霉病原菌的抑制率更是达到了90%以上。可见,化合物1和2具有良好的抗植物病菌活性。

AThe pregnenolone compounds were synthesized using NaHCO3-DMSO as catalyst. The raw ma- terials can be acquired easily, and the reaction conductions were moderate. No special equipment was nee- ded and the method was suited for industrial production. In this method one-pot synthesis reaction was a- dopted. The optimum reaction conditions were： normal pressure and 115℃. The NH-pregnenolone pyrrole （1） yield was 41.9%, while the N-vinyl pregnenolone pyrrole （2） yield was 30.3%. The amount of cata- lysts were NaHCOa/mg： DMSO/mL=425 ： 10. The results of IR and 1H NMR of the products agreed with those in the literature. The products were used to restrain fusarium graminearum, fusarium oxyspo- rum and cytospora mandshuric. In 500 μg/mL concentration, NH-pregnenolone pyrrole （1） and N-vinyl pregnenolone pyrrole （2） had inhibition effect for the three kinds of plant pathogenic bacteria and the inhi- bition rate were above 80% ,The inhibition rate for fusarium graminearum achieved above 90%. The com- pounds 1 and 2 had good anti plant bacteria activity.