2-苯基-3,5-二(4-吡啶基)异噁唑啉的合成及生物活性的研究

Study on Synthesis and Bioactivity of 3,5-Bis(pyridin-4-yl)-2-phenylisoxazolidine

以硝基苯为起始原料,经还原生成苯基羟胺、再与4-吡啶甲醛反应生成硝酮、与4-乙烯基吡啶发生1,3-偶极环加成反应等3个步骤合成得到未见文献报道的新型四氢异噁唑啉化合物2-苯基-3,5-二(4-吡啶基)异噁唑啉。通过IR、1 HNMR、13 CNMR、HRMS等对该化合物的结构进行了表征。确定优化的1,3-偶极环加成反应条件为:反应温度75℃、溶剂为DMF。并对合成的新型四氢异噁唑啉化合物进行了生物活性测试,发现该化合物对10种病菌均有不同程度的抑制作用,尤其是对苹果轮纹的防效最高,达到了72.9%。表明,2-苯基-3,5-二(4-吡啶基)异啉啉具有一定的生物活性。

A new compound of 3,5-bis （pyridin-4-yl）-2-phenylisoxazolidine was synthesized by 1,3-dipolar cycloaddition reaction between 4-vinyl pyridine and nitrone, which was prepared by reaction of 4-pyridine carboxaldehyde with N-phenylhydroxylamine obtained from reduction of the starting material nitrobenzene. The chemical structure of the compound was characterized by IR,t HNMR,I^CNMR and HRMS. The 1,3-dipolar cy- cloaddition reaction conditions were optimized as follows：the reaction temperature was 75℃,DMF as solvent. The bioassay testing results showed that the new isoxazolidine compound had inhibition effect to different degrees towards ten kinds of bacteria,especially its inhibition rate reached 72. 9% on Apple physalospora. It was deduced that 3,5-bis（pyridin-4-yl）-2-phenylisoxazolidine owned certain bioactivity.