含嘧啶、苯并噻唑基团的异噁唑衍生物的合成及抗菌活性研究

Synthesis and antibacterial activity of isoxazole derivatives containing pyrimidine or benzothiazole group

以4,6-二甲基-2-巯基嘧啶、2-巯基苯并噻唑、3-溴丙炔和取代苯甲醛肟为原料,经过亲核取代和Click反应,设计合成了16个含嘧啶、苯并噻唑结构的新型异噁唑衍生物,其收率为21~86%。目标化合物均经过NMR、IR、及HRMS等现代分析方法进行了结构表征,并对化合物进行了体外抗菌活性测试。结果表明其中6个化合物(5 b,5d,6b^6h)在浓度为4ug·mL^-1时对所测试的大肠杆菌具有明显的抑制活性,5个化合物(5b^5d,5f,6g)在浓度为16ug·mL^-1时对所测试的金黄色葡萄球菌有一定的抑制活性,但它们的抑菌活性都低于同浓度下阿莫西林的抑菌活性。该类化合物的合成方法具有反应操作简单和反应条件温和的优点。

Sixteen novel isoxazole derivatives containing pyrimidine and benzothiazole structure were designed and synthesized from 4,6-dimethyl-2-mercaptopyrimidine,2-mercaptobenzothiazole,3-bromoprop-1-yne and substituted benzaldehyde oxime by nucleophilic substitution and click reaction with good yield(21~86%)。The structures of the target compounds were characterized by NMR,IR,HRMS,and the antibacterial activity of the compounds in vitro was tested.The results showed that six of the target compounds(5b,5d,6b^6h)had obvious inhibitory activity against Escherichia coli in 4ug·mL^-1 and five of the target compounds(5b^5d,5f,6g)exhibited obvious inhibitory activity against Staphylococcus aureus in 16ug·mL^-1.But their antibacterial activities were lower than those of amoxicillin at the same concentration.The synthesis of these compounds had the advantages of simple operation and mild reaction conditions.