硫酸头孢匹罗类似物的合成及其抗菌活性研究

Synthesis and antibacterial activity of cefpirome sulfate analogues

目的研究硫酸头孢匹罗类似物的合成及其抗菌活性。方法以7-氨基头孢烷酸(7-ACA)为原料,在三乙胺催化下与苯并噻唑硫醇活性酯(MAEM)缩合得头孢噻肟酸,然后在KI作用下与取代吡啶进行3-位取代反应,最后硫酸成盐得目标化合物,并通过平皿二倍稀释法对它们的体外抗菌活性进行评价。结果合成的12个目标化合物均未见文献报道,其结构经MS,IR和1H-NMR确证。结论初步体外抗菌活性实验结果表明,化合物1a对革兰阴性菌的活性总体上与硫酸头孢匹罗相当,特别是对大肠埃希菌和铜绿假单胞菌的活性优于硫酸头孢匹罗。

Objective To study the synthesis and antibacterial activity of cefpirome sulfate analogues. Methods Beginning with 7-ACA, the target compounds were obtained by consendation with MAEM in presence of Et3N, 3-substituion with substituted pyridine using KI as catalyst, and salt formation of sulfate. Their antibacterial activities in vitro were evaluated by double broth dilution method. Results 12 new compounds were synthesized, and their structures were confirmed by MS, IR and tH-NMR. Conclusion The preliminary results of antibacterial activity in vitro showed that compound la possessed approximately equivalent antibacterial activity against Gram-negative bacteria to cefpirome sulfate.