7β-2-(2-取代氨基噻唑-4-基)-(Z)-2-甲氧亚氨乙酰氨基-3-季铵基甲基头孢菌素的合成及抗菌活性
Synthesis and antibacterial activity of 7β-2-(2-substituted aminothiazol- 4-yl)-(Z)-2- methoxyiminoacetylamido-3-quaternaryammoniummethyl- cephalosporins
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摘要:
为了寻找抗菌谱更广，抗菌活性更强的新型头孢菌素类化合物，本研究以2-(2-氨基噻唑-4-基)-(Z)-2-甲氧亚氨基乙酸乙酯（1）为原料，经酰化、取代、水解、活泼酯化、缩合、成盐得到目标化合物（N1-N9）。所合成的9个新型第四代头孢菌素的结构经红外、核磁共振氢谱、质谱和元素分析确证。体外抗菌实验结果表明, 所合成的化合物具有不同程度的抗菌活性，它们对革兰氏阳性菌的活性总体上相当于或优于硫酸头孢匹罗，特别是对金葡菌、表皮葡球菌表现出比硫酸头孢匹罗更好的活性。
Abstract:In order to find new cephalosporin with more and more potent antibacterial activity, nine new fourth-generation cephalosporins (N1-N9) were synthesized from ethyl 2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetate (1) via acylation, substitution, hydrolysis, active esterification, condensation and salt formation. The structures of compounds (N1-N9) were confirmed by IR, MS, 1H NMR and elemental analysis. The target compounds possess different antimicrobial activities against Gram-positive and Gram-negative bacteria. The preliminary results of antibacterial activities revealed that they showed better antibacterial activities against Gram-positive bacteria than cefpirome sulfate. In particular, their activities against Staphylococcus aureus and Streptococcus albus are better.
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