[Synthesis and antibacterial activity of 7 beta-[2-(2-substituted aminothiazol-4-yl)-(Z)-2-methoxyiminoacetylamido]-3-quaternaryammoniummethyl-cephalosporins].
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.
Chen
Guo-hua
GH
Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
Yang
Yang
Y
Ren
Zhong
Z
Zhong
Qi-xing
QX
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects; D013302:Streptomyces / Q000187:drug effects
D000900:Anti-Bacterial Agents; D002511:Cephalosporins