Synthesis and structure-activity relationships of 3-(2-imidazolyl)thiomethyl cephalosporins.
The synthesis and structure-activity relationships of a series of 3-(2-imidazolyl)thiomethyl cephalosporins are described. Among the compounds, 7 beta-[2-(2-amino-1,3-thiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3- [(4,5-dicarboxyimidazol-2-yl)thiomethyl]-3-cephem-4-carboxylic acid (1) exhibited potent activity against both Gram-positive and Gram-negative bacteria including Pseudomonas aeruginosa. We also estimated lipophilicity of the compounds from the chromatographic log k' value of reversed-phase HPLC. The relationship between lipophilicity and biological activity showed that compound 1 had the most suitable lipophilicity.
Nakanishi
E
E
Central Research Laboratories, Ajinomoto Co., Inc., Kawasaki, Japan.
Ogasawara
Y
Y
Sasaki
Y
Y
Yasuda
N
N
D002511:Cephalosporins / Q000138:chemical synthesis* / Q000494:pharmacology; D012995:Solubility; D013329:Structure-Activity Relationship
D002511:Cephalosporins