Studies on beta-lactam antibiotics. IV. An improved synthesis of 3-(isothiazolylthiomethyl)cephalosporins and its application to new derivatives.
An improved synthesis and in vitro activity of cephalosporins with a (4-carboxy-3-hydroxy-5-isothiazolyl)thiomethyl group at the 3-position and its application to the preparation of new derivatives are described. These compounds showed excellent activity against Gram-negative bacteria including beta-lactamase producing strains. Among them, 2f was the most interesting because of its broad spectrum of antibacterial activity, including Gram-positive bacteria, and its outstanding inhibitory potency against Pseudomonas aeruginosa.
Hara
R
R
Infectious Disease and Immunology Research Laboratories, Yamanouchi Pharmaceutical Co., LTD., Ibaraki, Japan.
Nakai
E
E
Hisamichi
H
H
Nagano
N
N
D000818:Animals; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008826:Microbial Sensitivity Tests; D011485:Protein Binding; D051381:Rats; D012044:Regression Analysis; D013055:Spectrophotometry, Infrared
D002511:Cephalosporins