Studies on beta-lactam antibiotics. II. Synthesis and antibacterial activity of cephalosporins with substituted 1,3-dithietane directly attached to the C-3 position.
Preparation of cephalosporins bearing a 1,3-dithietane ring attached to the C-3 position using intramolecular rearrangement are described. The diastereoisomers (6a-I and 6a-II) were separated by silica gel column chromatography. These 3-[4-(carbamoyl carboxymethylene)-1,3-dithietane-2-yl]cephems showed comparable activity against Gram-negative bacteria to that of ceftazidime.
Nagano
N
N
Central Research Laboratories, Yamanouchi Pharmaceutical Co., Ltd., Ibaraki, Japan.
Nakano
K
K
Shibanuma
T
T
Hara
R
R
D002511:Cephalosporins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D006090:Gram-Negative Bacteria / Q000187:drug effects; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D002511:Cephalosporins