Switch to
| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
1
|
| pubmed:dateCreated |
1992-2-21
|
| pubmed:abstractText |
A series of 8-substituted-9,1-(epoxymethano)-7-fluoro-5-oxo-5H- thiazolo[3,2-a]quinoline-4-carboxylic acids having a novel tetracyclic structure was synthesized and tested for antibacterial activity. The nature of the heteroatom (N, O, or S) substituted at the 8-position had little influence on the antibacterial activity. Among the six pyrrolidinyl derivatives and the five piperazinyl derivatives, the 8-(3-hydroxy-1-pyrrolidinyl) derivative 6h and the hydrochloride of the 8-(4-methyl-1-piperazinyl) derivative 6l showed the most potent activity against both Gram-positive and Gram-negative bacteria. Against nalidixic acid resistant strains, isolated from Escherichia coli KC-14, compound 6h was less potent than 6l. Replacement of the piperazinyl nitrogen atom by a carbon atom, an oxygen atom, or a sulfur atom (corresponding to the piperidino, morpholino, or thiomorpholino group, respectively) enhanced the activity against Gram-positive bacteria, but reduced the activity against Gram-negative bacteria. Compound 6l also showed potent in vivo antibacterial activity against Gram-positive and Gram-negative bacteria, and did not cause convulsions in mice with the concomitant administration of fenbufen. Replacement of the carboxy group by a sulfonic acid group in 6l resulted in a complete loss of antibacterial activity.
|
| pubmed:commentsCorrections | |
| pubmed:language |
eng
|
| pubmed:journal | |
| pubmed:citationSubset |
IM
|
| pubmed:chemical | |
| pubmed:status |
MEDLINE
|
| pubmed:month |
Jan
|
| pubmed:issn |
0022-2623
|
| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:volume |
35
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
94-9
|
| pubmed:dateRevised |
2003-11-14
|
| pubmed:meshHeading |
pubmed-meshheading:1310116-Animals,
pubmed-meshheading:1310116-Anti-Infective Agents,
pubmed-meshheading:1310116-Escherichia coli,
pubmed-meshheading:1310116-Gram-Negative Bacteria,
pubmed-meshheading:1310116-Gram-Positive Bacteria,
pubmed-meshheading:1310116-Male,
pubmed-meshheading:1310116-Mice,
pubmed-meshheading:1310116-Microbial Sensitivity Tests,
pubmed-meshheading:1310116-Quinolones,
pubmed-meshheading:1310116-Structure-Activity Relationship
|
| pubmed:year |
1992
|
| pubmed:articleTitle |
Synthesis and antibacterial activity of new tetracyclic quinolone antibacterials.
|
| pubmed:affiliation |
New Drug Research Laboratories, Kanebo Ltd., Osaka, Japan.
|
| pubmed:publicationType |
Journal Article
|