Norfloxacin
Norfloxacin is a first generation fluoroquinolone antibiotic that exhibits antibacterial, anti-inflammatory, and anticancer activities. Norfloxacin inhibits DNA gyrase and topoisomerase IV; it is clinically used to treat urinary tract infections and prostatitis. In neutrophils from cirrhotic subjects, norfloxacin increases expression of IL-10 and heme oxygenase 1 (HO-1) and decreases expression of pro-inflammatory cytokines. Additionally, when complexed with gold(III), norfloxacin binds DNA and inhibits cellular proliferation in several cancer cell lines.
References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18950497
Cas No. |
70458-96-7 |
---|---|
Purity |
≥98% |
Formula |
C16H18FN3O3 |
Formula Wt. |
319.33 |
Chemical Name |
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid |
IUPAC Name |
1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid |
Synonym |
Baccidal; Sebercim |
Melting Point |
227-228°C |
Solubility |
Soly at 25oC (mg/ml): water 0.28; methanol 0.98; ethanol 1.9. |
Appearance |
Yellowish white crystal poder |
Gouvea LR, Garcia LS, Lachter DR, et al. Atypical fluoroquinolone gold(III) chelates as potential anticancer agents: relevance of DNA and protein interactions for their mechanism of action. Eur J Med Chem. 2012 Sep;55:67-73. PMID: 22835721.
Gómez-Hurtado I, Zapater P, Bellot P, et al. Interleukin-10-mediated heme oxygenase 1-induced underlying mechanism in inflammatory down-regulation by norfloxacin in cirrhosis. Hepatology. 2011 Mar;53(3):935-44. PMID: 21374664.
Padeĭskaia EN. Norfloxacin: more than 20 years of clinical use, the results and place among fluoroquinolones in modern chemotherapy for infections. Antibiot Khimioter. 2003;48(9):28-36. PMID: 15002177.
Drlica K, Zhao X. DNA gyrase, topoisomerase IV, and the 4-quinolones. Microbiol Mol Biol Rev. 1997 Sep;61(3):377-92. PMID: 9293187.
Ho YB, Zakaria MP, Latif PA, Saari N. Occurrence of veterinary antibiotics and progesterone in broiler manure and agricultural soil in Malaysia. Sci Total Environ. 2014 Aug 1;488-489:261-267. PMID: 24836135.