Synthesis and antitubercular activity of lipophilic moxifloxacin and gatifloxacin derivatives.
Fluoroquinolone (FQ) has a broad spectrum of activity against several bacteria, mycobacteria, parasites, and other diseases. Moxifloxacin and gatifloxacin are a new generation of fluoroquinolone agents with improved activity against Gram-negative and positive bacteria. As lipophilicity is an important consideration in the design and activity of novel antibacterial agents, we report in this work the synthesis and biological evaluation of 12 lipophilic moxifloxacin or gatifloxacin derivatives, by reaction of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid 13 with several N-monoalkyl 1,2-ethanediamine or 1,3-propanediamine.
de Almeida
Mauro V
MV
Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Juiz de Fora, Cidade Universitária, 36036-330 Juiz de Fora, MG, Brazil. mauro.almeida@ufjf.edu.br
Saraiva
Maurício F
MF
de Souza
Marcus V N
MV
da Costa
Cristiane F
CF
Vicente
Felipe R C
FR
Lourenço
Maria C S
MC
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001372:Aza Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D024841:Fluoroquinolones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000077734:Gatifloxacin; D008055:Lipids / Q000737:chemistry*; D015394:Molecular Structure; D000077266:Moxifloxacin; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013296:Streptococcus pneumoniae / Q000187:drug effects; D013329:Structure-Activity Relationship