Journal
ARCHIV DER PHARMAZIE
Volume 347, Issue 2, Pages 142-152Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ardp.201300167
Keywords
Antimicrobial activity; Fluoroquinolone; Pyrrolo[3,2-c]quinolines; Thieno[3,2-c]quinolines
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2-Bromo-4-fluoroaniline (1) was condensed with ethyl 2-cyano-3-ethoxyacrylate (2) in ethanol to afford 3, which upon refluxing in paraffin oil at 250 degrees C gave 8-bromo-3-cyano-6-fluoroquinoline-4(1H)-one (4). Then, compound 4 was taken as a versatile building block that allows the synthesis of thieno[3,2-c]-quinoline, pyrrolo[3,2-c] quinoline, and N-methylpyrrolo[3,2-c] quinoline systems. The newly synthesized compounds and their derivatives were characterized by elemental analysis and spectroscopy (IR, H-1 NMR, C-13 NMR, and mass). Furthermore, some of these synthesized compounds were screened for their biological activities against various pathogenic bacterial and fungal strains. Our results demonstrate that most of the synthesized compounds possess a significant broad antibacterial activity against all strains of both gram-positive and gram-negative bacteria. In addition, compound 5 showed remarkable antifungal activity.
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