Synthesis and in vitro antimicrobial study of Schiff base and thiazolidinone of 1-cyclopropyl-6-fluoro-7-[4-(2,3-dichlorophenyl)piperazin-1-yl]-4-quinolone.
The title compounds, 2-substituted phenyl-3-{1-cyclopropyl-6-fluoro-7-[4-(2,3-dichlorophenylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline} carboxamido-1,3-thiazolidin-4-ones 6a-j, have been synthesized after several structural variations viz. hydrazide 2 via acid chloride, Schiff base formation and cyclization of Schiff base followed by condensation with N-(2,3-dichlorophenyl)piperazine from the lead molecule 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-carboxylic acid 1. The synthesized compounds were tested for their antibacterial and antifungal activity (MIC) in vitro against organisms viz. S. aureus, S. pyogenes, E. coli, P. aeruginosa, C. albicans, A. niger and A. clavatus taking gentamycin, ampicillin, chloramphenicol, ciprofloxacin, norfloxacin, nystatin and greseofulvin as standard drugs. Compounds 4i, 5i and 6j (2-Cl, 2-Cl and 4-Cl) demonstrated excellent activity compared with ampicillin.
Patel
Navin B
NB
Department of Chemistry, Veer Narmad South Gujarat University, Surat-395007, India. drnavin@satyam.net.in
Patel
Sarvil D
SD
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D024841:Fluoroquinolones / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects / Q000254:growth & development; D006094:Gram-Positive Bacteria / Q000187:drug effects / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D003904:Mitosporic Fungi / Q000187:drug effects / Q000254:growth & development; D015394:Molecular Structure; D012545:Schiff Bases / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D053778:Thiazolidines / Q000138:chemical synthesis* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D024841:Fluoroquinolones; D012545:Schiff Bases; D053778:Thiazolidines