6-Chloro-3-nitro-4-hydroxyquinoline-2(1H)-one as an efficient and comparable antibacterial agent
Subject Areas : Biotechnological Journal of Environmental Microbiology
Enayatollah Moradi Rufchahi
1
(عضو هیات علمی)
Keywords: 4-hydroxy quinolin-2(1H)-one, Nitration, Spectroscopy, Antibacterial activities,
Abstract :
in this study, at first 4-chloroaniline was reacted with diethylmalonate to give corresponding dianilide. Then the dianilide was cyclized to 6-Chloro-4-hydroxyquinoline-2(1H)-one in melted polyphosphoric acid at 140-150 oC. 6-Chloro-3-nitro-4-hydroxyquinoline-2(1H)-one was successfully synthesized from 6-Chloro -4-hydroxyquinolin-2(1H)-one through a tradition nitration process in satisfactory yields. The synthesized compounds were recrystallized from dimethyl formamide. All of the prepared materials were characterized by use of fourier transform infrared (FT-IR) and proton nuclear magnetic resonance (1H NMR) spectroscopic techniques. Then, antibacterial activities of the nitration product dissolved in DMSO were evaluated using well diffusion method against Staphylococcus aureus (ATCC 25923), Escherichia coli (ATCC 25922), Proteus vulgaris (ATCC 49132) and Listeria monocytogenes (1298 ATCC) bacterial strains.According to the activity index, the well diffusion results show that the compounds 18 has reasonable antimicrobial activity against the tested microbes, which was confirmed by an inhibition zone compared to the standard drug Gentamycine.
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