Novel N-2-(Furyl)-2-(chlorobenzyloxyimino) ethyl Piperazinyl Quinolones: Synthesis, Cytotoxic Evaluation and Structure-activity Relationship
نویسندگان
چکیده مقاله:
Quinolone antibacterials are one of the most important classes of pharmacological agents known as potent inhibitors of bacterial DNA gyrase and topoisomerase IV that efficiently inhibit DNA replication and transcription by generating several double-stranded DNA break. Some quinolone derivatives demonstrated inhibitory potential against eukaryote topoismarase II and substantial dose-dependent cytotoxic potential against some cancerous cells. In present study, synthesis and cytotoxic activity evaluation of new series of N-pipearzinyl quinolones containing N-2-(furyl-2 or 3-yl)-2-(chlorobenzyloxyimino) ethyl moiety 7a-i have been studied. Reaction of quinolone, with 2-bromo-1-(furan-2 or 3-yl)ethanone-O-substituted chlorobenzyloxime in DMF in presence of NaHCO3 at room temperature, gave the title compounds N-2-(furan-2 or 3-yl)-2-(chlorobenzyloxyiminoethyl) quinolone 7a-i. Synthesized compounds were further evaluated in-vitro against three human breast tumor cell lines. Preliminary screening indicated that compound 7 g demonstrated significant growth inhibitory potential against all evaluated cell lines. The results of structure-activity relationship study exhibited that quinolone derivatives are superior in cytotoxic potential compared to 1, 8-naphthyridone series. Furthermore, ethyl quinolone derivatives were more potent cytotoxic agents comparing with cyclopropyl quinolones.
منابع مشابه
Novel N-2-(Furyl)-2-(chlorobenzyloxyimino) Ethyl Piperazinyl Quinolones: Synthesis, Cytotoxic Evaluation and Structure-Activity Relationship.
Quinolone antibacterials are one of the most important classes of pharmacological agents known as potent inhibitors of bacterial DNA gyrase and topoisomerase IV that efficiently inhibit DNA replication and transcription by generating several double-stranded DNA break. Some quinolone derivatives demonstrated inhibitory potential against eukaryote topoismarase II and substantial dose-dependent cy...
متن کاملnovel n-2-(furyl)-2-(chlorobenzyloxyimino) ethyl piperazinyl quinolones: synthesis, cytotoxic evaluation and structure-activity relationship
quinolone antibacterials are one of the most important classes of pharmacological agents known as potent inhibitors of bacterial dna gyrase and topoisomerase iv that efficiently inhibit dna replication and transcription by generating several double-stranded dna break. some quinolone derivatives demonstrated inhibitory potential against eukaryote topoismarase ii and substantial dose-dependent cy...
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In the present work, N-[2-(thienyl)-2-(chlorobenzyloxyimino)ethyl]enoxacin derivatives (4a-f) were synthesis by the reaction of enoxacin with 2-bromo-1-(thiophen) ethanone O-2-chlorobenzyl oxime derivatives (3a-f) in DMF in the presence of NaHCO3 at room temperature. The synthesized compounds were tested in vitro on human tumor cell lines. Preliminary screening showed 4b and 4e demonstrated sig...
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عنوان ژورنال
دوره 14 شماره 4
صفحات 1095- 1103
تاریخ انتشار 2015-10-01
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