Novel fluoroquinolone hybrids as dual DNA gyrase and urease inhibitors with potential antibacterial activity: Design, synthesis, and biological evaluation was written by Abdel-Aziz, Salah A.;Cirnski, Katarina;Herrmann, Jennifer;Abdel-Aal, Mohamed A. A.;Youssif, Bahaa G. M.;Salem, Ola I. A.. And the article was included in Journal of Molecular Structure in 2023.Application of 70458-96-7 The following contents are mentioned in the article:
New fluoroquinolone hybrids I [R = Et, cyclopropyl; R1 = Me, Ph, 4-chlorophenyl, etc.; R2 = H, CN] and II [R3 = Me, NH2] was synthesized by combining ciprofloxacin or norfloxacin with different thiouracil and thioxopyrimidine derivatives The purity of the newly developed compounds I and II was assessed through thin-layer chromatog. and the elucidation of their structures was confirmed through proton NMR, IR spectroscopy, high resolution mass spectrometry and microanalyses. The new hybrids I and II were evaluated for their antibacterial, DNA gyrase and urease inhibitory activities. The potential co- and cross-resistance in Escherichia coli (E. coli) as well as the frequencies of the resistance were evaluated for the new hybrids. The new hybrid compounds I and II displayed a significant antibacterial activity against a panel of Gram-pos. and Gram-neg. bacterial strains. The majority of the tested ciprofloxacin and norfloxacin hybrids displayed a superior activity against E. coli. The hybrids II [R = cyclopropyl; R3 = Me, NH2] were the most active E. coli DNA gyrase inhibitors (IC50: 0.62 and 0.58μM, resp.) and displayed an inhibitory activity that was comparable to that of ciprofloxacin (IC50: 0.40μM). The hybrids II [R = Et, R3 = NH2] and I [R = Et, R1 = 4-methylphenyl, R2 = CN] hybrids exhibited an improved inhibitory activity (IC50: 0.76 and 0.80μM, resp.) when compared to norfloxacin (IC50: 0.93μM). Most of the tested hybrids were shown to be able to addnl. inhibit the urease activity (IC50 range: 9.71-80.64μM). Hybrids I [R = Et, cyclopropyl; R1 = 4-methylphenyl, phenyl; R2 = CN] were the most potent urease inhibitors (IC50: 11.68 and 9.71μM, resp.), capable of displaying a 3 – 4-fold increase in their activity when compared to ciprofloxacin, norfloxacin and thiourea (IC50: 42.74, 36.07, and 32.25μM, resp.). This study involved multiple reactions and reactants, such as 1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 70458-96-7Application of 70458-96-7).
1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (cas: 70458-96-7) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Application of 70458-96-7
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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics