New 7-piperazinylquinolones containing (benzo[d]imidazol-2-yl)methyl moiety as potent antibacterial agents
Abstract A series of 7-piperazinylquinolones containing a (benzo[d]imidazol-2-yl)methyl moiety were designed and synthesized as new antibacterial agents. The antibacterial activity of title compounds was evaluated against Gram-positive (Staphylococcus aureus, Staphylococcus epidermidis and Bacillus subtilis) and Gram-negative (Escherichia coli, Pseudomonas aeruginosa and Klebsiella pneumonia) microorganisms. Among the tested compounds, the N1-cyclopropyl derivative 4a showed the highest activity against S. aureus, S. epidermidis, B. subtilis and E. coli ($$\text {MIC} = 0.097$$$$\mu $$g/mL), being 2–4 times more potent than reference drug norfloxacin. A structure-activity relationship study demonstrated that the effect of the nitro group on the benzimidazole ring depends on the pattern of substitutions on the piperazinylquinolone..
| Medienart: |
Artikel |
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| Erscheinungsjahr: |
2018 |
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| Erschienen: |
2018 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:22 |
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| Enthalten in: |
Molecular diversity - 22(2018), 4 vom: 07. Juni, Seite 815-825 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Arab, Hojat-Allah [VerfasserIn] |
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| Links: |
Volltext [lizenzpflichtig] |
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| Themen: |
]imidazole |
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| Anmerkungen: |
© Springer International Publishing AG, part of Springer Nature 2018 |
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| doi: |
10.1007/s11030-018-9834-3 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
OLC2047813972 |
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| 500 | |a © Springer International Publishing AG, part of Springer Nature 2018 | ||
| 520 | |a Abstract A series of 7-piperazinylquinolones containing a (benzo[d]imidazol-2-yl)methyl moiety were designed and synthesized as new antibacterial agents. The antibacterial activity of title compounds was evaluated against Gram-positive (Staphylococcus aureus, Staphylococcus epidermidis and Bacillus subtilis) and Gram-negative (Escherichia coli, Pseudomonas aeruginosa and Klebsiella pneumonia) microorganisms. Among the tested compounds, the N1-cyclopropyl derivative 4a showed the highest activity against S. aureus, S. epidermidis, B. subtilis and E. coli ($$\text {MIC} = 0.097$$$$\mu $$g/mL), being 2–4 times more potent than reference drug norfloxacin. A structure-activity relationship study demonstrated that the effect of the nitro group on the benzimidazole ring depends on the pattern of substitutions on the piperazinylquinolone. | ||
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| 700 | 1 | |a Irannejad, Hamid |4 aut | |
| 700 | 1 | |a Foroumadi, Alireza |4 aut | |
| 700 | 1 | |a Emami, Saeed |0 (orcid)0000-0003-1665-6621 |4 aut | |
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