Synthesis and in-vitro antibacterial activity of some novel N-nicotinoyl-1-ethyl-6-fluoro-1,4-dihydro-7-piperazin-1-yl-4-oxoquinoline-3-carboxylates.
نویسندگان
چکیده
A series of N-nicotinoyl-1-ethyl-6-fluoro-1,4-dihydro-7-piperazin-1-yl-4-oxoquinoline-3-carboxylates has been synthesized and evaluated for antibacterial activity. Norfloxacin was reacted with thionyl chloride, to yield norfloxacin acid chloride which was used immediately in next step by reacting with respective alcohols to furnish the corresponding esters i.e. 1-ethyl-6-fluoro-1,4-dihydro-7-piperazin-1-yl-4-oxoquinoline-3-carboxylates (III). Nicotinoyl chloride (IV) was prepared by adopting reported procedures and was reacted appropriately with previously synthesized esters (III) to yield the title compounds (V). The structures of synthesized compounds were established on the basis of analytical and spectral studies. All the synthesized compounds were evaluated for antibacterial activity against four different strains of bacteria. Compounds exhibited moderate to significant minimum inhibitory concentration (MIC) values ranging from 0.19 to 0.37 against E. coli, 0.17 to 0.37 against S. dysentry. The MIC values against Gram positive bacteria were slightly more that Gram negative ones and ranged from 1.9 to 3.5 against S. aureus and 2.0 to 3.1 against B. subtilis.
منابع مشابه
catena-Poly[[[(1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ2 O 3,O 4)copper(II)]-μ-1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylato-κ3 N 7′:O 3,O 4] tetrahydrate]
In the title compound, {[Cu(C(16)H(17)FN(3)O(3))(2)]·4H(2)O}(n), the Cu(II) atom is bonded to two O,O'-bidentate 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-quinoline-3-carboxyl-ate (norf) monoanions and a symmetry-generated N-bonded norf anion, resulting in a distorted square-pyramidal coordination environ-ment with the N atom occupying the apical site. The bridging norf anion result...
متن کاملDiaquabis[1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylato]magnesium(II) hexahydrate
In the title compound, [Mg(C(16)H(17)FN(3)O(3))(2)(H(2)O)(2)]·6H(2)O, the Mg(2+) ion (site symmetry ) exhibits a distorted MgO(6) octa-hedral geometry defined by two O,O-bidentate 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazin-yl)-3-quinoline-carb-oxyl-ate (norf) anions and two water mol-ecules. In the crystal, O-H⋯O and O-H⋯N hydrogen bonds help to establish the packing.
متن کاملBis[1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylato-κ2 O 3,O 4]copper(II)
In the title compound, [Cu(C(17)H(19)FN(3)O(3))(2)], the Cu(II) atom (site symmetry ) exhibits a slightly distorted CuO(4) square-planar geometry defined by two bidentate O,O'-bonded 1-ethyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxyl-ate (perfloxacinate) anions.
متن کاملAquabis[1-ethyl-6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylato]zinc(II) dihydrate
The title compound, [Zn(C(17)H(19)FN(3)O(3))(2)(H(2)O)]·2H(2)O or [Zn(pef)(2)(H(2)O)]·2H(2)O, where pef is 1-ethyl-6-fluoro-7-(4-methyl-piperazin-4-yl)-4-oxo-1,4-dihydro-quinoline-3-carb-oxyl-ate, was synthesized under hydro-thermal conditions. The Zn(II) atom exhibits a distorted ZnO(5) square-pyramidal geometry defined by two bidentate O,O-bonded pef anions in the basal plane and one water mo...
متن کاملSynthesis, Spectral Characterization, In-vitro Antibacterial and Antifungal Activities of Novel (2e)-Ethyl-2-(2-(2, 4-Dinitrophenyl) Hydrazono)-4-(Naphthalen-2-yl)-6-Arylcyclohex-3-Enecarboxylates
In a search for new leads towards potent antimicrobial agents, an array of novel (2E)-ethyl-2-(2-(2,4-dinitrophenyl)hydrazono)-4-(naphthalen-2-yl)-6-arylcyclohex-3-ene carboxylates 17-24 were synthesized and characterized through their melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (1H, D2O exchanged 1H and 13C), two dimensional HOMOCOR and HSQC spectroscopic data. In-vitro m...
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عنوان ژورنال:
- Acta poloniae pharmaceutica
دوره 65 5 شماره
صفحات -
تاریخ انتشار 2008