Supramolecular structures of metronidazole and its copper(II), cobalt(II) and zinc(II) coordination compounds

Galván-Tejada, Nadeshda; Bernès, Syl­vain; Castillo‐Blum, Silvia E.; Nöth, Heinrich; Vicente, Ramón; Barba-Behrens, Noráh

doi:10.1016/s0162-0134(02)00468-3

Cited by 47 publications

(21 citation statements)

References 33 publications

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“…The intensity of this band in the IR spectra of complexes decreases in relation to the IR spectra acid. Many different 4-imidazolecarboxylic acid derivatives have coordinated the metals in analogous way [12,13,16,17].…”

Section: Ir and Raman Spectramentioning

confidence: 99%

“…A detailed analysis has shown that some of the bands present in the spectrum of acid are shifted including the following ones: 6, a ring (at about 1239 cm -1 ), 10,11,12,13,15,16,17,19, u ring (633 cm -1 ). A few bands were shifted toward lower values of the wavenumbers in the spectra of the complexes as compared to the acid spectrum.…”

Section: Ir and Raman Spectramentioning

confidence: 99%

“…Many crystalline structures of 3d-metals complexes with derivatives of 4-imidazolecarboxylic acid have been described in the literature. A nitrogen atom of the imidazole ring participate in the coordination of metal by ligand (e.g., nitroimidazole complexes with copper, cobalt and zinc [12], 4-imidazoleacetate with manganese [13], 5-methylimidazolecarboxylate with copper [14], cadmium, nickel and cobalt [15], or complexes of 4,5-imidazoledicarboxylic acid with 3d metals [16,17]). When the nitrogen atom is in close proximity to the carboxylic group, the metal is coordinated through nitrogen atom and carboxylic group.…”

Section: Introductionmentioning

confidence: 99%

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Spectroscopic (IR, Raman, UV–Vis) study and thermal analysis of 3d-metal complexes with 4-imidazolecarboxylic acid

Świderski

Wilczewska

Świsłocka

et al. 2018

J Therm Anal Calorim

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In this work, the spectroscopic (IR, Raman, UV-Vis) and thermal properties of 3d metal complexes with 4-imidazolecarboxylic acid were studied in order to determine the effect of 3d metals [i.e., Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II)] on the electronic structure and physicochemical properties of the ligand. The spectroscopic studies showed that the 3d-transition metals stabilize the electronic system of 4-imidazolecarboxylic acid. Similar results were obtained previously for benzoic and pyridinecarboxylic acids. The complexes synthesized in an aqueous medium were hydrated, as determined by the elemental and thermogravimetric analysis. The complexes of 4-imidazolecarboxylic acid have the general formula: M(C 3 N 2 H 3 COO) x ÁnH 2 O where M = Mn, Fe, Co, Ni, Cu, Zn, x = 3 for iron complex, x = 2 for other complex and n = 0-3. Thermogravimetric analysis conducted in oxygen atmosphere showed that the complexes decompose to metal oxides. During the thermal decomposition process carbon monoxide, carbon dioxide and imidazole ring degradation products are released.

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Section: Ir and Raman Spectramentioning

confidence: 99%

Section: Ir and Raman Spectramentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Spectroscopic (IR, Raman, UV–Vis) study and thermal analysis of 3d-metal complexes with 4-imidazolecarboxylic acid

Świderski

Wilczewska

Świsłocka

et al. 2018

J Therm Anal Calorim

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“…An ORTEP view of the molecule is shown in Figure 40. All distances and angles in 41 are normal and consistent with other related imidazole compounds (Galvan-Tejada, N. et al, 2002) (Kowalski, A., 1996). (Kowalski, A., 1996).…”

Section: Electrochemistrysupporting

confidence: 81%

Probing the properties of the second coordination sphere of biologically relevant metal complexes using amide function.

Cheruzel¹,

Lionel²

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“…In this paper, we report the preparation and characterization of the metronidazole Au (4) has been prepared earlier, but only a crystal study has been reported [20]. We have synthesized 4 by a modified procedure, and characterized it by spectroscopic analysis and X-ray crystallography.…”

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confidence: 99%

Synthesis and Anti-Amoebic Activity of Gold(I), Ruthenium(II), and Copper(II) Complexes of Metronidazole

Athar

Husain

Abid

et al. 2005

C&B

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A series of Au, Ru, and Cu complexes of metronidazole (= [1-(2-hydroxyethyl)-2-methyl-5-nitro-1H-imidazole; 1) were prepared as highly potent anti-amoebic drugs. The complexes [Au(PPh3)(1)]PF6 (2), [Ru(1)2(Cl)2(H2O)2] (3), and [Cu(1)2(mu-Cl)(H2O)]2Cl2 (4) were readily synthesized from [Au(PPh3)Cl], RuCl3 x 3 H2O, and CuCl2 x 2 H2O, respectively. All complexes were thoroughly characterized by IR, UV/VIS, 1H-NMR, FAB-MS, elemental and thermogravimetric analyses, and, in the case of 4, also by X-ray crystallography (Fig. 1). All complexes were evaluated in vitro as growth inhibitors of Entamoeba histolytica (HM1:IMSS strain). Their IC50 values were in the range of 0.10-0.51 microM (Table 2), which makes these drugs, especially the Cu(II) complex 4, considerably more potent than uncomplexed metronidazole (1; IC50 = 1.81 microM), the current standard drug for the worldwide treatment of amoebiasis.

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Supramolecular structures of metronidazole and its copper(II), cobalt(II) and zinc(II) coordination compounds

Cited by 47 publications

References 33 publications

Spectroscopic (IR, Raman, UV–Vis) study and thermal analysis of 3d-metal complexes with 4-imidazolecarboxylic acid

Spectroscopic (IR, Raman, UV–Vis) study and thermal analysis of 3d-metal complexes with 4-imidazolecarboxylic acid

Probing the properties of the second coordination sphere of biologically relevant metal complexes using amide function.

Synthesis and Anti-Amoebic Activity of Gold(I), Ruthenium(II), and Copper(II) Complexes of Metronidazole

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