Synthesis, crystal structure, characterization of zinc(II), cadmium(II) complexes with 3-thiophene aldehyde thiosemicarbazone (3TTSCH). Biological activities of 3TTSCH and its complexes

Abstract

The reaction of zinc(II) chloride, cadmium(II) chloride and bromide with 3-thiophene aldehyde thiosemicarbazone leads to the formation of a series of new complexes. They have been characterized by spectroscopic studies: infrared, (1)H NMR, and electronic spectra. The crystal structures of the compound [ZnCl(2)(3TTSCH)(2)] and [CdBr(2)(3TTSCH)(2)] have been determined by X-ray diffraction methods. For the complexes [ZnCl(2)(3TTSCH)(2)] and [CdBr(2)(3TTSCH)(2)], the central ion is coordinated through the sulfur, and for the complexes [CdCl(2)(3TTSCH)], [CdBr(2)(3TTSCH)] the ion is coordinated through the sulfur as well as azomethine nitrogen atom of the thiosemicarbazone. In addition, fungistatic and bacteriostatic activities of both ligand and complexes have been evaluated. Cadmium(II) complexes have shown the most significant activities.

DFT vibrational assignments, in vitro antifungal activity, genotoxic and acute toxicity determinations of the [Zn(phen)2(cnge)(H2O)](NO3)2·H2O complex

“…A similar order of inhibition zones of C. parapsilosis > C. tropicalis > C. albicans for the complex [Zn(NAL) 2 (N 3 ) 2 ] [16] (NAL: N-phenyl-3-pyridinecarboxamide) and C. glabrata > C. albicans for the complex [ZnCl 2 (3TTSCH) 2 ] [17] (3TTSCH: 3-thiophene aldehyde thiosemicarbazone), respectively, has been reported. In addition, the halos produced by the zinc complex were bigger than the halos reported by M. Montazerozohori et al for a series of zinc halide/pseudohalide complexes of a bidentate Schiff base ligand against C. albicans [22].…”

“…The antifungal activity of several Zn(II) complexes against different strains of Candida was previously reported in the literature [16,17,22]. A similar order of inhibition zones of C. parapsilosis > C. tropicalis > C. albicans for the complex [Zn(NAL) 2 (N 3 ) 2 ] [16] (NAL: N-phenyl-3-pyridinecarboxamide) and C. glabrata > C. albicans for the complex [ZnCl 2 (3TTSCH) 2 ] [17] (3TTSCH: 3-thiophene aldehyde thiosemicarbazone), respectively, has been reported.…”

Synthesis, structure investigation and biological evaluation of 2-thiophene N(4)-phenylthiosemicarbazone and its three metal derivatives

“…The obviously increase in frequency of ν(N-N) band from 1204 cm -1 in HL to 1245, 1250, 1247 cm -1 in 1-3 further support the coordination of imine N atom. A band appeared at 854 cm -1 is assigned to ν(C=S) in HL, which has been shifted to lower frequency 823, 830 and 830 cm -1 in 1-3 suggesting that the coordination of thiolate S atom through -C-S-Metal mode after enolization followed by deprotonation on sulfur [3,14]. …”

“…Thiosemicarbazones and their metal complexes have received considerable attentions due to their good repeatability, various structures and beneficial pharmacological properties [1][2][3][4][5][6][7]. It is reported that the biological activities of thiosemicarbazones are closely related to the parent aldehyde or ketone group, amino-terminal substitution and metal ions [8][9][10][11][12][13].…”

Zn(II) and Hg(II) complexes of naphthalene based thiosemicarbazone: Structure and spectroscopic studies

“…Zn(II) is an essential metal ion because of its presence in certain metalloenzymes while Cd(II) and Hg(II), present in the environment, are toxic. Recently, much more attention have taken on the reactivity of macroligands containing sulfur with Zn(II), Cd(II) and Hg(II) ions [7,8].…”