Synthesis, crystal structure, characterisation, and antifungal activity of 3-thiophene aldehyde semicarbazone (3STCH), 2,3-thiophene dicarboxaldehyde bis(semicarbazone) (2,3BSTCH2) and their nickel (II) complexes

被引:31
作者
Alomar, Kusai [1 ]
Gaumet, Vincent [2 ]
Allain, Magali [3 ]
Bouet, Gilles [1 ]
Landreau, Anne [1 ]
机构
[1] Univ Angers, Lab SONAS, UFR Sci Pharmaceut & Ingn Sante, EA 921,IFR QUASAV 149, F-49045 Angers 01, France
[2] Univ Auvergne, INSERM, UMR Imagerie Mol & Therapie Vectorisee 990, Fac Pharm, F-63001 Clermont Ferrand 1, France
[3] Univ Angers, Inst Sci & Technol Mol Angers MOLTECH Anjou, CNRS, UMR 6200, F-49045 Angers 01, France
关键词
Thiophene; Semicarbazone; Crystal structure; Nickel complexes; Antifungal activity; Cytotoxicity; PENTAGONAL-BIPYRAMIDAL COMPLEXES; METALLIC COMPLEXES; CADMIUM(II) COMPLEXES; THIOSEMICARBAZONES; MANGANESE(II); CYTOTOXICITY; COBALT(II); ZINC(II); LIGANDS; MURINE;
D O I
10.1016/j.jinorgbio.2012.04.022
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The reaction of nickel (II) chloride and bromide with 3-thiophene aldehyde semicarbazone (3STCH) and 2,3-thiophene dicarboxaldehyde bis(semicarbazone) (2,3BSTCH(2)) leads to the formation of a series of new complexes: [NiCl2(3STCH)(2)], [NiBr2(3STCH)(2)], [NiCl(2,3BSTCH(2))(H2O)]Cl, and [NiBr(2,3BSTCH(2))(H2O)]Br respectively. The crystal structures of the two ligands 3STCH, 2,3BSTCH(2) and of the complex [NiBr(2,3BSTCH(2))(H2O)]Br have been determined by X-ray diffraction methods. For all these complexes, the central ion is coordinated through the oxygen atom of the carbonyle and the azomethine nitrogen atom of the semicarbazone. The antifungal activity of the complexes and their corresponding ligands was evaluated against some strains of respectively, Candida albicans, Candida glabrata and Aspergillus fumigatus. The complexes with 3STCH and 2,3BSTCH(2) revealed interesting CMI80 values specifically against C. glabrata. Cytotoxicity assay was also carried out in vitro on MRCS cells. (C) 2012 Elsevier Inc. All rights reserved.
引用
收藏
页码:36 / 43
页数:8
相关论文
共 39 条
  • [1] Nickel (II) complexes of naphthaquinone thiosemicarbazone and semicarbazone: Synthesis, structure, spectroscopy, and biological activity
    Afrasiabi, Z
    Sinn, E
    Lin, WS
    Ma, YF
    Campana, C
    Padhye, S
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2005, 99 (07) : 1526 - 1531
  • [2] Synthesis, crystal structure, characterization of zinc(II), cadmium(II) complexes with 3-thiophene aldehyde thiosemicarbazone (3TTSCH). Biological activities of 3TTSCH and its complexes
    Alomar, Kusai
    Landreau, Anne
    Kempf, Marie
    Khan, Mustayeen A.
    Allain, Magali
    Bouet, Gilles
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2010, 104 (04) : 397 - 404
  • [3] Synthesis, crystal structure and characterization of 3-thiophene aldehyde thiosemicarbazone and its complexes with cobalt(II), nickel(II) and copper(II)
    Alomar, Kusai
    Khan, Mustayeen A.
    Allain, Magali
    Bouet, Gilles
    [J]. POLYHEDRON, 2009, 28 (07) : 1273 - 1280
  • [4] [Anonymous], 2009, APEX2
  • [5] Synthesis, characterization and antifungal activity of a series of manganese(II) and copper(II) complexes with ligands derived from reduced N,N′-O-phenylenebis(salicylideneimine)
    Belaid, Sabrina
    Landreau, Anne
    Djebbar, Safia
    Benali-Baitich, Ouassini
    Bouet, Gilles
    Bouchara, Jean-Philippe
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2008, 102 (01) : 63 - 69
  • [6] The wide pharmacological versatility of semicarbazones, thiosemicarbazones and their metal complexes
    Beraldo, H
    Gambino, D
    [J]. MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2004, 4 (01) : 31 - 39
  • [7] Crystal structures and IR, NMR and UV spectra of 4-formyl- and 4-acetylpyridine N(4)-methyl- and N(4)-ethylthiosemicarbazones
    Beraldo, H
    Lima, R
    Teixeira, LR
    Moura, AA
    West, DX
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2001, 559 (1-3) : 99 - 106
  • [8] Bruker-AXS, 2009, SAINT SADABS
  • [9] Main group metal complexes of semicarbazones and thiosemicarbazones.: A structural review
    Casas, JS
    García-Tasende, MS
    Sordo, J
    [J]. COORDINATION CHEMISTRY REVIEWS, 2000, 209 : 197 - 261
  • [10] Spectroscopic and biological studies on newly synthesized nickel(II) complexes of semicarbazones and thiosemicarbazones
    Chandra, S
    Gupta, LK
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2005, 62 (4-5) : 1089 - 1094