New thiosemicarbazone Schiff base ligands: Synthesis, characterization, catecholase study and hemolytic activity

被引:16
作者
Nehar, Oussama Kheireddine [1 ]
Mahboub, Radia [2 ]
Louhibi, Samira [1 ]
Roisnel, Thierry [3 ]
Aissaoui, Mohammed [4 ]
机构
[1] Tlemcen Univ, Fac Sci, Dept Chem, Lab Inorgan Chem & Environm, BP 119, Tilimsen 13000, Algeria
[2] Univ Tlemcen, Fac Sci, Dept Chem, BP 119, Tilimsen 13000, Algeria
[3] Univ Rennes 1, UMR 6226, CNRS, Ctr Diffractometry X, F-35042 Rennes, France
[4] Tlemcen Univ, Fac Biol, Antibiot Antifungal Lab Phys Chem Synth & Biol Ac, Tilimsen 13000, Algeria
关键词
Thiosemicarbazone; Crystal structure; Catechol oxidation; Catalysis; Hemolytic activity; CRYSTAL-STRUCTURE; OXIDASE ACTIVITY; COPPER(II) COMPLEXES; DERIVATIVES; 4-FORMYLPYRIDINE; INHIBITION; COBALT(II); ZINC(II); MODELS;
D O I
10.1016/j.molstruc.2019.127566
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two novel thiosemicarbazones ligands have been synthesized and characterized by FT-IR, ESI-MS, H-1 NMR, and also by single-crystal X-ray diffraction for L1. The crystal structure shows that L1 molecules are planar and are connected via N-H--S and O-H--S interactions. The catecholase activity of is situ copper and cobalt complexes of this ligands has been investigated against 3,5-di-tert-butylcatechol. The progress of the oxidation reactions was closely monitored over time following the strong peak of 3,5-DTBC using UV-Vis. Oxidation rates were determined from the initial slope of absorbance vs. time plots, then analyzed by Michaelis-Menten equations. Catechol oxidation reactions were realized using different concentrations of copper and cobalt acetate and ligands (L/Cu: 1/1, 1/2, 2/1). The results show that all complexes were able to catalyze the oxidation of 3,5-DTBC. Acetate complexes have the highest activity. CuL1 and CoL1 complexes act as a catalyst and inhibitor. While copper and cobalt complexes obtained from ligand L2 illustrate concentration-independent oxidation activation. The hemolysis study performed by L1 increases as a function of its concentration. However, ligand L2 has no hemolytic effect. (C) 2019 Elsevier B.V. All rights reserved.
引用
收藏
页数:11
相关论文
共 48 条
  • [1] Thermodynamic, spectroscopic studies and catechol oxidase activity of copper (II) complexes with amphiphilic D-galacturonic acid derived ligands
    Allam, Anas
    Dechamps-Olivier, Isabelle
    Behr, Jean-Bernard
    Dupont, Laurent
    Plantier-Royon, Richard
    [J]. INORGANICA CHIMICA ACTA, 2011, 366 (01) : 310 - 319
  • [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] SIR97:: a new tool for crystal structure determination and refinement
    Altomare, A
    Burla, MC
    Camalli, M
    Cascarano, GL
    Giacovazzo, C
    Guagliardi, A
    Moliterni, AGG
    Polidori, G
    Spagna, R
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1999, 32 : 115 - 119
  • [4] [Anonymous], [No title captured]
  • [5] [Anonymous], [No title captured]
  • [6] Synthesis, characterization and catechol oxidase biomimetic catalytic activity of cobalt(II) and copper(II) complexes containing N2O2 donor sets of imine ligands
    Ayad, Mohamed I.
    [J]. ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 : S1297 - S1306
  • [7] Paracoccidioides spp. ferrous and ferric iron assimilation pathways
    Bailao, Elisa Flavia L. C.
    Lima, Patricia de Sousa
    Silva-Bailao, Mirelle G.
    Bailao, Alexandre M.
    Fernandes, Gabriel da Rocha
    Kosman, Daniel J.
    de Almeida Soares, Celia Maria
    [J]. FRONTIERS IN MICROBIOLOGY, 2015, 6
  • [8] COPPER-COMPLEXES OF PYRIDINE 2-ALDEHYDE AND 2-ACETYLPYRIDINE THIOSEMICARBAZONES
    BELL, CF
    LOTT, KAK
    HEARN, N
    [J]. POLYHEDRON, 1987, 6 (01) : 39 - 44
  • [9] 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
  • [10] Synthesis, structure and catalytic properties of tripodal amino-acid derivatized pyrazole-based ligands
    Boussalah, Nouria
    Touzani, Rachid
    Bouabdallah, Ibrahim
    El Kadiri, Sghir
    Ghalem, Said
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 306 (1-2) : 113 - 117