Structural elucidation, spectroscopic, and metallochromic studies of 2-(2-hydroxy phenyl)-1-H-benzimidazole complexes: Metal ions sensing, DNA binding, and antimicrobial activity evaluation

被引:20
作者
El-Sayed, Yusif S. [1 ]
Gaber, Mohamed [1 ]
El-Nahass, Marwa N. [1 ]
机构
[1] Tanta Univ, Fac Sci, Chem Dept, Tanta 31527, Egypt
关键词
Chelates; Metallochromic behavior; CT-DNA Binding; Antimicrobial activities; MN(II); CO(II); NI(II);
D O I
10.1016/j.molstruc.2020.129809
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
Three novel chelates, [Ru(L)(3)]2H(2)O, C1, [NiL(H2O)(3)(AcO)]H2O, C2, and [CuL(H2O)(AcO)], C3, derived from 2-(2-hydroxy phenyl)-1-H -benzimidazole) HL, have been designed. The structures of the isolated compounds have been elucidated by elemental analysis, molar conductance, thermal analysis, spectral data (UV-Vis, mass spectra, IR, fluorescence), thermal analysis (TGA) and magnetic moment measurements. The IR spectral data ascertained that the HL compound acts as a monobasic bidentate ligand via the O and N atoms of the OH and C=N groups of the benzimidazole moiety, respectively. The spectral and magnetic measurements implied octahedral structures for C1 and C2 and square planar geometry for C3. The kinetic and thermodynamic parameters of the thermal decomposition stages have been evaluated. Molecular orbital calculations have been performed. The metallochromic behavior of the investigated free ligand was studied in the presence of Ru(III), Ni(II) and Cu(II) ions. The observed spectral changes indicated the ability of HL to act as potential optical sensor for probing these metal ions. Interaction of the investigated compounds with CT-DNA was studied via electronic absorption and emission spectroscopy, as well as ethidium bromide displacement. The results suggested that all compounds interact through intercalative mode. The binding behavior and binding constants have been evaluated and discussed. The CT-DNA-binding constants confirmed the strong intercalation between the investigated ligand and metal complexes with the CT-DNA, suggesting that the investigated compounds can be used as promising therapeutic drug. Finally, the antimicrobial activities of the metal complexes have been screened. (C) 2020 Elsevier B.V. All rights reserved.
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页数:14
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共 85 条
[31]   Voltammetric studies of the interaction of lumazine with cyclodextrins and DNA [J].
Ibrahim, MS ;
Shehatta, IS ;
Al-Nayeli, AA .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2002, 28 (02) :217-225
[32]   Ni(II) and Cu(II) complexes of bidentate thiosemicarbazone ligand: Synthesis, structural, theoretical, biological studies and molecular modeling [J].
Jain, Pallavi ;
Sharma, Swati ;
Kumar, Neeraj ;
Misra, Namita .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (09)
[33]   Synthesis and structure of nickel(II) thiocarboxamide complexes: effect of ligand substitutions on DNA/protein binding, antioxidant and cytotoxicity [J].
Kumar, Ramasamy Raj ;
Subarkhan, Mohamed Kasim Mohamed ;
Ramesh, Rengan .
RSC ADVANCES, 2015, 5 (58) :46760-46773
[34]   Human serum albumin interaction with oxaliplatin studied by capillary isoelectric focusing with the whole column imaging detection and spectroscopic method [J].
Lemma, Tibebe ;
Pawliszyn, Janusz .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2009, 50 (04) :570-575
[35]   Synthesis, crystal structure, DNA interaction and anticancer activity of tridentate copper(II) complexes [J].
Li, Guan-Ying ;
Du, Ke-Jie ;
Wang, Jin-Quan ;
Liang, Jie-Wen ;
Kou, Jun-Feng ;
Hou, Xiao-Juan ;
Ji, Liang-Nian ;
Chao, Hui .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2013, 119 :43-53
[36]   High Capacity Hydrogen Adsorption in Cu(II) Tetracarboxylate Framework Materials: The Role of Pore Size, Ligand Functionalization, and Exposed Metal Sites [J].
Lin, Xiang ;
Telepeni, Irvin ;
Blake, Alexander J. ;
Dailly, Anne ;
Brown, Craig M. ;
Simmons, Jason M. ;
Zoppi, Marco ;
Walker, Gavin S. ;
Thomas, K. Mark ;
Mays, Timothy J. ;
Hubberstey, Peter ;
Champness, Neil R. ;
Schroeder, Martin .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) :2159-2171
[37]   The determination of enzyme dissociation constants [J].
Lineweaver, H ;
Burk, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 :658-666
[38]   Multiplicity of metal ion binding patterns to nucleobases [J].
Lippert, B .
COORDINATION CHEMISTRY REVIEWS, 2000, 200 :487-516
[39]   Syntheses, crystal structure and luminescent properties of cadmium complexes based on 2,6-bis(1-phenylbenzimidazol-2-yl)pyridine [J].
Liu, Sheng-Gui ;
Zhang, Lin-Ping ;
Liu, Jian ;
Su, Wen-Yi ;
Shi, Xiao-Bo .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 97 :464-469
[40]   DNA binding, crystal structure, molecular docking studies and anticancer activity evaluation of a copper(II) complex [J].
Liu, Ya-Xian ;
Mo, Hui-Wen ;
Lv, Zhen-Yu ;
Shen, Fang ;
Zhang, Chun-Lian ;
Qi, Yong-Yu ;
Mao, Zong-Wan ;
Le, Xue-Yi .
TRANSITION METAL CHEMISTRY, 2018, 43 (03) :259-271