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.
引用
收藏
页数:14
相关论文
共 85 条
[1]   A robust in vitro Anticancer, Antioxidant and Antimicrobial Agents Based on New Metal-Azomethine Chelates Incorporating Ag(I), Pd (II) and VO (II) Cations: Probing the Aspects of DNA Interaction [J].
Abu-Dief, Ahmed M. ;
Abdel-Rahman, Laila H. ;
Abdel-Mawgoud, Azza A. Hassan .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (02)
[2]   Synthesis and characterization of new Cr(III), Fe(III) and Cu(II) complexes incorporating multi-substituted aryl imidazole ligand: Structural, DFT, DNA binding, and biological implications [J].
Abu-Dief, Ahmed M. ;
Abdel-Rahman, Laila H. ;
Abdelhamid, Antar A. ;
Marzouk, Adel A. ;
Shehata, Mohamed R. ;
Bakheet, Mohamed Abdelaal ;
Almaghrabi, Omar A. ;
Nafady, Ayman .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 228
[3]   Synthesis, antibacterial, antifungal activity and interaction of CT-DNA with a new benzimidazole derived Cu(II) complex [J].
Arjmand, F ;
Mohani, B ;
Ahmad, S .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (11) :1103-1110
[4]   Metal complexes of benzimidazole derived sulfonamide: Synthesis, molecular structures and antimicrobial activity [J].
Ashraf, Adnan ;
Siddiqui, Waseeq Ahmad ;
Akbar, Jamshed ;
Mustafa, Ghulam ;
Krautscheid, Harald ;
Ullah, Nazif ;
Mirza, Bushra ;
Sher, Falak ;
Hanif, Muhammad ;
Hartinger, Christian G. .
INORGANICA CHIMICA ACTA, 2016, 443 :179-185
[5]   Metal complexes of chalcone analogue: Synthesis, characterization, DNA binding, molecular docking and antimicrobial evaluation [J].
Atlam, Faten M. ;
El-Nahass, Marwa N. ;
Bakr, Eman A. ;
Fayed, Tarek A. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (01)
[6]   Synthesis and characterization of 2-substituted benzimidazoles and their evaluation as anticancer agent [J].
Azam, Mohammad ;
Khan, Azmat Ali ;
Al-Resayes, Saud I. ;
Islam, Mohammad Shahidul ;
Saxena, Ajit Kumar ;
Dwivedi, Sourabh ;
Musarrat, Javed ;
Trzesowska-Kruszynska, Agata ;
Kruszynski, Rafal .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 142 :286-291
[7]  
Ballhausen C. J., 1962, Introduction to Ligand Field Theory
[8]  
Beck W., 1986, INFRARED RAMAN SPECT
[9]   A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].
BENESI, HA ;
HILDEBRAND, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707
[10]   Structural and functional effects of benzimidazole/thioether-copper complexes with antitumor activity on cell membranes and molecular models [J].
Castillo, Ivan ;
Suwalsky, Mario ;
Jose Gallardo, Maria ;
Troncoso, Valentina ;
Sanchez-Eguia, Brenda N. ;
Santiago-Osorio, Edelmiro ;
Aguiniga, Itzen ;
Gonzalez-Ugarte, Ana K. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2016, 156 :98-104