Synthesis, Characterization, Crystal Structure and Antimicrobial Activity of Copper(II) Complexes with the Schiff Base Derived from 2-Hydroxy-4-Methoxybenzaldehyde

被引:48
|
作者
Pahontu, Elena [1 ]
Ilies, Diana-Carolina [2 ,3 ]
Shova, Sergiu [4 ]
Paraschivescu, Codruta [5 ]
Badea, Mihaela [2 ]
Gulea, Aurelian [6 ]
Rosu, Tudor [2 ]
机构
[1] Univ Med & Pharm Carol Davila, Dept Inorgan Chem, Fac Pharm, Bucharest 020956, Romania
[2] Univ Bucharest, Dept Inorgan Chem, Fac Chem, Bucharest 020462, Romania
[3] Univ Med & Pharm Carol Davila, Dept Organ Chem, Fac Pharm, Bucharest 020956, Romania
[4] Inst Macromol Chem Petru Poni, Iasi 700487, Romania
[5] Univ Bucharest, Dept Organ Chem, Fac Chem, Bucharest 050663, Romania
[6] Moldova State Univ, Coordinat Chem Dept, Kishinev 2009, Moldova
关键词
Schiff bases; copper(II) complex; crystal structure; EPR spectra; antimicrobial activity; METAL-COMPLEXES; BIOLOGICAL-ACTIVITY; N(4)-SUBSTITUTED THIOSEMICARBAZONES; LIGANDS; ANTIBACTERIAL; AGENTS; ANTIFUNGAL; ACID; TOSYLATE; SPECTRA;
D O I
10.3390/molecules20045771
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
A novel Schiff base, ethyl 4-[(E)-(2-hydroxy-4-methoxyphenyl)methylene-amino]benzoate (HL), was prepared and structurally characterized on the basis of elemental analyses, H-1 NMR, C-13 NMR, UV-Vis and IR spectral data. Six new copper(II) complexes, [Cu(L)(NO3)(H2O)(2)] (1), [Cu(L)(2)] (2), [Cu(L)(OAc)] (3), [Cu-2 (L)(2)Cl-2(H2O)(4)] (4), [Cu(L)(ClO4)(H2O)] (5) and [Cu-2(L2S)(ClO4)(H2O)]ClO4H2O (6) have been synthesized. The characterization of the newly formed compounds was done by IR, UV-Vis, EPR, FAB mass spectroscopy, elemental and thermal analysis, magnetic susceptibility measurements and molar electric conductivity. The crystal structures of Schiff base and the complex [Cu-2(L2S)(ClO4)(H2O)]ClO4H2O (6) have been determined by single crystal X-ray diffraction studies. Both copper atoms display a distorted octahedral coordination type [O4NS]. This coordination is ensured by three phenol oxygen, two of which being related to the mu-oxo-bridge, the nitrogen atoms of the azomethine group and the sulfur atoms that come from the polydentate ligand. The in vitro antimicrobial activity against Escherichia coli ATCC 25922, Salmonella enteritidis, Staphylococcus aureus ATCC 25923, Enterococcus and Candida albicans strains was studied and compared with that of free ligand. The complexes 1, 2, 5 showed a better antimicrobial activity than the Schiff base against the tested microorganisms.
引用
收藏
页码:5771 / 5792
页数:22
相关论文
共 50 条
  • [21] Synthesis, Crystal Structure and Cytotoxic Activity of a Zinc(II) Complex of the Schiff Base Derived from S-benzyldithiocarbazate
    Qiu Xiao-Yang
    Li Su-Zhi
    Shi An-Ran
    Li Qian-Qian
    Zhai Bin
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2012, 31 (04) : 555 - 561
  • [22] Synthesis, characterization and antimicrobial activity of Schiff base Ce(III) complexes
    Mishra, Neelima
    Poonia, Kavita
    Soni, Sarvesh K.
    Kumar, Dinesh
    POLYHEDRON, 2016, 120 : 60 - 68
  • [23] Synthesis, crystal structure and electrocatalytic behavior of a copper (II) complex derived from acylpyrazolone double Schiff bases
    Zhang, Hui-Hui
    Li, Jin-Zhou
    Zhang, Heng-Qiang
    Li, Peng
    CRYSTAL RESEARCH AND TECHNOLOGY, 2014, 49 (2-3) : 171 - 177
  • [24] Nickel(II), copper(II) and zinc(II) complexes containing symmetrical Tetradentate Schiff base ligand derived from 3,5-diiodosalicylaldehyde: Synthesis, characterization, crystal structure and antimicrobial activity
    Kargar, Hadi
    Adabi Ardakani, Amir
    Munawar, Khurram Shahzad
    Ashfaq, Muhammad
    Tahir, Muhammad Nawaz
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2021, 18 (09) : 2493 - 2503
  • [25] Synthesis, crystal structure and nuclease activity of a Schiff base copper(II) complex
    Li, LZ
    Zhao, C
    Xu, T
    Ji, HW
    Yu, YH
    Guo, GQ
    Chao, H
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2005, 99 (05) : 1076 - 1082
  • [26] Synthesis, characterization, and crystal structure of two zinc (II) complexes with a Schiff base derived from amantadine
    Jin, Xu-Dong
    Xu, Chong
    Liu, Xiao-Chen
    Yin, Xue-Yue
    Gang, Yu-Chen
    Yang, Qi
    Jin, Yue-Hong
    JOURNAL OF COORDINATION CHEMISTRY, 2013, 66 (22) : 3970 - 3978
  • [27] Synthesis, spectral studies, in vitro antimicrobial activity and molecular docking studies of organotin(IV) complexes derived from tridentate Schiff base ligands
    Saroya, Sonia
    Asija, Sonika
    Deswal, Yogesh
    Kumar, Naresh
    Kumar, Ashwani
    RESEARCH ON CHEMICAL INTERMEDIATES, 2022, 48 (07) : 2949 - 2971
  • [28] Synthesis, characterization, crystal structure, and electrochemical properties of three copper(II) complexes with 3,5-dihalosalicylaldehyde Schiff bases derived from amantadine
    Jin, Xu-Dong
    Wang, Han
    Xie, Xiao-Kang
    Sun, Jia-Yue
    Liang, He-Ming
    JOURNAL OF COORDINATION CHEMISTRY, 2019, 72 (14) : 2295 - 2309
  • [29] SYNTHESIS, CRYSTAL STRUCTURE AND ANTIMICROBIAL ACTIVITY OF COBALT(III) COMPLEXES WITH SCHIFF BASE LIGANDS
    Feng, Y-X
    Bai, S-Z
    Xue, L-W
    JOURNAL OF STRUCTURAL CHEMISTRY, 2022, 63 (09) : 1509 - 1519
  • [30] SYNTHESIS, CRYSTAL STRUCTURE AND ANTIMICROBIAL ACTIVITY OF COBALT(III) COMPLEXES WITH SCHIFF BASE LIGANDS
    Y. -X. Feng
    S. -Z. Bai
    L. -W. Xue
    Journal of Structural Chemistry, 2022, 63 : 1509 - 1519