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 antibacterial activity of four mononuclear Schiff base complexes of copper(II) and nickel(II)
    Santanu Mandal
    Manas Layek
    Rajat Saha
    Corrado Rizzoli
    Debasis Bandyopadhyay
    Transition Metal Chemistry, 2021, 46 : 9 - 16
  • [22] Synthesis, Characterization and Antimicrobial Screening of Cobalt(II), Nickel(II) and Copper(II) Complexes with Schiff Base Derived from 2-Aroyl Quinoxaline Semicarbazone
    Rai, B. K.
    ASIAN JOURNAL OF CHEMISTRY, 2010, 22 (04) : 2761 - 2766
  • [23] SYNTHESIS, STRUCTURAL CHARACTERIZATION AND ANTIMICROBIAL STUDIES OF NOVEL SCHIFF BASE COPPER(II) COMPLEXES
    Raman, N.
    Joseph, J.
    Sakthivel, A.
    Jeyamurugan, R.
    JOURNAL OF THE CHILEAN CHEMICAL SOCIETY, 2009, 54 (04): : 354 - 357
  • [24] Synthesis, characterization, and antimicrobial activity of two Schiff base silver(I) complexes derived from 4-carboxybenzaldehyde
    Zhang, Yanbo
    Liu, Qing
    Jing, Hairui
    Cai, Yajun
    Wang, Qiang
    Li, Yuguang
    JOURNAL OF COORDINATION CHEMISTRY, 2017, 70 (06) : 1066 - 1076
  • [25] Synthesis, spectral characterization, crystal structure determination and antimicrobial activity of Ni(II), Cu(II) and Zn(II) complexes with the Schiff base ligand derived from 3,5-dibromosalicylaldehyde
    Kargar, Hadi
    Ardakani, Amir Adabi
    Tahir, Muhammad Nawaz
    Ashfaq, Muhammad
    Munawar, Khurram Shahzad
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1229 (1229)
  • [26] 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
  • [27] 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
  • [28] 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
  • [29] Synthesis, crystal structure, and antimicrobial activity of a series of cobalt(III) Schiff base complexes
    Ghosh, Mahendra
    Mandal, Santanu
    Fleck, Michel
    Saha, Rajat
    Rizzoli, Corrado
    Bandyopadhyay, Debasis
    JOURNAL OF COORDINATION CHEMISTRY, 2018, 71 (24) : 4180 - 4193
  • [30] Synthesis, characterization, crystal structure and antimicrobial activity of copper(II) complexes with a thiosemicarbazone derived from 3-formyl-6-methylchromone
    Ilies, Diana-Carolina
    Pahontu, Elena
    Shova, Sergiu
    Georgescu, Rodica
    Stanica, Nicolae
    Olar, Rodica
    Gulea, Aurelian
    Rosu, Tudor
    POLYHEDRON, 2014, 81 : 123 - 131