Transition-metal complexes of N,N′-di (4-bromophenyl)-4-hydroxycoumarin-3-carboximidamide: synthesis, characterization, biological activities, ADMET and drug-likeness analysis

被引:15
|
作者
Belkhir-Talbi, Drifa [1 ,2 ]
Ghemmit-Doulache, Naima [2 ]
Terrachet-Bouaziz, Souhila [2 ,3 ]
Makhloufi-Chebli, Malika [1 ]
Rabahi, Amal [4 ]
Ismaili, Lhassane [5 ]
Silva, Artur M. S. [6 ]
机构
[1] Univ Mouloud Mammeri, Fac Sci, Dept Chem, LPCM Lab, Tiziouzou 15000, Algeria
[2] Univ Mhamed Bouguerra, Fac Sci, Dept Chem, Boumerdes, Algeria
[3] Univ Sci & Technol Houari Boumediene, Fac Chem, Lab Appl Organ Chem, BP32, Bab Ezzouar 16111, Alger, Algeria
[4] USTHB, Fac Chim, Lab Physicochim Theor & Chim Informat, BP 32, Bab Ezzouar 16111, Alger, Algeria
[5] Univ Bourgogne Franche Comte, Lab Chim Organ & Therapeut Neurosci Integrat & Cl, UFR Sante, EA 481,19 Rue Ambroise Pare, F-25000 Besancon, France
[6] Univ Aveiro, Dept Chem, QOPNA, P-3810193 Aveiro, Portugal
关键词
Coumarin-carboximidamide; Metal complexes; Antioxidant capacity; Antibacterial activity; Theoretical studies; ADMET drug-likeness; MOLECULAR-ORBITAL METHODS; EFFECTIVE CORE POTENTIALS; COUMARIN 1,2-BENZOPYRONE; CATALYZED SYNTHESIS; PLANT-EXTRACTS; ALPHA-PYRONES; CU(II); DERIVATIVES; METABOLISM; PREDICTION;
D O I
10.1016/j.inoche.2021.108509
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Coordination compounds of N,N'-di(4-bromophenyl)-4-hydroxycoumarin-3-carboximidamide (L1) were synthesized via the reaction of Cu (II), Co (II) and Zn (II) salts in molar ratio 1 : 1 in the presence of ammoniac as basic media. The Ligands and the complexes formed were characterized using FT-IR, UV-visible and fluorescence spectrophotometric analyses, mass spectrometry, elemental analyses and NMR spectroscopy. It was concluded that N,N'-di(4-bromophenyl)-4-hydroxycoumarin-3-carboximidamide (L1) coordinated as a mono ligand for all the complexes; it also coordinated via the -OH and -NH groups. The electrochemical behaviour of these compounds was determined by cyclic voltammetry. The synthesized compounds were screened for their antimicrobial and antioxidant activities. All the complexes except that of copper show good activities against the S. aureus and those of cobalt and zinc have very interesting diameters of inhibition but lower antioxidant activity than the ligand L1. Parameters drug-likeness and ADMET (Absorption, Distribution, Metabolism, and Excretion) properties have been calculated.
引用
收藏
页数:12
相关论文
共 50 条
  • [1] Synthesis, and characterization of Ni(II), and Cu(II) metal complexes containing new azo dye ligand (N,N,N) and evaluation of their biological activities supported by DFT studies, molecular docking, ADMET profiling, drug-likeness analysis and toxicity prediction
    Waheeb, Azal Shakir
    Awad, Masar Ali
    Kyhoiesh, Hussein Ali Kadhim
    Kadhum, Afaf Murtada
    Thabit, Jinan Azeez
    Lazam, Saleh A.
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1321
  • [2] Synthesis, characterization, theoretical studies, ADMET and drug-Likeness analysis: Electrochemical and biological activities of metal complexes of 3-(2-hydroxybenzoyl)-2H-chromen-2-one
    Belkhir-Talbi, Drifa
    Makhloufi-Chebli, Malika
    Terrachet-Bouaziz, Souhila
    Hikem-Oukacha, Djamila
    Ghemmit, Naima
    Ismaili, Lhassane
    Silva, Artur M. S.
    Hamdi, Maamar
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1179 : 495 - 505
  • [3] Macrocyclic [N5] transition metal complexes: synthesis, characterization and biological activities
    Hanaa A. El-Boraey
    Mogda A. El-Salamony
    Abla A. Hathout
    Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2016, 86 : 153 - 166
  • [4] Macrocyclic [N5] transition metal complexes: synthesis, characterization and biological activities
    El-Boraey, Hanaa A.
    El-Salamony, Mogda A.
    Hathout, Abla A.
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2016, 86 (1-2) : 153 - 166
  • [5] Synthesis, Characterization, and Biological Evaluation of Novel N-{4-[(4-Bromophenyl)sulfonyl]benzoyl}-L-valine Derivatives
    Apostol, Theodora-Venera
    Chifiriuc, Mariana Carmen
    Socea, Laura-Ileana
    Draghici, Constantin
    Olaru, Octavian Tudorel
    Nitulescu, George Mihai
    Visan, Diana-Carolina
    Marutescu, Luminita Gabriela
    Pahontu, Elena Mihaela
    Saramet, Gabriel
    Barbuceanu, Stefania-Felicia
    PROCESSES, 2022, 10 (09)
  • [6] 4N Donor Atoms Moiety of Transition Metal Complexes of a Schiff base Ligand: Synthesis, Characterization and Biological Activities Study
    El-Gamasy, Sabreen Mohamed
    Abd-El Razek, Samar Ebrahim
    EGYPTIAN JOURNAL OF CHEMISTRY, 2021, 64 (10): : 5975 - 5987
  • [7] Crystal structure, DFT calculation, molecular docking, in vitro biological activity evaluation and in silico drug-likeness prediction of ( E)- N-(4-bromophenyl)-4-(2-(2-hydroxybenzylidene) hydrazine-1-carbonyl) benzenesulfonamide
    Liu, Tao
    Chen, Jianchao
    Fan, Chao
    Wu, Chengjun
    Sun, Tiemin
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1284
  • [8] Synthesis spectroscopic and biological approach in the characterization of novel [N4] macrocyclic ligand and its transition metal complexes
    Sulekh Chandra
    Lokesh Kumar Gupta
    Swati Agrawal
    Transition Metal Chemistry, 2007, 32 : 558 - 563
  • [9] Synthesis spectroscopic and biological approach in the characterization of novel [N4] macrocyclic ligand and its transition metal complexes
    Chandra, Sulekh
    Gupta, Lokesh Kumar
    Agrawal, Swati
    TRANSITION METAL CHEMISTRY, 2007, 32 (05) : 558 - 563
  • [10] Synthesis, structural characterization and biological activities of transition metal complexes derived from 2,4-dihydroxybenzaldehyde n(4)-methyl(phenyl)thiosemicarbazone
    Nibila, T. A.
    Soufeena, P. P.
    Periyat, Pradeepan
    Aravindakshan, K. K.
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1231