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.
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页数:12
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