Browsing by Author "Ighilahriz, Karima"

Filter results by typing the first few letters
Now showing 1 - 2 of 2
  • No Thumbnail Available
    Item
    Design, Synthesis, Biological evaluation of Isonicotinoyl-pyrazolyl-coumarin derivatives and computational study
    (Elsevier, 2022) Halit, Sabrina; Benazzouz-Touami, Amina; Makhloufi-Chebli, Malika; TerrachetBouaziz, Souhila; Ighilahriz, Karima; Robert, Anthony; Machado-Rodrigues, Carine
    A new series of 3-(5-Hydroxy-1-isonicotinoyl-3-methyl-4,5-dihydro-1H-pyrazol-5-yl)-2H-chromen-2-one derivatives 3a-g was efficiently synthesized under environmentally friendly reaction conditions by reaction of 3-acetoacetylcoumarin derivatives 1a-g with isoniazid 2. The reaction is conveniently performed at room temperature using Knorr pyrazole syntheses. The key features of this approach are its operational simplicity, the facile access to the desired products, and the good to excellent yields. The structures of the newly synthesized compounds were established by 1H, 13C, 2D NMR spectroscopy and mass spectrometry. 1H-15N HMBC experiments were also conducted to assess the regiochemistry of final compounds. All the synthesized compounds were evaluated for their in vitro antifungal activity against both Candida albicans and Aspergillus niger strains and compared to the standard drug Ketoconazole. Among all the compounds, 3d and 3e were the most effective, showing high potential antigungal inhibitory activities with respective MIC values of 15.62 µg ml−1 for 3e against Aspergillus niger. All the newly synthesized derivatives 3a-g are evaluated for their antioxidant activity and showed good activity. SAR studies demonstrated that the presence of nitro and hydroxyl groups in the aromatic ring of the coumarin and pyrazoline rings conferred enhanced antioxidant and antifungal activity. In addition, molecular docking studies were performed for compound 3e to evaluate its potential as an inhibitor of the fungal protein (Phytase A) from Aspergillus niger and the results suggested that our isonicotinoyl-pyrazolyl-coumarin may act as promising antifungal agent
  • Thumbnail Image
    Item
    Synthesis, Characterization, and in Silico ADMET Evaluation of Transition Metal Complexes Based on Ortho-Phenylenediamine and Its Derivatives
    (ISRES, 2025) Kichou, Noura; Guechtouli, Nabila; Taferguennit, Manel; Ighilahriz, Karima
    A series of cobalt (II), nickel (II), and zinc(II) complexes were synthesized using orthophenylenediamine and its two substituted derivatives (methyl- and nitro-ortho-phenylenediamine) as ligands. These complexes were isolated and characterized using various analytical techniques, including Elemental analysis, infrared (IR) and UV-Visible spectroscopy, gravimetry, and conductimetry. Conductimetric analysis revealed that all the complexes exhibit a non-electrolytic behavior in solution, indicating the absence of free ions in the medium. IR spectroscopic studies allowed the identification of the coordination modes of the ligands to the metal centers. Comparison of the IR spectra of the complexes with those of the free ligands highlighted the involvement of the amine (-NH₂) groups in coordination with the metal, confirming their role as the primary coordination sites. UV-Visible spectroscopic analysis was used to determine the geometry of the complexes. The observed absorption bands are characteristic of an octahedral coordination around the metal ions, which is consistent with the expected electronic transitions for these systems. In recent years, the integration of computational methodologies has considerably enhanced the ability to predict the toxicity and pharmacokinetic behavior of bioactive compounds, thereby streamlining the early stages of drug discovery. Within this framework, the present study investigates the ADMET profiles - Absorption, Distribution, Metabolism, Excretion, and Toxicity as well as the drug-likeness properties of the synthesized ligands and their corresponding transition metal complexes.