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Öğe Activity of Benzimidazole Derivatives and their N-Heterocyclic Carbene Silver Complexes Against Leishmania major Promastigotes and Amastigotes(Amg Transcend Assoc, 2023) Khan, Tariq A.; Mnasri, Aziza; Al Nasr, Ibrahim S.; Ozdemir, Ismail; Gurbuzd, Nevin; Hamdi, Naceur; Biersack, BernhardLittle progress was conducted concerning discovering new efficient antileishmanial drugs for many years. Hence, the disease has become a global health problem meanwhile. Benzimidazole derivatives and heavy metal complexes have shown potent antiparasitic activities. The present work is intended to evaluate fourteen synthetic benzimidazolium salts and N-heterocyclic silver carbene complexes against Leishmania major. Promastigotes and amastigotes of L. major were cultured in vitro to evaluate compound-induced inhibitory effects, and isolated mouse macrophages were used for cytotoxicity evaluation. Reactive oxygen species (ROS) formation was detected for all compounds as a possible mode of action. The silver complexes 3d and 3e revealed significant activity against L. major promastigotes with IC50 values of 6.4 and 5.5 mu g mL(-1), and SI of 1.77 and 2.02, respectively. Both complexes showed higher ROS production in promastigotes than in macrophages. Further in vivo and enzyme inhibition studies are recommended to evaluate the potential of these compounds as new antileishmanial.Öğe Highly Efficient Single A3-Coupling (Aldehyde-Amine-Alkyne) Reaction Catalyzed by Air Stable Silver-(N-Heterocyclic Carbene) Complexes: Synthesis and Characterization(Taylor & Francis Ltd, 2022) Hamdi, Naceur; Mnasri, Aziza; S. Al Nasr, Ibrahim; S. Koko, Waleed; Khan, Tariq A.; Ozdemir, Ismail; Gurbuz, NevinThe interaction of N,N-disubstituted benzimidazolium salts 2a-e with Ag2O formed new silver-(N-heterocyclic carbene) complexes 3a-e. Structural characterization of silver-(N-heterocyclic carbene) complexes was conducted by using NMR, FT-IR and elemental analysis. Preliminary catalytic studies using all the silver complexes 3a-e were performed on three-component coupling reaction of a series of aldehydes with alkynes and amines was demonstrated. Most of these reactions led to formation of the expected propargylamines in good conversions using low amounts catalyst and obviating both the use of purified reagents as employ of a glovebox. Complexes 3a and 3c exhibited good catalytic activities under neat conditions. The silver complexes 3a-e showed luminescence properties in CH3CN at room temperature.Öğe A new PEPPSI type N-heterocyclic carbene palladium(II) complexes and its efficiency as a catalyst for Mizoroki-Heck cross-coupling reactions in water : Synthesis, Characterization and their antimicrobial and Cytotoxic activities(Elsevier, 2021) Mnasri, Aziza; Al-Ayed, Abdullah Sulaiman; Ozdeir, Ismail; Gurbuz, Nevin; Naceur, HamdiA series of novel benzimidazolium salts 2 and their new air and moisture stable PEPPSI type N-heterocyclic carbene palladium(II) complexes (PEPPSI: pyridine-enhanced pre-catalyst preparation, stabilisation, and initiation), were synthesized and characterized by means of H-1 and C-13{1H} NMR, FTIR spectroscopic methods and elemental analysis was employed to catalyze the Mizoroki-Heck cross-coupling reactions of aryl bromides with styrene in water. To the best of our knowledge, this is the first report where a Pd-PEPPSI catalyst was successfully employed in aqueous-phase Mizoroki-Heck reaction. Good to excellent yields of cross-coupling products were obtained with a range of representative aryl bromides under relatively mild conditions. Moreever the antimicrobial activity of the PEPPSI type N-heterocyclic carbene palladium(II) complexes 3a-e varies with the nature of the ligands. Also, the IC50 values of both, complexes (3a-e) have been determined. In addition, the new PEPPSI type N-heterocyclic carbene palladium(II) complexes were screened for their cytotoxic activities. Complex 3b exhibited the highest antitumor effect with IC50 values 0.63 mu g/mL and against MCF-7. (C) 2021 Elsevier B.V. All rights reserved.Öğe Silver-N-heterocyclic carbene complexes-catalyzed multicomponent reactions: Synthesis, spectroscopic characterization, density functional theory calculations, and antibacterial study(Wiley-V C H Verlag Gmbh, 2021) Mnasri, Aziza; Mejri, Amal; Al-Hazmy, Sadok M.; Arfaoui, Youssef; Ozdemir, Ismail; Gurbuz, Nevin; Hamdi, NaceurNowadays, silver-N-heterocyclic carbene (silver-NHCs) complexes are widely used in medicinal chemistry due to their low toxic nature toward humans. Due to the success of silver-NHCs in medicinal applications, interest in these compounds is rapidly increasing. Therefore, the interaction of N,N-disubstituted benzimidazolium salts with Ag2O in dichloromethane to prepare novel Ag(I)-NHCs complexes was carried out at room temperature for 120 h in the absence of light. The obtained complexes were identified and characterized by H-1 and C-13 nuclear magnetic resonance, Fourier-transform infrared, UV-Vis, and elemental analysis techniques. Then, the silver complexes were applied for three-component coupling reactions of aldehydes, amines, and alkynes. The effect of changing the alkyl substituent on the NHCs ligand on the catalytic performance was investigated. In addition, it has been found that the complexes are antimicrobially active and show higher activity than the free ligand. The silver-carbene complexes showed antimicrobial activity against specified microorganisms with MIC values between 0.24 and 62.5 mu g/ml. These results showed that the silver-NHC complexes exhibit an effective antimicrobial activity against bacterial and fungal strains. A density functional theory calculation study was performed to identify the stability of the obtained complexes. All geometries were optimized employing an effective core potential basis, such as LANL2DZ for the Ag atom and 6-311+G(d,p) for all the other atoms in the gas phase. Electrostatic potential surfaces and LUMO-HOMO energy were computed. Transition energies and excited-state structures were obtained from the time-dependent density functional theory calculations.
