Synthesis, Crystal Structures, Genotoxicity, and Antifungal and Antibacterial Studies of Ni(II) and Cd(II) Pyrazole Amide Coordination Complexes.

In this study, we synthesized two coordination complexes based on pyrazole-based ligands, namely 1,5-dimethyl--phenyl-1H-pyrazole-3-carboxamide () and 1,5-dimethyl--propyl-1H-pyrazole-3-carboxamide (), with the aim to investigate bio-inorganic properties. Their crystal structures revealed a mononuclear complex [Ni()](ClO) () and a dinuclear complex [Cd()]Cl (). Very competitive antifungal and anti-Fusarium activities were found compared to the reference standard cycloheximide.

Synthesis, structural characterizations, in vitro biological evaluation and computational investigations of pyrazole derivatives as potential antidiabetic and antioxidant agents.

In this study, a two pyrazole derivatives; 2-(5-methyl-1H-pyrazole-3-carbonyl)-N-phenylhydrazine-1-carboxamide (Pyz-1) and 4-amino-5-(5-methyl-1H-pyrazol-3-yl)-4H-1,2,4-triazole-3-thiol (Pyz-2) were synthesized and characterized by C-NMR, H-NMR, FT-IR, and mass spectrometry. A complete molecular structures optimization, electronic and thermodynamic properties of Pyz-1 and Pyz-2 in gas phase and aqueous solution were predicted by using hybrid B3LYP method with the 6-311++G** basis sets. Pyz-1 and Pyz-2 were evaluated in vitro for their anti-diabetic, antioxidant and xanthine oxidase inhibition activities.

New triazole-based coordination complexes as antitumor agents against triple negative breast cancer MDA-MB-468 cell line.

The present work describes the synthesis of a new triazole based ligand 3-(3,5-dimethyl-1-pyrazol-1-yl)-1-methyl-1-1,2,4-triazole (LM) and demonstration of its coordination diversity giving rise to a family of seven new coordination complexes, namely: [Ni(LM)](ClO)·CHOS (5), [Co(LM)](ClO)·(CH)O (6), [Cd(LM)Cl] (7), [Cu(LM)NO]NO (8), [Fe(LM)](BF) (9), [Zn(LM)](BF) (10) and [Zn(LM)NO]NO (11), whose crystal structure was determined by single-crystal X-ray diffraction. Cytotoxic activity was evaluated against the MDA-MB-468 cancer cell line, which serves as a model for triple-negative breast cancer, and compared to the precursor molecule (L), as well as their coordination complexes (HO){[NiL](ClO)} (1), [CoL](ClO)·2HO (2), [CdLCl] (3) and [CuL](NO) (4), for which the crystal structure was earlier determined. Notably, cadmium complexes 3 and 7 exhibit remarkable cytotoxicity and demonstrated a high selectivity index towards cancer cells when compared to peripheral blood mononuclear cells.

Coordination Complexes Built from a Ditopic Triazole-Pyrazole Ligand with Antibacterial and Antifungal Performances.

Four mononuclear complexes (HO){[NiL](ClO)} (), [CoL](ClO)·2HO (), [CdLCl] () and [CuL](NO) () have been prepared employing a newly synthesized 1,2,4-triazole ligand: 3-(3,5-dimethyl-1-pyrazol-1-yl)-1-1,2,4-triazole (). The structures of the complexes, which crystallized in (), (), (), and (), are reviewed within the context of the cooperative effect of the hydrogen bonding network and counter anions on the supramolecular formations. Moreover, within the framework of biological activity examination, these compounds showed favorable antibacterial performances compared to those of various species of bacteria, including both Gram-positive and Gram-negative strains.

Mesoporous Silica Modified with 2-Phenylimidazo[1,2-a] pyridine-3-carbaldehyde as an Effective Adsorbent for Cu(II) from Aqueous Solutions: A Combined Experimental and Theoretical Study.

In this study, we will present an efficient and selective adsorbent for the removal of Cu(II) ions from aqueous solutions. The silica-based adsorbent is functionalized by 2-phenylimidazo[1,2-a] pyridine-3-carbaldehyde (SiN-imd-py) and the characterization was carried out by applying various techniques including FT-IR, SEM, TGA and elemental analysis. The SiN-imd-py adsorbent shows a good selectivity and high adsorption capacity towards Cu(II) and reached 100 mg/g at pH = 6 and T = 25 °C.

Novel family of bis-pyrazole coordination complexes as potent antibacterial and antifungal agents.

A new pyrazole ligand, ,-bis(2(1',5,5'-trimethyl-1,1'-[3,3'-bipyrazol]-1-yl)ethyl)propan-1-amine (L) was synthesized and characterized by H-NMR, C-NMR, FT-IR and HRMS. The coordination ability of the ligand has been employed for the construction of a new family of coordination complexes, namely: [CuLCl] (1), [ML(CHOH)(HO)](ClO) (M = Ni (2), Co (3)) and [FeL(NCS)] (4). The series of complexes were characterized using single-crystal X-ray diffraction, HRMS, FT-IR and UV-visible spectroscopy.

Synthesis and cytotoxicity against tumor cells of pincer N-heterocyclic ligands and their transition metal complexes.

The complexes: [CoL](ClO) (1), [FeL](ClO) (2), [NiL](ClO) (3) and [MnLCl] (4), with L = diethyl-1,1'-(pyridine-2,6-diyl)bis(5-methyl-1-pyrazole-3-carboxylate), were synthesized and fully characterized. Structural analysis revealed two distinct patterns influenced by the counter ions where L acts as a tridentate chelating ligand. The antitumor activity of L and L' (diethyl 2,2'-(pyridine-2,6-diylbis(5-methyl-1-pyrazole-3,1-diyl)) diacetate) as well as their metal complexes, was tested by the measurement of their cytostatic and cytotoxic properties towards the blood cancer mastocytoma cell line P815.

Coordination complexes constructed from pyrazole-acetamide and pyrazole-quinoxaline: effect of hydrogen bonding on the self-assembly process and antibacterial activity.

Two mononuclear coordination complexes of -(2-aminophenyl)-2-(5-methyl-1-pyrazol-3-yl)acetamide (L), namely [Cd(L)Cl] (C) and [Cu(L)(CHOH)](NO) (C) and one mononuclear complex [Fe(L)(HO)](NO)·2HO (C), obtained after oxidation of L, have been synthesized and characterized spectroscopically. As revealed by single-crystal X-ray diffraction, each coordination sphere made of two heterocycles is completed either by two chloride anions (in C), two ethanol molecules (in C) or two water molecules (in C). The crystal packing analysis of C, C and C, revealed 1D and 2D supramolecular architectures, respectively, various hydrogen bonding interactions, which are discussed in detail.

Kinetics, thermodynamics, equilibrium, surface modelling, and atomic absorption analysis of selective Cu(ii) removal from aqueous solutions and rivers water using silica-2-(pyridin-2-ylmethoxy)ethan-1-ol hybrid material.

The removal of heavy metals is attracting considerable attention due to their undesirable effects on the environment. In this investigation, a new adsorbent based on silica functionalized with pyridin-2-ylmethanol (SiPy) was successfully synthesized to yield to a hybrid material. FTIR, SEM, TGA, and specific surface area analysis were used to characterize the structure and morphology of the SiPy hybrid material.

A Highly Efficient Environmental-Friendly Adsorbent Based on Schiff Base for Removal of Cu(II) from Aqueous Solutions: A Combined Experimental and Theoretical Study.

Removal of heavy metals from drinking water sources and rivers is of strategic health importance and is essential for sustainable ecosystem development, in particular in polluted areas around the globe. In this work, new hybrid inorganic-organic material adsorbents made of ortho- () or para-Schiff base silica () were synthesized and characterized in depth. These hybrid adsorbents show a high selectivity to Cu(II), even in the presence of competing heavy metals (Zn(II), Cd(II), and Pb(II)), and also demonstrate great reusability after five adsorption-desorption cycles.

Synthesis, Biochemical Characterization, and Theoretical Studies of Novel β-Keto-enol Pyridine and Furan Derivatives as Potent Antifungal Agents.

In the present study, we report the design and synthesis of new derivatives of the β-keto-enol grafted on pyridine and furan moieties ( - ). Structures of compounds were fully confirmed by Fourier transform infrared spectroscopy (FT-IR), H NMR, C NMR, electrospray ionization/liquid chromatography-mass spectrometry (ESI/LC-MS), and elemental analysis. The compounds were screened for antifungal and antibacterial activities (, , and ).

Efficient and Environmentally Friendly Adsorbent Based on β-Ketoenol-Pyrazole-Thiophene for Heavy-Metal Ion Removal from Aquatic Medium: A Combined Experimental and Theoretical Study.

A new sustainable and environmentally friendly adsorbent based on a β-ketoenol-pyrazole-thiophene receptor grafted onto a silica surface was developed and applied to the removal of heavy-metal ions (Pb(II), Cu(II), Zn(II), and Cd(II)) from aquatic medium. The new material was well characterized and confirms the success of covalent binding of the receptor on the silica surface. The effect of environmental parameters on adsorption including pH, contact time, temperature, and the initial concentration were investigated.

Solvent induced supramolecular polymorphism in Cu(II) coordination complex built from 1,2,4-triazolo[1,5-a]pyrimidine: Crystal structures and anti-oxidant activity.

Two Cu(II) coordination complexes, C1 and C2 of the formula [Cu(4)(HO)], have been prepared by reaction between CuCl·2HO and 7-ethoxycarbonylmethyl-5-methyl-1,2,4[1,5-a]pyrimidine (L) in a 1:2 M:L molar ratio. The L molecule decomposes during the reaction process into 7-carboxy-5-methyl-[1,2,4]-triazolo[1,5-a]pyrimidine (4) through an intermediate, ethyl 2,2-dihydroxy-2-(5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)acetate (5), which has been isolated and its crystal structure determined by X-ray diffraction. The X-ray analysis of the single crystals of [Cu(4)(HO)] obtained from the slow evaporation of EtOH and MeOH, separately, revealed the formation of "solvent induced" polymorphs C1 and C2, respectively.

Synthesis, Antimicrobial Screening, Homology Modeling, and Molecular Docking Studies of a New Series of Schiff Base Derivatives as Prospective Fungal Inhibitor Candidates.

Twelve new Schiff base derivatives have been prepared by the condensation reaction of different amino substituted compounds (aniline, pyridin-2-amine, -toluidine, 2-nitrobenzenamine, 4-aminophenol, and 3-aminopropanol) and substituted aldehydes such as nicotinaldehyde, ,,-nitrobenzaldehyde, and picolinaldehyde in ethanol using acetic acid as a catalyst. The envisaged structures of the all the synthesized ligands have been confirmed on the basis of their spectral analysis FT-IR, mass spectroscopy, H- and C-NMR. In vitro screening of their antibacterial and antifungal potential against bacterium and () fungus, respectively, revealed that all the ligands showed no significant antibacterial activity, whereas most of them displayed good antifungal activity.

Highly Selective Removal of Pb(II) by a Pyridylpyrazole-β-ketoenol Receptor Covalently Bonded onto the Silica Surface.

Efficient materials capable of capturing toxic metals from water are widely needed. Herein, a new pyridylpyrazole-β-ketoenol receptor, X-ray diffraction analyzed, was covalently incorporated into the silica surface to produce solid and recyclable adsorbent particles. The new material, fully characterized, revealed extremely efficient removal of toxic metals from water, with a selectivity order of Pb(II) > Zn(II) > Cu(II) > Cd(II).

Removal and extraction efficiency of Quaternary ammonium herbicides paraquat (PQ) from aqueous solution by ketoenol-pyrazole receptor functionalized silica hybrid adsorbent (SiNPz).

Pesticides and herbicides have been used extensively in agricultural practices to control pests and increase crop yields. Paraquat (PQT, 1,1-dimethyl-4,4-dipyridinium chloride) is one of the herbicide that belois classified as bipyridines and is used over the world. The objective of this study is to use ketoenol-pyrazole receptor functionalized silica hybrid as adsorbent for removal PQT from aqueous solution.

Novel β-keto-enol Pyrazolic Compounds as Potent Antifungal Agents. Design, Synthesis, Crystal Structure, DFT, Homology Modeling, and Docking Studies.

A new family of promising inhibitors bearing β-keto-enol functionality with greatly improved pharmacophore properties has been prepared. Herein, a series of novel derivatives of β-keto-enol group embedded with pyrazolic moiety has been designed and synthesized via a one-step procedure using mixed Claisen condensation in the attempt to develop potential antifungal agents. The structures of the synthesized compounds were confirmed by elemental analysis, FT-IR, ESI/LC-MS, and H and C NMR.

Supramolecular Hybrid Material Based on Engineering Porphyrin Hosts for an Efficient Elimination of Lead(II) from Aquatic Medium.

Porphyrins show great promise for future purification demands. This is largely due to their unique features as host binding molecules that can be modified at the synthetic level, and largely improved by their incorporation into inorganic based materials. In this study, we assessed the efficacy of a hybrid material obtained from the immobilization of 5,10,15,20-tetrakis(pentafluorophenyl)-porphyrin on silica surface to remove Pb(II), Cu(II), Cd(II), and Zn(II) ions from water.

Removal of toxic heavy metals from river water samples using a porous silica surface modified with a new β-ketoenolic host.

A new hybrid adsorbent material for the efficient removal of heavy metals from natural real water solutions (Moroccan river water samples) was prepared by the immobilization of a new conjugated β-ketoenol-pyridine-furan ligand onto a silica matrix. The thermodynamical properties including pH, adsorption isotherms, competitive adsorption, selectivity and regeneration were studied to investigate the effect of ketoenol-pyridine-furan-silica (SiNL) on the removal of Zn(II), Pb(II), Cd(II) and Cu(II) from aqueous solutions. An increase in adsorption as a function of pH and fast adsorption was reached within 25 min.

Synthesis, crystal structure, DFT studies and biological activity of (Z)-3-(3-bromophenyl)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxyprop-2-en-1-one.

Background: Nowadays, is emerging a new generation of highly promising inhibitors bearing the β-ketoenol functionality. The present work relates to the first synthesis, the structure determination, the DFT studies and the use of a new biomolecule designed with a β-ketoenol group bounded to a pyrazolic moiety.

Result: A novel β-ketoenol-pyrazole has been synthesized, well characterized and its structure was confirmed by single crystal X-ray diffraction.

Novel Co(II) and Cu(II) coordination complexes constructed from pyrazole-acetamide: Effect of hydrogen bonding on the self assembly process and antioxidant activity.

In the present study, two pyrazole-acetamide derivatives namely N‑(2‑aminophenyl)‑2‑(5‑methyl‑1H‑pyrazol‑3‑yl) acetamide (L1) and (E)‑N‑(2‑(1‑(2‑hydroxy‑6‑methyl‑4‑oxo‑4H‑pyran‑3‑yl)ethylideneamino)phenyl)‑2‑(5‑methyl‑1H‑pyrazol‑3‑yl) acetamide (L2) have been synthesized and characterized by infrared spectrophotometry (IR), nuclear magnetic resonance spectroscopy (NMR) and electrospray ionization-mass spectrometry (ESI-MS). Two coordination complexes of L1 and L2, namely [Co(L1)(EtOH)]·Cl (1) and [Cu(L2)]·HO (2), respectively have been synthesized and characterized by elemental analysis and spectroscopic studies. The solid state structure of these two complexes was established by single crystal X-ray crystallography.

Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review.

Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. The presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antipsychotic CDPPB, the anti-obesity drug rimonabant, difenamizole, an analgesic, betazole, a H2-receptor agonist and the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. Owing to this diversity in the biological field, this nucleus has attracted the attention of many researchers to study its skeleton chemically and biologically.

New hybrid adsorbent based on porphyrin functionalized silica for heavy metals removal: Synthesis, characterization, isotherms, kinetics and thermodynamics studies.

The pollution of water resources due to the disposal of toxic heavy metals has been a growing global concern for the last decades. For this purpose, the search for effective and economic material based adsorbents is required, due to the efficiency of the process. In this work, a novel inorganic-organic hybrid material based on silica chemically modified with a porphyrin (SiNTPP), with a high metal removal efficiency, was developed.