Résumé: Our study focused on the investigation of the antifungal efficacy of the essential oil derived from the clove plant and its major constituent, eugenol, against a fungal strain “Fusarium proliferatum”. The essential oil was obtained by hydrodistillation and the main compound eugenol, was isolated. The evaluation of the antifungal potential was carried out by the dilution method, to determine the evolution of the mycelial growth in contact with the essential oil and with the chemical fungicide “Agriconazole” used as a reference control. The essential oil showed significant efficacy at 100 µl ml− 1; whereas, eugenol, and the reference control, showed a complete inhibitory effect at 50 μl ml− 1. The in silico study including molecular docking, DFT and ADMET analysis was conducted to confirm the in vitro assay. Molecular docking results indicate that eugenol indeed functions as a potent inhibitor of Trichodiene Synthase for

Résumé: In this study, a new family of ethacrynic acid-sulfonamides and indazole-sulfonamides was synthesized and tested in vitro against MDA-MB-468 triple-negative breast cancer cells and PBMCs human peripheral blood mononuclear cells, using the MTT (3-[4,5-dimethylthiazol-2-yl]-2,5 diphenyl tetrazolium bromide) assay. The aim of this research is to discover novel compounds with potential therapeutic effects on breast cancer. The antiproliferative activity of these compounds showed a significant dose-dependent activity, with IC50 values ranging between 2.83 and 7.52 µM. The lead compounds 8 and 9 displayed similar IC50 values to paclitaxel with 2.83, 3.84 and 2.72 µM, respectively. This highlights the novelty and potential of these compounds as alternatives to current treatments. The binding properties of 8, 9, and paclitaxel with the active sites of the PARP1(Poly(ADP-ribose) polymérase 1) and EGFR

Résumé: Three novel sulfonylphthalimide derivatives (A-C) have been produced and their antibacterial efficacy was assessed against five bacterial strains: Pseudomonas aeruginosa, Klebsiella pneumoniae, Staphylococcus aureus, Serratia marcescens, Serratia odorifera, and three fungal strains of the Candida genus : Candida albicans, Candida Kefyr and Candida krusei. One crystal of compound C under study was chosen for X-ray diffraction study, it crystallizes in orthorhombic crystal system with Pmn21 space group. The synthesized compounds have been identified as potential inhibitors of the enzyme dihydropteroate synthase through molecular docking studies, highlighting their precise interaction modes and strong affinity for the target. Furthermore, these molecules exhibit promising characteristics for therapeutic development, including an absence of toxicity, excellent absorption capacity, and favorable …

Résumé: This study articulates the synthesis, spectroscopic characterization, antimicrobial evaluation, theoretical calculations, and molecular docking analysis of a novel α-aminophosphonates derived from aminopyridine as potential antibacterial pharmacophore. The structures of all compounds was established using FTIR, 1H, 13C, 31P NMR spectroscopy. A single crystal of the studied compound 3g was selected for X-ray diffraction analysis, it crystallizes in the monoclinic crystal system with P 21/n space group. Theoretical studies based on density functional theory (DFT) at the B3LYP /6-31G (d, p) level of theory was utilized to investigate the stability and electronic properties electronic of the studied α-aminophosphonates. The ADME/toxicity analyzes carried out by Swiss ADME and OSIRIS software show that all synthesized molecules exhibited good pharmacokinetics, bioavailability and had no toxicity profile.

Résumé: In this study, a series of thiazolidine-2,4-dione derivatives 3a–i were synthesized and evaluated for antibacterial activity against Gram-positive and Gram-negative strains of Bacillus licheniformis, Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus. Newly prepared thiazolidine (TZD) derivatives were further screened separately for in vitro antifungal activity against cultures of fungal species, namely, Aspergillus niger, Alternaria brassicicola, Chaetomium murorum, Fusarium oxysporum, Lycopodium sp. and Penicillium notatum. The electron-donating substituents (–OH and –OCH3) and electron-withdrawing substituents (–Cl and –NO2) on the attached arylidene moieties of five-membered heterocyclic ring enhanced the broad spectrum of antimicrobial and antifungal activities. The molecular docking study has revealed that compound 3h strongly interacts with the catalytic residues of the active site …

Résumé: Background This research explores the effectiveness of a novel Schiff base compound as an organic corrosion inhibitor for XC38 steel immersed in a 1M hydrochloric acid solution. The study aims to identify the inhibitor's ability to reduce corrosion under controlled experimental conditions. Methods The synthesis and characterization of the Schiff base inhibitor were meticulously confirmed through FTIR, XRD, and NMR techniques. The efficacy of this inhibitor in curbing the corrosion of XC38 carbon steel in a 1M hydrochloric acid solution was rigorously evaluated using gravimetric analysis, Electrochemical Impedance Spectroscopy (EIS), and Potentiodynamic Polarization (PDP), with a specific focus on the impacts of varying concentrations and temperatures. Surface interaction mechanisms were thoroughly investigated using SEM, EDS, AFM, ATR-FTIR, and XRD. These studies were complemented by activation …

Résumé: Organophosphorus compounds (OPs) are a diverse group of chemical compounds that contain organic moieties directly bonded to phosphorus or through a heteroatom like oxygen, nitrogen, or sulfur. They are ubiquitous in the human environment due to their unique properties and high biological activity. OPs have been widely used in various fields such as agriculture (as pesticides), industry (for producing lubricants, hydraulic fluids, and plastics), medicine (as drugs against osteoporosis, anticancer, and antiviral compounds), and veterinary (as anthelmintics). As an important class of organophosphorus compounds, this review provides an overview of phosphoramidate compounds covering their synthetic pathways, a brief explanation of their mechanisms, and their various applications.

Résumé: Spices represent an abundant source of natural compounds possessing chemical properties of significant interest in both industry and pharmacology. In this context, our focus is directed towards an aromatic compound; Cinnamaldehyde. This natural active compound holds paramount significance owing to its wide range of biological effects, including antihyperglycemic properties, efficacy against bacteria, viruses, fungi, molds, and its potent antiinflammatory capabilities. Its isolation is accomplished through the application of various techniques to extracts and essential oils derived from Ceylon cinnamon, scientifically known as Cinnamomum zeylanicum. In this work, we have developed a method for isolation the Cinnamaldehyde using a Soxhlet device and an ultrasonic bath. The molecule was identified on the basis of organoleptic parameters, confirmed by structural infrared and LC/MS and RMN spectroscopic analysis. Isolation of cinnamic aldehyde is achieved by silica gel column chromatography of the EO (51%). The addition of sodium bisulphite precipitated the aldehyde, giving a yield of 74%. Theoretical approaches have been used to study the structure-biological activities relationship. DFT was used to predict chemical reactivity by calculating global (I, A, χ, μ, η, ω, S) and local parameters (such as Fukui parameters) of the cinnamaldehyde. The similarity to drugs is estimated by the values of molecules’s pharmacokinetic parameters given by the ADME study. In silico molecular docking predict the energy binding of complex formed with 3TZF enzym to evaluate it stability.

Résumé: Phthalimide and N-substituted phthalimide have a special structure that helps them to be pharmaceutically useful and biologically active. In this study, we investigated the antioxidant, anti-inflammatory and antibacterial effects of a synthetic phthalimide-containing derivative in an experimental asthma model. In vitro determination of antioxidant and chelating activity was carried out by spectrophotometric methods. The in vivo antioxidant activity was carried out in Wistar rats sensitized to ovalbumin in the experimental model of asthma. Our results reveal that that the synthesized N-sulfonylphthalimide molecule has a scavenging capacity against the free radical 2, 2-diphenyl-1-picryl-hydrazyl (DPPH•) and a chelating activity on ferrous ions and revealed its protective capacity against altered markers of oxidative stress in the experimental asthma model. All the previous results were confirmed by the result of the histopathological study of the liver. Moreover, neo-synthesized N-sulfonylphthalimide 2 showed antibacterial activity against Gram-positive and Gram-negative bacteria with interesting MIC values. Finally, our study highlights the anti-inflammatory, anti-asthmatic and antibacterial effects of the N-sulfonylphthalimide molecule, which could potentially be a drug of choice in asthmatic pathology, especially during bacterial superinfections in the respiratory tract.

Résumé: Schiff-base metallic complexes have garnered considerable attention due to their unique attributes and broad applications across various sectors. Among these, organic Schiff-type bases have emerged as effective agents for mitigating corrosion in challenging environments. This study employs a comprehensive approach to assess the efficiency of 2-Hydroxybenzaldehyde oxime (HOBAO) in preventing copper corrosion. Synthesis and characterization of the HOBAO compound were conducted using FTIR and NMR (1H and 13C) analyses, confirming successful production. The inhibition performance on copper was investigated in a 1 M HNO3 medium utilizing gravimetric, electrochemical impedance spectroscopy, and potentiodynamic polarization techniques. Our findings reveal that HOBAO, at a concentration of 300 ppm, significantly inhibits corrosion, achieving rates of 82.00 %, 93.30 %, and 91.80 % for weigh

Résumé: This study investigates the inhibitory effects of 2-(2,4,5-trimethoxy benzylidene) hydrazine carbothioamide (TMBHCA) on the corrosion of carbon steel in a 1 M HCl solution across various concentrations. The assessment employs a comprehensive approach, combining gravimetric analysis, potentiodynamic polarization tests, and electrochemical impedance spectroscopy (EIS). Additionally, scanning electron microscopy (SEM) and quantum chemical calculations are employed to provide a thorough understanding of the corrosion inhibition mechanism. The influence of exposure time on mild steel corrosion is systematically examined. Results reveal a remarkable reduction in the corrosion rate of steel, with TMBHCA demonstrating its highest inhibition efficiency of 97.8% at 200 ppm. Potentiodynamic polarization studies characterize TMBHCA as a mixed-type inhibitor, while Nyquist plots illustrate increased charge …

Résumé: A series of novel α-sulfamidophosphonate derivatives (3a-3 g) were synthesized and evaluated for anticancer activity against different human cancer cell lines (PRI, K562, and JURKAT). The antitumor activity of all compounds using the MTT test remains moderate compared to the standard drug chlorambucil. Compounds 3c and 3 g were found to be more active anticancer agent against PRI and K562 cells with IC50 value 0.056–0.097 and 0.182–0.133 mM, respectively. Molecular docking study related to binding affinity and binding mode analysis showed that synthesized compounds had potential to inhibit glutamate carboxypeptidase II (GCPII). Furthermore, computational analysis was performed through Density Functional Theory (DFT) utilizing the B3LYP 6-31 G (d, p) basis set and the theoretical results were correlated with experimental data. The ADME/toxicity analyses carried out by Swiss ADME and OSIRIS …

Résumé: A new series of ᾳ-aminophosphonate derivatives was evaluated for their toxicity in a target (Ephestia kuehniella) and non-target (Lumbricus rubellus) population, after was synthetized by an immersion ultrasound-assisted method. It is a green chemical approach that focuses on designing industrial products and processes with minimal impact on operator, environmental, and consumer health.

Résumé: In this work, Schiff bases and Thiazolidin-4-ones, were synthesized using Sonication and Microwave techniques, respectively. The Schiff base derivatives (3a–b) were synthesized via the reaction of Sulfathiazole (1) with benzaldehyde derivatives (2a–b), followed by the synthesis of 4-thiazoledinone (4a–b) derivatives by cyclizing the synthesized Schiff bases through thioglycholic acid. All the synthesized compounds were characterized by spectroscopic techniques such as FT IR, NMR and HRMS. The synthesized compounds were tested for their in vitro antimicrobial and antioxidant and in vivo cytotoxicity and hemolysis ability. The synthesized compounds displayed better antimicrobial and antioxidant activity and low toxicity in comparison to reference drugs and negative controls, respectively. The hemolysis test revealed the compounds exhibit lower hemolytic effects and hemolytic values are comparatively low …

Résumé: The compounds 3 (ah) were subjected to Density Functional Theory (DFT) computations using the B3LYP/6-31G (d) basis set to get optimized geometric structures. GaussViewis used to display the contributions of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO). The determination of energy gaps was conducted using Gaussian 09W. The pharmacokinetic profiles were evaluated using existing techniques such as Osiris, Petra, and Molinspiration, as well as a novel platform called POM Analyse.

Résumé: Green efforts towards the awareness of green chemistry as an alternative to the existing conventional methods for organic synthesis and providing new tools, knowledge, and design of organic synthesis will contribute to the social economy in protecting the environment and health. To avoid the environmental hazards generated by organic synthesis, microwave technology plays a key role in protecting the planet from the consequences of chemicals and solvents used in the synthesis. A rapid and green method for the synthesis of novel N-thiazolidine-2,4-dione derivatives 3(a–j) from thiazolidine-2,4-diones, substituted benzyl halide, and sodium bicarbonate as a base catalyst in dimethylformamide (DMF) solvent is reported. The N-arylation of imides is a significant reaction in the synthesis of biologically active thiazolidine-2,4-dione derivatives. In this study, efficient base catalyst K2CO3 in DMF was used to catalyze …

Résumé: A one-pot synthetic strategy was developed for the synthesis of novel sulfamidophosphonates via a three-component Kabachnik-Fields reaction of sulfanilamide, triethyl phosphite, and various aldehyde using ultrasound irradiation. Seven organophosphorus derivatives were synthesized with high yields through this newly developed method. The target compounds were characterized by 1H, 31P, 13C NMR, and IR. The molecular structure of 4a was obtained by X-ray diffraction on the monocrystal. Crystal belongs to the orthorhombic system with space groups Pbca. Insight into the binding mode of the synthesized compounds (ligand) into the binding sites of SARS-CoV2 (PDF code: 5R80) was provided by docking studies, performed with the help of Maestro 9.0 docking software.

Résumé: The synthesis, characterization, and examination of anti-corrosion performance of 2-furaldehyde semicarbazone Schiff base (FSC) complexes of cobalt (II), zinc (II), and manganese (II) on XC38 carbon steel immersed in 1 M HCl solution are performed using experimental investigations and quantum chemical simulation approaches. The theoretical approach used were DFT calculations and MC simulation. The inhibition effect was also studied by electrochemical impedance spectroscopy (EIS), and potentiodynamic polarization (PDP). Electrochemical testing results show that these chemical compounds are particularly powerful inhibitors, which FSC-Mn provides a considerable inhibition of 91.48%at 500 ppm. The results also demonstrate that the inhibition effect of the four inhibitors increased with increasing inhibitor concentration, revealing that these compounds adsorb significantly to the steel surface. The …

Résumé: The oxazaphosphinane represent a novel chemical class of synthetic anticancer agents. They exhibit strong activity against a broad range of human cancers and was first discovered in 1958. The oxazaphosphinane ring plays the role of a "carrier" of a pharmacophoric group to a cell through cell membranes. Oxazaphosphinanes belong to a wide class of organophosphorus compounds and contain an N-P-O or N-C-P O group responsible for their antitumor properties. Thus, they have prompted many pharmaceutical companies to devote resources to this area of investigation. Oxazaphosphinanes can be formally derived fromo-hydroxyaniline, aminoalcohol, bromo-propylaminophosphonate, 2-amino-3-hydroxy-1,4-naphthoquinone, benzylideneamino-2-phenylethanol, oxazolidine, 2-arylideneaminophenols, aminopropanol and dichlorophosphorylisocyanate. The aim of this paper is to review the generalization of …

Résumé: A series of novel α-sulfamidophosphonate derivatives (3a-3g) were synthesized and evaluated for anticancer activity against different human cancer cell lines (PRI, K562 and JURKAT). The antitumor activity of all compounds using the MTT test remains moderate compared to the standard drug chlorambucil. Compounds 3c and 3g were found to be more active anticancer agent against PRI and K562 cells with IC50 value 0.056 to 0.097 and 0.182 to 0.133 mM respectively. Molecular docking study related to binding affinity and binding mode analysis showed that synthesized compounds had potential to inhibit glutamate carboxypeptidase II (GCPII). Furthermore, computational analysis were performed through Density Functional Theory (DFT) utilizing the B3LYP 6-31 G (d, p) basis set and the theoretical results were correlated with experimental data. The ADME/toxicity analyzes carried out by Swiss ADME and OSIRIS software show that all synthesized molecules exhibited good pharmacokinetics, bioavailability and had no toxicity profile. .

Résumé: In this study, we conducted experimental and computational investigations of a Schiff base and its metal complexes. The azote atom coordinates with the metal according to the FT-IR spectra. Powder X-ray Diffraction experiments show that the crystalline nature of metal complexes is responsible for their enhanced crystallinity. X-ray photoelectron spectroscopy shows that the binding energy of the nitrogen atom's 1s electrons is increased in metal complexes due to complexation. Cyclic voltammograms were used to determine the electroactivity of the ligand and its complexes in a solution of 10−1M DMSO/tetrabutylammonium hexafluorophosphate (NBu4PF6). The DPPH radical scavenging assay was used to determine the compounds' effectiveness as antioxidants. Transition metal complexes were much more effective than the free ligand FSC at scavenging DPPH radicals. The three investigated complexes have …

Résumé: Microbial resistance to drugs currently traded in the market is a serious problem in modern medicine. In this field of research, we synthesized a novel N-acylsulfonamides (NAS) derivatives starting from commercially available compounds; morpholine, isocyanate of chlorosulfonyl and alcohols. The in vitro antimicrobial potential of synthesized compounds was screened against 04 Gram-negative bacteria; Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Acinetobacter baumannii, 02 Gram-positive bacteria: Streptococcus sp, Staphylococcus aureus and 07 yeasts and fungi: Candida albicans, Candida spp, Penicillum spp, Aspegillus sp, Aspergillus flavus, Fusarium sp, and Cladosporium spp. The results of inhibition growth were compared with standard antimicrobial drugs with the goal of exploring their potential antimicrobial activity. In addition, the anti-inflammatory activity of the synthesized …

Résumé: A simple and efficient protocol for one-pot three-component synthesis of structurally di- 9 verse sulfamidophosphonates from the condensation of sulfanilamide, aldehydes and tri- 10 ethylphosphite in ethanol using ZnO nanoparticles as catalyst under microwave irradiation has 11 been developed. The structures of all compounds have been identified by appropriate spectroscopic 12 methods such as FTIR, 1H, 13C, 31P NMR and ESI-MS.

Résumé: Kabachnik-Fields reaction of 4-methylaminophenol with various aldehydes and triethylphosphite under microwave irradiation and neat conditions using ZnO nanoparticles as a reusable and heterogeneous catalyst, with 82–93% yield at 250 Hz within 2-5 min. A single crystal of the studied compound 3e was selected for X-ray diffraction analysis, it crystallizes in the monoclinic crystal system with P 21/n space group. All the compounds were evaluated for their antimicrobial against a panel of Gram-negative pathogenic bacteria such as Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Serratia marcescens, Morganella morganii, Pseudomonas aeruginosa and Gram-positive :Staphylococcus aureus and against fungi : Candida albicans, Candida krusei, Candida kefyr, Candida lusitaniae, and Candida tropicalis. Further in silico target hunting reveals the antibacterial activity of the designed compounds by inhibiting Dihydropteroate synthase and all the designed compounds have shown significant drug-like characteristics.

Résumé: Because of their superior anticancer activity, pharmacokinetic capabilities, their chemical and enzymatic stability many compounds containing N-acylsulfonamide have been used as enzymatic inhibitors. In the present study, a series of novel carboxylsulfamides containing N-acylsulfonamide moiety were synthesized and screened for anticancer activity. The structure of carboxylsulfamide has been determined by X-ray diffraction. It is crystallized in the orthorhombic crystal system with P 212121 space group. The crystal packing for Bocsulfonamidecan be described as alternating layers parallel to (011) plane. Density functional theory (DFT) was used to calculate the thermodynamic and physicochemical properties. Molecular docking was conducted against glutamate carboxypeptidase II (GCP2) and revealed binding affinities. Then, a 50 ns molecular dynamic simulation was performed to confirm the behavior of the complex structure formed by cancer protein under in silico physiological conditions to examine its stability over time, which revealed a stable conformation and binding pattern in a stimulating environment of carboxylsulfamide derivatives.

Résumé: This study investigates the corrosion inhibition performance of N-phenyl sulfamide (NPS) and N-phenyl piperazine sulfamide (NPPS) for copper in a solution of 1.0 M hydrochloric acid (HCl) through a comprehensive combination of experimental and theoretical approaches. Electrochemical methods (polarization measurements and electrochemical impedance spectroscopy (EIS)), characterization techniques (FTIR, ATR, SEM and XPS investigations), and theoretical calculations are employed to analyze the inhibitive properties and provide insights on how the inhibitors and copper surface interact. Results from polarization and EIS analyses reveal that NPS and NPPS, both at a concentration of 400 mg L-1 , deliver substantial corrosion inhibition, achieving rates of 92.33% and 98.70% for polarization, and 93.60% and 96.51% for EIS, respectively, which gives NPPS an advantage over the other inhibitor with high inhibitor efficiency. SEM and XPS investigations confirm the adsorption of these inhibitors to the copper surface, resulting in a notably smoother and more uniform appearance with minimal damage, especially for NPPS. Theoretical calculations employing the DFT-B3LYP method provide valuable insights into the molecular properties of NPS and NPPS. These simulations support the outcomes of the tests and give insight into how NPPS inhibitor act as stronger inhibitor compared with NPS inhibitor. Overall, this study enhances our understanding of corrosion protection mechanisms and offers crucial information in order to establish robust copper corrosion inhibitors for acidic conditions. The combination of theoretical and experimental approaches offers a thorough framework for investigating corrosion inhibition and opens the door for the creation of sophisticated and effective inhibitors to protect copper from corrosive attacks.

Résumé: In recent years, microwave heating has become a widely used technique in organic synthesis. The reactions take place within a very short time, under mild conditions with high yields, and produce pure and selective compounds with fewer side reactions. In this context and under green chemistry conditions, we synthesized an organic compound containing two pharmacophore groups, oxazolidinone and sulfonamide, with a good yield.

Résumé: The effects of cysteine (Cys) and L-methionine (L-Met) on copper corrosion inhibition were examined in 1 M HNO3 solution for short and long exposure times. Potentiodynamic polarization (PDP) and electrochemical impedance spectroscopy (EIS) were used. The EIS determined the potential for zero charges of copper (PZC) in the inhibitor solution. SEM and AFM have been used to study material surfaces. Energy-dispersive X-ray spectroscopy (EDS) was used to identify surface elemental composition. DFT and molecular dynamics simulations explored the interaction between protonated amino acids and aggressive media anions on a copper (111) surface.

Résumé: An array of computational approaches DFT/QSAR/POM methods has been used for a better understanding of drug properties regarding 13 inhibitor derivatives containing either P2 cyclopentane P1 carboxylic acid moiety (1-9) or a P1 cyclopropyl acyl sulfonamide (10-13). To further recognize binding interactions and their activity trends, molecular docking studies were carried out with the use of HCV, which can be used to accurately predict the interactions of ligands with the receptor. The QSAR models are developed through the use of Multiple Linear Regression (MLR) together with Principal Component Analysis (PCA) methods. The statistical results indicate the multiple correlation coefficient R2 = 0.840, which shows favorable estimation stability, as well as showing a significant correlation between the HCV NS3 protease of the studied compounds and their electron-accepting ability. The POM analysis of the …

Résumé: Microbes and oxidative stress are among the main causes of many serious diseases. To overcome this scourge, the development and discovery of new antimicrobial and antioxidant agents remain an important lever in the field of medicinal chemistry. Pyrazoles are considered as versatile pharmacophores in the construction of new molecules with excellent activities. In this context, new pyrazole derivatives bearing amide moieties have been synthesized and screened for their antimicrobial and antioxidant activities. The elucidation of the molecular structure of the target compounds was established using the usual spectroscopic techniques (IR, NMR and HRMS), and confirmed by single crystal X-ray diffraction. The crystal structure of the two compounds has been determined. Both crystals belong to the monoclinic system but with different space groups P21/c and P21/n. The crystal cohesion of the two compounds is …

Résumé: A novel potentially biologically active oxazaphosphinane derivatives was synthesized by facile synthetic approaches from the combination of hydroxyaniline, aldehyde, and triethylphosphite. The crystal structure of compound 1b has been determined. Single crystals belong to the triclinic system with p − 1 space. The relative in vitro antitumor activity against human cell lines (PRI, K562, and JURKAT) of these derivatives in comparison to chlorombucil is reported. All synthesized compound showed excellent activity with IC50 value of 0.014–0.035 mM. The binding energy of the Epidermal growth factor receptor (EGFR)-oxazaphosphinane complex and the calculated inhibition constant using docking simulation showed that all molecules has the ability to inhibit EGFR therapeutic target. In addition, DFT calculation has been used to analyze the electronic and geometric characteristics.

Résumé: A new series of sulfamoyloxyoxazolidinone (SOO) derivatives have been synthesized and characterized by single-crystal X-ray diffraction, NMR, IR, MS and EA. Chemical reactivity and geometrical characteristics of the target compounds were investigated using DFT method. The possible binding mode between SOO and Main protease (Mpro) of SARS-CoV-2 and their reactivity were studied using molecular docking simulation. Single crystal X-ray diffraction showed that SOO crystallizes in a monoclinic system with P 2 1 space group. The binding energy of the SARS-CoV-2/Mpro-SOO complex and the calculated inhibition constant using docking simulation showed that the active SOO molecule has the ability to inhibit SARS-CoV2. We studied the prediction of absorption, distribution, properties of metabolism, excretion and toxicity (ADMET) of the synthesized molecules.

Résumé: An efficient and eco-friendly green methodology is developed for the synthesis of series of α-aminophosphonate derivatives from diverse aldehydes, anilines and triethyl phosphite by using environmentally benign and cost-effective Eggshells as solid heterogeneous base catalyst. The reaction is conducted by the stepwise one pot condensation through Kabachnick–Fields addition reaction in ethanol at room temperature during 25–30 min. High yield, short reaction time, solvent-free condition, waste to wealth, and optimization with the design of experiment are the major advantages of this method. In addition, this study examines the influence of different solvents, temperature and the amount of catalyst on the yield of the reaction. A single crystal of (2S)- diethyl (phenyl) ((4-fluorophenyl)-aminophosphonate (3g) has been obtained after recrystallization from ethanol/dichloromethane (9/1) and selected for X-ray …

Résumé: The inclusion complex of acylsulfonamide (ASL) with β-cyclodextrin (β-CD) was explored experimentally and by molecular modeling studies. The stoichiometric ratio of the complex was found to be 1 : 1 and the stability constant was evaluated using the Benesi–Hildebrand equation. Estimation of the thermodynamic parameters of the inclusion complex in vacuum demonstrates that it is an enthalpy driven process phase and an enthalpy–entropy simultaneous process in aqueous solution, which is consistent with the experimental results. Semi-empirical calculations using PM6 and ONIOM2 methods, in vacuum and in water, were undertaken and done. The energetically more favorable structure obtained with the ONIOM2 method leads to the rise of intermolecular hydrogen bonds between acylsulfonamide and β-cyclodextrin. These interactions were probed using the natural bond orbital (NBO).

Résumé: The development of novel, clean, and efficient methods for the preparation of compounds is a major research focus in organic chemistry at the moment. In this context, copper bromide (CuBr) has been utilized as a heterogeneous catalyst for a highly efficient, eco-sustainable, and greener synthesis of β-enaminone derivatives by condensation of 1,3-diketones with various primary amines at room temperature under ultrasound irradiation and solvent-free conditions. The structure of the synthesized compounds was confirmed by 1H, 13C NMR spectroscopy, IR spectroscopy, and elemental analysis. The desired products were obtained in excellent yields (90–98%) within short reaction times (20–50 min).

Résumé: Remdesivir and hydroxychloroquine derivatives form two important classes of heterocyclic compounds. They are known for their anti-malarial biological activity. This research aims to analyze the physicochemical properties of remdesivir and hydroxychloroquine compounds by the computational approach. DFT, docking, and POM analyses also identify antiviral pharmacophore sites of both compounds. The antiviral activity of hydroxychloroquine compound's in the presence of zinc sulfate and azithromycin is evaluated through its capacity to coordinate transition metals (M = Cu, Ni, Zn, Co, Ru, Pt). The obtained bioinformatic results showed the potent antiviral/antibacterial activity of the prepared mixture (Hydroxychloroquine/Azithromycin/Zinc sulfate) for all the opportunistic Gram-positive, Gram-negative in the presence of coronavirus compared with the complexes Polypyridine-Ruthenium-di-aquo. The postulated …

Résumé: The discovery and development of new potent antimicrobial and antioxidant agents is an essential lever to protect living beings against pathogenic microorganisms and free radicals. In this regard, new functionalized pyrazoles have been synthesized using a simple and accessible approach. The synthesized aminobenzoylpyrazoles 3a-h and pyrazole-sulfonamides 4a-g were obtained in good yields and were evaluated in vitro for their antimicrobial and antioxidant activities. The structures of the synthesized compounds were determined using IR, NMR, and mass spectrometry. The structure of the compound 4b was further confirmed by single crystal X-ray diffraction. The results of the in vitro screening show that the synthesized pyrazoles 3 and 4 exhibit a promising antimicrobial and antioxidant activities. Among the tested compounds, pyrazoles 3a, 3f, 4e, 4f, and 4g have exhibited remarkable antimicrobial activity …

Résumé: A new series of novel α-aminophosphonate derivatives have been synthesized by new rapid and convenient approach, based on the stepwise one pot reaction of 2-hydroxyaniline, aromatic aldehydes and triethyl phosphite. The structures of all compounds have been identified by appropriate spectroscopic methods such as FTIR, 1H, 13C, 31P NMR and ESI-MS. The crystal structure of diethyl-(2-fluorophenyl)-(2-hydroxy-4-methylphenyl)amino phosphonate has been determined, it crystallizes in the P-1 space group. In vitro antifungal activity of the synthesized compounds were tested against wheat fusarium (Fusarium oxysporum) and compared with standard antifungal drug Chlorpyriphos EC to explore their potential antifungal activity. We also measured the antioxidant activity of these molecules, compared with vitamin C as standard antioxidant.

Résumé: Nowadays, facile and short synthesis of new antifungal pyrazole-derivatives ligands has attracted increasing attention due to their simplicity and effectiveness. In here, we have prepared a new family of pyrazole in one step by condensation of [NNOH:(1H-pyrazol-1-yl)methanol], [NCOH:(3,5-dimethyl-1H-pyrazol-1-yl)methanol], and [NOCOH:ethyl1-(hydroxymethyl)-5-methyl-1H-pyrazole-3carboxylate] with several amines ligands. All structures of L1-L10, were structured by spectroscopies methods, particularly FTIR, 1H-NMR, 13C-NMR, plus (EA%)-elemental analysis, as well as, the evaluation of its antifungal properties against Fusarium Oxysporum Albedinis (FOA). The important substantial results were obtained for the compounds L1, L4, L5 and L8 with MIC50 78-92 µg/mL. Bioinformatics calculations (POM and DFT/Docking analyses) were used to predict and optimize these antifungal results. Both experimental …

Résumé: An efficient and eco-friendly green methodology is developed for the synthesis of novel sulfonamide derivatives from sulfanilamide and phthalic anhydride in ethanol as solvent, using ultrasound irradiations. High yield, short reaction time, green conditions and optimization with the design of experiment are the major advantages of this method. The structures of the synthesized compounds were carefully characterized by 1H, 13C NMR as well as IR.

Résumé: Cancer is one of the most serious health problems worldwide, affecting individuals from different sexes, ages, and races. However, the most frequent cancer types in the world are lung, prostate, stomach, colorectal, and esophagus in men; and breast, lung, stomach, colorectal and cervical in women. Currently, the search for new active substances used in oral targeted therapies are legitimate and opens up the possibility of an "ambulatory shift" in cancer treatment. In order to design anti-tumor drug candidates endowed with oral bioavailability, we studied trough an in silico approach the oral bioavailability of newly synthesized biomolecules; α-sulfamidophosphonates and α-amidophosphonates as well as their mechanism of action on the new target urokinase-type plasminogen activator (uPA). The studied compounds have been found to meet the five criteria of. Lipinski's rule. The Osiris, Molinspiration and SWISS …

Résumé: The inclusion complex of acylsulfonamide (ASL) with β-cyclodextrin (β-CD) was explored experimentally and by molecular modeling studies. The stoichiometric ratio of the complex was found to be 1 : 1 and the stability constant was evaluated using the Benesi–Hildebrand equation. Estimation of the thermodynamic parameters of the inclusion complex in vacuum demonstrates that it is an enthalpy driven process phase and an enthalpy–entropy simultaneous process in aqueous solution, which is consistent with the experimental results. Semi-empirical calculations using PM6 and ONIOM2 methods, in vacuum and in water, were undertaken and done. The energetically more favorable structure obtained with the ONIOM2 method leads to the rise of intermolecular hydrogen bonds between acylsulfonamide and β-cyclodextrin. These interactions were probed using the natural bond orbital (NBO).

Résumé: The inclusion complex of acylsulfonamide (ASL) with β-cyclodextrin (β-CD) was explored experimentally and by molecular modeling studies. The stoichiometric ratio of the complex was found to be 1 : 1 and the stability constant was evaluated using the Benesi–Hildebrand equation. Estimation of the thermodynamic parameters of the inclusion complex in vacuum demonstrates that it is an enthalpy driven process phase and an enthalpy–entropy simultaneous process in aqueous solution, which is consistent with the experimental results. Semi-empirical calculations using PM6 and ONIOM2 methods, in vacuum and in water, were undertaken and done. The energetically more favorable structure obtained with the ONIOM2 method leads to the rise of intermolecular hydrogen bonds between acylsulfonamide and β-cyclodextrin. These interactions were probed using the natural bond orbital (NBO).

Résumé: A computational Petra/Osiris/Molinspiration/DFT(POM/DFT) based model has been developed for the identification of physico-chemical parameters governing the bioactivity of series of oxazaphosphinanes derivatives 1a-1f containing potential antifungal O,N-pharmacophore. Molecular docking study was performed in order to evaluate synthesized compounds their possible antifungal properties and their interactions in the binding site. Molecular docking studies revealed that the compounds 1a-1f have the potential to become lead molecules in the drug discovery process. The six compounds 1a–1f analyzed here were previously synthesized by our group.

Résumé: nteractions of methoxyphenyl N-sulfamoyloxazolidinone (SOZ) with Cu(II) and Co(II) ions in ethanol at 25 °C were studied experimentally using UV–Vis spectrophotometry. The data processing with a nonlinear least square fitting allowed the determination of stoichiometries, stability constants of the complexes and species distribution diagrams for each complex against ligand concentration. The solid-state complexes were synthesized and characterized by FT-IR,¹ HNMR, thermogravimetric analysis techniques (TGA) and differential scanning calorimetry (DSC) to account for the thermal decomposition of Cu(II) complex. DFT study was performed to obtain insights on SOZ: Cu(II) and/or Co(II) interaction. First, the predicted structural properties of the ligand were compared with the experimental ones obtained from crystallographic data. DFT calculations were performed at B3LYP, B3LYP-D3, B2PLYP and B2PLYP-D3 levels with the same 6–311++G(d,p) basis set and consequently the performance of each exchange functional was tested in the structural properties prediction. Also, global and local chemical reactivity parameters were computed. The most stable metal complexes (1:2) were optimized at B3LYP level in ethanol medium with the CPCM model. Computed FT-IR spectra and TD-DFT results agree with the corresponding experimental data. The interactions were also analyzed and characterized by NBO, MEP and NLO. Finally, a molecular docking was performed to investigate the relative biological activities of the ligand alone and of the metal complexes.

Résumé: Some novel N-sulfonylphthalimides were synthesized in good yields by condensation of anhydride phthalic with various sulfonamides by two different methods: conventional synthesis and immersion ultrasonic assisted method, in one step. These compounds were screened for their antibacterial activity against Escherichia coli, Staphylococcus aureus, Morganella morganii and Klebsiella pneumoniae.The bioinformatic POM analyses confirm the existence of a antifungal/or antiviral (O d-——O d-) pharmacophore sites. So it will benificial to test these molecules against other biotargets different of bacterial strains such as viruses, fungus and parasites.The molecular structure of 3a was obtained by X-ray diffraction on mono crystal. The crystal packing can be described as alternating layers in zigzag parallel to (100) plane along the c axis, which are connected together with CeH/O hydrogen bonds.

Résumé: In thepresentstudy,weinvestigatedthecytotoxicactivityofthreecompoundspreparedstartingfrom amino acids.Thesederivativeswereevaluatedfortheir in vitro antitumoractivityagainsthumancell lines (PRI, K562 and JURKAT). Theircytotoxicitywasalsoevaluatedatdifferentconcentrationson severalcelllines.Ontheotherhand,DFTcalculationhasbeenusedtoanalyzetheelectronicandgeo- metriccharacteristics.TheHOMO,LUMOandgapenergieswerealsodeducedforthestablestructurefor each compound.Theseresultswillbecorrelatedwiththeexperimentalvalues.ThebioinformaticPOM (Petra/Osiris/Molinspiration)analysesoftherelativecytotoxicityofthesederivativesarereportedin comparisontoChlorambucil.

Résumé: Several new sulfamidocarbonyloxyphosphonates were prepared in two steps, namely carbamoylation and sulfamoylation, by using chlorosulfonyl isocyanate (CSI), α-hydroxyphosphonates, and various amino derivatives and related (primary or secondary amines, β-amino esters, and oxazolidin-2-ones). All structures were confirmed by 1H, 13C, and 31P NMR spectroscopy, IR spectroscopy, and mass spectroscopy, as well as elemental analysis. Eight compounds were evaluated for their in vitro antibacterial activity against four reference bacteria including Gram-positive Staphylococcus aureus (ATCC 25923), and Gram-negative Escherichia coli (ATCC 25922), Klebsiella pneumonia (ATCC 700603), Pseudomonas aeruginosa (ATCC 27853), in addition to three clinical strains of each studied bacterial species. Compounds 1a–7a and 1b showed significant antibacterial activity compared to sulfamethoxazole/trimethoprim, the reference drug used in this study.

Résumé: A convenient method for the synthesis of new series of N-acylsulfonamide containing oxazolidin-2-one moiety starting from chlorosulfonyl isocyanate and chiral oxazolidinones in two steps (carbamoylation and sulfamoylation), is described. The starting oxazolidinones were obtained in two steps starting from amino acids by reduction with NaBH4 then cyclization in the presence of carbonate diethyl. The synthesis of N-acylsulfonamide oxazolidin-2-ones derivatives has been carried out in excellent isolated yields. The structures of all synthesized compounds were unambiguously confirmed by usual spectroscopic methods 1H NMR, 13C NMR, IR, EA and MS.

Résumé: A simple, eco-sustainable method for the N-(9-fluorenylmethoxycarbonyl) (N-Fmoc) protection of various structurally amines under ultrasonic irradiation is reported. The corresponding N-Fmoc derivatives were obtained in good to excellent yields within short reaction time. The reaction proceeds without the formation of any side product. Mildness, efficiency and easier work are the main advantages of this new protocol.

Résumé: A new series of substituted 1, 3, 2-diazaphospholidine-2,5-diones was synthesized by an efficient method, starting from a primary amines and amino esters. We have established that phenyl phosphonic dichloride is a suitable reagent allowing the introduction a phosphoryl group. We have prepared the phosphoramidates in two steps. These compounds provide access to 1, 3, 2- diazaphospholidine-2,5-diones by intramolecular cyclization using potassium carbonate.

Résumé: The oxazolidin-2-ones are key intermediates in the synthesis of various compounds of interest in terms of reactivity. So, several aminoalcohols were prepared from oxazolidinone. The oxazolidinone may also be used as an intermediate in the preparation of peptidosulfonamide similar sulfonated a natural or synthetic peptide

Résumé: We performed this work to highlight the in vitro antifungal properties of two amidophosphonates newly synthesized (AP1, AP2). These molecules were synthesized from amino esters and chloroacetyl chloride in two steps using the Michaelis-Arbuzov reaction. We have selected after testing several concentrations 15, 20 and 25 μM for AP1, 10, 25, 40 μM for AP2. The study of the antifungal power by solid medium-diffusion method was performed after microscopic study and purification of fungal isolates from wheat leaves hard, give us the opportunity to identify two fungi: Septoria tritici and Aalternaria tenuis. Results show an antifungal power of two molecules, the growth inhibition-percentage is higher among Aalternaria tenuis. In addition, AP2 molecule appears to have a stronger antifungal activity. Determining the Minimum Inhibitory Concentration (MIC) by the dilution method in liquid medium, shapeless on the effectiveness of our molecules which is to order of 40 μM (AP1) and 25 μM (AP2) for Septoria tritici, 25 μM (AP1) and 15 μM (AP2) for Alternaria tenuis.

Résumé: An eco-friendly, simple, mild, chemo selective and highly efficient procedure for the acylation of primary and secondary amine function in various structurally and electronically aliphatic and aromatic compounds affording their corresponding N-Ac derivatives is developed. Mild conditions, simplicity and easier work-up are the main advantages of this method.

Résumé: The phosphorylation reaction of various N-acylamines, N-acylaminoesters N-acylaminoalcohols and N-acylsulfonamides, with trimethylphosphite or triethylphosphite was effectively promoted under ultrasound irradiation, solvent and catalyst free conditions to produce the corresponding amidophosponate. This rapid method produced the products in short reaction times (5–15 min) and excellent yields (75–90%). This technique at a frequency of 40 kHz, strongly accelerate the process of formation P-C bond compared to the classic Arbuzov reaction.

Résumé: The condensation of various sulfonamides with aromatic aldehydes was effectively promoted in the presence of TBAB to produce the corresponding sulfonylimine products in good yields under solvent-free conditions. The sulfonamides were prepared starting from chlorosulfonylisocyanate (CSI), primary amine in three steps (carbamoylation, sulfamoylation and deprotection). An efficient method for the synthesis of novel N-sulfonylimines using TBAB under solvent-free conditions. Available from: https://www.researchgate.net/publication/268186036_An_efficient_method_for_the_synthesis_of_novel_N-sulfonylimines_using_TBAB_under_solvent-free_conditions [accessed May 14, 2015].

Résumé: This study aims to evaluate, in vitro, antibacterial activity of four novel sulfonamide derivatives (1a-d) against Staphylococcus aureus: reference strain ATCC 25923 and 40 clinical isolates. Inhibition zones were performed with the disk diffusion method. The MIC values were determined by the dilution broth method. A 48 hours MIC-Kinetic curve was performed for the tested compounds. All compounds showed significant antibacterial activity. The mean values of the inhibition zones diameter for compounds 1a-d were 22.15 ± 6.22, 16.39 ± 1.17, 15.42 ± 0.66 and 15.83± 1.28 mm, respectively (p value = 0.001). The MIC values were ranged between 64 and 512 g/ml. The compound 1b showed better activity. The 48 hours MIC-kinetic curve showed an inhibiting bacterial growth. The studied compounds 1a-d showed a promising antibacterial effect to response to the urgent need for innovative drugs that could be more effective against resistant pathogens. Antibacterial activity of four sulfonamide derivatives against multidrug-resistant Staphylococcus aureus. Available from: https://www.researchgate.net/publication/270760765_Antibacterial_activity_of_four_sulfonamide_derivatives_against_multidrug-resistant_Staphylococcus_aureus [accessed May 14, 2015].

Résumé: Two novel sulfonamide derivatives, the 3,4-dihydroisoquinoline-2(1H)-sulfonamide (1a) and the 4phenylpeperazine sulphonamide (1b), have been evaluated in vitro as antibacterial agents against urinary and standard strains of Gram-negative Escherichia coli, by both disk diffusion and dilution assay methods. These bacteria were screened against the novel compounds which were compared to a standard antibiotic, the sulfamethoxazol-trimethoprim (STX). The results revealed that the tested compounds showed a good antibacterial activity. The diameters of the growth inhibition area were in the range 10-40 mm. Antibacterial activity of compound 1a, against all the bacterial strains, was superior to those of the compound 1b and the commercial drug SXT. The diameters of the growth inhibition area of sulfonamide 1a were in the range 15-40 mm and the MICs were ranged from 2 to 128 g/ml. Compound 1b was less active than compound 1a but more active than antibiotic SXT. Diameters of inhibition of compound 1b were in the range 4-26 mm and the MICs were ranged from 8 to 256 µg/ml. In conclusion, the newly synthesized sulfonamide derivatives showed a powerful interesting antibacterial activity against all strains of Escherichia coli. Better activity was obtained with compound 1a. In-vitro Antibacterial Activity of two Novel Sulfonamide Derivatives against Urinary Strains of Escherichia coli.. Available from: https://www.researchgate.net/publication/271133815_In-vitro_Antibacterial_Activity_of_two_Novel_Sulfonamide_Derivatives_against_Urinary_Strains_of_Escherichia_coli [accessed May 14, 2015].

Résumé: Genotoxic property of four new antibacterial sulfonamides 1a-d has been evaluated in this study using two standards genotoxicity assays: the Salmonella typhimurium mutagenicity assay or Ames test based on the use of Salmonella strains TA100, TA98 and TA1535, treated with and without metabolic activation (S9 mix fraction) and the SOS ChromtestTM Kit assay using Escherichia coli PQ 37. From the results of the Ames test we note that only 1c (N-(phenyl) sulfamide) showed no genotoxic effect, contrary to 1a [(N-(4-methoxyphenyl) sulfamide], 1b [(N-(3-fluorophenyl) sulfamide] and 1d [(N-(phenylethyl) sulfamide] that have showed genotoxic effect with and without metabolic activation. Results of the SOS Chromotest confirmed these obtained with the Ames test. Sulfonamides 2d-f, expressed the genotoxic potential by stimulating the production of β-galactosidase. Knowing that the genotoxic effect of a molecule is

Résumé: The stability constants (βij) and the thermodynamic parameters (ΔH°, ΔS° and ΔG°) of the complexes between diethyl phenyl (N-phenylsulfamoylamino) methyl phosphonate with Cu(II) and/or Zn(II) ions were determined by UV-visible spectrophotometric measurements in methanol at room temperature. The stable (1:2) solid-state mononuclear complexes were synthesised and characterised by FTIR, 1H-NMR, elemental analysis and magnetic moment measurements. In the DFT study, the predicted structural parameters with four exchange-correlation functionals were compared with experimental data. Their performance in predicting the vibration frequencies was also tested. Subsequently, with the best functionals thus obtained, calculations were performed on the most stable (1:2) complexes to obtain information on their structures and properties. The most stable geometrical structure, structural parameters …

Résumé: A convenient method for the synthesis of new series of N-acylsulfamoyl-oxazolidin-2-one containing nitrogen mustard moiety starting from chlorosulfonyl isocyanate, chiral oxazolidinone and nitrogen mustard in two steps (carbamoylation, sulfamoylation) is described herein. The synthesis of these compounds has been carried out in good isolated yields (71–89%). The structures of all synthesized compounds were unambiguously confirmed by usual spectroscopic methods 1H NMR, 13C NMR, IR, EA and MS. The molecular structure of 3c was obtained by X-ray diffraction on mono crystal. The newly synthesized products were evaluated for their in vitro antitumor activity against different human cancer cell lines (PRI, K562 and JURKAT). A computational analyses Petra/Osiris/Molinspiration (POM) has been developed with the aim of evaluating the performance of physico-chemical properties of tested compounds …

Résumé: Colorectal cancer oncogenesis is linked to dysbiosis, oxidative stress and overexpression of CDK2. The 4H-pyran scaffold is considered an antitumoral, antibacterial and antioxidant lead as well as a CDK2 inhibitor. Herein, certain 4H-pyran derivatives were evaluated as antibacterial, antioxidant and cytotoxic agents against HCT-116 cells. Derivatives 4g and 4j inhibited all the tested Gram-positive isolates, except for B. cereus (ATCC 14579), with lower IC50 values (µM) than ampicillin. In addition, 4g and 4j demonstrated the strongest DPPH scavenging and reducing potencies, with 4j being more efficient than BHT. In cell viability assays, 4d and 4k suppressed the proliferation of HCT-116 cells, with the lowest IC50 values being 75.1 and 85.88 µM, respectively. The results of molecular docking simulations of 4d and 4k, inhibitory kinase assays against CDK2, along with determination of CDK2 protein concentration and the expression level of CDK2 gene in the lysates of HCT-116 treated cells, suggested that these analogues blocked the proliferation of HCT-116 cells by inhibiting kinase activity and downregulating expression levels of CDK2 protein and gene. Moreover, 4d and 4k were found to induce apoptosis in HCT-116 cells via activation of the caspase-3 gene. Lastly, compounds 4g, 4j, 4d and 4k were predicted to comply with Lipinski’s rule of five, and they are expected to possess excellent physiochemical and pharmacokinetic properties suitable for in vivo bioavailability, as predicted by the SwissADME web tool.