Mono-cyclopentyl substituted [1,3,4]thiadiazole thione tautomer: study of the spectroscopic, geometric, thermal, and biological properties

Journal of Sulfur Chemistry, Год журнала: 2024, Номер 45(3), С. 378 - 394

Опубликована: Янв. 10, 2024

Regarding the importance of thiol-thione tautomer structure and existence hydrogen bonding in thione its effect on geometric, physicochemical, biological properties, mono-cyclopentyl-substituted bismuthiol was synthesized via a telescopic process green medium. The pure product characterized by physical spectroscopic techniques. suitable crystals for single crystal study were obtained after trying different solvents mixed solvents, long clear needle-like could be isolated from mixture n-hexane ethyl acetate (volume ratio 8:2). FTIR spectra bismuthiol, 2,5-bis-cyclopentylsulfanyl-[1,3,4]thiadiazole, 5-cyclopentylsulfanyl-3H-[1,3,4]thiadiazole-2-thione studied to define characteristic wavenumbers thiol structures. A possible hyper-conjugative interaction between S–H π bond C=N, C=S C–N–H. stability demonstrated new product, which supports our prediction or using IR spectra. Furthermore, influence change 1,3,4-thiadiazol ring presence N–H functional group transition phases thermal bis-cyclopentyl-substituted, investigated TGA/DTA DSC profile analysis. SwissADME tool employed predict biocheminformatic information bis- bismuthiols, displayed high potential all 1,3,4-thiadizole derivatives pharmaceutical medicine areas. Finally, an vitro antibacterial activity mono- bis-cyclopentyl substituted against gram-negative (Escherichia coli ATCC 25922) gram-positive (Staphylococcus aureus 25923) bacterial species conducted disk diffusion method with cefazolin as blank antibiotic. results showed superior efficiency both derivatives.

Язык: Английский

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Phenytoin from Antiepileptic to Covid-19: Synthesis, Crystal Structure, DFT, HSA, MEP and Green Biological Study of Phenytoin Derivative as Potential Covid-19 Drug Candidates

Journal of Molecular Structure, Год журнала: 2024, Номер 1318, С. 139430 - 139430

Опубликована: Июль 23, 2024

Язык: Английский

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Synthesis, Identification, Computer-Aided Docking Studies, and ADMET Prediction of Novel Benzimidazo-1,2,3-triazole Based Molecules as Potential Antimicrobial Agents

Molecules, Год журнала: 2021, Номер 26(23), С. 7119 - 7119

Опубликована: Ноя. 25, 2021

2-azido-1H-benzo[d]imidazole derivatives 1a,b were reacted with a β-ketoester such as acetylacetone in the presence of sodium ethoxide to obtain desired molecules 2a,b. The latter acted key molecule for synthesis new carbazone 4a,b that submitted react 2-oxo-N-phenyl-2-(phenylamino)acetohydrazonoyl chloride target thiadiazole 6a,b. structures newly synthesized compounds inferred from correct spectral and microanalytical data. Moreover, prepared subjected molecular docking studies DNA gyrase B exhibited binding energy extended −9.8 −6.4 kcal/mol, which confirmed their excellent potency. 6a,b found be minimum (−9.7 kcal/mol) compared standard drug ciprofloxacin (−7.4 against enzyme B. In addition, also examined screened vitro antimicrobial activity pathogenic microorganisms Staphylococcus aureus, E. coli, Pseudomonas aeruginosa, Aspergillus niger, Candida albicans. Among molecules, significant all tested was obtained silico findings showed most active bacterial strains, could serve potential agents.

Язык: Английский

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Organosilane as potent HIV-1 protease inhibitors and its hybrid silica nanoparticles as a “turn-off” fluorescent sensor for silver ion recognition

Inorganica Chimica Acta, Год журнала: 2022, Номер 545, С. 121263 - 121263

Опубликована: Окт. 26, 2022

Язык: Английский

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Nature of Luminescence and Pharmacological Activity of Sulfaguanidine

Molecules, Год журнала: 2023, Номер 28(10), С. 4159 - 4159

Опубликована: Май 18, 2023

Sulfonamides are one of the oldest groups veterinary chemotherapeutic agents. Physico-chemical properties, concentration and nature environment factors responsible for distribution sulfonamides in living organism. Although these drug compounds have been use more than half a century, knowledge about their behavior is still limited. Physiological activity currently attributed to sulfanyl radical. Our study devoted spectral properties aqueous solutions sulfaguanidine, which formation complexes with an H-bond protonated form takes place. The fluorescent state sulfaguanidine was interpreted using computational chemistry, electronic absorption method luminescence method. structure includes several active fragments: aniline, sulfonic guanidine. To reveal role fragments physiological studied antibiotic, we calculated compared effective charges aniline molecules. Chromophore were identified molecules, determine intermolecular interaction between molecule proton-donor solvent. also revealed impact sulfone guanidine groups, as well complexation, on charge antibiotic fragment luminescent ability.

Язык: Английский

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Synthesis, crystal structure elucidation, DFT analysis, drug‐likeness and ADMET evaluation and molecular docking studies of triazole derivatives: Binary inhibition of spike protein and ACE2 receptor protein of COVID‐19

Journal of the Chinese Chemical Society, Год журнала: 2022, Номер 69(6), С. 884 - 900

Опубликована: Май 14, 2022

Abstract The recent incidence of terrible acute respiratory syndrome coronavirus 2 (SARS CoV‐2) has presently experienced some noteworthy mutations since its discovery in 2019 Wuhan, China. present research work focuses on the synthesis three triazole derivatives (BMTPP, BMTTP, and BMTIP) their inhibition activities against SARS‐Cov‐2 spike ACE2 receptor proteins. crystal structure for BMTTP was determined by SCXRD method optimized geometrical parameters were obtained DFT calculations. HOMO‐LUMO, Global reactive descriptors [GRD], Molecular electrostatic potential (MEP) investigations exposed that all compounds have biological properties. drug‐likeness ability synthesized examined using Molinspiration a pre‐ADMET online Server. Further, to explore binding nature with proteins/ACE2 molecular docking studies executed. outcomes we from simulation suggest may be well utilized as curing medicines COVID‐19. Ultimately, animal tests precise clinical are required prove potent these Finally, must proved utilize in‐vitro in‐vivo antiviral methods.

Язык: Английский

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Design, Synthesis and Molecular Docking of Novel Acetophenone-1,2,3-Triazoles Containing Compounds as Potent Enoyl-Acyl Carrier Protein Reductase (InhA) Inhibitors

Pharmaceuticals, Год журнала: 2022, Номер 15(7), С. 799 - 799

Опубликована: Июнь 27, 2022

New medications are desperately needed to combat rising drug resistance among tuberculosis (TB) patients. agents should ideally work through unique targets avoid being hampered by preexisting clinical existing treatments. The enoyl-acyl carrier protein reductase InhA of M. is one the most crucial since it a promising target that has undergone extensive research for anti-tuberculosis development. A well-known scaffold variety biological activities, including antitubercular activity, molecular linkage a1,2,3-triazole with an acetamide group. As result, in current study, which was aided ligand-based modeling investigations, 1,2,3-triazolesweredesigned and synthesized adopting CuAAC cycloaddition 1-(4-(prop-2-yn-1-yloxy)phenyl)ethanone appropriate azides. Standard spectroscopic methods were used characterize newly compounds. In vitro testing proposed compounds against enzyme performed. All inhibitors completely inhibited at concentration 10 µM exceeded Rifampicin terms activity. Compounds 9, 10, 14 inhibitors, IC50 values 0.005, 0.008, 0.002 µM, respectively. To promote action investigate binding manner screened enzyme's site, docking study conducted.

Язык: Английский

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(E)-1-(5-Methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one Oxime

Molbank, Год журнала: 2023, Номер 2023(1), С. M1593 - M1593

Опубликована: Фев. 21, 2023

The reaction of 1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one (1) with excess hydroxylamine hydrochloride (2 mole equivalents) in dry ethanol afforded (E)-1-(5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethan-1-one oxime (2) 86% yield. structure the new heterocycle 2 was confirmed using nuclear magnetic resonance spectroscopy, single crystal X-ray and elemental analysis.

Язык: Английский

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Probing the Action of Screened Anticancer Triazole–Tetrazole Derivatives Against COVID-19 Using Molecular Docking and DFT Investigations

Natural Product Communications, Год журнала: 2022, Номер 17(5), С. 1934578X2210939 - 1934578X2210939

Опубликована: Май 1, 2022

Drugs are continuously being evaluated for novel therapeutic uses. The purpose of this work was to screen anticancer triazole/tetrazole derivatives effectiveness against the SARS-CoV-2 main protease (M pro ). First, chemical structures’ activity derived from conceptual quantum calculations. According molecular docking analysis, compounds scored good interactions SAR-COV-2's M , with binding energies extending −8.21 −8.97 kcal/mol. docked complexes included various bindings His41 and Cys145, both catalytic residues responsible cleavage . Among 4 studied compounds, TD3 exhibited highest affinity by achieving most stable energy lowest value inhibition constant. Most striking that not only formed strong bonds but also captured loop (Cys44 Pro52), which flank dyads in 's active site. As a result, derivatives, notably TD3, must be reviewed as potent drugs could repurposed treatment.

Язык: Английский

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Greener and Highly Efficient Synthesis, In Silico ADMET and Molecular Docking Studies of Potent Antimicrobial Thiophene Clubbed Pyrazole‐1,2,3‐Triazole Hybrids

ChemistrySelect, Год журнала: 2024, Номер 9(2)

Опубликована: Янв. 9, 2024

Abstract To achieve environmentally benign synthesis and develop pharmacologically active compounds, a library of novel thiophene‐clubbed pyrazole‐1,2,3‐triazole hybrids was designed successfully synthesized using L‐ascorbic acid as green catalyst ethanol solvent. The reaction carried out microwave ultrasonic irradiation methods to highly efficient route. All title compounds were characterized evaluated for their potential in vitro antimicrobial activity Ciprofloxacin Nystatin standard drugs, which with chloro naphthyl substitutions exhibited excellent antibacterial at concentrations 25 μg/mL methyl methoxy antifungal 100 μg/mL. Additionally, the molecular docking study showed that all examined had binding energies ranging from −9.3 −10.3 kcal/mol, substitution displayed highest energy (−10.3 kcal/mol) on target protein E. coli DNA gyrase subunit B. Furthermore, final moieties silico ADMET prediction examine drug‐likeness profile toxic effects. present revealed this structural information will be helpful future drug design development.

Язык: Английский

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