N'-Isonicotinoylpicolinohydrazonamide: Synthesis, Crystal Structure, Dft and Admet Studies, And in Silico Inhibition Properties Toward a Series of COVID-19 Proteins DOI
Isabel García‐Santos, A. Castiñeiras, Bagher Eftekhari‐Sis

и другие.

Опубликована: Янв. 1, 2023

In this work, synthesis as well detailed structural and computational analyses of the novel isoniazid derivative, namely N'-isonicotinoylpicolinohydrazonamide (1), are reported. The obtained compound was examined by microanalysis, IR, 1H NMR spectroscopy single crystal X-ray diffraction. packing studied Hirshfeld surface analysis. Molecules in structure 1 linked through N–H∙∙∙O N–H∙∙∙N hydrogen bonds, π∙∙∙π interactions, yielding a 1D supramolecular chain. According to analysis, is primarily dictated H∙∙∙H, H∙∙∙C, H∙∙∙N H∙∙∙O contacts, which latter three contacts highly favoured. further characterized favoured C∙∙∙C contacts. Compound also using DFT gas phase, revealed its pronounced electrophilic features. most electron-rich (nucleophilic) sites were for carbonyl oxygen atom, 4-pyridyl imine nitrogen atoms, while electron-deficient (electrophilic) found NH NH2 atoms. predicted belong fourth class toxicity exhibits negative blood-brain barrier penetration positive gastrointestinal absorption property. silico molecular docking applied probe potential inhibotor series SARS-CoV-2 proteins it that potentially active against all with best activity Nonstructural protein 3 (Nsp3_range 207–379-MES). It established scores cavities, where initial ligands located, except Papain-like protease (PLpro). binding affinity other cavity about 0.8 kcal/mol being more efficient. Molecular dynamics simulations evaluate stability complexes PLproI–1, PLproII–1 Nsp_range 207–379-MES–1. Complex PLproI–1 be unstable, 207–379-MES–1 stable.

Язык: Английский

A novel cyclobutane-derived thiazole–thiourea hybrid with a potency against COVID-19 and tick-borne encephalitis: synthesis, characterization, and computational analysis DOI

Rebaz Anwar Omar,

Pelin Koparır, Metin Koparır

и другие.

Journal of Sulfur Chemistry, Год журнала: 2023, Номер 45(1), С. 120 - 137

Опубликована: Сен. 22, 2023

AbstractIn the present contribution, a novel cyclobutane-derived thiazole–thiourea hybrid 1-(4-(3-methyl-3-phenylcyclobutyl)thiazol-2-yl)−3-(p-tolyl)thiourea (1), which was readily fabricated from addition of p-isothiocyanatotoluene to 4-(3-methyl-3-phenylcyclobutyl)thiazol-2-amine, is reported. The formation 1 firmly confirmed by means elemental analysis, and IR 1H NMR spectroscopy. Theoretical DFT-based computations were additionally applied reveal structure electronic features title compound. chemical activity estimated reactivity descriptors MEP surface. ADMET properties reported compound predicted in silico using online services. Potential inhibition series SARS-CoV-2 tick-borne encephalitis proteins studied molecular docking, which, turn, allowed ligand efficiency scores for resulting protein–1 complexes. It established that exhibits best against Nonstructural protein 14 (N7-MTase) virus (TBEV) glycoprotein amongst TBE proteins, respectively.KEYWORDS: Cyclobutanethiazolethioureasynthesiscomputational studymolecular docking Disclosure statementNo potential conflict interest author(s).

Язык: Английский

Процитировано

28
Exploring the antimicrobial, antioxidant and cytotoxic activities of organyltellurium (IV) complexes incorporating 2‐hydroxy‐1‐naphthaldehyde schiff base ligand: Synthesis, spectroscopic investigations and theoretical studies DOI
Mahak Dalal, Jai Devi, Nidhi Antil

и другие.

Applied Organometallic Chemistry, Год журнала: 2023, Номер 38(2)

Опубликована: Дек. 19, 2023

In this study, Schiff base ligand 1,1′‐((propane‐1,3‐diylbis [azaneylylidene]) bis (methaneylylidene))bis (naphthalen‐2‐ol) based Organyltellurium (IV) complexes were synthesized with formulae C 32 H 27 ClN 2 O 3 Te (5a)\C 31 25 (5b)\C (5c)\ 39 34 N 4 (5d)\ 37 30 (5e)\ (5f) for acquiring a potential therapeutic agent. The compounds characterized by ultraviolet–visible (UV–Vis), FT‐IR, 1 H‐NMR, 13 C‐NMR, mass spectrometry, molar conductance, elemental analysis, powder X‐ray diffraction and EDAX, which states that the tetradentate (HNDP) coordinated via oxygen nitrogen atom tellurium giving hexa‐coordinated complexes. thermal features of studied using (TGA DTG) technique. biochemical behavior its was assessed examining their reactivity against various microbial strains, DPPH free radicals as well normal cancer cells. complex 5c exhibited highest inhibition activity bacterial strains while 5f showed strongest fungal strains. Complexes 5e displayed most effective suppression radicals. results in vitro cytotoxicity study revealed 5a demonstrated moderate cytotoxic effect on L929 cell lines. Complex significant PC3 line. Moreover, 5a, best Saos‐2 Additionally, structural forms elucidated DFT study. Furthermore, pharmacokinetic ADMET properties estimated drug similarity behavior. advocate can be utilized biological drugs.

Язык: Английский

Процитировано

24
N'-isonicotinoylpicolinohydrazonamide: Synthesis, crystal structure, DFT and ADMET studies, and in silico inhibition properties toward a series of COVID-19 proteins DOI Open Access
Isabel García‐Santos, A. Castiñeiras, Bagher Eftekhari‐Sis

и другие.

Polyhedron, Год журнала: 2023, Номер 235, С. 116362 - 116362

Опубликована: Март 1, 2023

Язык: Английский

Процитировано

18
A novel tetrazole–1,8-naphthyridine–amide hybrid: First structurally characterized tetrazolo[1,5-a]-derivative of naphthyridines with a luminescence activity, potency against COVID-19, and anticancer activity DOI
Suman Adhikari,

Sourav Nath,

Tanushree Sen

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер 1321, С. 139803 - 139803

Опубликована: Авг. 27, 2024

Язык: Английский

Процитировано

6
A Novel Ambroxol-Derived Tetrahydroquinazoline with a Potency against SARS-CoV-2 Proteins DOI Open Access

Alena I. Krysantieva,

Julia К. Voronina, Damir A. Safin

и другие.

International Journal of Molecular Sciences, Год журнала: 2023, Номер 24(5), С. 4660 - 4660

Опубликована: Фев. 28, 2023

We report synthesis of a novel 1,2,3,4-tetrahydroquinazoline derivative, named 2-(6,8-dibromo-3-(4-hydroxycyclohexyl)-1,2,3,4-tetrahydroquinazolin-2-yl)phenol (1), which was obtained from the hydrochloride 4-((2-amino-3,5-dibromobenzyl)amino)cyclohexan-1-ol (ambroxol hydrochloride) and salicylaldehyde in EtOH. The resulting compound produced form colorless crystals composition 1∙0.5EtOH. formation single product confirmed by IR 1H spectroscopy, single-crystal powder X-ray diffraction, elemental analysis. molecule 1 contains chiral tertiary carbon 1,2,3,4-tetrahydropyrimidine fragment crystal structure 1∙0.5EtOH is racemate. Optical properties were revealed UV-vis spectroscopy MeOH it established that absorbs exclusively UV region up to about 350 nm. exhibits dual emission spectra bands at 340 446 nm upon excitation 300 360 nm, respectively. DFT calculations performed verify as well electronic optical 1. ADMET R-isomer evaluated using SwissADME, BOILED-Egg, ProTox-II tools. As evidenced blue dot position BOILED-Egg plot, both human blood-brain barrier penetration gastrointestinal absorption are positive with PGP effect on molecule. Molecular docking applied examine influence structures S-isomer series SARS-CoV-2 proteins. According analysis results, isomers found be active against all proteins best binding affinities Papain-like protease (PLpro) nonstructural protein 3 (Nsp3_range 207-379-AMP). Ligand efficiency scores for inside sites also compared initial ligands. dynamics simulations evaluate stability complexes complex highly unstable, while other stable.

Язык: Английский

Процитировано

13
In-silico design novel phenylsulfonyl furoxan and phenstatin derivatives as multi-target anti-cancer inhibitors based on 2D-QSAR, molecular docking, dynamics and ADMET approaches DOI

Abdelmadjid Guendouzi,

Lotfi Belkhırı, Farah Djelti

и другие.

Molecular Simulation, Год журнала: 2024, Номер 50(6), С. 470 - 492

Опубликована: Март 13, 2024

A series of 31 hybrid phenylsulfonyl furoxan and phenstatin (1a-j, 2a-j, 3a-j, 4 5) derivatives, were computationally studied as potential anti-cancer inhibitors against four cell lines, i.e. A2780, MDA-MB-231, HCT-116 A549. In this work, the 2D-QSAR approach combining multiple linear regression (MLR) model, internal external cross-validation, showed a satisfactory quality factor: R2 = 0.85, 0.74, 0.82 0.75 for respectively. The binding affinity agents towards 4GL7, 6GUE, 1M17 4XL7 anti-tumoral targets was further evaluated using molecular docking dynamics simulations (0–200 ns). assessment parameters indicated formation satisfactorily stable complexes. addition, all considered data sets show that best affinity, including highest score, hydrogen bond energy amino acid steric interactions are well predicted best-selected developed model leveraged to design predict biological activity 12 new compounds (N1–N12) based on in-vivo inhibitor, namely, 3 h ligand formula: (4-((1-(2-((4-((3crylamidophenyl)amino)quinazolin-2-yl)thio)acetyl)piperidin-4-yl)oxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide). Multitargeting scores they exhibit potent inhibition abilities proteins. Our in-silico outcomes would be combined with in-vitro studies provide perspective validation their activity. particular, ADMET predictions indicate designed ligands have demonstrated good drug-like profile can prospective candidates future therapies.

Язык: Английский

Процитировано

5
Synthesis, characterization and computational studies of a series of the thiazole-thiazolidinone hybrids DOI
Bana Sardar Abdulrahman, Roshna Bahram Nadr, Rebaz Anwar Omer

и другие.

Journal of Molecular Structure, Год журнала: 2024, Номер unknown, С. 140806 - 140806

Опубликована: Ноя. 1, 2024

Язык: Английский

Процитировано

5
Novel 1,2,4-triazolethiol–thiophen Hybrids: Facile Synthesis, Characterization, ADMET Prediction and Molecular Docking DOI
Pelin Koparır,

Rebaz Anwar Omar,

Kamuran Saraç

и другие.

Polycyclic aromatic compounds, Год журнала: 2023, Номер 44(8), С. 5279 - 5293

Опубликована: Окт. 9, 2023

AbstractIn the present contribution, novel 1,2,4-triazolethiol–thiophene hybrids, namely 4-ethyl-5-(thiophen-2-yl)-4H-1,2,4-triazole-3-thiol (1) and 4-phenyl-5-(thiophen-2-yl)-4H-1,2,4-triazole-3-thiol (2), which were readily fabricated from addition of isothiocyanatoethane or isothiocyanatobenzene, respectively, to thiophene-2-carbohydrazide followed by a KOH solution provoke cyclization 1,2,4-triazole ring. The formation compounds 1 2 was firmly confirmed means elemental analysis, IR, 1H 13C{1H} NMR spectroscopy. DFT-based computations in gas phase additionally applied shed light on structure electronic features title compounds. Theoretical calculations revealed that for both molecules their corresponding thione derivatives, 4-ethyl-5-(thiophen-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (1') 4-phenyl-5-(thiophen-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (2'), are 15.00 11.96 kcal/mol, more energetically favorable phase. However, comparison experimental calculated IR spectra testify thiol tautomers solid state DMSO-d6. chemical activity estimated reactivity descriptors MEP surface. ADMET properties reported predicted silico using online services. Potential inhibition series tick-borne encephalitis (TBE) proteins studied molecular docking, which, turn, allowed reveal ligand efficiency scores resulting protein–ligand complexes. It established compound exhibits best against virus Serine protease NS3, while is preferable RNA-stimulated ATPase helicase.Keywords: TriazolethiopheneDFTmolecular docking Disclosure statementNo potential conflict interest authors.

Язык: Английский

Процитировано

11
Ligand-dictated planar versus bent nickel(II) chelates of the Schiff bases: Synthesis, crystal structures, optical properties, DFT and molecular docking studies DOI
Elizaveta V. Panova, Julia К. Voronina, Damir A. Safin

и другие.

Inorganic Chemistry Communications, Год журнала: 2024, Номер 166, С. 112407 - 112407

Опубликована: Апрель 9, 2024

Язык: Английский

Процитировано

4
Methyl- versus ethyl-directed formation of square-planar Cobalt(II) and octahedral Cobalt(III) chelates of the in situ generated schiff bases DOI
Elizaveta V. Panova, Julia К. Voronina, Damir A. Safin

и другие.

Polyhedron, Год журнала: 2024, Номер 257, С. 117014 - 117014

Опубликована: Апрель 27, 2024

Язык: Английский

Процитировано

4