Novel 10,11-Dihydro-5H-dibenzo[b,f]azepine Triazoles Hybrids: Synthesis, in vitro Antioxidant activity and Xanthine oxidase inhibition and Computational study

Journal of Molecular Structure, Год журнала: 2024, Номер 1312, С. 138639 - 138639

Опубликована: Май 18, 2024

Язык: Английский

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Comparative In Vitro Study: Assessing Phytochemical, Antioxidant, Antimicrobial, and Anticancer Properties of Vaccinium macrocarpon Aiton and Vaccinium oxycoccos L. Fruit Extracts

Pharmaceutics, Год журнала: 2024, Номер 16(6), С. 735 - 735

Опубликована: Май 29, 2024

The phytochemical diversity and potential health benefits of

Язык: Английский

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Synthesis of novel triazoles as anticancer agents targeting pJNK in human breast cancer cells

New Journal of Chemistry, Год журнала: 2024, Номер 48(26), С. 11662 - 11673

Опубликована: Янв. 1, 2024

Breast cancer (BC) is the second-largest cause of cancer-related deaths among women worldwide.

Язык: Английский

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Design and synthesis of triazole-functionalized isatin hybrids with potent anti-proliferative action against triple-negative breast cancer MDA-MB-231 cell line: a hybrid pharmacophore approach

Journal of the Iranian Chemical Society, Год журнала: 2023, Номер 21(2), С. 429 - 443

Опубликована: Дек. 11, 2023

Язык: Английский

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Synthesis of novel scaffolds based on bis-thiazole or bis-triazolothiadiazine linked to quinoxaline as new hybrid molecules

Synthetic Communications, Год журнала: 2022, Номер 53(2), С. 103 - 118

Опубликована: Дек. 7, 2022

A synthesis of novel bis-thiazoles, linked to quinoxaline as hybrid molecules, was accomplished in good yields by the reaction appropriate α-haloketones or α-keto-hydrazonoyl chlorides with corresponding bis(hydrazinecarbothioamide) ethanol/dimethylformamide (EtOH/DMF) at reflux presence a few drops triethylamine (TEA). The thioamide bis(2-bromoethanone) yielded bis-thiazoles. Furthermore, reacting 4-amino-3-mercapto-1,2,4-triazole derivatives, bis(5,6-dihydro-s-triazolo[3,4-b]thiadiazines) moiety were obtained yields. starting bis-thiosemicarbazone 1,1'-((quinoxaline-2,3-diylbis(oxy))bis(4,1-phenylene))diethanone thiosemicarbazide EtOH containing acetic acid (AcOH) reflux. On other hand, 1,1'-((quinoxaline-2,3-diylbis(oxy))bis(4,1-phenylene))bis(2-bromoethanone) from bis(acetyl) derivative upon treatment N-bromosuccinimide (NBS) p-toluenesulfonic (p-TsOH), respectively. Structures new compounds confirmed using elemental analyses and spectral data.

Язык: Английский

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Synthesis, Anticancer Evaluation, and Molecular Docking Study of 1,2,3-Triazole-Containing Hydrazones as Potential HER2 Kinase Inhibitors

Russian Journal of Organic Chemistry, Год журнала: 2024, Номер 60(3), С. 502 - 512

Опубликована: Март 1, 2024

Язык: Английский

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Synthesis and effect of 4-acetylphenylamine-based imidazole derivatives on migration and growth of 3D cultures of breast, prostate and brain cancer cells

Scientific Reports, Год журнала: 2024, Номер 14(1)

Опубликована: Ноя. 14, 2024

In this study, we have synthesized novel 4-acetophenone moiety-bearing functionalized imidazole derivatives containing S-, and N-ethyl substituents evaluated their anticancer activity. Their activity was studied against human breast carcinoma (MDA-MB-231), prostate (PPC-1), glioblastoma (U-87). Compounds 4, 9, 14, 22 were identified as the most promising agents from a series of derivatives. They showed highest cytotoxicity by MTT assay MDA-MB-231, PPC-1 U-87 cell lines. 14 selective lines, EC50 values these lines ranged 3.1 to 47.2 µM. Most tested compounds lower triple-negative cancer MDA-MB-231 line. None possessed an inhibiting effect on migration cells 'wound' healing assay. spheroid assay, 22, especially in 3D cultures. efficiently reduced both size viability cells.

Язык: Английский

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Novel Antimicrobial and Antitumor Agents Bearing Pyridine-1,2,4-triazole-3-thione-hydrazone Scaffold: Synthesis, Biological Evaluation, and Molecular Docking Investigation

Biomolecules, Год журнала: 2024, Номер 14(12), С. 1529 - 1529

Опубликована: Ноя. 28, 2024

A series of target 4-substituted-5-(2-(pyridine-2-ylamino)ethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones and their chloro analogs 7–21 were synthesized in a reaction the selected aldehydes with corresponding 4-amino-1,2,4-triazole-3-thiones 5 6, which obtained from 3-(pyridin-2-ylamino)propanoic acid (3) or 3-((5-chloropyridin-2-yl)amino)propanoic (4), respectively, thioacetohydrazide. The antibacterial antifungal activities hydrazones screened against bacteria Escherichia coli, Staphylococcus aureus, Mycobacterium luteum fungi Candida tenuis Aspergillus niger by agar diffusion serial dilution methods. 4-Amino-5-(2-((5-chloropyridin-2-yl)amino)ethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (6) 4-(benzylideneamino)-5-(2-(pyridin-2-ylamino)ethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (7) identified as exceptionally active (MIC 0.9 µg/mL) fungus C. tenuis. 5-Chloropyridine derivatives bearing 4-benzylidene 8, 2-nitrobenzylidene 10, pyridinylmethylene 16, 4-methylthiobenzylidene 21 moieties showed very high activity 3.9 M. strain. cell viability screening compounds using triple-negative breast cancer MDA-MB-231 glioblastoma U-87 lines MTT assay three hydrazones, 5-(2-(pyridin-2-ylamino)ethyl)-4-((pyridin-3-ylmethylene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione (15) had highest effect on cells (IC50 value 39.2 ± 1.7 μM MDA-MD-231). silico molecular modeling results suggested that these most might have influenced mitogen-activated protein kinase pathway through inhibition BRAF MEK serine–threonine kinases. 5-(2-((5-Chloropyridin-2-yl)amino)ethyl)-4-((4-(methylthio)benzylidene)amino)-2,4-dihydro-3H-1,2,4-triazole-3-thione (21) demonstrated affinity among them.

Язык: Английский

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

RSC Advances, Год журнала: 2023, Номер 13(51), С. 36158 - 36167

Опубликована: Янв. 1, 2023

The present work describes the synthesis of a new triazole based ligand 3-(3,5-dimethyl-1H-pyrazol-1-yl)-1-methyl-1H-1,2,4-triazole (LM) and demonstration its coordination diversity giving rise to family seven complexes, namely: [Ni(LM)3](ClO4)2·C2H6OS (5), [Co2(LM)6](ClO4)4·(C2H5)O (6), [Cd(LM)2Cl2] (7), [Cu(LM)2NO3]NO3 (8), [Fe(LM)3](BF4)2 (9), [Zn(LM)3](BF4)2 (10) [Zn(LM)2NO3]NO3 (11), whose crystal structure was determined by single-crystal X-ray diffraction. Cytotoxic activity evaluated against MDA-MB-468 cancer cell line, which serves as model for triple-negative breast cancer, compared precursor molecule (L), well their complexes (H3O){[NiL3](ClO4)3} (1), [CoL3](ClO4)2·2H2O (2), [CdL2Cl2] (3) [CuL3](NO3)2 (4), earlier determined. Notably, cadmium 3 7 exhibit remarkable cytotoxicity demonstrated high selectivity index towards cells when peripheral blood mononuclear cells. Such highlights potential function anticancer agents.

Язык: Английский

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Synthesis and properties of S-alkyl 4-amino-5-(5-(3-fluorophenyl)-pyrazol-3-yl)-1,2,4-triazole-3-thiol derivatives

Current issues in pharmacy and medicine science and practice, Год журнала: 2023, Номер 16(1), С. 5 - 11

Опубликована: Март 10, 2023

An important direction of modern pharmaceutical science is the creation promising biologically active compounds, which in hands scientists can be transformed into effective medicinal products. Heterocyclic compounds are undisputed leader solving this problem. A well-known fact and a well-founded approach to achieving desired pharmacological effect combination different heterocyclic fragments structure one molecule. And here it makes sense focus our attention on such heterocycles as pyrazole 1,2,4-triazole. After all, number medicines have already been invented their basis. Thus, construction chemical tandem with blocks specified nature an actual scientific work. The aim work was create S-alkyl derivatives 4-amino-5-(5-(3-fluorophenyl)pyrazol-3-yl)-1,2,4-triazole-3-thiol study properties, well preliminary selective establishment biological potential these compounds. Materials methods. synthesis target products transformation successfully implemented by step-by-step use methods organic synthesis. first stage help available reagents, role performed diethyl oxalate 1-(3-fluorophenyl)ethan-1-one participation sodium methylate. next involved hydrazinolysis. Subsequently, corresponding potassium xanthogenate synthesized, subsequently under action hydrazine hydrate 4-amino-5-(5-(3-fluorophenyl)pyrazol-3-yl)-1,2,4-triazole-3-thiol. S-alkylation. all synthesized substances determined IR spectrophotometry, 1H NMR spectroscopy, elemental analysis. individuality confirmed high-performance liquid chromatography-mass spectrometry. In silico studies were carried out software products, namely: AutoDock Vina, Biovia Discovery Studio, Hyper Chem 7.5, Open Babel. Cyclooxygenase-2, lanosterol 14α-demethylase, anaplastic lymphoma kinase used model enzymes. Results. optimal conditions for stepwise established preparation out. molecular docking made possible determine perspective further research anti-inflammatory, antifungal, antitumor properties structures. Conclusions. reasonably objects antifungal activity.

Язык: Английский

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