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Anthraquinones have attracted considerable interest in the realm of cancer treatment owing to their potent anticancer properties. This study evaluates the potential of a series of new anthraquinone derivatives as anticancer agents for non-small-cell lung cancer (NSCLC). The compounds were subjected to a range of tests to assess their cytotoxic and apoptotic properties, ability to inhibit colony formation, pro-DNA damage functions, and capacity to inhibit the activity of tyrosine kinase proteins (PTKs). Based on the research findings, it has been discovered that most active derivatives (i84, i87, and i90) possess a substantial capability to impede the viability of NSCLC while having mostly a negligible effect on the human kidney cell line. Moreover, the anthraquinones displayed pro-apoptotic and genotoxic attributes while blocking the phosphorylation of multiple PTKs. Collectively, our findings indicate that these derivatives may demonstrate promising potential as effective anticancer agents for lung cancer treatment. [ABSTRACT FROM AUTHOR]

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

A series of disperse dyes, 9,10-anthraquinone containing dithiocarbamate, thiourea and triazole fragments, were prepared via consecutive refunctionalization of aminoanthraquinones in our previous studies and their structures were confirmed by the 1H-, 13C-NMR, IR spectra, LC-MS and elemental analysis data. The obtained compounds were applied on polyester fabrics by the exhaustion method at 130°C at pH 4.0-5.0, and their dyeing properties were evaluated by color measurements, the washing fastness test and the light fastness test. Many of these dyes gave solid and level dyeings on polyester fabric with low % concentration of dye. The dyed samples displayed very good color fastnesses. The color change and staining test results were quite good with ratings of “4-5” or above. The light fastness test results were also satisfactory for the most of the dyed samples.

The [1,2,3]triazin-4(3H)-one ring is a synthetically important molecular platform for a variety of chemical transformations. Despite this, currently, there has been little research on the reaction of the thermal opening of the [1,2,3]triazin-4(3H)-one nucleus. In this work, we describe the synthetic potential of anthra[1,2-d][1,2,3]triazine-4,7,12(3H)-trione in the reaction of the thermal opening of a cycle following the [4+2]-cycloaddition reaction with a number of pyridine derivatives and quinoline. It is shown that this method is effective for the synthesis of the 6H-naphtho[2,3-H]pyrido(quinolino)[2,1-b]quinazoline-6,9,14-trione system. We also investigate the influence of the position of substituents in the structure of pyridine on the formation characteristics of the target products. [ABSTRACT FROM AUTHOR]

A preparatively convenient one-pot method for the synthesis of new 7-thioxo[1,3]thiazolo[3,2-c]pyrimidine derivatives 3a–3l by the cyclocondensation of 5-methyl(1,3-thiazolidin-2-ylidene)ketones 1a–1c with aroyl 2a–2d and 2-thienyl 2e isothiocyanates for 6–10 h boiling in acetone has been developed. Studies of the antimicrobial and antioxidant activities potential of the obtained compounds revealed that [2-methyl-5-(4-nitrophenyl)-7-thioxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-c]pyrimidine-8-yl](phenyl)methanone 3k, effect on the test culture of M. luteum at a concentration of 0.5% is close to the control drug vancomycin. Moreover, [5-(4-bromophenyl)-2-methyl-7-thioxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-c]pyrimidin-8-yl](phenyl)methanone 3j has an antibacterial effect on the specified test culture at a minimum inhibitory concentration of 15.6 μg/mL. In turn, 1-(2-methyl-5-(thiophen-2-yl)-7-thioxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-c]pyrimidin-8-yl]ethanone 3d can be considered promising for further structural modification to enhance the antioxidant effect. The structure of all synthesized substances was established by spectral analysis (1H and 13C NMR, LC–MS, and FT-IR). Additionally, the structure of compound 3i was confirmed by X-ray diffraction analysis. [ABSTRACT FROM AUTHOR]