A series of benzoquinoline-employing heterocycles was synthesized by treating 3-chlorobenzo[f]quinoline-2-carbaldehyde with N-phenyl-3-methylpyrazolone, 4-aminoacetophenone, 1,2-diaminoethane, and 2-cyanoethanohydrazide. Also, pyridine, chromene, α,β-unsaturated nitrile, thiosemicarbazone, and 1,2-bis-aryl hydrazine derivatives were prepared from the cyanoethanohydrazone obtained. The DFT calculations and experiment outcomes were consistent. In vitro screening of their antiproliferative efficacy was examined against HCT116 and MCF7 cancer cell lines. The pyrazolone 2 and cyanoethanohydrazone 5 derivatives exhibited the most potency, which was demonstrated by their molecular docking towards the CDK-5 enzyme. The binding energies of compounds 2 and 5 were − 6.6320 kcal/mol (with RMSD of 0.9477 Å) and − 6.5696 kcal/mol (with RMSD of 1.4889 Å), respectively, which were near to that of co-crystallized ligand (EFP). This implies a notably strong binding affinity towards the CDK-5 enzyme. Thus, pyrazolone derivative 2 would be considered a promising candidate for further optimization to develop new chemotherapeutic agents. In addition, the ADME (absorption, distribution, metabolism, and excretion) analyses displayed its desirable drug-likeness and oral bioavailability properties.

Some thiophene-based heterocycles were constructed, examined for their antiproliferative activity, and supported by in silico studies.

Aim: Thiophene-based heterocycles were synthesized and evaluated for their antimicrobial activity against methicillin-resistant Staphylococcus aureus, Escherichia coli, Clostridium difficile and Ca... Plain language summary A series of thiophene-based heterocycles was synthesized and evaluated for their antimicrobial activity against methicillin-resistant Staphylococcus aureus, Escherichia coli,... Graphical abstract

In this study, we aimed to develop hybrid antitumor compounds by synthesizing and characterizing novel N-substituted acrididine-1,8-dione derivatives, designed as hybrids of phthalimide and acridine-1,8-diones. We employed a three-step synthetic strategy and characterized all compounds using IR, ¹H NMR, ¹³C NMR, and LC–MS. The cytotoxicity and antitumor activity of five compounds (8c, 8f, 8h, 8i, and 8L) against four cancer cell lines (H460, A431, A549, and MDA-MB-231) compared to human skin fibroblast cells were evaluated. Among the synthesized compounds, compound 8f showed promising activity against skin and lung cancers, with favorable IC₅₀ values and selectivity index. The relative changes in mRNA expression levels of four key genes (p53, TOP2B, p38, and EGFR) in A431 cells treated with the five synthesized compounds (8c, 8f, 8h, 8i, and 8L) were also investigated. Additionally, molecular docking studies revealed that compound 8f exhibited high binding affinity with TOP2B, p38, p53, and EGFR, suggesting its potential as a targeted anticancer therapy. The results obtained indicate that N-substituted acrididine-1,8-dione derivatives have the potential to be developed as novel antitumor agents with a dual mechanism of action, and compound 8f is a promising candidate for further investigation.

New series of pyrazole-based heterocyclic systems were synthesized using 2-cyanopropenoyl isothiocyanate derivative as an intermediate through treating with some nucleophilic reagents. Therefore, derivatives of carbamothioate, acylthiourea, pyrimidinethione, benzothiazole, triazolopyrimidine, pyrimidobenzothiazine, and pyrimidothiadiazepine were obtained. Structures of the obtained compounds were elucidated according to their elemental analyses and compatible spectral data. The fungicidal activity of the title compounds was evaluated against five plant pathogens belonging to both airborne and soil-borne strains using the radial growth rate method and the pyrazole derivative 13 was the most potent one that showed better fungicidal activity against F. Solani and R. Solani soil-borne fungi than the standard fungicide and moderate activity against airborne fungi. Also, pyrazole derivative 16 displayed better activity than the two standard fungicides against B. cinerea airborne fungus. Both A. Alternata and S. Sclerotiorum airborne fungi showed more resistance to the new pyrazoles than the standard fungicides. This means, fungicidal activity of the synthesized pyrazoles is remarkably diversified and affected by the heterocyclic ring or functional group attached to the core pyrazole. GRAPHICAL ABSTRACT