Conjugate and regiochemical addition of aminoazoles to 2-(4-(2,2-dicyanovinyl)phenoxy)-N-arylacetamide affording fused pyrimidines linked to phenoxy-N-arylacetamide: Antibacterial activity, molecular docking, and DNA binding studies

Abdelwahab, Reham E.; Ragheb, Mohamed A.; Elwahy, Ahmed H.M.; Abdelhamid, Ismail A.; Abdelmoniem, Amr M.

doi:10.1016/j.molstruc.2024.137946

Journal of Molecular Structure

2024

DOI: 10.1016/j.molstruc.2024.137946

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Conjugate and regiochemical addition of aminoazoles to 2-(4-(2,2-dicyanovinyl)phenoxy)-N-arylacetamide affording fused pyrimidines linked to phenoxy-N-arylacetamide: Antibacterial activity, molecular docking, and DNA binding studies

Reham E. Abdelwahab,

Mohamed A. Ragheb,

Ahmed H.M. Elwahy

et al.

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Cited by 7 publications

References 89 publications

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Synthesis, cytotoxicity, anti-inflammatory, anti-metastatic and anti-oxidant activities of novel chalcones incorporating 2-phenoxy-N-arylacetamide and thiophene moieties: induction of apoptosis in MCF7 and HEP2 cells

Ibrahim,

Sayed,

Sharaky

et al. 2024

Naunyn-Schmiedeberg's Arch Pharmacol

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Eight Novel chalcones were synthesized and their structures were confirmed by different spectral tools. All the prepared compounds were subjected to SRB cytotoxic screening against several cancer cell lines. Compound 5c exerted the most promising effect against MCF7 and HEP2 cells with IC50 values of 9.5 and 12 µg/mL, respectively. Real-time PCR demonstrated the inhibitory effect of compound 5c on the expression level of Antigen kiel 67 (KI-67), Survivin, Interleukin-1beta (IL-1B), Interleukin-6 (IL-6), Cyclooxygenase-2 (COX-2) and Protein kinase B (AKT1) genes. Flow-cytometric analysis of the cell cycle indicated that compound 5c stopped the cell cycle at the G0/G1 and G2/M phases in MCF7 and HEP2 treated cells, respectively. ELISA assay showed that Caspase 8, Caspase 9, P53, BAX, and Glutathione (GSH) were extremely activated and Matrix metalloproteinase 2 (MMP2), Matrix metalloproteinase 9 (MMP9), BCL2, Malondialdehyde (MDA), and IL-6 were deactivated in 5c treated MCF7 and HEP2 cells. Wound healing revealed that chalcone 5c reduced the ability to close the scrape wound and decreased the number of migrating MCF7 and HEP2 cells compared to the untreated cells after 48 h. Theoretical molecular modeling against P53 cancer mutant Y220C and Bcl2 showed binding energies of -22.8 and -24.2 Kcal/mole, respectively, which confirmed our ELISA results.

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Synthesis, cytotoxicity, anti-inflammatory, anti-metastatic and anti-oxidant activities of novel chalcones incorporating 2-phenoxy-N-arylacetamide and thiophene moieties: induction of apoptosis in MCF7 and HEP2 cells

Ibrahim,

Sayed,

Sharaky

et al. 2024

Naunyn-Schmiedeberg's Arch Pharmacol

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A new strategy for immobilization of copper on the Fe3O4@EDTA nanocomposite and its efficient catalytic applications in reduction and one-pot reductive acetylation of nitroarenes and also N-acetylation of arylamines

Mavaddatiyan,

Zeynizadeh

2024

Heliyon

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Synthesis, antimicrobial, DNA binding, and computational studies of some bis- and poly(4-methyl-2H-chromen-2-one) derivatives

Fares,

Ragheb,

Abdelhamid

et al. 2025

Journal of Molecular Structure

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Conjugate and regiochemical addition of aminoazoles to 2-(4-(2,2-dicyanovinyl)phenoxy)-N-arylacetamide affording fused pyrimidines linked to phenoxy-N-arylacetamide: Antibacterial activity, molecular docking, and DNA binding studies

Cited by 7 publications

References 89 publications

Synthesis, cytotoxicity, anti-inflammatory, anti-metastatic and anti-oxidant activities of novel chalcones incorporating 2-phenoxy-N-arylacetamide and thiophene moieties: induction of apoptosis in MCF7 and HEP2 cells

Synthesis, cytotoxicity, anti-inflammatory, anti-metastatic and anti-oxidant activities of novel chalcones incorporating 2-phenoxy-N-arylacetamide and thiophene moieties: induction of apoptosis in MCF7 and HEP2 cells

A new strategy for immobilization of copper on the Fe3O4@EDTA nanocomposite and its efficient catalytic applications in reduction and one-pot reductive acetylation of nitroarenes and also N-acetylation of arylamines

Synthesis, antimicrobial, DNA binding, and computational studies of some bis- and poly(4-methyl-2H-chromen-2-one) derivatives

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