Insights on a new sulfonamide chalcone with potential antineoplastic application

Chalcones (E)-1,3-diphenyl-2-propene-1-ones, a class of biosynthetic precursor molecules of flavonoids, have a wide variety of biological applications. Besides the natural products, many synthetic derivatives and analogs became an object of continued interest in academia and industry. In this work,...

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Veröffentlicht in:Journal of molecular modeling 2021-07, Vol.27 (7), p.211-211, Article 211
Hauptverfasser: Wenceslau, Patricia R. S., de Paula, Renata L. G., Duarte, Vitor S., D’Oliveira, Giulio D. C., Guimarães, Laura M. M., Pérez, Caridad N., Borges, Leonardo L., Martins, José L. R., Fajemiroye, James O., Franco, Chris H. J., Perjesi, Pal, Napolitano, Hamilton B.
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Sprache:eng
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Zusammenfassung:Chalcones (E)-1,3-diphenyl-2-propene-1-ones, a class of biosynthetic precursor molecules of flavonoids, have a wide variety of biological applications. Besides the natural products, many synthetic derivatives and analogs became an object of continued interest in academia and industry. In this work, a synthesis and an extensive structural study were performed on a sulfonamide chalcone 1-Benzenesulfonyl-3-(4-bromobenzylidene)-2-(2-chlorophenyl)-2,3-dihydro-1H-quinolin-4-one with potential antineoplastic application. In addition, in silico experiments have shown that the sulfonamide chalcone fits well in the ligand-binding site of EGFR with seven μ-alkyl binding energy interactions on the ligand-binding site. Finally, the kinetic stability and the pharmacophoric analysis for EGFR indicated the necessary spatial characteristics for potential activity of sulfonamide chalcone as an antagonist.
ISSN:1610-2940
0948-5023
DOI:10.1007/s00894-021-04818-w