Synthesis and Antiproliferative Activity of Chalcone-Imide Derivatives Based on 3,4-Dichloro-1H-Pyrrole-2,5-dione | ||||
| Egyptian Journal of Chemistry | ||||
| Article 1, Volume 64, Issue 1, January 2021, Page 1-9 PDF (886.9 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2020.32862.2694 | ||||
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| Authors | ||||
Mohamed A. A. Radwan   1, 2; Fahad M. Alminderej1; Hala E. M. Tolan3; Hanem M. Awad 4
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| 1Department of Chemistry, College of Science, Qassim University, Buraydah, Kingdom of Saudi Arabia. | ||||
| 2Department of Applied Organic Chemistry, National Research Centre, Dokki 12622, Egypt. | ||||
| 3Department of Photochemistry, National Research Centre, Dokki, P.O. Box.12622, Cairo, Egypt. | ||||
| 4Tanning MaterialsandLeather Technology Department, National Research Centre, El‐Behouth St, Dokki, Cairo 12311, Egypt | ||||
| Abstract | ||||
| A series of chalcone imide derivatives, 4'-aminochalcones-based dichloromaleimides, was synthesized from the reaction of 1-(4-acetylphenyl)-3,4-dichloro-1H-pyrrole-2,5-dione with various substituted aldehydes, or by treating 4'-aminochalcone with 3,4-dichlorofuran-2,5-dione in an alternative path. The structures of chalcone imide derivatives were established using IR, 1H NMR, 13C NMR, and mass spectroscopy. Antiproliferative effects of the newly synthesized compounds have been screened on two human cancer types via the MTT assay. Compounds with p-tolyl-1H-pyrrole-2,5-dione, and 4-bromophenyl-1H-pyrrole-2,5-dione derivatives, are highly active on the human liver cancer (HepG-2). On the other hand, all compounds were found to be more effective against breast cancer cells (MCF-7) than the positive control doxorubicin. The results of this work provide a basis for further research of selected chalcone-imide moiety as antiproliferative agents. | ||||
| Keywords | ||||
| chalcones; maleimides; pyrrole-2; 5-dione; antiproliferative; cytotoxicity | ||||
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