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Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones

A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and...

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Bibliographic Details
Published in:Synthetic communications 2023-08, Vol.53 (15), p.1240-1261
Main Authors: Assiri, Mohammed A., Ali, Tarik E., Alqahtani, Maha N., Shati, Ali. A., Alfaifi, Mohammed. Y., Elbehairi, Serag. E. I.
Format: Article
Language:English
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Summary:A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and 18 were found to be the most active against all the tested cell lines, comparable to doxorubicin. Apoptosis was determined using flow cytometry along with cell cycle analysis and supported by a molecular docking. The products 5, 7, and 12 induced a significant early-and late-apoptotic effect against all tumor cells while the products 5, 7, 11, and 12 significantly arrested all cancer cells in the S and G2 phases. Finally, a molecular docking was attempted to investigate the binding mode of the identified compounds 5 and 7 in with VEGFR-2-KDR receptor.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2023.2217963