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Synthesis of New Furanone Derivatives with Potent Anticancer Activity

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Abstract

New compounds based on Furanone derivatives were synthesized by reaction of 3-(4-nitrobezylidine)-5-phenylfuran-2(3H)-one with various reagents as malononitrile then D-glucose, thiosemicarbazide then D-glucose, ethyl acetoacetate, acetyl acetone, ethyl cyanoacetate, hydrazine hydrate/acetic acid, thiourea, o-phenylene diamine, hydrazine hydrate/ethanol then 2-naphthalene thionylchloride and/or thiourea. Also, 3-(4-nitrobezylidine)-5-phenylfuran-2(3H)-one was reacted with benzyl amine to afford the 1,3-dihydro-2H-pyrrol-2-one derivative which was reacted with hydroxyl amine and/or phenyl hydrazine to afford compounds the oxazole and/or pyrazole derivatives respectively. Finely, 6-(4-nitrophenyl)-5-(2-oxo-2-phenylethyl)-2-thioxotetrahydro-pyrimidin-4(1H)-one was allowed to react with 2-oxo-N-phenylpropanehydrazonoyl chloride yielding [1,2,4]triazolo[4,3-a]pyrimidin-7(1H)-one derivative. The anti-cancer activity of some of some of the new synthesized compounds towards breast carcinoma cells (MCF-7) was evaluated that demonstrated good to moderate results. Also, we had evaluated the cytotoxicity of the new tested compounds against the normal cells (MRC-5) which showed low toxicity on them.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Women for Arts, Science and Education, Ain Shams University, 11757, Heliopolis, Cairo, Egypt

    W. H. Lashin

  2. Faculty of Specific Education, Ain Shams University, Abassia, Cairo, 11566, Egypt

    I. F. Nassar

  3. Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44519, Egypt

    A. F. El Farargy

  4. Department of Chemistry, Faculty of Science, Cairo University, 12613, Giza, Egypt

    A. O. Abdelhamid

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Lashin, W.H., Nassar, I.F., El Farargy, A.F. et al. Synthesis of New Furanone Derivatives with Potent Anticancer Activity. Russ J Bioorg Chem 46, 1074–1086 (2020). https://doi.org/10.1134/S1068162020060163

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