Synthesis of New Furanone Derivatives with Potent Anticancer Activity

New compounds based on Furanone derivatives were synthesized by reaction of 3-(4-nitrobezylidine)-5-phenylfuran-2(3 H )-one with various reagents as malononitrile then D-glucose, thiosemicarbazide then D-glucose, ethyl acetoacetate, acetyl acetone, ethyl cyanoacetate, hydrazine hydrate/acetic acid,...

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Veröffentlicht in:Russian journal of bioorganic chemistry 2020-11, Vol.46 (6), p.1074-1086
Hauptverfasser: Lashin, W. H., Nassar, I. F., El Farargy, A. F., Abdelhamid, A. O.
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Sprache:eng
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Zusammenfassung:New compounds based on Furanone derivatives were synthesized by reaction of 3-(4-nitrobezylidine)-5-phenylfuran-2(3 H )-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(3 H )-one was reacted with benzyl amine to afford the 1,3-dihydro-2 H -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(1 H )-one was allowed to react with 2-oxo- N -phenylpropanehydrazonoyl chloride yielding [1,2,4]triazolo[4,3- a ]pyrimidin-7(1 H )-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.
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162020060163