title: 3,4,5-Trisubstituted Furan-2(5H)-one Derivatives: Efficient one-pot Synthesis and Evaluation of Cytotoxic Activity.
abstract: A series of 3,4,5-trisubstituted 2(5H)-furanone derivatives was synthesized through one-pot reaction of amines, aldehydes and diethyl acetylenedicarboxylate. Silica sulfuric acid efficiently catalyzes the 3-component reaction to afford the corresponding 2(5H)-furanones in high yields. The synthesized compounds were tested against HEPG2, MCF7 and CACO tumor cell lines. The cytotoxic activity for the tested compounds showed that: ethyl 2-(4-fluorophenyl)-5-oxo-4-(phenylamino)-2,5-dihydrofuran-3-carboxylate exhibited significant antitumor activity against HEPG2 and MCF7 cell lines (IC50 values 0.002 and 0.002 µM, respectively) more than reference drug (IC50 0.007, 0.005 µM).
authors.affiliation: Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt.
authors.forename: W M
authors.initials: WM
authors.lastname: Basyouni
authors.affiliation: Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt.
authors.forename: Kh A M
authors.initials: KhA
authors.lastname: El-Bayouki
authors.affiliation: Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt.
authors.forename: A S
authors.initials: AS
authors.lastname: El-Sayed
authors.affiliation: Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt.
authors.forename: W M
authors.initials: WM
authors.lastname: Tohamy
authors.affiliation: Botany and Microbiology Department, Faculty of Science, Al-Azhar University, Cairo, Egypt.
authors.forename: M M S
authors.initials: MM
authors.lastname: Farag
authors.affiliation: Center for Virus Research and Studies, Al-Azhar University, Cairo, Egypt.
authors.forename: M A
authors.initials: MA
authors.lastname: Abd-El-Baseer
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D020128:Inhibitory Concentration 50; D013329:Structure-Activity Relationship
chemical_list: D000814:Aniline Compounds; D000970:Antineoplastic Agents; C000608130:ethyl 2-(4-fluorophenyl)-5-oxo-4-(phenylamino)-2,5-dihydrofuran-3-carboxylate; D015107:4-Butyrolactone