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Drug Res (Stuttg) 2015; 65(09): 473-478
DOI: 10.1055/s-0034-1387768
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

3,4,5-Trisubstituted Furan-2(5H)-one Derivatives: Efficient one-pot Synthesis and Evaluation of Cytotoxic Activity

W. M. Basyouni
1   Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt
,
Kh. A. M. El-Bayouki
1   Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt
,
A. S. El-Sayed
2   Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt
,
W. M. Tohamy
1   Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt
,
M. M. S. Farag
3   Botany and Microbiology Department, Faculty of Science, Al-Azhar University, Cairo, Egypt
,
M. A. Abd-El-Baseer
4   Center for Virus Research and Studies, Al-Azhar University, Cairo, Egypt
› Author Affiliations
Further Information

Publication History

received 24 March 2014

accepted 04 August 2014

Publication Date:
10 September 2014 (online)

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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).

Key words

one-pot synthesis - furan-2(5H)-one - silica sulfuric acid - cytotoxicity
 

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