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Molecules 2007, 12(5), 1101-1116; doi:10.3390/12051101
Article

Synthesis and Cytotoxic Activity of Some 3-Benzyl-5-Arylidenefuran-2(5H)-ones

1, 1,* , 1, 1, 3, 3, 3 and 3
Received: 26 April 2007; in revised form: 21 May 2007 / Accepted: 21 May 2007 / Published: 24 May 2007
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Abstract: 3-Benzyl-furan-2(5H)-one (2a) and 3-(4-bromobenzyl)-furan-2(5H)-one (2b) were treated with TBDMSOTf and converted into the corresponding tert-butyldimethyl-silylfuran ethers. These furans were further condensed with several aromatic aldehydes affording compounds 5-14 with general 3-benzyl-5-arylidene-furan-2(5H)-one structures in 31% to 98% yields. Such compounds are analogues of the naturally occurring nostoclide lactones, reported to present moderate cytotoxic activity. Compounds 5-14 were submitted to an in vitro bioassay against the HL-60, HCT-8, SF295 and MDA-MB-435 cancer cell lines using the MTT cytotoxicity assay.
Keywords: Nostoclides; cytotoxic activity; lactones; γ-alkylidenebutenolides Nostoclides; cytotoxic activity; lactones; γ-alkylidenebutenolides
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Teixeira, R.R.; Barbosa, L.C.; Maltha, C.R.A.; Rocha, M.E.; Bezerra, D.P.; Costa-Lotuf, L.V.; Pessoa, C.; Moraes, M.O. Synthesis and Cytotoxic Activity of Some 3-Benzyl-5-Arylidenefuran-2(5H)-ones. Molecules 2007, 12, 1101-1116.

AMA Style

Teixeira RR, Barbosa LC, Maltha CRA, Rocha ME, Bezerra DP, Costa-Lotuf LV, Pessoa C, Moraes MO. Synthesis and Cytotoxic Activity of Some 3-Benzyl-5-Arylidenefuran-2(5H)-ones. Molecules. 2007; 12(5):1101-1116.

Chicago/Turabian Style

Teixeira, Róbson R.; Barbosa, Luiz C.; Maltha, Célia R.A.; Rocha, Marcelo E.; Bezerra, Daniel P.; Costa-Lotuf, Letícia V.; Pessoa, Cláudia; Moraes, Manoel O. 2007. "Synthesis and Cytotoxic Activity of Some 3-Benzyl-5-Arylidenefuran-2(5H)-ones." Molecules 12, no. 5: 1101-1116.


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