synthesis and cytotoxic activity of some 3-benzyl-5-arylidenefuran-2(5h)-ones合成和细胞毒性的活动有些3-benzyl-5-arylidenefuran-2(5 h)的.pdf
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Molecules 2007, 12, 1101-1116
molecules
ISSN 1420-3049
© 2007 by MDPI
/molecules
Full Paper
Synthesis and Cytotoxic Activity of Some
3-Benzyl-5-Arylidenefuran-2(5H)-ones
Róbson Ricardo Teixeira 1,2, Luiz Cláudio Almeida Barbosa 1,*, Célia Regina Alvares Maltha 1,
Marcelo Eça Rocha 1, Daniel Pereira Bezerra 3, Letícia Veras Costa-Lotufo 3, Cláudia Pessoa 3
3
and Manoel Odorico Moraes
1 Department of Chemistry, Federal University of Viçosa, Av. P.H. Rolfs, S/N, CEP 36570-000,
Viçosa, MG, Brazil
2 Department of Chemistry, Federal University of Minas Gerais, Av. Antônio Carlos, 6627, CEP
31270-901, Belo Horizonte, MG, Brazil
3 Department of Physiology and Pharmacology, Federal University of Ceará, Rua Coronel Nunes de
Melo, 1127, CEP 60431-970, Fortaleza, CE, Brazil
* Author to whom correspondence should be addressed; E-mail: lcab@ufv.br;
Tel.: (+55) 31 3899 3068; Fax: (+55) 31 3899 3065
Received: 26 April 2007; in revised form: 21 May 2007 / Accepted: 21 May 2007 / Published: 24 May
2007
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
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