title: Synthesis and cytotoxic activity of some 3-benzyl-5-arylidenefuran-2(5H)-ones.
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.
authors.affiliation: Department of Chemistry, Federal University of Viçosa, Av. P.H. Rolfs, S/N, CEP 36570-000, Viçosa, MG, Brazil.
authors.forename: Róbson Ricardo
authors.initials: RR
authors.lastname: Teixeira
authors.forename: Luiz Cláudio
authors.initials: LC
authors.lastname: Barbosa
authors.forename: Célia Regina Alvares
authors.initials: CR
authors.lastname: Maltha
authors.forename: Marcelo Eça
authors.initials: ME
authors.lastname: Rocha
authors.forename: Daniel Pereira
authors.initials: DP
authors.lastname: Bezerra
authors.forename: Letícia Veras
authors.initials: LV
authors.lastname: Costa-Lotuf
authors.forename: Cláudia
authors.initials: C
authors.lastname: Pessoa
authors.forename: Manoel Odorico
authors.initials: MO
authors.lastname: Moraes
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared
chemical_list: D000970:Antineoplastic Agents; D005663:Furans