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Antiproliferative properties of polyketides isolated from Virola sebifera leaves

2007; Wiley; Volume: 22; Issue: 1 Linguagem: Inglês

10.1002/ptr.2251

1099-1573

Carina Denny, Marcela Engelbrecht Zacharias, Ana Lúcia Tasca Góis Ruiz, Maria do Carmo Estanislau do Amaral, Volker Bittrich, Luciana K. Kohn, Ilza Maria de Oliveira Sousa, Rodney Alexandre Ferreira Rodrigues, João Ernesto de Carvalho, Mary Ann Foglio,

Plant-derived Lignans Synthesis and Bioactivity

Abstract An activity‐guided fractionation of Virola sebifera Aubl. methylene chloride‐soluble fraction provided novel 3,5‐dihydro‐2‐(1′‐oxo‐3′‐hexadecenyl)‐2‐cyclohexen‐1‐one (3), two known lignans (1, 2) and dehydro hexadecanoyl resorcinol (4). Isolation and purification were conducted with the application of column chromatography and structures were assigned by spetral analysis (1D and 2D NMR, HREIMS). Compounds 1–4 were evaluated for cytotoxic activities against human tumour cell lines UACC62 (melanoma), MCF‐7 (breast), NCI 460 (lung, non‐small cells), OVCAR03 (ovarian), PC‐03 (prostate), HT‐29 (colon), 786‐0 (renal) and NCI‐ADR (breast expressing phenotype multiple drugs resistance) in vitro . The new polyketide (3) showed selectivity against human OVCAR03 and NCI‐ADR cell lines, ranging from 2 to 4 µg/mL. Copyright © 2007 John Wiley & Sons, Ltd.