Artículos de revistas
Antiproliferative Properties Of Polyketides Isolated From Virola Sebifera Leaves
Registro en:
Phytotherapy Research. , v. 22, n. 1, p. 127 - 130, 2008.
0951418X
10.1002/ptr.2251
2-s2.0-38549123369
Autor
Denny C.
Zacharias M.E.
Ruiz A.L.T.G.
Do Amaral M.D.C.E.
Bittrich V.
Kohn L.K.
Sousa I.M.D.O.
Rodrigues R.A.F.
De Carvalho J.E.
Foglio M.A.
Institución
Resumen
An activity-guided fractionation of Virola sebifera Aubl. methylene chloride-soluble fraction provided novel 3,5-dihydro-2-(l′-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 4μg/mL. Copyright © 2007 John Wiley & Sons, Ltd. 22 1 127 130 Allavena, P., Signorelli, M., Chieppa, M., Anti-inflammatory properties of the novel antitumor agent yondelis (trabectedin): Inhibition of macrophage differentiation and cytokine production (2005) Cancer Res, 65, pp. 2964-2971 Apers, S., Vlietinck, A., Pieters, L., Lignans and neolignans as lead compounds (2003) Phytochem Rev, 2, pp. 201-217 Azevedo, N.R., Santos, S.C., Miranda, E.G., Ferri, P., A 2-acylcyclohexane-1, 3-dione from Virola oleifera (1997) Phytochemistry, 46, pp. 1375-1377 Breitmaier, E., Voelter, W., (1987) Carbon-13 NMR Spectroscopy High Resolution Methods and Applications in Organic Chemistry and Biochemistry, p. 209. , 3rd edn. VCH: Verlagsgesellschaft Corothie, E., Nakano, T., Constituents of bark of Virola sebifera (1969) Planta Med, 17, pp. 184-188 D'Incalci, M., Steward, W.P., Gescher, A.J., Use of cancer chemopreventive phytochemicals as antineoplastic agents (2005) Lancet Oncol, 6, pp. 899-904 Harrowven, D.C., Newman, N.A., Knight, C.A., On the identity of a neo-lignan from the fruits of Virola sebifera (1998) Tetrahedron Lett, 39, pp. 6757-6760 Hashitani, S., Urade, M., Nishimura, N., Apoptosis induction and enhancement of cytotoxicity of anticancer drugs by celecoxib, a selective cyclooxygenase-2 inhibitor, in human head and neck carcinoma cell lines (2003) Int J Oncol, 23, pp. 665-672 Kamuhabwa, A., Nshimo, C., de Witte, P., Cytotoxicity of some medicinal plant extracts used in Tanzanian traditional medicine (2000) J Ethnopharmacol, 70, pp. 143-149 Kato, M.J., Lopes, L.M.X., Fo, H.F.P., Yoshida, M., Gottlieb, O.R., The chemistry of brazilian Myristicaceae. 24. Acylresorcinols from Virola sebifera and Virola elongata (1985) Phytochemistry, 24, pp. 533-536 Lopes, L.M.X., Yoshida, M., Gottlieb, O.R., The chemistry of Brazilian Myristicaceae. 19. Dibenzylbutyrolactone lignans from Virola sebifera (1983) Phytochemistry, 22, pp. 1516-1518 Lopes, L.M.X., Yoshida, M., Gottlieb, O.R., The chemistry of Brazilian Myristicaceae. 21. Aryltetralone and arylindanone neolignans from Virola sebifera (1984) Phytochemistry, 23, pp. 2021-2024 Magee, P.J., McGlynn, H., Rowland, I.R., Differential effects of isotiavones and lignans on invasiveness of MDA-MB-231 breast cancer cells in vitro (2004) Cancer Lett, 208, pp. 35-41 Martinez, J.C., Aldana, M., Cuca, L.E., The chemistry of Colombian Myristicaceae. Part 14. Dibenzylbutane lignans from Virola sebifera leaves (1999) Phytochemistry, 50, pp. 883-886 Panasci, L., Jean-Claude, B.J., Vasilescu, D., Sensitization to doxorubicin resistance in breast cancer cell lines by tamoxifen and megestrol acetate (1996) Biochem Pharmacol, 52, pp. 1097-1102 Rezende, K.R., Kato, M.J., Dibenzylbutane and aryltetralone lignans from seeds of Virola sebifera (2002) Phytochemistry, 61, pp. 427-432 Ricchi, P., Zarrilli, R., di Palma, A., Acquaviva, A.M., Nonsteroidal anti-inflammatory drugs in colorectal cancer: From prevention to therapy (2003) Br J Cancer, 88, pp. 803-807 Seeram, N.P., Lewis, A.W., Jacobs, H., Nair, M.G., McLean, S., Reynolds, W.F., Proctoriones A-C: 2-acylcyclohexane-1,3-dione derivatives from Peperomia proctorii (2000) J Nat Prod, 63, pp. 399-402 Skehan, P., Storeng, R., Scudiero, D., New colorimetric cytotoxicity assay for anticancer-drug screening (1990) J Natl Cancer Inst, 82, pp. 1107-1118 Surh, Y.-J., Anti-tumor promoting potential of selected spice ingredients with antioxidative and anti-inflammatory activities: A short review (2002) Food Chem Toxicol, 40, pp. 1091-1097