Examinando por Autor "Cuellar Fritis, Mauricio"

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    Ítem
    Synthesis and antitumor activity of diterpenylhydroquinone derivatives of natural ent-labdanes
    (MDPI, 2010-09) Espinoza Catalán, Luis; Baeza Maturana, Evelyn; Catalán Marín, Karen; Osorio Olivares, Mauricio; Carrasco Altamirano, Héctor; Cuellar Fritis, Mauricio; Villena García, Joan
    Two new compounds 2β-acetoxy-15-phenyl-(22,25-acetoxy)-ent-labda-8(17) , 13(E)-diene (9) and 2β-hydroxy-15-phenyl-(22,24,26-trimethoxy)-ent-labda- 8(17),13(E)-diene (10) have been prepared by an Electrophilic Aromatic Substitution (EAS) reaction between diterpenyl allylic alcohols and 1,4-hydroquinone or 1,3,5-trimethoxybenzene using BF3·Et 2O as a catalyst. These compounds, along with a series of natural ent-labdanes 3-8, have been evaluated for their in vitro cytotoxic activities against cultured human cancer cells of PC-3 and DU-145 human prostate cancer, MCF-7 and MDA-MB-231 breast carcinoma and dermal human fibroblasts (DHF). Some compounds displayed inhibition at μM IC50 values. © 2010 by the authors.
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    Ítem
    Synthesis and cytotoxic activity of geranylmethoxyhydroquinone derivatives
    (Sociedad Chilena de Química, 2012) Baeza Maturana, Evelyn; Catalán Marín, Karen; Villena García, Joan; Carrasco Altamirano, Héctor; Cuellar Fritis, Mauricio; Espinoza Catalán, Luis
    El geranilo-2 ,4-sintético nuevo methoxyhydroquinone 1 y el conocido geranilo-4 ,5 methoxyhydroquinone- 2 se prepararon por sustitución electrófila aromática (EAS) reacciones entre geraniol y 1,3,5-trimethoxyphenol utilizando BF 3 · Et 2 O como un catalizador. Además, los nuevos derivados geranylmethoxyhydroquinones (3-6) se obtuvieron mediante transformaciones químicas de 1 y 2. Los compuestos se han evaluado por sus actividades citotóxicas contra PC-3 línea celular humana de cáncer de próstata, MCF 7-y humano MDA-MB-231 las células de cáncer de mama líneas y dengue hemorrágico cutánea fibroblastos humanos. IC 50 valores para los compuestos 1 y 5 varió en el nivel mu M 80.
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    Ítem
    Synthesis of nine safrole derivatives and their antiproliferative activity towards human cancer cells
    (Sociedad Chilena de Química, 2010) Espinoza Catalán, Luis; Madrid Villegas, Alejandro; Taborga Liber, Lautaro; Villena García, Joan; Cuellar Fritis, Mauricio; Carrasco Altamirano, Héctor
    Safrole from sassafras oil (Ocoteapretiosa Mez., Lauraceae), is an abundant natural product showing interesting functionality and chemical structure. Starting from safrole, nine derivatives were prepared and assessed for antiproliferative effect using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. Some safrole derivatives, (2E')-3-(3',4'-methylenedioxi)phenyl acrylaldehyde (3) and 4-allyl-5-nitrobenzene-1,2-diol (4) presented better antiproliferative effect than the parent compound on two breast cancer cell lines (MCF-7 and MDA-MB-231) and one human colorectal cancer cell line (DLD-1) with IC50 values of 55.0 + 7.11 uM, 37.5 +2.65 uM and 44.0 + 6.92 µM, respectively, without toxicity towards dermal human fibroblast (DHF cells).
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    Ítem
    Synthesis of two new hemisynthetic diterpenylhydroquinones from natural iiwf-Labdanes
    (MDPI, 2009-06) Espinoza Catálan, Luis; Catalan Marin, Karen; Madrid Villegas, Alejandro; Carrasco Altamirano, Héctor; Villena García, Joan; Cuellar Fritis, Mauricio
    The synthesis and structural determination of two new diterpenylhydroquinones: 2β-acetoxy-15-phenyl-(22,25-dihydroxy)-ent-labda- 8(17),13(£)-diene (1) and 2β-hydroxy- 15-phenyl-(22,25-dihydroxy)- ent-labda-8(17),13(E)-diene is reported (2). These compounds were obtained by coupling via Electrophilic Aromatic Substitution (EAS) of 1,4-hydroquinone with primary or tertiary allyl alcohol derivatives of the natural ent- labdanes 3 and 4. With this new method, the best results were observed when mixtures of the primary alcohol derivatives 5-6 (26% yield of compound 1) and diol derivatives 9-10 (28% yield of compound 2) were used.