Synthesis and cytotoxic activity of geranylmethoxyhydroquinone derivatives

Indexación: Web of Science; ScieloEl 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.http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300005&lng=es&nrm=is

Synthesis of nine safrole derivatives and their antiproliferative activity towards human cancer cells

Indexación: ScieloSafrole 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).http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000200016&nrm=is

Actividad antimicrobiana del extracto acetato de etilo y aceite esencial de corteza de Laurelia sempervirens contra bacterias multirresistentes

Contexto: Laurelia sempervirens (R. et P.) Tul., es un árbol de hoja perenne que crece en el sur de Chile, sus hojas y corteza se utilizan en medicina popular como infusión. Objetivo: Investigar la actividad antimicrobiana del aceite esencial y el extracto de acetato de etilo obtenido de la corteza de Laurelia sempervirens. Materiales y métodos: El extracto de acetato de etilo y el aceite esencial se analizaron por GC-masa y la actividad antimicrobiana se analizó contra bacterias gram positivas y gram negativas. Resultados: El extracto y aceite esencial evidenció una fuerte actividad antimicrobiana frente a la bacteria, Acinetobacter baumanii patógeno que causa infecciones nosocomiales de relevancia mundial. Discusión y conclusiones: Estos hallazgos demuestran que el extracto de acetato de etilo y aceite esencial de corteza de L.sempervirens tienen excelentes actividades antimicrobianas y por lo tanto tienen un gran potencial como fuente de productos naturales para la salud

Structural Requirements for the Antifungal Activities of Natural Drimane Sesquiterpenes and Analogues, Supported by Conformational and Electronic Studies

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Synthesis and Antitumor Activity of Diterpenylhydroquinone Derivatives of Natural Ent-Labdanes

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.Et2O 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

Oxidative Degradations of the Side Chain of Unsaturated Ent-labdanes. Part II

A route for the degradation of the side chain of ent-labdane derivatives has beendevised, giving the useful synthon 2β,12-dihydroxy-13,14,15,16,17-pentanor-ent-labdane-8-one (8). The use of this compound in the preparation of terpenylquinone derivatives shallbe reported elsewhere. In addition we have synthesized the compound 2β,12-diacetoxy-8β,17-epoxy-13,14,15,16-tetranor-ent-labdane (10), which upon catalytic epoxide ringopening in alkaline or acid media gave rise in all cases to the formation of tricycliccompounds

Synthesis of a New ent-Cyclozonarone Angular Analog, and Comparison of Its Cytotoxicity and Apoptotic Effects with ent-Cyclozonarone

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