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

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 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

New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells

Catechols were synthesized from safrole. Nine derivatives were prepared and assessed for antiproliferative effects using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. The derivatives 4-allylbenzene-1,2-diol (3), 4 4-[3-(acetyloxy)propyl]-1,2-phenylene diacetate (6) and 4-[3-(acetyloxy)propyl]-5-nitro-1,2-phenylene diacetate (10) showed higher cytotoxicity than the parent compound 2 in tests performed on two breast cancer cell lines (MCF-7 and MDA-MB-231). The IC50 values of 40.2 ± 6.9 μM, 5.9 ± 0.8 μM and 33.8 ± 4.9 μM, respectively, were obtained without toxicity towards dermal human fibroblast (DHF cells)