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

Antiphytopathogenic activity of <i>Psoralea glandulosa</i> (Fabaceae) against <i>Botrytis cinerea</i> and <i>Phytophthora cinnamomi</i>

<div><p>The resinous exudate, three meroterpenes, namely bakuchiol (<b>1</b>), 3-hydroxybakuchiol (<b>2</b>), 12-hydroxyisobakuchiol (<b>3</b>), and one furanocoumarin, psoralen (<b>4</b>), were isolated from the leaves of culen (<i>Psoralea glandulosa</i>). In addition to these, two semi-synthetic derivatives, bakuchiol acetate (<b>5</b>) and bakuchiol methyl eter (<b>6</b>), were obtained from <b>1</b>, and were subsequently evaluated <i>in vitro</i> for the inhibitory effect of resin and compounds on the mycelial growth of <i>Botrytis cinerea</i> Pers.: Fr. and <i>Phytophthora cinnamomi</i> Rands. The resinous exudate inhibited the mycelial growth of both the pathogens, while bakuchiol (<b>1</b>) exhibited an inhibitory effect on the mycelial growth of <i>B. cinerea</i> up to 94% at a concentration of 150 mg/L and psoralen (<b>4</b>) reduced the mycelial growth of <i>P. cinnamomi</i> up to 80% at a concentration of 150 mg/L. These compounds have the ability of blocking the development of mycelial growth and may be used as a potential biopesticide in the agricultural sector once the <i>in vivo</i> test results have been validated.</p></div