Abstract

BAEZA, Evelyn et al. Synthesis of geranylhydroquinone derivatives with potencial cytotoxic activity. Quím. Nova [online]. 2012, vol.35, n.3, pp. 523-526. ISSN 0100-4042.  http://dx.doi.org/10.1590/S0100-40422012000300015.

Natural geranylhydroquinone 1 and geranyl-p-methoxyphenol 2 were prepared by Electrophilic Aromatic Substitution (EAS) reactions between geraniol and 1,4-hydroquinone or p-methoxyphenol respectively, using BF₃∙Et₂O as a catalyst. Furthermore, natural geranylquinone 3, geranyl-1,4-dimethoxyquinone 4 and the new geranyl-4-methoxyphenyl acetate 5 were obtained by chemical transformations of 1 and 2. The compounds were evaluated for their in vitro cytotoxicity activities against cultured human cancer cells of PC-3 human prostate cancer, MCF-7 and MDA-MB-231 breast carcinoma, and Dermal Human Fibroblasts DHF. IC₅₀ values were in the µM range.

Keywords : synthesis; geranylhydroquinones; cytotoxic activity.