Synthesis of geranylhydroquinone derivatives with potencial cytotoxic activity

Evelyn Baeza, Karen Catalán, Hugo Peña-Cortés, Luis Espinoza, Joan Villena, Héctor Carrasco

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)523-526
Number of pages4
JournalQuimica Nova
DOIs
Publication statusPublished - 4 May 2012

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