Synthesis of geranylhydroquinone derivatives with potencial cytotoxic activity
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.
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Main Authors: | Baeza,Evelyn, Catalán,Karen, Peña-Cortés,Hugo, Espinoza,Luis, Villena,Joan, Carrasco,Héctor |
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Format: | Digital revista |
Language: | English |
Published: |
Sociedade Brasileira de Química
2012
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Online Access: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000300015 |
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