SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES

The new synthetic geranyl-2,4-methoxyhydroquinone 1 and the known geranyl-4,5-methoxyhydroquinone 2 were prepared by Electrophilic Aromatic Substitution (EAS) reactions between geraniol and 1,3,5-trimethoxyphenol using BF3·Et2O as a catalyst. Furthermore, the new geranylmethoxyhydroquinones derivati...

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Autores principales:	Baeza Maturana,Evelyn, Catalán Marín,Karen, Villena García,Joan, Carrasco Altamirano,Héctor, Cuellar Fritis,Mauricio, Espinoza Catalán,Luis
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2012
Materias:	Geranylmethoxyhydroquinone synthesis cytotoxic activity
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300005
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spelling	oai:scielo:S0717-970720120003000052019-02-19SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVESBaeza Maturana,EvelynCatalán Marín,KarenVillena García,JoanCarrasco Altamirano,HéctorCuellar Fritis,MauricioEspinoza Catalán,Luis Geranylmethoxyhydroquinone synthesis cytotoxic activity The new synthetic geranyl-2,4-methoxyhydroquinone 1 and the known geranyl-4,5-methoxyhydroquinone 2 were prepared by Electrophilic Aromatic Substitution (EAS) reactions between geraniol and 1,3,5-trimethoxyphenol using BF3·Et2O as a catalyst. Furthermore, the new geranylmethoxyhydroquinones derivatives (3-6) were obtained by chemical transformations of 1 and 2. The compounds have been evaluated for their cytotoxic activities against PC-3 human prostate cancer cell line, MCF-7 and MDA-MB-231 human breast cancer cells lines and dermal human fibroblasts DHF. IC50 values for compounds 1 and 5 ranged in the 80 µM level.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.57 n.3 20122012-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300005en10.4067/S0717-97072012000300005
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Geranylmethoxyhydroquinone synthesis cytotoxic activity
spellingShingle	Geranylmethoxyhydroquinone synthesis cytotoxic activity Baeza Maturana,Evelyn Catalán Marín,Karen Villena García,Joan Carrasco Altamirano,Héctor Cuellar Fritis,Mauricio Espinoza Catalán,Luis SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES
description	The new synthetic geranyl-2,4-methoxyhydroquinone 1 and the known geranyl-4,5-methoxyhydroquinone 2 were prepared by Electrophilic Aromatic Substitution (EAS) reactions between geraniol and 1,3,5-trimethoxyphenol using BF3·Et2O as a catalyst. Furthermore, the new geranylmethoxyhydroquinones derivatives (3-6) were obtained by chemical transformations of 1 and 2. The compounds have been evaluated for their cytotoxic activities against PC-3 human prostate cancer cell line, MCF-7 and MDA-MB-231 human breast cancer cells lines and dermal human fibroblasts DHF. IC50 values for compounds 1 and 5 ranged in the 80 µM level.
author	Baeza Maturana,Evelyn Catalán Marín,Karen Villena García,Joan Carrasco Altamirano,Héctor Cuellar Fritis,Mauricio Espinoza Catalán,Luis
author_facet	Baeza Maturana,Evelyn Catalán Marín,Karen Villena García,Joan Carrasco Altamirano,Héctor Cuellar Fritis,Mauricio Espinoza Catalán,Luis
author_sort	Baeza Maturana,Evelyn
title	SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES
title_short	SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES
title_full	SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES
title_fullStr	SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES
title_full_unstemmed	SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES
title_sort	synthesis and cytotoxic activity of geranylmethoxyhydroquinone derivatives
publisher	Sociedad Chilena de Química
publishDate	2012
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300005
work_keys_str_mv	AT baezamaturanaevelyn synthesisandcytotoxicactivityofgeranylmethoxyhydroquinonederivatives AT catalanmarinkaren synthesisandcytotoxicactivityofgeranylmethoxyhydroquinonederivatives AT villenagarciajoan synthesisandcytotoxicactivityofgeranylmethoxyhydroquinonederivatives AT carrascoaltamiranohector synthesisandcytotoxicactivityofgeranylmethoxyhydroquinonederivatives AT cuellarfritismauricio synthesisandcytotoxicactivityofgeranylmethoxyhydroquinonederivatives AT espinozacatalanluis synthesisandcytotoxicactivityofgeranylmethoxyhydroquinonederivatives
_version_	1718445468565897216

SYNTHESIS AND CYTOTOXIC ACTIVITY OF GERANYLMETHOXYHYDROQUINONE DERIVATIVES

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