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New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells

Catechols were synthesized from safrole. Nine derivatives were prepared and assessed for antiproliferative effects using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. The derivatives 4-allylbenzene-1,2-diol (3), 4 4-...

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Autores principales: Madrid Villegas, Alejandro, Espinoza Catalán, Luis, Montenegro Venegas, Iván, Villena García, Joan, Carrasco Altamirano, Héctor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264777/
https://www.ncbi.nlm.nih.gov/pubmed/21642937
http://dx.doi.org/10.3390/molecules16064632
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author Madrid Villegas, Alejandro
Espinoza Catalán, Luis
Montenegro Venegas, Iván
Villena García, Joan
Carrasco Altamirano, Héctor
author_facet Madrid Villegas, Alejandro
Espinoza Catalán, Luis
Montenegro Venegas, Iván
Villena García, Joan
Carrasco Altamirano, Héctor
author_sort Madrid Villegas, Alejandro
collection PubMed
description Catechols were synthesized from safrole. Nine derivatives were prepared and assessed for antiproliferative effects using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. The derivatives 4-allylbenzene-1,2-diol (3), 4 4-[3-(acetyloxy)propyl]-1,2-phenylene diacetate (6) and 4-[3-(acetyloxy)propyl]-5-nitro-1,2-phenylene diacetate (10) showed higher cytotoxicity than the parent compound 2 in tests performed on two breast cancer cell lines (MCF-7 and MDA-MB-231). The IC(50) values of 40.2 ± 6.9 μM, 5.9 ± 0.8 μM and 33.8 ± 4.9 μM, respectively, were obtained without toxicity towards dermal human fibroblast (DHF cells).
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spelling pubmed-62647772018-12-10 New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells Madrid Villegas, Alejandro Espinoza Catalán, Luis Montenegro Venegas, Iván Villena García, Joan Carrasco Altamirano, Héctor Molecules Article Catechols were synthesized from safrole. Nine derivatives were prepared and assessed for antiproliferative effects using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. The derivatives 4-allylbenzene-1,2-diol (3), 4 4-[3-(acetyloxy)propyl]-1,2-phenylene diacetate (6) and 4-[3-(acetyloxy)propyl]-5-nitro-1,2-phenylene diacetate (10) showed higher cytotoxicity than the parent compound 2 in tests performed on two breast cancer cell lines (MCF-7 and MDA-MB-231). The IC(50) values of 40.2 ± 6.9 μM, 5.9 ± 0.8 μM and 33.8 ± 4.9 μM, respectively, were obtained without toxicity towards dermal human fibroblast (DHF cells). MDPI 2011-06-03 /pmc/articles/PMC6264777/ /pubmed/21642937 http://dx.doi.org/10.3390/molecules16064632 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Madrid Villegas, Alejandro
Espinoza Catalán, Luis
Montenegro Venegas, Iván
Villena García, Joan
Carrasco Altamirano, Héctor
New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells
title New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells
title_full New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells
title_fullStr New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells
title_full_unstemmed New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells
title_short New Catechol Derivatives of Safrole and Their Antiproliferative Activity towards Breast Cancer Cells
title_sort new catechol derivatives of safrole and their antiproliferative activity towards breast cancer cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264777/
https://www.ncbi.nlm.nih.gov/pubmed/21642937
http://dx.doi.org/10.3390/molecules16064632
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