Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones

A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and b...

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Autores principales: Arenas, Paola, Peña, Andrés, Ríos, David, Benites, Julio, Muccioli, Giulio G., Buc Calderon, Pedro, Valderrama, Jaime A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270201/
https://www.ncbi.nlm.nih.gov/pubmed/23959193
http://dx.doi.org/10.3390/molecules18089818
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author Arenas, Paola
Peña, Andrés
Ríos, David
Benites, Julio
Muccioli, Giulio G.
Buc Calderon, Pedro
Valderrama, Jaime A.
author_facet Arenas, Paola
Peña, Andrés
Ríos, David
Benites, Julio
Muccioli, Giulio G.
Buc Calderon, Pedro
Valderrama, Jaime A.
author_sort Arenas, Paola
collection PubMed
description A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such as 12 and 22 are more active on DU-145, with EC(50) values of 1.2 and 5.9 μM, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4).
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spelling pubmed-62702012018-12-18 Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones Arenas, Paola Peña, Andrés Ríos, David Benites, Julio Muccioli, Giulio G. Buc Calderon, Pedro Valderrama, Jaime A. Molecules Article A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such as 12 and 22 are more active on DU-145, with EC(50) values of 1.2 and 5.9 μM, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4). MDPI 2013-08-16 /pmc/articles/PMC6270201/ /pubmed/23959193 http://dx.doi.org/10.3390/molecules18089818 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Arenas, Paola
Peña, Andrés
Ríos, David
Benites, Julio
Muccioli, Giulio G.
Buc Calderon, Pedro
Valderrama, Jaime A.
Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones
title Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones
title_full Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones
title_fullStr Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones
title_full_unstemmed Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones
title_short Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones
title_sort eco-friendly synthesis and antiproliferative evaluation of some oxygen substituted diaryl ketones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270201/
https://www.ncbi.nlm.nih.gov/pubmed/23959193
http://dx.doi.org/10.3390/molecules18089818
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