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Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds

Cancer is a major cause of death worldwide and novel anticancer agents for its better management are much needed. Benzopyrone-based compounds, such as chromones, possess several distinctive chemical and biological properties, of which the cytotoxicity against cancer cells seems to be prominent. In t...

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Autores principales: Gaspar, Alexandra, Mohabbati, Maryam, Cagide, Fernando, Razzaghi-Asl, Nima, Miri, Ramin, Firuzi, Omidreza, Borges, Fernanda
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Medknow Publications & Media Pvt Ltd 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6407335/
https://www.ncbi.nlm.nih.gov/pubmed/30936935
http://dx.doi.org/10.4103/1735-5362.251855
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author Gaspar, Alexandra
Mohabbati, Maryam
Cagide, Fernando
Razzaghi-Asl, Nima
Miri, Ramin
Firuzi, Omidreza
Borges, Fernanda
author_facet Gaspar, Alexandra
Mohabbati, Maryam
Cagide, Fernando
Razzaghi-Asl, Nima
Miri, Ramin
Firuzi, Omidreza
Borges, Fernanda
author_sort Gaspar, Alexandra
collection PubMed
description Cancer is a major cause of death worldwide and novel anticancer agents for its better management are much needed. Benzopyrone-based compounds, such as chromones, possess several distinctive chemical and biological properties, of which the cytotoxicity against cancer cells seems to be prominent. In this study, two series of compounds based on chromen-4-one (3-10) and chromane-2,4-dione (11-18) scaffolds were synthesized in moderate/high yields and evaluated for cytotoxicity against HL-60, MOLT-4, and MCF-7 cancer cells using MTT assay. In general, the compounds exhibited moderate cytotoxic effects against the cancer cell lines, among which, a superior potency could be observed against MOLT-4 cells. Chroman-2,4-dione (11-18) derivatives had overall higher potencies compared to their chromen-4-one (3-10) counterparts. Compound 13 displayed the lowest IC(50) values against HL-60 (IC(50), 42.0 ± 2.7 μM) and MOLT-4 cell lines (IC(50), 24.4 ± 2.6 μM), while derivative 11 showed the highest activity against MCF-7 cells (IC(50), 68.4 ± 3.9 μM). In conclusion, this study provides important information on the cytotoxic effects of chromone derivatives. Benzochroman-2,4-dione has been identified as a promising scaffold, which its potency can be modulated by tailored synthesis with the aim of finding novel and dissimilar anticancer compounds.
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spelling pubmed-64073352019-04-01 Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds Gaspar, Alexandra Mohabbati, Maryam Cagide, Fernando Razzaghi-Asl, Nima Miri, Ramin Firuzi, Omidreza Borges, Fernanda Res Pharm Sci Original Article Cancer is a major cause of death worldwide and novel anticancer agents for its better management are much needed. Benzopyrone-based compounds, such as chromones, possess several distinctive chemical and biological properties, of which the cytotoxicity against cancer cells seems to be prominent. In this study, two series of compounds based on chromen-4-one (3-10) and chromane-2,4-dione (11-18) scaffolds were synthesized in moderate/high yields and evaluated for cytotoxicity against HL-60, MOLT-4, and MCF-7 cancer cells using MTT assay. In general, the compounds exhibited moderate cytotoxic effects against the cancer cell lines, among which, a superior potency could be observed against MOLT-4 cells. Chroman-2,4-dione (11-18) derivatives had overall higher potencies compared to their chromen-4-one (3-10) counterparts. Compound 13 displayed the lowest IC(50) values against HL-60 (IC(50), 42.0 ± 2.7 μM) and MOLT-4 cell lines (IC(50), 24.4 ± 2.6 μM), while derivative 11 showed the highest activity against MCF-7 cells (IC(50), 68.4 ± 3.9 μM). In conclusion, this study provides important information on the cytotoxic effects of chromone derivatives. Benzochroman-2,4-dione has been identified as a promising scaffold, which its potency can be modulated by tailored synthesis with the aim of finding novel and dissimilar anticancer compounds. Medknow Publications & Media Pvt Ltd 2019-02 /pmc/articles/PMC6407335/ /pubmed/30936935 http://dx.doi.org/10.4103/1735-5362.251855 Text en Copyright: © 2019 Research in Pharmaceutical Sciences http://creativecommons.org/licenses/by-nc-sa/4.0 This is an open access journal, and articles are distributed under the terms of the Creative Commons Attribution-NonCommercial-ShareAlike 4.0 License, which allows others to remix, tweak, and build upon the work non-commercially, as long as appropriate credit is given and the new creations are licensed under the identical terms.
spellingShingle Original Article
Gaspar, Alexandra
Mohabbati, Maryam
Cagide, Fernando
Razzaghi-Asl, Nima
Miri, Ramin
Firuzi, Omidreza
Borges, Fernanda
Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
title Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
title_full Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
title_fullStr Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
title_full_unstemmed Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
title_short Searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
title_sort searching for new cytotoxic agents based on chromen-4-one and chromane-2,4-dione scaffolds
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6407335/
https://www.ncbi.nlm.nih.gov/pubmed/30936935
http://dx.doi.org/10.4103/1735-5362.251855
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