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Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells

The hepatocellular carcinoma is one of the most common malignant tumour with high level of mortality rate due to its rapid progression and high resistance to conventional chemotherapies. Thus, the search for novel therapeutic leads is of global interest. Herein, a small set of derivatives of magnolo...

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Autores principales: Maioli, Margherita, Basoli, Valentina, Carta, Paola, Fabbri, Davide, Dettori, Maria Antonietta, Cruciani, Sara, Serra, Pier Andrea, Delogu, Giovanna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5802897/
https://www.ncbi.nlm.nih.gov/pubmed/29415009
http://dx.doi.org/10.1371/journal.pone.0192178
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author Maioli, Margherita
Basoli, Valentina
Carta, Paola
Fabbri, Davide
Dettori, Maria Antonietta
Cruciani, Sara
Serra, Pier Andrea
Delogu, Giovanna
author_facet Maioli, Margherita
Basoli, Valentina
Carta, Paola
Fabbri, Davide
Dettori, Maria Antonietta
Cruciani, Sara
Serra, Pier Andrea
Delogu, Giovanna
author_sort Maioli, Margherita
collection PubMed
description The hepatocellular carcinoma is one of the most common malignant tumour with high level of mortality rate due to its rapid progression and high resistance to conventional chemotherapies. Thus, the search for novel therapeutic leads is of global interest. Herein, a small set of derivatives of magnolol 1 and honokiol 2, the main components of Magnolia grandiflora and Magnolia obovata, were evaluated in in vitro assay using tumoral hepatocytes. The pro-drug approach was applied as versatile strategy to the improve bioactivity of the compounds by careful transformation of the hydroxyl groups of magnolol 1 and honokiol 2 in suitable ester derivatives. Compounds 10 and 11 resulted to be more potent than the parental honokiol 2 at concentration down to 1 μM with complete viability of treated fibroblast cells up to concentrations of 80 μM. The combination of a butyrate ester and a bare phenol-OH group in the honokiol structure seemed to play a significant role in the antiproliferative activity identifying an interesting pharmacological clue against hepatocellular carcinoma.
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spelling pubmed-58028972018-02-23 Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells Maioli, Margherita Basoli, Valentina Carta, Paola Fabbri, Davide Dettori, Maria Antonietta Cruciani, Sara Serra, Pier Andrea Delogu, Giovanna PLoS One Research Article The hepatocellular carcinoma is one of the most common malignant tumour with high level of mortality rate due to its rapid progression and high resistance to conventional chemotherapies. Thus, the search for novel therapeutic leads is of global interest. Herein, a small set of derivatives of magnolol 1 and honokiol 2, the main components of Magnolia grandiflora and Magnolia obovata, were evaluated in in vitro assay using tumoral hepatocytes. The pro-drug approach was applied as versatile strategy to the improve bioactivity of the compounds by careful transformation of the hydroxyl groups of magnolol 1 and honokiol 2 in suitable ester derivatives. Compounds 10 and 11 resulted to be more potent than the parental honokiol 2 at concentration down to 1 μM with complete viability of treated fibroblast cells up to concentrations of 80 μM. The combination of a butyrate ester and a bare phenol-OH group in the honokiol structure seemed to play a significant role in the antiproliferative activity identifying an interesting pharmacological clue against hepatocellular carcinoma. Public Library of Science 2018-02-07 /pmc/articles/PMC5802897/ /pubmed/29415009 http://dx.doi.org/10.1371/journal.pone.0192178 Text en © 2018 Maioli et al http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
spellingShingle Research Article
Maioli, Margherita
Basoli, Valentina
Carta, Paola
Fabbri, Davide
Dettori, Maria Antonietta
Cruciani, Sara
Serra, Pier Andrea
Delogu, Giovanna
Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
title Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
title_full Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
title_fullStr Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
title_full_unstemmed Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
title_short Synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
title_sort synthesis of magnolol and honokiol derivatives and their effect against hepatocarcinoma cells
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5802897/
https://www.ncbi.nlm.nih.gov/pubmed/29415009
http://dx.doi.org/10.1371/journal.pone.0192178
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