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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Public Library of Science
2018
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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. |
format | Online Article Text |
id | pubmed-5802897 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Public Library of Science |
record_format | MEDLINE/PubMed |
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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