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Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies

Many naturally occurring xanthones are chiral and present a wide range of biological and pharmacological activities. Some of them have been exhaustively studied and subsequently, obtained by synthesis. In order to obtain libraries of compounds for structure activity relationship (SAR) studies as wel...

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Autores principales: Fernandes, Carla, Carraro, Maria Letícia, Ribeiro, João, Araújo, Joana, Tiritan, Maria Elizabeth, Pinto, Madalena M. M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6412826/
https://www.ncbi.nlm.nih.gov/pubmed/30813236
http://dx.doi.org/10.3390/molecules24040791
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author Fernandes, Carla
Carraro, Maria Letícia
Ribeiro, João
Araújo, Joana
Tiritan, Maria Elizabeth
Pinto, Madalena M. M.
author_facet Fernandes, Carla
Carraro, Maria Letícia
Ribeiro, João
Araújo, Joana
Tiritan, Maria Elizabeth
Pinto, Madalena M. M.
author_sort Fernandes, Carla
collection PubMed
description Many naturally occurring xanthones are chiral and present a wide range of biological and pharmacological activities. Some of them have been exhaustively studied and subsequently, obtained by synthesis. In order to obtain libraries of compounds for structure activity relationship (SAR) studies as well as to improve the biological activity, new bioactive analogues and derivatives inspired in natural prototypes were synthetized. Bioactive natural xanthones compromise a large structural multiplicity of compounds, including a diversity of chiral derivatives. Thus, recently an exponential interest in synthetic chiral derivatives of xanthones (CDXs) has been witnessed. The synthetic methodologies can afford structures that otherwise could not be reached within the natural products for biological activity and SAR studies. Another reason that justifies this trend is that both enantiomers can be obtained by using appropriate synthetic pathways, allowing the possibility to perform enantioselectivity studies. In this work, a literature review of synthetic CDXs is presented. The structures, the approaches used for their synthesis and the biological activities are described, emphasizing the enantioselectivity studies.
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spelling pubmed-64128262019-04-09 Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies Fernandes, Carla Carraro, Maria Letícia Ribeiro, João Araújo, Joana Tiritan, Maria Elizabeth Pinto, Madalena M. M. Molecules Review Many naturally occurring xanthones are chiral and present a wide range of biological and pharmacological activities. Some of them have been exhaustively studied and subsequently, obtained by synthesis. In order to obtain libraries of compounds for structure activity relationship (SAR) studies as well as to improve the biological activity, new bioactive analogues and derivatives inspired in natural prototypes were synthetized. Bioactive natural xanthones compromise a large structural multiplicity of compounds, including a diversity of chiral derivatives. Thus, recently an exponential interest in synthetic chiral derivatives of xanthones (CDXs) has been witnessed. The synthetic methodologies can afford structures that otherwise could not be reached within the natural products for biological activity and SAR studies. Another reason that justifies this trend is that both enantiomers can be obtained by using appropriate synthetic pathways, allowing the possibility to perform enantioselectivity studies. In this work, a literature review of synthetic CDXs is presented. The structures, the approaches used for their synthesis and the biological activities are described, emphasizing the enantioselectivity studies. MDPI 2019-02-22 /pmc/articles/PMC6412826/ /pubmed/30813236 http://dx.doi.org/10.3390/molecules24040791 Text en © 2019 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Fernandes, Carla
Carraro, Maria Letícia
Ribeiro, João
Araújo, Joana
Tiritan, Maria Elizabeth
Pinto, Madalena M. M.
Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies
title Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies
title_full Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies
title_fullStr Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies
title_full_unstemmed Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies
title_short Synthetic Chiral Derivatives of Xanthones: Biological Activities and Enantioselectivity Studies
title_sort synthetic chiral derivatives of xanthones: biological activities and enantioselectivity studies
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6412826/
https://www.ncbi.nlm.nih.gov/pubmed/30813236
http://dx.doi.org/10.3390/molecules24040791
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