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New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity

We report herein the synthesis of six diterpene derivatives, three of which are new, generated through known organic chemistry reactions that allowed structural modification of the existing natural products kaurenoic acid (1) and copalic acid (2). The new compounds were fully characterized using hig...

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Autores principales: Matos, Priscilla M., Mahoney, Brian, Chan, Yohan, Day, David P., Cabral, Mirela M. W., Martins, Carlos H. G., Santos, Raquel A., Bastos, Jairo K., Bulman Page, Philip C., Heleno, Vladimir C. G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331924/
https://www.ncbi.nlm.nih.gov/pubmed/26457701
http://dx.doi.org/10.3390/molecules201018264
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author Matos, Priscilla M.
Mahoney, Brian
Chan, Yohan
Day, David P.
Cabral, Mirela M. W.
Martins, Carlos H. G.
Santos, Raquel A.
Bastos, Jairo K.
Bulman Page, Philip C.
Heleno, Vladimir C. G.
author_facet Matos, Priscilla M.
Mahoney, Brian
Chan, Yohan
Day, David P.
Cabral, Mirela M. W.
Martins, Carlos H. G.
Santos, Raquel A.
Bastos, Jairo K.
Bulman Page, Philip C.
Heleno, Vladimir C. G.
author_sort Matos, Priscilla M.
collection PubMed
description We report herein the synthesis of six diterpene derivatives, three of which are new, generated through known organic chemistry reactions that allowed structural modification of the existing natural products kaurenoic acid (1) and copalic acid (2). The new compounds were fully characterized using high resolution mass spectrometry, infrared spectroscopy, (1)H- and (13)C-NMR experiments. We also report the evaluation of the anti-tuberculosis potential for all compounds, which showed some promising results for Micobacterium tuberculosis inhibition. Moreover, the toxicity for each of the most active compounds was also assessed.
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spelling pubmed-63319242019-01-24 New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity Matos, Priscilla M. Mahoney, Brian Chan, Yohan Day, David P. Cabral, Mirela M. W. Martins, Carlos H. G. Santos, Raquel A. Bastos, Jairo K. Bulman Page, Philip C. Heleno, Vladimir C. G. Molecules Article We report herein the synthesis of six diterpene derivatives, three of which are new, generated through known organic chemistry reactions that allowed structural modification of the existing natural products kaurenoic acid (1) and copalic acid (2). The new compounds were fully characterized using high resolution mass spectrometry, infrared spectroscopy, (1)H- and (13)C-NMR experiments. We also report the evaluation of the anti-tuberculosis potential for all compounds, which showed some promising results for Micobacterium tuberculosis inhibition. Moreover, the toxicity for each of the most active compounds was also assessed. MDPI 2015-10-07 /pmc/articles/PMC6331924/ /pubmed/26457701 http://dx.doi.org/10.3390/molecules201018264 Text en © 2015 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 license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Matos, Priscilla M.
Mahoney, Brian
Chan, Yohan
Day, David P.
Cabral, Mirela M. W.
Martins, Carlos H. G.
Santos, Raquel A.
Bastos, Jairo K.
Bulman Page, Philip C.
Heleno, Vladimir C. G.
New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity
title New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity
title_full New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity
title_fullStr New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity
title_full_unstemmed New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity
title_short New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity
title_sort new non-toxic semi-synthetic derivatives from natural diterpenes displaying anti-tuberculosis activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331924/
https://www.ncbi.nlm.nih.gov/pubmed/26457701
http://dx.doi.org/10.3390/molecules201018264
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