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Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid

Tropical parasitic diseases such as Chagas disease and leishmaniasis are considered a major public health problem affecting hundreds of millions of people worldwide. As the drugs currently used to treat these diseases have several disadvantages and side effects, there is an urgent need for new drugs...

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Autores principales: Pertino, Mariano Walter, Vega, Celeste, Rolón, Miriam, Coronel, Cathia, Rojas de Arias, Antonieta, Schmeda-Hirschmann, Guillermo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155273/
https://www.ncbi.nlm.nih.gov/pubmed/28264505
http://dx.doi.org/10.3390/molecules22030369
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author Pertino, Mariano Walter
Vega, Celeste
Rolón, Miriam
Coronel, Cathia
Rojas de Arias, Antonieta
Schmeda-Hirschmann, Guillermo
author_facet Pertino, Mariano Walter
Vega, Celeste
Rolón, Miriam
Coronel, Cathia
Rojas de Arias, Antonieta
Schmeda-Hirschmann, Guillermo
author_sort Pertino, Mariano Walter
collection PubMed
description Tropical parasitic diseases such as Chagas disease and leishmaniasis are considered a major public health problem affecting hundreds of millions of people worldwide. As the drugs currently used to treat these diseases have several disadvantages and side effects, there is an urgent need for new drugs with better selectivity and less toxicity. Structural modifications of naturally occurring and synthetic compounds using click chemistry have enabled access to derivatives with promising antiparasitic activity. The antiprotozoal activity of the terpenes dehydroabietic acid, dehydroabietinol, oleanolic acid, and 34 synthetic derivatives were evaluated against epimastigote forms of Trypanosoma cruzi and promastigotes of Leishmaniabraziliensis and Leishmania infantum. The cytotoxicity of the compounds was assessed on NCTC-Clone 929 cells. The activity of the compounds was moderate and the antiparasitic effect was associated with the linker length between the diterpene and the triazole in dehydroabietinol derivatives. For the oleanolic acid derivatives, a free carboxylic acid function led to better antiparasitic activity.
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spelling pubmed-61552732018-11-13 Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid Pertino, Mariano Walter Vega, Celeste Rolón, Miriam Coronel, Cathia Rojas de Arias, Antonieta Schmeda-Hirschmann, Guillermo Molecules Article Tropical parasitic diseases such as Chagas disease and leishmaniasis are considered a major public health problem affecting hundreds of millions of people worldwide. As the drugs currently used to treat these diseases have several disadvantages and side effects, there is an urgent need for new drugs with better selectivity and less toxicity. Structural modifications of naturally occurring and synthetic compounds using click chemistry have enabled access to derivatives with promising antiparasitic activity. The antiprotozoal activity of the terpenes dehydroabietic acid, dehydroabietinol, oleanolic acid, and 34 synthetic derivatives were evaluated against epimastigote forms of Trypanosoma cruzi and promastigotes of Leishmaniabraziliensis and Leishmania infantum. The cytotoxicity of the compounds was assessed on NCTC-Clone 929 cells. The activity of the compounds was moderate and the antiparasitic effect was associated with the linker length between the diterpene and the triazole in dehydroabietinol derivatives. For the oleanolic acid derivatives, a free carboxylic acid function led to better antiparasitic activity. MDPI 2017-02-28 /pmc/articles/PMC6155273/ /pubmed/28264505 http://dx.doi.org/10.3390/molecules22030369 Text en © 2017 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 Article
Pertino, Mariano Walter
Vega, Celeste
Rolón, Miriam
Coronel, Cathia
Rojas de Arias, Antonieta
Schmeda-Hirschmann, Guillermo
Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid
title Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid
title_full Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid
title_fullStr Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid
title_full_unstemmed Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid
title_short Antiprotozoal Activity of Triazole Derivatives of Dehydroabietic Acid and Oleanolic Acid
title_sort antiprotozoal activity of triazole derivatives of dehydroabietic acid and oleanolic acid
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155273/
https://www.ncbi.nlm.nih.gov/pubmed/28264505
http://dx.doi.org/10.3390/molecules22030369
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