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Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity
Chemical analysis of the Indonesian sponge Plakortis cfr. lita afforded two new analogues of the potent trypanocidal agent manadoperoxide B (1), namely 12-isomanadoperoxide B (2) and manadoperoxidic acid B (3). These compounds were isolated along with a new short chain dicarboxylate monoester (4), b...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3806476/ https://www.ncbi.nlm.nih.gov/pubmed/23989650 http://dx.doi.org/10.3390/md11093297 |
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author | Chianese, Giuseppina Scala, Fernando Calcinai, Barbara Cerrano, Carlo Dien, Henny A. Kaiser, Marcel Tasdemir, Deniz Taglialatela-Scafati, Orazio |
author_facet | Chianese, Giuseppina Scala, Fernando Calcinai, Barbara Cerrano, Carlo Dien, Henny A. Kaiser, Marcel Tasdemir, Deniz Taglialatela-Scafati, Orazio |
author_sort | Chianese, Giuseppina |
collection | PubMed |
description | Chemical analysis of the Indonesian sponge Plakortis cfr. lita afforded two new analogues of the potent trypanocidal agent manadoperoxide B (1), namely 12-isomanadoperoxide B (2) and manadoperoxidic acid B (3). These compounds were isolated along with a new short chain dicarboxylate monoester (4), bearing some interesting relationships with the polyketide endoperoxides found in this sponge. Some semi-synthetic analogues of manadoperoxide B (6–8) were prepared and evaluated for antitrypanosomal activity and cytotoxicity. These studies revealed crucial structure–activity relationships that should be taken into account in the design of optimized and simplified endoperoxyketal trypanocidal agents. |
format | Online Article Text |
id | pubmed-3806476 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-38064762013-10-23 Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity Chianese, Giuseppina Scala, Fernando Calcinai, Barbara Cerrano, Carlo Dien, Henny A. Kaiser, Marcel Tasdemir, Deniz Taglialatela-Scafati, Orazio Mar Drugs Article Chemical analysis of the Indonesian sponge Plakortis cfr. lita afforded two new analogues of the potent trypanocidal agent manadoperoxide B (1), namely 12-isomanadoperoxide B (2) and manadoperoxidic acid B (3). These compounds were isolated along with a new short chain dicarboxylate monoester (4), bearing some interesting relationships with the polyketide endoperoxides found in this sponge. Some semi-synthetic analogues of manadoperoxide B (6–8) were prepared and evaluated for antitrypanosomal activity and cytotoxicity. These studies revealed crucial structure–activity relationships that should be taken into account in the design of optimized and simplified endoperoxyketal trypanocidal agents. MDPI 2013-08-28 /pmc/articles/PMC3806476/ /pubmed/23989650 http://dx.doi.org/10.3390/md11093297 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Chianese, Giuseppina Scala, Fernando Calcinai, Barbara Cerrano, Carlo Dien, Henny A. Kaiser, Marcel Tasdemir, Deniz Taglialatela-Scafati, Orazio Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity |
title | Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity |
title_full | Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity |
title_fullStr | Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity |
title_full_unstemmed | Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity |
title_short | Natural and Semisynthetic Analogues of Manadoperoxide B Reveal New Structural Requirements for Trypanocidal Activity |
title_sort | natural and semisynthetic analogues of manadoperoxide b reveal new structural requirements for trypanocidal activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3806476/ https://www.ncbi.nlm.nih.gov/pubmed/23989650 http://dx.doi.org/10.3390/md11093297 |
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