Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis

Red algae of Laurencia continue to provide wide structural diversity and complexity of halogenated C(15) acetogenin medium-ring ethers. Here, we described the isolation of three new C(15) acetogenins (3–5), and one truncated derivative (6) from Laurencia viridis collected on the Canary Islands. Thes...

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Autores principales: Morales-Amador, Adrián, de Vera, Caterina R., Márquez-Fernández, Olivia, Hernández Daranas, Antonio, Padrón, José M., Fernández, José J., Souto, María L., Norte, Manuel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5793053/
https://www.ncbi.nlm.nih.gov/pubmed/29286293
http://dx.doi.org/10.3390/md16010005
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author Morales-Amador, Adrián
de Vera, Caterina R.
Márquez-Fernández, Olivia
Hernández Daranas, Antonio
Padrón, José M.
Fernández, José J.
Souto, María L.
Norte, Manuel
author_facet Morales-Amador, Adrián
de Vera, Caterina R.
Márquez-Fernández, Olivia
Hernández Daranas, Antonio
Padrón, José M.
Fernández, José J.
Souto, María L.
Norte, Manuel
author_sort Morales-Amador, Adrián
collection PubMed
description Red algae of Laurencia continue to provide wide structural diversity and complexity of halogenated C(15) acetogenin medium-ring ethers. Here, we described the isolation of three new C(15) acetogenins (3–5), and one truncated derivative (6) from Laurencia viridis collected on the Canary Islands. These compounds are interesting variations on the pinnatifidenyne structure that included the first examples of ethynyl oxirane derivatives (3–4). The structures were elucidated by extensive study of NMR (Nuclear Magnetic Resonance) data, J-based configuration analysis and DFT (Density Functional Theory) calculations. Their antiproliferative activity against six human solid tumor cell lines was evaluated.
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spelling pubmed-57930532018-02-06 Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis Morales-Amador, Adrián de Vera, Caterina R. Márquez-Fernández, Olivia Hernández Daranas, Antonio Padrón, José M. Fernández, José J. Souto, María L. Norte, Manuel Mar Drugs Article Red algae of Laurencia continue to provide wide structural diversity and complexity of halogenated C(15) acetogenin medium-ring ethers. Here, we described the isolation of three new C(15) acetogenins (3–5), and one truncated derivative (6) from Laurencia viridis collected on the Canary Islands. These compounds are interesting variations on the pinnatifidenyne structure that included the first examples of ethynyl oxirane derivatives (3–4). The structures were elucidated by extensive study of NMR (Nuclear Magnetic Resonance) data, J-based configuration analysis and DFT (Density Functional Theory) calculations. Their antiproliferative activity against six human solid tumor cell lines was evaluated. MDPI 2017-12-29 /pmc/articles/PMC5793053/ /pubmed/29286293 http://dx.doi.org/10.3390/md16010005 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
Morales-Amador, Adrián
de Vera, Caterina R.
Márquez-Fernández, Olivia
Hernández Daranas, Antonio
Padrón, José M.
Fernández, José J.
Souto, María L.
Norte, Manuel
Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis
title Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis
title_full Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis
title_fullStr Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis
title_full_unstemmed Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis
title_short Pinnatifidenyne-Derived Ethynyl Oxirane Acetogenins from Laurencia viridis
title_sort pinnatifidenyne-derived ethynyl oxirane acetogenins from laurencia viridis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5793053/
https://www.ncbi.nlm.nih.gov/pubmed/29286293
http://dx.doi.org/10.3390/md16010005
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