Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity
Dolabellane diterpenes have considerable antiviral activity, most studies have been focused towards compounds isolated from Dictyota brown algae. Although soft corals are also a significant source of these diterpenes, their antiviral potential has not been studied in detail. With the aim of assessin...
- Autores:
-
Amaya García, Fabián
Sanchez Nuñez, Maria Leonisa
Ramos, Freddy A.
Puyana, Mónica
Nunes de Palmer Paixão, Izabel Christina
Teixeira, Valeria Laneuville
Castellanos, Leonardo
- Tipo de recurso:
- Article of journal
- Fecha de publicación:
- 2017
- Institución:
- Universidad Nacional de Colombia
- Repositorio:
- Universidad Nacional de Colombia
- Idioma:
- spa
- OAI Identifier:
- oai:repositorio.unal.edu.co:unal/66273
- Acceso en línea:
- https://repositorio.unal.edu.co/handle/unal/66273
http://bdigital.unal.edu.co/67297/
- Palabra clave:
- 54 Química y ciencias afines / Chemistry
Soft corals
Eunicea
dolabellane diterpenes
antivirals
octocorales
Eunicea
dolabellanos
antivirales
- Rights
- openAccess
- License
- Atribución-NoComercial 4.0 Internacional
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Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| title |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| spellingShingle |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity 54 Química y ciencias afines / Chemistry Soft corals Eunicea dolabellane diterpenes antivirals octocorales Eunicea dolabellanos antivirales |
| title_short |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| title_full |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| title_fullStr |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| title_full_unstemmed |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| title_sort |
Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity |
| dc.creator.fl_str_mv |
Amaya García, Fabián Sanchez Nuñez, Maria Leonisa Ramos, Freddy A. Puyana, Mónica Nunes de Palmer Paixão, Izabel Christina Teixeira, Valeria Laneuville Castellanos, Leonardo |
| dc.contributor.author.spa.fl_str_mv |
Amaya García, Fabián Sanchez Nuñez, Maria Leonisa Ramos, Freddy A. Puyana, Mónica Nunes de Palmer Paixão, Izabel Christina Teixeira, Valeria Laneuville Castellanos, Leonardo |
| dc.subject.ddc.spa.fl_str_mv |
54 Química y ciencias afines / Chemistry |
| topic |
54 Química y ciencias afines / Chemistry Soft corals Eunicea dolabellane diterpenes antivirals octocorales Eunicea dolabellanos antivirales |
| dc.subject.proposal.spa.fl_str_mv |
Soft corals Eunicea dolabellane diterpenes antivirals octocorales Eunicea dolabellanos antivirales |
| description |
Dolabellane diterpenes have considerable antiviral activity, most studies have been focused towards compounds isolated from Dictyota brown algae. Although soft corals are also a significant source of these diterpenes, their antiviral potential has not been studied in detail. With the aim of assessing the biological activity of marine sources, we evaluated the dolabellane content in the soft corals Eunicea laciniata and E. asperula collected in Santa Marta, Colombian Caribbean. Dolabellanes 1-6 were isolated from E. laciniata while compounds 2, 4 and 5 were isolated from E. asperula. All compounds were identified by NMR, GC-EIMS, optical rotation and comparison with previously reported dolabellanes. GC-EIMS analyses showed that dolabellatrienone (2) transforms into compounds 4 and 5 as oxidation products upon prolonged storage; however, those compounds were also naturally present in the extract of the studied organisms. Pure dolabellanes were tested in vitro in antiviral assays against HSV-1. Compound 6 inhibited virus replication in infected cells (73.7% of inhibition at 50 μM) without cytotoxic effect (CC50 = 959), showing similar activity to the positive control Acyclovir®. Thus, compound 6 is an interesting candidate for further studies of dolabellanes as antivirals. |
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2017 |
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2017-01-01 |
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2019-07-03T01:48:48Z |
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2019-07-03T01:48:48Z |
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Artículo de revista |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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info:eu-repo/semantics/article |
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info:eu-repo/semantics/publishedVersion |
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http://purl.org/coar/resource_type/c_6501 |
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http://purl.org/redcol/resource_type/ART |
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ISSN: 2357-3791 |
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https://repositorio.unal.edu.co/handle/unal/66273 |
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http://bdigital.unal.edu.co/67297/ |
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ISSN: 2357-3791 |
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spa |
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spa |
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https://revistas.unal.edu.co/index.php/rcolquim/article/view/62830 |
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Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de Química Revista Colombiana de Química |
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Amaya García, Fabián and Sanchez Nuñez, Maria Leonisa and Ramos, Freddy A. and Puyana, Mónica and Nunes de Palmer Paixão, Izabel Christina and Teixeira, Valeria Laneuville and Castellanos, Leonardo (2017) Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity. Revista Colombiana de Química, 46 (1). pp. 5-12. ISSN 2357-3791 |
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Derechos reservados - Universidad Nacional de Colombia |
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http://purl.org/coar/access_right/c_abf2 |
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Atribución-NoComercial 4.0 Internacional |
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http://creativecommons.org/licenses/by-nc/4.0/ |
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info:eu-repo/semantics/openAccess |
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Atribución-NoComercial 4.0 Internacional Derechos reservados - Universidad Nacional de Colombia http://creativecommons.org/licenses/by-nc/4.0/ http://purl.org/coar/access_right/c_abf2 |
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Universidad Nacional de Colombia - Sede Bogotá - Facultad de Ciencias - Departamento de Química |
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Atribución-NoComercial 4.0 InternacionalDerechos reservados - Universidad Nacional de Colombiahttp://creativecommons.org/licenses/by-nc/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Amaya García, Fabián5ceef0c6-dfe3-4a29-8ae0-77c70aa1c91b300Sanchez Nuñez, Maria Leonisadc17fcd4-6c42-4ac2-b158-4b759a09f075300Ramos, Freddy A.203d7d3f-f64d-4b41-bb0c-6ec69b1241b5300Puyana, Mónica1ab97cd1-b438-4dd1-9441-af72955a528c300Nunes de Palmer Paixão, Izabel Christina7e4b3079-dea0-4631-a0e0-4a6ddbc2caf9300Teixeira, Valeria Laneuville776b9a9f-547b-405c-ab55-1ffdf54309f8300Castellanos, Leonardo0ed869cb-9c8c-4c32-96fa-33462ac58bc13002019-07-03T01:48:48Z2019-07-03T01:48:48Z2017-01-01ISSN: 2357-3791https://repositorio.unal.edu.co/handle/unal/66273http://bdigital.unal.edu.co/67297/Dolabellane diterpenes have considerable antiviral activity, most studies have been focused towards compounds isolated from Dictyota brown algae. Although soft corals are also a significant source of these diterpenes, their antiviral potential has not been studied in detail. With the aim of assessing the biological activity of marine sources, we evaluated the dolabellane content in the soft corals Eunicea laciniata and E. asperula collected in Santa Marta, Colombian Caribbean. Dolabellanes 1-6 were isolated from E. laciniata while compounds 2, 4 and 5 were isolated from E. asperula. All compounds were identified by NMR, GC-EIMS, optical rotation and comparison with previously reported dolabellanes. GC-EIMS analyses showed that dolabellatrienone (2) transforms into compounds 4 and 5 as oxidation products upon prolonged storage; however, those compounds were also naturally present in the extract of the studied organisms. Pure dolabellanes were tested in vitro in antiviral assays against HSV-1. Compound 6 inhibited virus replication in infected cells (73.7% of inhibition at 50 μM) without cytotoxic effect (CC50 = 959), showing similar activity to the positive control Acyclovir®. Thus, compound 6 is an interesting candidate for further studies of dolabellanes as antivirals.Los dolabellanos son diterpenos con importante actividad antiviral, la mayor parte de los estudios se han realizado con compuestos aislados de algas pardas del género Dictyota. Los corales blandos son también una importante fuente de dolabellanos, pero el potencial antiviral de éstos ha sido muy poco estudiado. Como parte de nuestra búsqueda de compuestos bioactivos a partir de fuentes marinas, se llevó a cabo el estudio químico de los dolabellanos presentes en los octocorales Eunicea laciniata y Eunicea asperula, recolectados en Santa Marta, Caribe colombiano. Los dolabellanos 1-6 fueron aislados del octocoral E. laciniata mientras que en E. asperula se encontraron los compuestos 2, 4 y 5. La elucidación estructural se llevó a cabo mediante experimentos de RMN, espectrometría de masas, rotación óptica y posterior comparación con reportes previos en la literatura. El análisis por CG-EM evidenció que la dolabellatrienona (2) se puede transformar en los compuestos 4 y 5 como producto del almacenamiento prolongado, no obstante, tales compuestos también estuvieron presentes en los extractos de los organismos estudiados. El compuesto 6 inhibió la replicación del VHS-1 (73,7% de inhibición en células infectadas a una concentración de 50 μM) sin efecto citotóxico (CC50 = 959), mostrando una citotoxicidad similar al Aciclovir®, un control positivo, por lo cual se perfila como un candidato para la realización de estudios adicionales sobre el potencial de los dolabellanos como agentes antivirales.application/pdfspaUniversidad Nacional de Colombia - Sede Bogotá - Facultad de Ciencias - Departamento de Químicahttps://revistas.unal.edu.co/index.php/rcolquim/article/view/62830Universidad Nacional de Colombia Revistas electrónicas UN Revista Colombiana de QuímicaRevista Colombiana de QuímicaAmaya García, Fabián and Sanchez Nuñez, Maria Leonisa and Ramos, Freddy A. and Puyana, Mónica and Nunes de Palmer Paixão, Izabel Christina and Teixeira, Valeria Laneuville and Castellanos, Leonardo (2017) Dolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activity. Revista Colombiana de Química, 46 (1). pp. 5-12. ISSN 2357-379154 Química y ciencias afines / ChemistrySoft coralsEuniceadolabellane diterpenesantiviralsoctocoralesEuniceadolabellanosantiviralesDolabellane diterpenes from the Caribbean soft corals Eunicea laciniata and Eunicea asperula and determination of their anti HSV-1 activityArtículo de revistainfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85Texthttp://purl.org/redcol/resource_type/ARTORIGINAL62830-324048-1-PB.pdfapplication/pdf1038074https://repositorio.unal.edu.co/bitstream/unal/66273/1/62830-324048-1-PB.pdfaa68b255170d33e1cabc0c530221b85aMD51THUMBNAIL62830-324048-1-PB.pdf.jpg62830-324048-1-PB.pdf.jpgGenerated Thumbnailimage/jpeg10204https://repositorio.unal.edu.co/bitstream/unal/66273/2/62830-324048-1-PB.pdf.jpga2ddf5c98ebb03d193b50d9b655063aeMD52unal/66273oai:repositorio.unal.edu.co:unal/662732023-05-24 23:02:58.208Repositorio Institucional Universidad Nacional de Colombiarepositorio_nal@unal.edu.co |