Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis
- Autores
- Cavaca, Lídia A. S.; Rodrigues, Catarina A. B.; Simeonov, Svilen P.; Gomes, Rafael F. A.; Coelho, Jaime A. S.; Romanelli, Gustavo Pablo; Sathicq, Ángel Gabriel; Martínez Zambrano, José Jobanny; Afonso, Carlos A. M.
- Año de publicación
- 2018
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The acid-promoted methanolysis of oleuropein was studied using a variety of homogeneous and heterogeneous acid catalysts. Exclusive cleavage of the acetal bond between the glucoside and the monoterpene subunits or further hydrolysis of the hydroxytyrosol ester and subsequent intramolecular rearrangement were observed upon identification of the most efficient catalyst and experimental conditions. Furthermore, selected conditions were tested using oleuropein under continuous flow and using a crude mixture extracted from olive leaves under batch. Formation of (−)-methyl elenolate was also observed in this study, which is a reported precursor for the synthesis of the antihypertensive drug (−)-ajmalicine.
Centro de Investigación y Desarrollo en Ciencias Aplicadas - Materia
-
Química
Ingeniería Química
Biomass
Homogeneous catalysis
Oleuropein
Solvolysis - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- http://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Universidad Nacional de La Plata
- OAI Identificador
- oai:sedici.unlp.edu.ar:10915/98234
Ver los metadatos del registro completo
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Valorization of Oleuropein via Tunable Acid-Promoted MethanolysisCavaca, Lídia A. S.Rodrigues, Catarina A. B.Simeonov, Svilen P.Gomes, Rafael F. A.Coelho, Jaime A. S.Romanelli, Gustavo PabloSathicq, Ángel GabrielMartínez Zambrano, José JobannyAfonso, Carlos A. M.QuímicaIngeniería QuímicaBiomassHomogeneous catalysisOleuropeinSolvolysisThe acid-promoted methanolysis of oleuropein was studied using a variety of homogeneous and heterogeneous acid catalysts. Exclusive cleavage of the acetal bond between the glucoside and the monoterpene subunits or further hydrolysis of the hydroxytyrosol ester and subsequent intramolecular rearrangement were observed upon identification of the most efficient catalyst and experimental conditions. Furthermore, selected conditions were tested using oleuropein under continuous flow and using a crude mixture extracted from olive leaves under batch. Formation of (−)-methyl elenolate was also observed in this study, which is a reported precursor for the synthesis of the antihypertensive drug (−)-ajmalicine.Centro de Investigación y Desarrollo en Ciencias Aplicadas2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf2300-2305http://sedici.unlp.edu.ar/handle/10915/98234enginfo:eu-repo/semantics/altIdentifier/url/https://ri.conicet.gov.ar/11336/86018info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/cssc.201800980info:eu-repo/semantics/altIdentifier/issn/1864-5631info:eu-repo/semantics/altIdentifier/doi/10.1002/cssc.201800980info:eu-repo/semantics/altIdentifier/hdl/11336/86018info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/2.5/ar/Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Argentina (CC BY-NC-SA 2.5)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:20:30Zoai:sedici.unlp.edu.ar:10915/98234Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:20:31.251SEDICI (UNLP) - Universidad Nacional de La Platafalse |
dc.title.none.fl_str_mv |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
title |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
spellingShingle |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis Cavaca, Lídia A. S. Química Ingeniería Química Biomass Homogeneous catalysis Oleuropein Solvolysis |
title_short |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
title_full |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
title_fullStr |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
title_full_unstemmed |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
title_sort |
Valorization of Oleuropein via Tunable Acid-Promoted Methanolysis |
dc.creator.none.fl_str_mv |
Cavaca, Lídia A. S. Rodrigues, Catarina A. B. Simeonov, Svilen P. Gomes, Rafael F. A. Coelho, Jaime A. S. Romanelli, Gustavo Pablo Sathicq, Ángel Gabriel Martínez Zambrano, José Jobanny Afonso, Carlos A. M. |
author |
Cavaca, Lídia A. S. |
author_facet |
Cavaca, Lídia A. S. Rodrigues, Catarina A. B. Simeonov, Svilen P. Gomes, Rafael F. A. Coelho, Jaime A. S. Romanelli, Gustavo Pablo Sathicq, Ángel Gabriel Martínez Zambrano, José Jobanny Afonso, Carlos A. M. |
author_role |
author |
author2 |
Rodrigues, Catarina A. B. Simeonov, Svilen P. Gomes, Rafael F. A. Coelho, Jaime A. S. Romanelli, Gustavo Pablo Sathicq, Ángel Gabriel Martínez Zambrano, José Jobanny Afonso, Carlos A. M. |
author2_role |
author author author author author author author author |
dc.subject.none.fl_str_mv |
Química Ingeniería Química Biomass Homogeneous catalysis Oleuropein Solvolysis |
topic |
Química Ingeniería Química Biomass Homogeneous catalysis Oleuropein Solvolysis |
dc.description.none.fl_txt_mv |
The acid-promoted methanolysis of oleuropein was studied using a variety of homogeneous and heterogeneous acid catalysts. Exclusive cleavage of the acetal bond between the glucoside and the monoterpene subunits or further hydrolysis of the hydroxytyrosol ester and subsequent intramolecular rearrangement were observed upon identification of the most efficient catalyst and experimental conditions. Furthermore, selected conditions were tested using oleuropein under continuous flow and using a crude mixture extracted from olive leaves under batch. Formation of (−)-methyl elenolate was also observed in this study, which is a reported precursor for the synthesis of the antihypertensive drug (−)-ajmalicine. Centro de Investigación y Desarrollo en Ciencias Aplicadas |
description |
The acid-promoted methanolysis of oleuropein was studied using a variety of homogeneous and heterogeneous acid catalysts. Exclusive cleavage of the acetal bond between the glucoside and the monoterpene subunits or further hydrolysis of the hydroxytyrosol ester and subsequent intramolecular rearrangement were observed upon identification of the most efficient catalyst and experimental conditions. Furthermore, selected conditions were tested using oleuropein under continuous flow and using a crude mixture extracted from olive leaves under batch. Formation of (−)-methyl elenolate was also observed in this study, which is a reported precursor for the synthesis of the antihypertensive drug (−)-ajmalicine. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Articulo http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://sedici.unlp.edu.ar/handle/10915/98234 |
url |
http://sedici.unlp.edu.ar/handle/10915/98234 |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/https://ri.conicet.gov.ar/11336/86018 info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/cssc.201800980 info:eu-repo/semantics/altIdentifier/issn/1864-5631 info:eu-repo/semantics/altIdentifier/doi/10.1002/cssc.201800980 info:eu-repo/semantics/altIdentifier/hdl/11336/86018 |
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info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc-sa/2.5/ar/ Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Argentina (CC BY-NC-SA 2.5) |
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openAccess |
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http://creativecommons.org/licenses/by-nc-sa/2.5/ar/ Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Argentina (CC BY-NC-SA 2.5) |
dc.format.none.fl_str_mv |
application/pdf 2300-2305 |
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Universidad Nacional de La Plata |
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SEDICI (UNLP) - Universidad Nacional de La Plata |
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