Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor
The demand for valuable products from dinoflagellate biotechnology has increased remarkably in recent years due to their many prospective applications. However, there remain many challenges that need to be addressed in order to make dinoflagellate bioactives a commercial reality. In this article, we...
| Main Authors: | , , , , , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | English |
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MDPI
2021
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| Online Access: | http://hdl.handle.net/10835/12082 |
| _version_ | 1789406291502825472 |
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| author | Morales-Amador, Adrián Molina-Miras, Alejandro López-Rosales, Lorenzo Sánchez-Mirón, Asterio García-Camacho, Francisco Souto, María L. Fernández, José J. |
| author_facet | Morales-Amador, Adrián Molina-Miras, Alejandro López-Rosales, Lorenzo Sánchez-Mirón, Asterio García-Camacho, Francisco Souto, María L. Fernández, José J. |
| author_sort | Morales-Amador, Adrián |
| collection | DSpace |
| description | The demand for valuable products from dinoflagellate biotechnology has increased remarkably in recent years due to their many prospective applications. However, there remain many challenges that need to be addressed in order to make dinoflagellate bioactives a commercial reality. In this article, we describe the technical feasibility of producing and recovering amphidinol analogues (AMs) excreted into a culture broth of Amphidinium carterae ACRN03, successfully cultured in an LED-illuminated pilot-scale (80 L) bubble column photobioreactor operated in fed-batch mode with a pulse feeding strategy. We report on the isolation of new structurally related AMs, amphidinol 24 (1, AM24), amphidinol 25 (2, AM25) and amphidinol 26 (3, AM26), from a singular fraction resulting from the downstream processing. Their planar structures were elucidated by extensive NMR and HRMS analysis, whereas the relative configuration of the C-32®C-47 bis-tetrahydropyran core was confirmed to be antipodal in accord with the recently revised configuration of AM3. The hemolytic activities of the new metabolites and other related derivatives were evaluated, and structure–activity conclusions were established. Their isolation was based on a straightforward and high-performance bioprocess that could be suitable for the commercial development of AMs or other high-value compounds from shear sensitive dinoflagellates. |
| format | info:eu-repo/semantics/article |
| id | oai:repositorio.ual.es:10835-12082 |
| institution | Universidad de Cuenca |
| language | English |
| publishDate | 2021 |
| publisher | MDPI |
| record_format | dspace |
| spelling | oai:repositorio.ual.es:10835-120822023-04-12T19:34:15Z Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor Morales-Amador, Adrián Molina-Miras, Alejandro López-Rosales, Lorenzo Sánchez-Mirón, Asterio García-Camacho, Francisco Souto, María L. Fernández, José J. amphidinol Amphidinium carterae dinoflagellate microalgae photobioreactor hemolysis The demand for valuable products from dinoflagellate biotechnology has increased remarkably in recent years due to their many prospective applications. However, there remain many challenges that need to be addressed in order to make dinoflagellate bioactives a commercial reality. In this article, we describe the technical feasibility of producing and recovering amphidinol analogues (AMs) excreted into a culture broth of Amphidinium carterae ACRN03, successfully cultured in an LED-illuminated pilot-scale (80 L) bubble column photobioreactor operated in fed-batch mode with a pulse feeding strategy. We report on the isolation of new structurally related AMs, amphidinol 24 (1, AM24), amphidinol 25 (2, AM25) and amphidinol 26 (3, AM26), from a singular fraction resulting from the downstream processing. Their planar structures were elucidated by extensive NMR and HRMS analysis, whereas the relative configuration of the C-32®C-47 bis-tetrahydropyran core was confirmed to be antipodal in accord with the recently revised configuration of AM3. The hemolytic activities of the new metabolites and other related derivatives were evaluated, and structure–activity conclusions were established. Their isolation was based on a straightforward and high-performance bioprocess that could be suitable for the commercial development of AMs or other high-value compounds from shear sensitive dinoflagellates. 2021-07-30T07:01:53Z 2021-07-30T07:01:53Z 2021-07-29 info:eu-repo/semantics/article 1660-3397 http://hdl.handle.net/10835/12082 en https://www.mdpi.com/1660-3397/19/8/432 Attribution-NonCommercial-NoDerivatives 4.0 Internacional http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess MDPI |
| spellingShingle | amphidinol Amphidinium carterae dinoflagellate microalgae photobioreactor hemolysis Morales-Amador, Adrián Molina-Miras, Alejandro López-Rosales, Lorenzo Sánchez-Mirón, Asterio García-Camacho, Francisco Souto, María L. Fernández, José J. Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor |
| title | Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor |
| title_full | Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor |
| title_fullStr | Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor |
| title_full_unstemmed | Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor |
| title_short | Isolation and Structural Elucidation of New Amphidinol Analogues from Amphidinium carterae Cultivated in a Pilot-Scale Photobioreactor |
| title_sort | isolation and structural elucidation of new amphidinol analogues from amphidinium carterae cultivated in a pilot-scale photobioreactor |
| topic | amphidinol Amphidinium carterae dinoflagellate microalgae photobioreactor hemolysis |
| url | http://hdl.handle.net/10835/12082 |
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