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Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii
UHPLC-DAD-HRMS based dereplication guided the detection of new halogenated alkaloids co-produced by Talaromyces wortmannii. From the fungal growth in large scale, the epimers 2,8-dichlororugulovasines A and B were purified and further identified by means of a HPLC-SPE/NMR hyphenated system. Brominat...
| Autores principales: | , , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
MDPI
2015
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332237/ https://www.ncbi.nlm.nih.gov/pubmed/26404231 http://dx.doi.org/10.3390/molecules200917627 |
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| author | de Medeiros, Lívia Soman da Silva, José Vinícius Abreu, Lucas Magalhães Pfenning, Ludwig Heinrich Silva, Carolina Lúcia Thomasi, Sérgio Secherrer Venâncio, Tiago van Pée, Karl-Heinz Nielsen, Kristian Fog Rodrigues-Filho, Edson |
| author_facet | de Medeiros, Lívia Soman da Silva, José Vinícius Abreu, Lucas Magalhães Pfenning, Ludwig Heinrich Silva, Carolina Lúcia Thomasi, Sérgio Secherrer Venâncio, Tiago van Pée, Karl-Heinz Nielsen, Kristian Fog Rodrigues-Filho, Edson |
| author_sort | de Medeiros, Lívia Soman |
| collection | PubMed |
| description | UHPLC-DAD-HRMS based dereplication guided the detection of new halogenated alkaloids co-produced by Talaromyces wortmannii. From the fungal growth in large scale, the epimers 2,8-dichlororugulovasines A and B were purified and further identified by means of a HPLC-SPE/NMR hyphenated system. Brominated rugulovasines were also detected when the microbial incubation medium was supplemented with bromine sources. Studies from 1D/2D NMR and HRMS spectroscopy data allowed the structural elucidation of the dichlorinated compounds, while tandem MS/HRMS data analysis supported the rationalization of brominated congeners. Preliminary genetic studies revealed evidence that FADH(2) dependent halogenase can be involved in the biosynthesis of the produced halocompounds. |
| format | Online Article Text |
| id | pubmed-6332237 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2015 |
| publisher | MDPI |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-63322372019-01-24 Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii de Medeiros, Lívia Soman da Silva, José Vinícius Abreu, Lucas Magalhães Pfenning, Ludwig Heinrich Silva, Carolina Lúcia Thomasi, Sérgio Secherrer Venâncio, Tiago van Pée, Karl-Heinz Nielsen, Kristian Fog Rodrigues-Filho, Edson Molecules Article UHPLC-DAD-HRMS based dereplication guided the detection of new halogenated alkaloids co-produced by Talaromyces wortmannii. From the fungal growth in large scale, the epimers 2,8-dichlororugulovasines A and B were purified and further identified by means of a HPLC-SPE/NMR hyphenated system. Brominated rugulovasines were also detected when the microbial incubation medium was supplemented with bromine sources. Studies from 1D/2D NMR and HRMS spectroscopy data allowed the structural elucidation of the dichlorinated compounds, while tandem MS/HRMS data analysis supported the rationalization of brominated congeners. Preliminary genetic studies revealed evidence that FADH(2) dependent halogenase can be involved in the biosynthesis of the produced halocompounds. MDPI 2015-09-23 /pmc/articles/PMC6332237/ /pubmed/26404231 http://dx.doi.org/10.3390/molecules200917627 Text en © 2015 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 license (http://creativecommons.org/licenses/by/4.0/). |
| spellingShingle | Article de Medeiros, Lívia Soman da Silva, José Vinícius Abreu, Lucas Magalhães Pfenning, Ludwig Heinrich Silva, Carolina Lúcia Thomasi, Sérgio Secherrer Venâncio, Tiago van Pée, Karl-Heinz Nielsen, Kristian Fog Rodrigues-Filho, Edson Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii |
| title | Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii |
| title_full | Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii |
| title_fullStr | Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii |
| title_full_unstemmed | Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii |
| title_short | Dichlorinated and Brominated Rugulovasines, Ergot Alkaloids Produced by Talaromyces wortmannii |
| title_sort | dichlorinated and brominated rugulovasines, ergot alkaloids produced by talaromyces wortmannii |
| topic | Article |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332237/ https://www.ncbi.nlm.nih.gov/pubmed/26404231 http://dx.doi.org/10.3390/molecules200917627 |
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