A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E

Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was bas...

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Autores principales: Reimann, Marcel, Sandjo, Louis P, Antelo, Luis, Thines, Eckhard, Siepe, Isabella, Opatz, Till
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5530608/
https://www.ncbi.nlm.nih.gov/pubmed/28781709
http://dx.doi.org/10.3762/bjoc.13.140
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author Reimann, Marcel
Sandjo, Louis P
Antelo, Luis
Thines, Eckhard
Siepe, Isabella
Opatz, Till
author_facet Reimann, Marcel
Sandjo, Louis P
Antelo, Luis
Thines, Eckhard
Siepe, Isabella
Opatz, Till
author_sort Reimann, Marcel
collection PubMed
description Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was based on a new strategy which includes an efficient access to the 15-guanidino-3-hydroxypentadecanoyl (GHPD) side chain from erucamide.
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spelling pubmed-55306082017-08-04 A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E Reimann, Marcel Sandjo, Louis P Antelo, Luis Thines, Eckhard Siepe, Isabella Opatz, Till Beilstein J Org Chem Full Research Paper Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was based on a new strategy which includes an efficient access to the 15-guanidino-3-hydroxypentadecanoyl (GHPD) side chain from erucamide. Beilstein-Institut 2017-07-20 /pmc/articles/PMC5530608/ /pubmed/28781709 http://dx.doi.org/10.3762/bjoc.13.140 Text en Copyright © 2017, Reimann et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Reimann, Marcel
Sandjo, Louis P
Antelo, Luis
Thines, Eckhard
Siepe, Isabella
Opatz, Till
A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
title A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
title_full A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
title_fullStr A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
title_full_unstemmed A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
title_short A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
title_sort new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin e
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5530608/
https://www.ncbi.nlm.nih.gov/pubmed/28781709
http://dx.doi.org/10.3762/bjoc.13.140
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