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Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)

Three pyrrole alkaloid derivatives were isolated from the edible mushroom Basidiomycetes-X (Echigoshirayukidake) by water extraction followed by ethyl acetate fractionation. The chemical structures determined by MS and NMR were 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanoic acid (compound I)...

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Autores principales: Sakamoto, Toshio, Nishida, Ayaka, Wada, Naoki, Nakamura, Yutaka, Sato, Shinji, Konishi, Tetsuya, Matsugo, Seiichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7672639/
https://www.ncbi.nlm.nih.gov/pubmed/33105737
http://dx.doi.org/10.3390/molecules25214879
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author Sakamoto, Toshio
Nishida, Ayaka
Wada, Naoki
Nakamura, Yutaka
Sato, Shinji
Konishi, Tetsuya
Matsugo, Seiichi
author_facet Sakamoto, Toshio
Nishida, Ayaka
Wada, Naoki
Nakamura, Yutaka
Sato, Shinji
Konishi, Tetsuya
Matsugo, Seiichi
author_sort Sakamoto, Toshio
collection PubMed
description Three pyrrole alkaloid derivatives were isolated from the edible mushroom Basidiomycetes-X (Echigoshirayukidake) by water extraction followed by ethyl acetate fractionation. The chemical structures determined by MS and NMR were 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanoic acid (compound I), 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanamide (compound II), and 5-(hydroxymethyl)-1H-pyrrole-2-carboxaldehyde (compound III). Compound I was found to be the major component, followed by compound II, and compound III was the minor component. The dry powder of Basidiomycetes-X contained approximately 825 μg g(−1) compound I and 484 μg g(−1) compound II. Compound II was found to be a novel pyrrole aldehyde homologue not previously reported and thus is a specific component of this mushroom.
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spelling pubmed-76726392020-11-19 Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake) Sakamoto, Toshio Nishida, Ayaka Wada, Naoki Nakamura, Yutaka Sato, Shinji Konishi, Tetsuya Matsugo, Seiichi Molecules Article Three pyrrole alkaloid derivatives were isolated from the edible mushroom Basidiomycetes-X (Echigoshirayukidake) by water extraction followed by ethyl acetate fractionation. The chemical structures determined by MS and NMR were 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanoic acid (compound I), 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanamide (compound II), and 5-(hydroxymethyl)-1H-pyrrole-2-carboxaldehyde (compound III). Compound I was found to be the major component, followed by compound II, and compound III was the minor component. The dry powder of Basidiomycetes-X contained approximately 825 μg g(−1) compound I and 484 μg g(−1) compound II. Compound II was found to be a novel pyrrole aldehyde homologue not previously reported and thus is a specific component of this mushroom. MDPI 2020-10-22 /pmc/articles/PMC7672639/ /pubmed/33105737 http://dx.doi.org/10.3390/molecules25214879 Text en © 2020 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Sakamoto, Toshio
Nishida, Ayaka
Wada, Naoki
Nakamura, Yutaka
Sato, Shinji
Konishi, Tetsuya
Matsugo, Seiichi
Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)
title Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)
title_full Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)
title_fullStr Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)
title_full_unstemmed Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)
title_short Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)
title_sort identification of a novel pyrrole alkaloid from the edible mushroom basidiomycetes-x (echigoshirayukidake)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7672639/
https://www.ncbi.nlm.nih.gov/pubmed/33105737
http://dx.doi.org/10.3390/molecules25214879
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