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Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa
Three new sesquiterpenes, phlebidiol, phlebioic acid, and phlebiolide, as well as the known compound tremetriol, were isolated from cultures of the basidiomycete Phlebia tremellosa. The structures of all isolated compounds were established by extensive spectroscopic analyses, including those involvi...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer Singapore
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7188727/ https://www.ncbi.nlm.nih.gov/pubmed/30784001 http://dx.doi.org/10.1007/s11418-019-01286-8 |
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author | Nakashima, Ken-ichi Tomida, Junko Hirai, Takao Kawamura, Yoshiaki Inoue, Makoto |
author_facet | Nakashima, Ken-ichi Tomida, Junko Hirai, Takao Kawamura, Yoshiaki Inoue, Makoto |
author_sort | Nakashima, Ken-ichi |
collection | PubMed |
description | Three new sesquiterpenes, phlebidiol, phlebioic acid, and phlebiolide, as well as the known compound tremetriol, were isolated from cultures of the basidiomycete Phlebia tremellosa. The structures of all isolated compounds were established by extensive spectroscopic analyses, including those involving extensive two-dimensional nuclear magnetic resonance. The absolute configurations of phlebidiol, phlebioic acid, and phlebiolide were determined by comparisons of experimental and calculated electronic circular dichroism spectra. Phlebidiol and phlebioic acid have previously unreported carbon skeletons, for which we propose the skeletal names “seco-sterpurane” and “phlebiane,” respectively. Phlebiolide is also the second published example of a merulane sesquiterpene. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s11418-019-01286-8) contains supplementary material, which is available to authorized users. |
format | Online Article Text |
id | pubmed-7188727 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Springer Singapore |
record_format | MEDLINE/PubMed |
spelling | pubmed-71887272020-05-04 Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa Nakashima, Ken-ichi Tomida, Junko Hirai, Takao Kawamura, Yoshiaki Inoue, Makoto J Nat Med Original Paper Three new sesquiterpenes, phlebidiol, phlebioic acid, and phlebiolide, as well as the known compound tremetriol, were isolated from cultures of the basidiomycete Phlebia tremellosa. The structures of all isolated compounds were established by extensive spectroscopic analyses, including those involving extensive two-dimensional nuclear magnetic resonance. The absolute configurations of phlebidiol, phlebioic acid, and phlebiolide were determined by comparisons of experimental and calculated electronic circular dichroism spectra. Phlebidiol and phlebioic acid have previously unreported carbon skeletons, for which we propose the skeletal names “seco-sterpurane” and “phlebiane,” respectively. Phlebiolide is also the second published example of a merulane sesquiterpene. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s11418-019-01286-8) contains supplementary material, which is available to authorized users. Springer Singapore 2019-02-19 2019 /pmc/articles/PMC7188727/ /pubmed/30784001 http://dx.doi.org/10.1007/s11418-019-01286-8 Text en © The Author(s) 2019, corrected publication 2020 Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Original Paper Nakashima, Ken-ichi Tomida, Junko Hirai, Takao Kawamura, Yoshiaki Inoue, Makoto Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa |
title | Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa |
title_full | Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa |
title_fullStr | Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa |
title_full_unstemmed | Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa |
title_short | Sesquiterpenes with new carbon skeletons from the basidiomycete Phlebia tremellosa |
title_sort | sesquiterpenes with new carbon skeletons from the basidiomycete phlebia tremellosa |
topic | Original Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7188727/ https://www.ncbi.nlm.nih.gov/pubmed/30784001 http://dx.doi.org/10.1007/s11418-019-01286-8 |
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