Cargando…

New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan

(−)-(4S, 8S)-Foedanolide (1a) and (+)-(4R, 8R)-foedanolide (1b), a pair of new spiro-γ-lactone enantiomers, were isolated from the fermentation broth of the plant endophytic fungus Pestalotiopsis foedan by HPLC using a chiral column, achieving over 7% ee. Their structures and absolute configurations...

Descripción completa

Detalles Bibliográficos
Autores principales: Yang, Xiao-Long, Li, Zhuang-Zhuang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269859/
https://www.ncbi.nlm.nih.gov/pubmed/23434873
http://dx.doi.org/10.3390/molecules18022236
_version_ 1783376565108736000
author Yang, Xiao-Long
Li, Zhuang-Zhuang
author_facet Yang, Xiao-Long
Li, Zhuang-Zhuang
author_sort Yang, Xiao-Long
collection PubMed
description (−)-(4S, 8S)-Foedanolide (1a) and (+)-(4R, 8R)-foedanolide (1b), a pair of new spiro-γ-lactone enantiomers, were isolated from the fermentation broth of the plant endophytic fungus Pestalotiopsis foedan by HPLC using a chiral column, achieving over 7% ee. Their structures and absolute configurations were determined on the basis of extensive analysis of NMR spectra combined with computational methods via calculation of the electronic circular dichroism (ECD) and optical rotation (OR). Compounds 1a and 1b showed moderate activities against HeLa, A-549, U-251, HepG2 and MCF-7 tumor cell lines.
format Online
Article
Text
id pubmed-6269859
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62698592018-12-14 New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan Yang, Xiao-Long Li, Zhuang-Zhuang Molecules Article (−)-(4S, 8S)-Foedanolide (1a) and (+)-(4R, 8R)-foedanolide (1b), a pair of new spiro-γ-lactone enantiomers, were isolated from the fermentation broth of the plant endophytic fungus Pestalotiopsis foedan by HPLC using a chiral column, achieving over 7% ee. Their structures and absolute configurations were determined on the basis of extensive analysis of NMR spectra combined with computational methods via calculation of the electronic circular dichroism (ECD) and optical rotation (OR). Compounds 1a and 1b showed moderate activities against HeLa, A-549, U-251, HepG2 and MCF-7 tumor cell lines. MDPI 2013-02-11 /pmc/articles/PMC6269859/ /pubmed/23434873 http://dx.doi.org/10.3390/molecules18022236 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Yang, Xiao-Long
Li, Zhuang-Zhuang
New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan
title New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan
title_full New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan
title_fullStr New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan
title_full_unstemmed New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan
title_short New Spiral γ-Lactone Enantiomers from the Plant Endophytic Fungus Pestalotiopsis foedan
title_sort new spiral γ-lactone enantiomers from the plant endophytic fungus pestalotiopsis foedan
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269859/
https://www.ncbi.nlm.nih.gov/pubmed/23434873
http://dx.doi.org/10.3390/molecules18022236
work_keys_str_mv AT yangxiaolong newspiralglactoneenantiomersfromtheplantendophyticfunguspestalotiopsisfoedan
AT lizhuangzhuang newspiralglactoneenantiomersfromtheplantendophyticfunguspestalotiopsisfoedan