Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)

Two new cyclopentapeptides, xylapeptide A (1) with an uncommon L-pipecolinic acid moiety, and xylapeptide B (2) having a common L-proline residue were identified from an associated fungus Xylaria sp. isolated from the Chinese medicinal plant Sophora tonkinensis. Their planar structures were elucidat...

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Autores principales: Xu, Wei-Feng, Hou, Xue-Mei, Yao, Fei-Hua, Zheng, Na, Li, Jun, Wang, Chang-Yun, Yang, Rui-Yun, Shao, Chang-Lun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2017
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5537251/
https://www.ncbi.nlm.nih.gov/pubmed/28761094
http://dx.doi.org/10.1038/s41598-017-07331-4
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author Xu, Wei-Feng
Hou, Xue-Mei
Yao, Fei-Hua
Zheng, Na
Li, Jun
Wang, Chang-Yun
Yang, Rui-Yun
Shao, Chang-Lun
author_facet Xu, Wei-Feng
Hou, Xue-Mei
Yao, Fei-Hua
Zheng, Na
Li, Jun
Wang, Chang-Yun
Yang, Rui-Yun
Shao, Chang-Lun
author_sort Xu, Wei-Feng
collection PubMed
description Two new cyclopentapeptides, xylapeptide A (1) with an uncommon L-pipecolinic acid moiety, and xylapeptide B (2) having a common L-proline residue were identified from an associated fungus Xylaria sp. isolated from the Chinese medicinal plant Sophora tonkinensis. Their planar structures were elucidated by a comprehensive analysis of NMR and MS spectroscopic spectra. The absolute configurations were determined by Marfey’s method and single-crystal X-ray diffraction (Cu Kα) analysis. Xylapeptide A (1) is the first example of cyclopentapeptide with L-Pip of terrestrial origin and showed strong antibacterial activity against Bacillus subtilis and B. cereus with MIC value of 12.5 μg/mL.
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spelling pubmed-55372512017-08-03 Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102) Xu, Wei-Feng Hou, Xue-Mei Yao, Fei-Hua Zheng, Na Li, Jun Wang, Chang-Yun Yang, Rui-Yun Shao, Chang-Lun Sci Rep Article Two new cyclopentapeptides, xylapeptide A (1) with an uncommon L-pipecolinic acid moiety, and xylapeptide B (2) having a common L-proline residue were identified from an associated fungus Xylaria sp. isolated from the Chinese medicinal plant Sophora tonkinensis. Their planar structures were elucidated by a comprehensive analysis of NMR and MS spectroscopic spectra. The absolute configurations were determined by Marfey’s method and single-crystal X-ray diffraction (Cu Kα) analysis. Xylapeptide A (1) is the first example of cyclopentapeptide with L-Pip of terrestrial origin and showed strong antibacterial activity against Bacillus subtilis and B. cereus with MIC value of 12.5 μg/mL. Nature Publishing Group UK 2017-07-31 /pmc/articles/PMC5537251/ /pubmed/28761094 http://dx.doi.org/10.1038/s41598-017-07331-4 Text en © The Author(s) 2017 Open Access This 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 license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license 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 license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Xu, Wei-Feng
Hou, Xue-Mei
Yao, Fei-Hua
Zheng, Na
Li, Jun
Wang, Chang-Yun
Yang, Rui-Yun
Shao, Chang-Lun
Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)
title Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)
title_full Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)
title_fullStr Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)
title_full_unstemmed Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)
title_short Xylapeptide A, an Antibacterial Cyclopentapeptide with an Uncommon L-Pipecolinic Acid Moiety from the Associated Fungus Xylaria sp. (GDG-102)
title_sort xylapeptide a, an antibacterial cyclopentapeptide with an uncommon l-pipecolinic acid moiety from the associated fungus xylaria sp. (gdg-102)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5537251/
https://www.ncbi.nlm.nih.gov/pubmed/28761094
http://dx.doi.org/10.1038/s41598-017-07331-4
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