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Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans

A variety of novel natural products with significant bioactivities are produced by the basidiomycete Boreostereum vibrans. In the present study, we describe 16 novel natural oximes and oxime esters with a vibralactone backbone, vibralactoximes, which were isolated from the scale‐up fermentation brot...

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Autores principales: Chen, He‐Ping, Zhao, Zhen‐Zhu, Li, Zheng‐Hui, Dong, Ze‐Jun, Wei, Kun, Bai, Xue, Zhang, Ling, Wen, Chun‐Nan, Feng, Tao, Liu, Ji‐Kai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4906468/
https://www.ncbi.nlm.nih.gov/pubmed/27308232
http://dx.doi.org/10.1002/open.201500198
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author Chen, He‐Ping
Zhao, Zhen‐Zhu
Li, Zheng‐Hui
Dong, Ze‐Jun
Wei, Kun
Bai, Xue
Zhang, Ling
Wen, Chun‐Nan
Feng, Tao
Liu, Ji‐Kai
author_facet Chen, He‐Ping
Zhao, Zhen‐Zhu
Li, Zheng‐Hui
Dong, Ze‐Jun
Wei, Kun
Bai, Xue
Zhang, Ling
Wen, Chun‐Nan
Feng, Tao
Liu, Ji‐Kai
author_sort Chen, He‐Ping
collection PubMed
description A variety of novel natural products with significant bioactivities are produced by the basidiomycete Boreostereum vibrans. In the present study, we describe 16 novel natural oximes and oxime esters with a vibralactone backbone, vibralactoximes, which were isolated from the scale‐up fermentation broth of B. vibrans. Their structures were determined through extensive spectroscopic analyses. These compounds represent the first oxime esters from nature. The hypothetical biosynthetic pathway of these compounds was also proposed. Seven compounds exhibited significant pancreatic lipase inhibitory activity, while ten compounds exhibited cytotoxicities against five human cancer cell lines (HL‐60, SMMC‐7721, A‐549, MCF‐7, and SW480), with IC(50) values comparable with those of cisplatin.
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spelling pubmed-49064682016-06-15 Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans Chen, He‐Ping Zhao, Zhen‐Zhu Li, Zheng‐Hui Dong, Ze‐Jun Wei, Kun Bai, Xue Zhang, Ling Wen, Chun‐Nan Feng, Tao Liu, Ji‐Kai ChemistryOpen Full Papers A variety of novel natural products with significant bioactivities are produced by the basidiomycete Boreostereum vibrans. In the present study, we describe 16 novel natural oximes and oxime esters with a vibralactone backbone, vibralactoximes, which were isolated from the scale‐up fermentation broth of B. vibrans. Their structures were determined through extensive spectroscopic analyses. These compounds represent the first oxime esters from nature. The hypothetical biosynthetic pathway of these compounds was also proposed. Seven compounds exhibited significant pancreatic lipase inhibitory activity, while ten compounds exhibited cytotoxicities against five human cancer cell lines (HL‐60, SMMC‐7721, A‐549, MCF‐7, and SW480), with IC(50) values comparable with those of cisplatin. John Wiley and Sons Inc. 2016-01-13 /pmc/articles/PMC4906468/ /pubmed/27308232 http://dx.doi.org/10.1002/open.201500198 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Full Papers
Chen, He‐Ping
Zhao, Zhen‐Zhu
Li, Zheng‐Hui
Dong, Ze‐Jun
Wei, Kun
Bai, Xue
Zhang, Ling
Wen, Chun‐Nan
Feng, Tao
Liu, Ji‐Kai
Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans
title Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans
title_full Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans
title_fullStr Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans
title_full_unstemmed Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans
title_short Novel Natural Oximes and Oxime Esters with a Vibralactone Backbone from the Basidiomycete Boreostereum vibrans
title_sort novel natural oximes and oxime esters with a vibralactone backbone from the basidiomycete boreostereum vibrans
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4906468/
https://www.ncbi.nlm.nih.gov/pubmed/27308232
http://dx.doi.org/10.1002/open.201500198
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