Cargando…
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...
Autores principales: | , , , , , , , , , |
---|---|
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 |
_version_ | 1782437418458152960 |
---|---|
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. |
format | Online Article Text |
id | pubmed-4906468 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT chenheping novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT zhaozhenzhu novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT lizhenghui novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT dongzejun novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT weikun novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT baixue novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT zhangling novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT wenchunnan novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT fengtao novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans AT liujikai novelnaturaloximesandoximeesterswithavibralactonebackbonefromthebasidiomyceteboreostereumvibrans |