Cargando…

Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii

Dechdigliotoxins A–C (1–3), which represented the first examples of gliotoxin dimers with an unprecedented exocyclic disulfide linkage, were obtained from a deep-sea derived fungus Dichotomomyces cejpii FS110. The structures of these compounds were elucidated on the basis of spectroscopic analysis a...

Descripción completa

Detalles Bibliográficos
Autores principales: Liu, Zhaoming, Fan, Zhen, Sun, Zhanghua, Liu, Hongxin, Zhang, Weimin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891313/
https://www.ncbi.nlm.nih.gov/pubmed/31652800
http://dx.doi.org/10.3390/md17110596
_version_ 1783475784138096640
author Liu, Zhaoming
Fan, Zhen
Sun, Zhanghua
Liu, Hongxin
Zhang, Weimin
author_facet Liu, Zhaoming
Fan, Zhen
Sun, Zhanghua
Liu, Hongxin
Zhang, Weimin
author_sort Liu, Zhaoming
collection PubMed
description Dechdigliotoxins A–C (1–3), which represented the first examples of gliotoxin dimers with an unprecedented exocyclic disulfide linkage, were obtained from a deep-sea derived fungus Dichotomomyces cejpii FS110. The structures of these compounds were elucidated on the basis of spectroscopic analysis and the absolute configurations were unambiguously determined through quantum chemical calculations, as well as DP4+ probability simulations. The proposed biosynthetic pathway suggested 1–3 were generated from unusual L-Phe and D-Ser. All the isolates were evaluated for their cytotoxicity against four tumor cell lines.
format Online
Article
Text
id pubmed-6891313
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-68913132019-12-12 Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii Liu, Zhaoming Fan, Zhen Sun, Zhanghua Liu, Hongxin Zhang, Weimin Mar Drugs Article Dechdigliotoxins A–C (1–3), which represented the first examples of gliotoxin dimers with an unprecedented exocyclic disulfide linkage, were obtained from a deep-sea derived fungus Dichotomomyces cejpii FS110. The structures of these compounds were elucidated on the basis of spectroscopic analysis and the absolute configurations were unambiguously determined through quantum chemical calculations, as well as DP4+ probability simulations. The proposed biosynthetic pathway suggested 1–3 were generated from unusual L-Phe and D-Ser. All the isolates were evaluated for their cytotoxicity against four tumor cell lines. MDPI 2019-10-23 /pmc/articles/PMC6891313/ /pubmed/31652800 http://dx.doi.org/10.3390/md17110596 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Zhaoming
Fan, Zhen
Sun, Zhanghua
Liu, Hongxin
Zhang, Weimin
Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii
title Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii
title_full Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii
title_fullStr Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii
title_full_unstemmed Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii
title_short Dechdigliotoxins A–C, Three Novel Disulfide-Bridged Gliotoxin Dimers from Deep-Sea Sediment Derived Fungus Dichotomomyces cejpii
title_sort dechdigliotoxins a–c, three novel disulfide-bridged gliotoxin dimers from deep-sea sediment derived fungus dichotomomyces cejpii
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891313/
https://www.ncbi.nlm.nih.gov/pubmed/31652800
http://dx.doi.org/10.3390/md17110596
work_keys_str_mv AT liuzhaoming dechdigliotoxinsacthreenoveldisulfidebridgedgliotoxindimersfromdeepseasedimentderivedfungusdichotomomycescejpii
AT fanzhen dechdigliotoxinsacthreenoveldisulfidebridgedgliotoxindimersfromdeepseasedimentderivedfungusdichotomomycescejpii
AT sunzhanghua dechdigliotoxinsacthreenoveldisulfidebridgedgliotoxindimersfromdeepseasedimentderivedfungusdichotomomycescejpii
AT liuhongxin dechdigliotoxinsacthreenoveldisulfidebridgedgliotoxindimersfromdeepseasedimentderivedfungusdichotomomycescejpii
AT zhangweimin dechdigliotoxinsacthreenoveldisulfidebridgedgliotoxindimersfromdeepseasedimentderivedfungusdichotomomycescejpii