Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1

A novel ochratoxin–ergosteroid heterodimer, ochrasperfloroid (1), together with a known mycotoxin, ochratoxin A (2), were isolated from the sponge-derived fungus Aspergillus flocculosus 16D-1. The structure of 1 was determined on the basis of 1D/2D NMR, HRESIMS/MS, and LC-UV/MS analysis of its alkal...

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Autores principales: Gu, Bin-Bin, Jiao, Fu-Rong, Wu, Wei, Liu, Lei, Jiao, Wei-Hua, Sun, Fan, Wang, Shu-Ping, Yang, Fan, Lin, Hou-Wen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9061062/
https://www.ncbi.nlm.nih.gov/pubmed/35519937
http://dx.doi.org/10.1039/c8ra10539a
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author Gu, Bin-Bin
Jiao, Fu-Rong
Wu, Wei
Liu, Lei
Jiao, Wei-Hua
Sun, Fan
Wang, Shu-Ping
Yang, Fan
Lin, Hou-Wen
author_facet Gu, Bin-Bin
Jiao, Fu-Rong
Wu, Wei
Liu, Lei
Jiao, Wei-Hua
Sun, Fan
Wang, Shu-Ping
Yang, Fan
Lin, Hou-Wen
author_sort Gu, Bin-Bin
collection PubMed
description A novel ochratoxin–ergosteroid heterodimer, ochrasperfloroid (1), together with a known mycotoxin, ochratoxin A (2), were isolated from the sponge-derived fungus Aspergillus flocculosus 16D-1. The structure of 1 was determined on the basis of 1D/2D NMR, HRESIMS/MS, and LC-UV/MS analysis of its alkaline hydrolyzates, quantum-chemical (13)C NMR calculation, and comparison with literature data. Of note, the ergosteroid embedded in 1 is also a new structure. Ochrasperfloroid (1) showed potent inhibitory activity towards IL-6 production in lipopolysaccharide (LPS)-induced THP-1 cell line, with an IC(50) value of 2.02 μM, and NO production in LPS-activated RAW264.7 macrophages, with an IC(50) value of 1.11 μM.
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spelling pubmed-90610622022-05-04 Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1 Gu, Bin-Bin Jiao, Fu-Rong Wu, Wei Liu, Lei Jiao, Wei-Hua Sun, Fan Wang, Shu-Ping Yang, Fan Lin, Hou-Wen RSC Adv Chemistry A novel ochratoxin–ergosteroid heterodimer, ochrasperfloroid (1), together with a known mycotoxin, ochratoxin A (2), were isolated from the sponge-derived fungus Aspergillus flocculosus 16D-1. The structure of 1 was determined on the basis of 1D/2D NMR, HRESIMS/MS, and LC-UV/MS analysis of its alkaline hydrolyzates, quantum-chemical (13)C NMR calculation, and comparison with literature data. Of note, the ergosteroid embedded in 1 is also a new structure. Ochrasperfloroid (1) showed potent inhibitory activity towards IL-6 production in lipopolysaccharide (LPS)-induced THP-1 cell line, with an IC(50) value of 2.02 μM, and NO production in LPS-activated RAW264.7 macrophages, with an IC(50) value of 1.11 μM. The Royal Society of Chemistry 2019-03-04 /pmc/articles/PMC9061062/ /pubmed/35519937 http://dx.doi.org/10.1039/c8ra10539a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Gu, Bin-Bin
Jiao, Fu-Rong
Wu, Wei
Liu, Lei
Jiao, Wei-Hua
Sun, Fan
Wang, Shu-Ping
Yang, Fan
Lin, Hou-Wen
Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1
title Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1
title_full Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1
title_fullStr Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1
title_full_unstemmed Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1
title_short Ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of IL-6 and NO production from Aspergillus flocculosus 16D-1
title_sort ochrasperfloroid, an ochratoxin–ergosteroid heterodimer with inhibition of il-6 and no production from aspergillus flocculosus 16d-1
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9061062/
https://www.ncbi.nlm.nih.gov/pubmed/35519937
http://dx.doi.org/10.1039/c8ra10539a
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