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Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119

Ochracines F–L (1–7), seven previously undescribed chamigrane and cadinane sesquiterpenoids, together with four known chamigranes were isolated from cultures of the wood-decaying fungus Steccherinum ochraceum HFG119. Ochracines F–L were structurally characterized by extensive analysis of HRMS and NM...

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Autores principales: Zhao, Zhen-Zhu, Zhao, Qi-Lu, Feng, Wei-Sheng, He, Hai-Rong, Li, Meng, Xue, Gui-Min, Chen, He-Ping, Liu, Ji-Kai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9033458/
https://www.ncbi.nlm.nih.gov/pubmed/35478637
http://dx.doi.org/10.1039/d1ra03320d
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author Zhao, Zhen-Zhu
Zhao, Qi-Lu
Feng, Wei-Sheng
He, Hai-Rong
Li, Meng
Xue, Gui-Min
Chen, He-Ping
Liu, Ji-Kai
author_facet Zhao, Zhen-Zhu
Zhao, Qi-Lu
Feng, Wei-Sheng
He, Hai-Rong
Li, Meng
Xue, Gui-Min
Chen, He-Ping
Liu, Ji-Kai
author_sort Zhao, Zhen-Zhu
collection PubMed
description Ochracines F–L (1–7), seven previously undescribed chamigrane and cadinane sesquiterpenoids, together with four known chamigranes were isolated from cultures of the wood-decaying fungus Steccherinum ochraceum HFG119. Ochracines F–L were structurally characterized by extensive analysis of HRMS and NMR spectroscopic data. The relative configurations were assigned through a combination of NOE correlations and J-based configuration analysis (JBCA), while the absolute configurations were determined by X-ray single-crystal diffraction, and calculated methods (ECD, [α], (13)C NMR). All the new isolates were evaluated for their cytotoxicity against five human cancer cell lines HL-60, SMMC-7721, A549, MCF-7, and SW-480, and inhibitory activity on NO production in RAW 264.7 macrophages.
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spelling pubmed-90334582022-04-26 Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119 Zhao, Zhen-Zhu Zhao, Qi-Lu Feng, Wei-Sheng He, Hai-Rong Li, Meng Xue, Gui-Min Chen, He-Ping Liu, Ji-Kai RSC Adv Chemistry Ochracines F–L (1–7), seven previously undescribed chamigrane and cadinane sesquiterpenoids, together with four known chamigranes were isolated from cultures of the wood-decaying fungus Steccherinum ochraceum HFG119. Ochracines F–L were structurally characterized by extensive analysis of HRMS and NMR spectroscopic data. The relative configurations were assigned through a combination of NOE correlations and J-based configuration analysis (JBCA), while the absolute configurations were determined by X-ray single-crystal diffraction, and calculated methods (ECD, [α], (13)C NMR). All the new isolates were evaluated for their cytotoxicity against five human cancer cell lines HL-60, SMMC-7721, A549, MCF-7, and SW-480, and inhibitory activity on NO production in RAW 264.7 macrophages. The Royal Society of Chemistry 2021-05-24 /pmc/articles/PMC9033458/ /pubmed/35478637 http://dx.doi.org/10.1039/d1ra03320d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Zhao, Zhen-Zhu
Zhao, Qi-Lu
Feng, Wei-Sheng
He, Hai-Rong
Li, Meng
Xue, Gui-Min
Chen, He-Ping
Liu, Ji-Kai
Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
title Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
title_full Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
title_fullStr Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
title_full_unstemmed Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
title_short Structure and absolute configuration assignments of ochracines F–L, chamigrane and cadinane sesquiterpenes from the basidiomycete Steccherinum ochraceum HFG119
title_sort structure and absolute configuration assignments of ochracines f–l, chamigrane and cadinane sesquiterpenes from the basidiomycete steccherinum ochraceum hfg119
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9033458/
https://www.ncbi.nlm.nih.gov/pubmed/35478637
http://dx.doi.org/10.1039/d1ra03320d
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