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Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008

Seven new unstable tetramic acid derivatives, cladosporiumins I-O (1–7), together with the known analogue cladodionen (8) were isolated from the extract of the deep-sea-derived fungus Cladosporium sphaerospermum EIODSF 008. Their structures were elucidated by spectroscopic analysis, quantum chemical...

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Autores principales: Liang, Xiao, Huang, Zhong-Hui, Ma, Xuan, Qi, Shu-Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6266709/
https://www.ncbi.nlm.nih.gov/pubmed/30445739
http://dx.doi.org/10.3390/md16110448
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author Liang, Xiao
Huang, Zhong-Hui
Ma, Xuan
Qi, Shu-Hua
author_facet Liang, Xiao
Huang, Zhong-Hui
Ma, Xuan
Qi, Shu-Hua
author_sort Liang, Xiao
collection PubMed
description Seven new unstable tetramic acid derivatives, cladosporiumins I-O (1–7), together with the known analogue cladodionen (8) were isolated from the extract of the deep-sea-derived fungus Cladosporium sphaerospermum EIODSF 008. Their structures were elucidated by spectroscopic analysis, quantum chemical calculations and ECD spectra. Compound 4 was a Mg complex of tetramic acid derivative. In acidic solvent, 4 could change to 1 and 6, and 7 could change to 5. In addition, 1, 5 and 8 existed as two exchangeable isomers, respectively. The structures of cladosporiumins E-H were reassigned as their Na complexes. The antibacterial and cytotoxic activities of 1–8 were also evaluated. However, because of their instability, all of the isolated compounds did not show significant antibacterial activity as the preliminary EtOAc extracts of the fungal strain.
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spelling pubmed-62667092018-12-06 Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008 Liang, Xiao Huang, Zhong-Hui Ma, Xuan Qi, Shu-Hua Mar Drugs Article Seven new unstable tetramic acid derivatives, cladosporiumins I-O (1–7), together with the known analogue cladodionen (8) were isolated from the extract of the deep-sea-derived fungus Cladosporium sphaerospermum EIODSF 008. Their structures were elucidated by spectroscopic analysis, quantum chemical calculations and ECD spectra. Compound 4 was a Mg complex of tetramic acid derivative. In acidic solvent, 4 could change to 1 and 6, and 7 could change to 5. In addition, 1, 5 and 8 existed as two exchangeable isomers, respectively. The structures of cladosporiumins E-H were reassigned as their Na complexes. The antibacterial and cytotoxic activities of 1–8 were also evaluated. However, because of their instability, all of the isolated compounds did not show significant antibacterial activity as the preliminary EtOAc extracts of the fungal strain. MDPI 2018-11-15 /pmc/articles/PMC6266709/ /pubmed/30445739 http://dx.doi.org/10.3390/md16110448 Text en © 2018 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
Liang, Xiao
Huang, Zhong-Hui
Ma, Xuan
Qi, Shu-Hua
Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008
title Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008
title_full Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008
title_fullStr Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008
title_full_unstemmed Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008
title_short Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008
title_sort unstable tetramic acid derivatives from the deep-sea-derived fungus cladosporium sphaerospermum eiodsf 008
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6266709/
https://www.ncbi.nlm.nih.gov/pubmed/30445739
http://dx.doi.org/10.3390/md16110448
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