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New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis

Four new compounds, including two isocoumarins, pestaloisocoumarins A and B (1, 2), one sesquiterpenoid degradation, isopolisin B (4), and one furan derivative, pestalotiol A (5), together with one known isocoumarin, gamahorin (3), and three chlorinated benzophenone derivatives, pestalachloride B (6...

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Autores principales: Lei, Hui, Lin, Xiuping, Han, Li, Ma, Jian, Ma, Qingjuan, Zhong, Jialiang, Liu, Yonghong, Sun, Tiemin, Wang, Jinhui, Huang, Xueshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5367026/
https://www.ncbi.nlm.nih.gov/pubmed/28335391
http://dx.doi.org/10.3390/md15030069
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author Lei, Hui
Lin, Xiuping
Han, Li
Ma, Jian
Ma, Qingjuan
Zhong, Jialiang
Liu, Yonghong
Sun, Tiemin
Wang, Jinhui
Huang, Xueshi
author_facet Lei, Hui
Lin, Xiuping
Han, Li
Ma, Jian
Ma, Qingjuan
Zhong, Jialiang
Liu, Yonghong
Sun, Tiemin
Wang, Jinhui
Huang, Xueshi
author_sort Lei, Hui
collection PubMed
description Four new compounds, including two isocoumarins, pestaloisocoumarins A and B (1, 2), one sesquiterpenoid degradation, isopolisin B (4), and one furan derivative, pestalotiol A (5), together with one known isocoumarin, gamahorin (3), and three chlorinated benzophenone derivatives, pestalachloride B (6), pestalachloride E (7) and a mixture of pestalalactone atropisomers (8a/8b), were isolated from a culture of the fungus Pestalotiopsis heterocornis associated with sponge Phakellia fusca. These new chemical structures were established using NMR and MS spectroscopic data, as well as single-crystal X-ray crystallographic analysis and CD Cotton effects. All of the isolated compounds were evaluated for their antimicrobial and cytotoxic activities. Isocoumarins 1–3, showed antibacterial activities against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis with MIC values ranging from 25 to 100 μg/mL and weak antifungal activities. Chlorinated benzophenone derivatives 6–8 exhibited antibacterial activities against S. aureus and B. subtilis with MIC values ranging from 3.0 to 50 μg/mL and cytotoxicities against four human cancer cell lines with IC(50) values of 6.8–87.8 μM.
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spelling pubmed-53670262017-03-31 New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis Lei, Hui Lin, Xiuping Han, Li Ma, Jian Ma, Qingjuan Zhong, Jialiang Liu, Yonghong Sun, Tiemin Wang, Jinhui Huang, Xueshi Mar Drugs Article Four new compounds, including two isocoumarins, pestaloisocoumarins A and B (1, 2), one sesquiterpenoid degradation, isopolisin B (4), and one furan derivative, pestalotiol A (5), together with one known isocoumarin, gamahorin (3), and three chlorinated benzophenone derivatives, pestalachloride B (6), pestalachloride E (7) and a mixture of pestalalactone atropisomers (8a/8b), were isolated from a culture of the fungus Pestalotiopsis heterocornis associated with sponge Phakellia fusca. These new chemical structures were established using NMR and MS spectroscopic data, as well as single-crystal X-ray crystallographic analysis and CD Cotton effects. All of the isolated compounds were evaluated for their antimicrobial and cytotoxic activities. Isocoumarins 1–3, showed antibacterial activities against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis with MIC values ranging from 25 to 100 μg/mL and weak antifungal activities. Chlorinated benzophenone derivatives 6–8 exhibited antibacterial activities against S. aureus and B. subtilis with MIC values ranging from 3.0 to 50 μg/mL and cytotoxicities against four human cancer cell lines with IC(50) values of 6.8–87.8 μM. MDPI 2017-03-13 /pmc/articles/PMC5367026/ /pubmed/28335391 http://dx.doi.org/10.3390/md15030069 Text en © 2017 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
Lei, Hui
Lin, Xiuping
Han, Li
Ma, Jian
Ma, Qingjuan
Zhong, Jialiang
Liu, Yonghong
Sun, Tiemin
Wang, Jinhui
Huang, Xueshi
New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis
title New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis
title_full New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis
title_fullStr New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis
title_full_unstemmed New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis
title_short New Metabolites and Bioactive Chlorinated Benzophenone Derivatives Produced by a Marine-Derived Fungus Pestalotiopsis heterocornis
title_sort new metabolites and bioactive chlorinated benzophenone derivatives produced by a marine-derived fungus pestalotiopsis heterocornis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5367026/
https://www.ncbi.nlm.nih.gov/pubmed/28335391
http://dx.doi.org/10.3390/md15030069
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