Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment

Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sedime...

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Autores principales: Lee, Jihye, Lee, Jusung, Kim, Geum Jin, Yang, Inho, Wang, Weihong, Nam, Joo-Won, Choi, Hyukjae, Nam, Sang-Jip, Kang, Heonjoong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6669435/
https://www.ncbi.nlm.nih.gov/pubmed/31331101
http://dx.doi.org/10.3390/md17070422
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author Lee, Jihye
Lee, Jusung
Kim, Geum Jin
Yang, Inho
Wang, Weihong
Nam, Joo-Won
Choi, Hyukjae
Nam, Sang-Jip
Kang, Heonjoong
author_facet Lee, Jihye
Lee, Jusung
Kim, Geum Jin
Yang, Inho
Wang, Weihong
Nam, Joo-Won
Choi, Hyukjae
Nam, Sang-Jip
Kang, Heonjoong
author_sort Lee, Jihye
collection PubMed
description Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sediment. The planar structures of 1 and 2 were elucidated using 1D and 2D NMR spectra. The relative configurations of the stereogenic carbons of 1 and 2 were established via analysis of their nuclear Overhauser spectroscopy (NOESY) spectra, and their absolute configurations were determined using a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were found to have antibacterial activity, showing moderate activity against Kocuria rhizophila and Staphylococcus aureus.
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spelling pubmed-66694352019-08-08 Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment Lee, Jihye Lee, Jusung Kim, Geum Jin Yang, Inho Wang, Weihong Nam, Joo-Won Choi, Hyukjae Nam, Sang-Jip Kang, Heonjoong Mar Drugs Article Mycousfurans (1 and 2), two new usnic acid congeners, along with (−)-mycousnine (3), (−)-placodiolic acid (4), and (+)-usnic acid (5), were isolated using high-performance liquid chromatography-ultraviolet (HPLC-UV)-guided fractionation of extracts of Mycosphaerella sp. isolated from a marine sediment. The planar structures of 1 and 2 were elucidated using 1D and 2D NMR spectra. The relative configurations of the stereogenic carbons of 1 and 2 were established via analysis of their nuclear Overhauser spectroscopy (NOESY) spectra, and their absolute configurations were determined using a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compounds 1 and 2 were found to have antibacterial activity, showing moderate activity against Kocuria rhizophila and Staphylococcus aureus. MDPI 2019-07-19 /pmc/articles/PMC6669435/ /pubmed/31331101 http://dx.doi.org/10.3390/md17070422 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
Lee, Jihye
Lee, Jusung
Kim, Geum Jin
Yang, Inho
Wang, Weihong
Nam, Joo-Won
Choi, Hyukjae
Nam, Sang-Jip
Kang, Heonjoong
Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment
title Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment
title_full Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment
title_fullStr Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment
title_full_unstemmed Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment
title_short Mycousfurans A and B, Antibacterial Usnic Acid Congeners from the Fungus Mycosphaerella sp., Isolated from a Marine Sediment
title_sort mycousfurans a and b, antibacterial usnic acid congeners from the fungus mycosphaerella sp., isolated from a marine sediment
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6669435/
https://www.ncbi.nlm.nih.gov/pubmed/31331101
http://dx.doi.org/10.3390/md17070422
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