Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273

Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (4–7), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium bref...

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Autores principales: An, Chun-Yan, Li, Xiao-Ming, Li, Chun-Shun, Xu, Gang-Ming, Wang, Bin-Gui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3944513/
https://www.ncbi.nlm.nih.gov/pubmed/24473173
http://dx.doi.org/10.3390/md12020746
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author An, Chun-Yan
Li, Xiao-Ming
Li, Chun-Shun
Xu, Gang-Ming
Wang, Bin-Gui
author_facet An, Chun-Yan
Li, Xiao-Ming
Li, Chun-Shun
Xu, Gang-Ming
Wang, Bin-Gui
author_sort An, Chun-Yan
collection PubMed
description Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (4–7), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium brefeldianum SD-273. Their structures were determined based on the extensive spectroscopic analysis and compound 1 was confirmed by X-ray crystallographic analysis. The absolute configuration of compounds 1–3 was determined using chiral HPLC analysis of their acidic hydrolysates. Each of the isolated compounds was evaluated for antibacterial and cytotoxic activity as well as brine shrimp (Artemia salina) lethality.
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spelling pubmed-39445132014-03-07 Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273 An, Chun-Yan Li, Xiao-Ming Li, Chun-Shun Xu, Gang-Ming Wang, Bin-Gui Mar Drugs Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (4–7), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium brefeldianum SD-273. Their structures were determined based on the extensive spectroscopic analysis and compound 1 was confirmed by X-ray crystallographic analysis. The absolute configuration of compounds 1–3 was determined using chiral HPLC analysis of their acidic hydrolysates. Each of the isolated compounds was evaluated for antibacterial and cytotoxic activity as well as brine shrimp (Artemia salina) lethality. MDPI 2014-01-27 /pmc/articles/PMC3944513/ /pubmed/24473173 http://dx.doi.org/10.3390/md12020746 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle An, Chun-Yan
Li, Xiao-Ming
Li, Chun-Shun
Xu, Gang-Ming
Wang, Bin-Gui
Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
title Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
title_full Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
title_fullStr Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
title_full_unstemmed Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
title_short Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273
title_sort prenylated indolediketopiperazine peroxides and related homologues from the marine sediment-derived fungus penicillium brefeldianum sd-273
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3944513/
https://www.ncbi.nlm.nih.gov/pubmed/24473173
http://dx.doi.org/10.3390/md12020746
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