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Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity

A previously unreported chromene derivative, 1-hydroxy-12-methoxycitromycin (1c), and four previously undescribed chromone derivatives, including pyanochromone (3b), spirofuranochromone (4), 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromene-5-carboxylic acid (5), a pyranochromone dim...

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Autores principales: Kumla, Decha, Pereira, José A., Dethoup, Tida, Gales, Luis, Freitas-Silva, Joana, Costa, Paulo M., Lee, Michael, Silva, Artur M. S., Sekeroglu, Nazim, Pinto, Madalena M. M., Kijjoa, Anake
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6117697/
https://www.ncbi.nlm.nih.gov/pubmed/30127313
http://dx.doi.org/10.3390/md16080289
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author Kumla, Decha
Pereira, José A.
Dethoup, Tida
Gales, Luis
Freitas-Silva, Joana
Costa, Paulo M.
Lee, Michael
Silva, Artur M. S.
Sekeroglu, Nazim
Pinto, Madalena M. M.
Kijjoa, Anake
author_facet Kumla, Decha
Pereira, José A.
Dethoup, Tida
Gales, Luis
Freitas-Silva, Joana
Costa, Paulo M.
Lee, Michael
Silva, Artur M. S.
Sekeroglu, Nazim
Pinto, Madalena M. M.
Kijjoa, Anake
author_sort Kumla, Decha
collection PubMed
description A previously unreported chromene derivative, 1-hydroxy-12-methoxycitromycin (1c), and four previously undescribed chromone derivatives, including pyanochromone (3b), spirofuranochromone (4), 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromene-5-carboxylic acid (5), a pyranochromone dimer (6) were isolated, together with thirteen known compounds: β-sitostenone, ergosterol 5,8-endoperoxide, citromycin (1a), 12-methoxycitromycin (1b), myxotrichin D (1d), 12-methoxycitromycetin (1e), anhydrofulvic acid (2a), myxotrichin C (2b), penialidin D (2c), penialidin F (3a), SPF-3059-30 (7), GKK1032B (8) and secalonic acid A (9), from cultures of the marine sponge- associated fungus Penicillium erubescens KUFA0220. Compounds 1a–e, 2a, 3a, 4, 7–9, were tested for their antibacterial activity against Gram-positive and Gram-negative reference and multidrug-resistant strains isolated from the environment. Only 8 exhibited an in vitro growth inhibition of all Gram-positive bacteria whereas 9 showed growth inhibition of methicillin-resistant Staphyllococus aureus (MRSA). None of the compounds were active against Gram-negative bacteria tested.
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spelling pubmed-61176972018-09-05 Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity Kumla, Decha Pereira, José A. Dethoup, Tida Gales, Luis Freitas-Silva, Joana Costa, Paulo M. Lee, Michael Silva, Artur M. S. Sekeroglu, Nazim Pinto, Madalena M. M. Kijjoa, Anake Mar Drugs Article A previously unreported chromene derivative, 1-hydroxy-12-methoxycitromycin (1c), and four previously undescribed chromone derivatives, including pyanochromone (3b), spirofuranochromone (4), 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromene-5-carboxylic acid (5), a pyranochromone dimer (6) were isolated, together with thirteen known compounds: β-sitostenone, ergosterol 5,8-endoperoxide, citromycin (1a), 12-methoxycitromycin (1b), myxotrichin D (1d), 12-methoxycitromycetin (1e), anhydrofulvic acid (2a), myxotrichin C (2b), penialidin D (2c), penialidin F (3a), SPF-3059-30 (7), GKK1032B (8) and secalonic acid A (9), from cultures of the marine sponge- associated fungus Penicillium erubescens KUFA0220. Compounds 1a–e, 2a, 3a, 4, 7–9, were tested for their antibacterial activity against Gram-positive and Gram-negative reference and multidrug-resistant strains isolated from the environment. Only 8 exhibited an in vitro growth inhibition of all Gram-positive bacteria whereas 9 showed growth inhibition of methicillin-resistant Staphyllococus aureus (MRSA). None of the compounds were active against Gram-negative bacteria tested. MDPI 2018-08-20 /pmc/articles/PMC6117697/ /pubmed/30127313 http://dx.doi.org/10.3390/md16080289 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
Kumla, Decha
Pereira, José A.
Dethoup, Tida
Gales, Luis
Freitas-Silva, Joana
Costa, Paulo M.
Lee, Michael
Silva, Artur M. S.
Sekeroglu, Nazim
Pinto, Madalena M. M.
Kijjoa, Anake
Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
title Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
title_full Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
title_fullStr Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
title_full_unstemmed Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
title_short Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity
title_sort chromone derivatives and other constituents from cultures of the marine sponge-associated fungus penicillium erubescens kufa0220 and their antibacterial activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6117697/
https://www.ncbi.nlm.nih.gov/pubmed/30127313
http://dx.doi.org/10.3390/md16080289
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