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

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ICBAS—Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal
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Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Universidade do Porto, Terminal de Cruzeiros do Porto de Lexões, Av. General Norton de Matos s/n, 4450-208 Matosinhos, Portugal
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Department of Plant Pathology, Faculty of Agriculture, Kasetsart University, Bangkok 10240, Thailand
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Instituto de Biologia Molecular e Celular (i3S-IBMC), Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal
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Department of Chemistry, University of Leicester, University Road, Leicester LE 7 RH, UK
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Departamento de Química & QOPNA, Universidade de Aveiro, 3810-193 Aveiro, Portugal
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Department of Food Engineering, Faculty of Engineering and Architecture, Kilis 7 Aralık University, 79000 Kilis, Turkey
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Laboratório de Química Orgânica, Departamento de Ciências Químicas, Faculdade de Farmácia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal
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Authors to whom correspondence should be addressed.
Mar. Drugs 2018, 16(8), 289; https://doi.org/10.3390/md16080289
Received: 2 August 2018 / Revised: 15 August 2018 / Accepted: 18 August 2018 / Published: 20 August 2018
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 1ae, 2a, 3a, 4, 79, 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. View Full-Text
Keywords: Penicillium erubescens; Aspergillaceae; marine sponge-associated fungus; Neopetrosia sp.; chromone derivatives; GKK 1032B; pyranochromone; spirofuranochromone; antibacterial activity Penicillium erubescens; Aspergillaceae; marine sponge-associated fungus; Neopetrosia sp.; chromone derivatives; GKK 1032B; pyranochromone; spirofuranochromone; antibacterial activity
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MDPI and ACS Style

Kumla, D.; Pereira, J.A.; Dethoup, T.; Gales, L.; Freitas-Silva, J.; Costa, P.M.; Lee, M.; Silva, A.M.S.; Sekeroglu, N.; Pinto, M.M.M.; Kijjoa, A. Chromone Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Penicillium erubescens KUFA0220 and Their Antibacterial Activity. Mar. Drugs 2018, 16, 289.

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