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

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

  • Mar Drugs. 2018 Aug 20;16(8):289. doi: 10.3390/md16080289.
Decha Kumla 1 2,  José A Pereira 3 4,  Tida Dethoup 5,  Luis Gales 6 7,  Joana Freitas-Silva 8 9,  Paulo M Costa 10 11,  Michael Lee 12,  Artur M S Silva 13,  Nazim Sekeroglu 14,  Madalena M M Pinto 15 16,  Anake Kijjoa 17 18
Affiliations

Affiliations

  • 1 ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. Decha1987@hotmail.com.
  • 2 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. Decha1987@hotmail.com.
  • 3 ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. jpereira@icbas.up.pt.
  • 4 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. jpereira@icbas.up.pt.
  • 5 Department of Plant Pathology, Faculty of Agriculture, Kasetsart University, Bangkok 10240, Thailand. tdethoup@yahoo.com.
  • 6 ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. lgales@ibmc.up.pt.
  • 7 Instituto de Biologia Molecular e Celular (i3S-IBMC), Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. lgales@ibmc.up.pt.
  • 8 ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. joanafreitasdasilva@gmail.com.
  • 9 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. joanafreitasdasilva@gmail.com.
  • 10 ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. pmcosta@icbas.up.pt.
  • 11 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. pmcosta@icbas.up.pt.
  • 12 Department of Chemistry, University of Leicester, University Road, Leicester LE 7 RH, UK. ml34@leicester.ac.uk.
  • 13 Departamento de Química & QOPNA, Universidade de Aveiro, 3810-193 Aveiro, Portugal. artur.silva@ua.pt.
  • 14 Department of Food Engineering, Faculty of Engineering and Architecture, Kilis 7 Aralık University, 79000 Kilis, Turkey. nsekeroglu@gmail.com.
  • 15 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. madalena@ff.up.pt.
  • 16 Laboratório de Química Orgânica, Departamento de Ciências Químicas, Faculdade de Farmácia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. madalena@ff.up.pt.
  • 17 ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. ankijjoa@icbas.up.pt.
  • 18 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. ankijjoa@icbas.up.pt.
PMID: 30127313 DOI: 10.3390/md16080289
Abstract

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.

Keywords

Aspergillaceae; GKK 1032B; Neopetrosia sp.; Penicillium erubescens; antibacterial activity; chromone derivatives; marine sponge-associated fungus; pyranochromone; spirofuranochromone.

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