2. Academic Validation
  3. New isocoumarin derivatives and meroterpenoids from the marine sponge-associated fungus Aspergillus similanensis sp. nov. KUFA 0013

New isocoumarin derivatives and meroterpenoids from the marine sponge-associated fungus Aspergillus similanensis sp. nov. KUFA 0013

  • Mar Drugs. 2014 Oct 14;12(10):5160-73. doi: 10.3390/md12105160.
Chadaporn Prompanya 1,  Tida Dethoup 2,  Lucinda J Bessa 3,  Madalena M M Pinto 4,  Luís Gales 5,  Paulo M Costa 6,  Artur M S Silva 7,  Anake Kijjoa 8
Affiliations

Affiliations

  • 1 ICBAS-Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313 Porto, Portugal. chadaporn@buu.ac.th.
  • 2 Department of Plant Pathology, Faculty of Agriculture, Kasetsart University, Bangkok 10240, Thailand. agrtdd@ku.ac.th.
  • 3 ICBAS-Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313 Porto, Portugal. lbessa@ciimar.up.pt.
  • 4 Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-123 Porto, Portugal. madalena@ff.up.pt.
  • 5 ICBAS-Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313 Porto, Portugal. lgales@ibmc.up.pt.
  • 6 ICBAS-Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313 Porto, Portugal. pmcosta@icbas.up.pt.
  • 7 Departamento de Química & QOPNA, Universidade de Aveiro, 4810-193 Aveiro, Portugal. artur.silva@ua.pt.
  • 8 ICBAS-Instituto de Ciências Biomédicas de Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313 Porto, Portugal. ankijjoa@icbas.up.pt.
PMID: 25317534 DOI: 10.3390/md12105160
Abstract

Two new isocoumarin derivatives, including a new 5-hydroxy-8-methyl-2H, 6H-pyrano[3,4-g]chromen-2,6-dione (1) and 6,8-dihydroxy-3,7-dimethylisocoumarin (2b), a new chevalone derivative, named chevalone E (3), and a new natural product pyripyropene S (6) were isolated together with 6, 8-dihydroxy-3-methylisocoumarin (2a), reticulol (2c), p-hydroxybenzaldehyde, chevalone B, chevalone C, S14-95 (4), and pyripyropene E (5) from the ethyl acetate extract of the undescribed marine sponge-associated fungus Aspergillus similanensis KUFA 0013. The structures of the new compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compound 3, X-ray analysis was used to confirm its structure and the absolute configuration of its stereogenic carbons. Compounds 1, 2a-c and 3-6 were evaluated for their antimicrobial activity against Gram-positive and Gram-negative bacteria, Candida albicans ATCC 10231, and multidrug-resistant isolates from the environment. Chevalone E (3) was found to show synergism with the Antibiotic oxacillin against methicillin-resistant Staphylococcus aureus (MRSA).

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