title: New isocoumarin derivatives and meroterpenoids from the marine sponge-associated fungus Aspergillus similanensis sp. nov. KUFA 0013.
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).
authors.affiliation: 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.
authors.forename: Chadaporn
authors.initials: C
authors.lastname: Prompanya
authors.affiliation: Department of Plant Pathology, Faculty of Agriculture, Kasetsart University, Bangkok 10240, Thailand. agrtdd@ku.ac.th.
authors.forename: Tida
authors.initials: T
authors.lastname: Dethoup
authors.affiliation: 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.
authors.forename: Lucinda J
authors.initials: LJ
authors.lastname: Bessa
authors.affiliation: Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-123 Porto, Portugal. madalena@ff.up.pt.
authors.forename: Madalena M M
authors.initials: MM
authors.lastname: Pinto
authors.affiliation: 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.
authors.forename: Luís
authors.initials: L
authors.lastname: Gales
authors.affiliation: 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.
authors.forename: Paulo M
authors.initials: PM
authors.lastname: Costa
authors.affiliation: Departamento de Química & QOPNA, Universidade de Aveiro, 4810-193 Aveiro, Portugal. artur.silva@ua.pt.
authors.forename: Artur M S
authors.initials: AM
authors.lastname: Silva
authors.affiliation: 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.
authors.forename: Anake
authors.initials: A
authors.lastname: Kijjoa
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology; D001230:Aspergillus / Q000737:chemistry*; D001419:Bacteria / Q000187:drug effects; D001688:Biological Products / Q000737:chemistry / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects / Q000378:metabolism; D002244:Carbon / Q000378:metabolism; D005658:Fungi / Q000737:chemistry*; D049934:Isocoumarins / Q000737:chemistry* / Q000494:pharmacology; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D011161:Porifera / Q000382:microbiology*; D013729:Terpenes / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D001688:Biological Products; D049934:Isocoumarins; D013729:Terpenes; D002244:Carbon