title: New Polyketides and New Benzoic Acid Derivatives from the Marine Sponge-Associated Fungus Neosartorya quadricincta KUFA 0081.
abstract: Two new pentaketides, including a new benzofuran-1-one derivative (1) and a new isochromen-1-one (5), and seven new benzoic acid derivatives, including two new benzopyran derivatives (2a, b), a new benzoxepine derivative (3), two new chromen-4-one derivatives (4b, 7) and two new benzofuran derivatives (6a, b), were isolated, together with the previously reported 2,3-dihydro-6-hydroxy-2,2-dimethyl-4H-1-benzopyran-4-one (4a), from the culture of the marine sponge-associated fungus Neosartorya quadricincta KUFA 0081. The structures of the new compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compounds 1, 2a, 4b, 5, 6a and 7, the absolute configurations of their stereogenic carbons were determined by an X-ray crystallographic analysis. None of the isolated compounds were active in the tests for antibacterial activity against Gram-positive and Gram-negative bacteria, as well as multidrug-resistant isolates from the environment (MIC > 256 μg/mL), antifungal activity against yeast (Candida albicans ATTC 10231), filamentous fungus (Aspergillus fumigatus ATTC 46645) and dermatophyte (Trichophyton rubrum FF5) (MIC > 512 µg/mL) and in vitro growth inhibitory activity against the MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A375-C5 (melanoma) cell lines (GI50 > 150 µM) by the protein binding dye SRB method.
authors.affiliation: ICBAS-Instituto de Ci&#234;ncias Biom&#233;dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. chadaporn@buu.ac.th.|Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 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, 10900 Bangkok, Thailand. agrtdd@ku.ac.th.
authors.forename: Tida
authors.initials: T
authors.lastname: Dethoup
authors.affiliation: ICBAS-Instituto de Ci&#234;ncias Biom&#233;dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. lgales@ibmc.up.pt.|Instituto de Biologia Molecular e Celular (IBMC), 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: Department of Chemistry, University of Leicester, University Road, Leicester LE 7 RH, UK. ml34@leicester.ac.uk.
authors.forename: Michael
authors.initials: M
authors.lastname: Lee
authors.affiliation: ICBAS-Instituto de Ci&#234;ncias Biom&#233;dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. jpereira@icbas.up.pt.
authors.forename: José A C
authors.initials: JA
authors.lastname: Pereira
authors.affiliation: Departamento de Qu&#237;mica &amp; QOPNA, Universidade de Aveiro, 3810-193 Aveiro, Portugal. artur.silva@ua.pt.
authors.forename: Artur M S
authors.initials: AM
authors.lastname: Silva
authors.affiliation: Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-313 Porto, Portugal. madalena@ff.up.pt.|Laborat&#243;rio de Qu&#237;mica Org&#226;nica, Departamento de Ci&#234;ncias Qu&#237;micas, Faculdade de Farm&#225;cia Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. madalena@ff.up.pt.
authors.forename: Madalena M M
authors.initials: MM
authors.lastname: Pinto
authors.affiliation: ICBAS-Instituto de Ci&#234;ncias Biom&#233;dicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. ankijjoa@icbas.up.pt.|Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 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; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology; D003883:Arthrodermataceae / Q000187:drug effects; D001232:Aspergillus fumigatus / Q000187:drug effects; D001419:Bacteria / Q000187:drug effects; D019817:Benzoic Acid / Q000737:chemistry* / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000494:pharmacology; D001943:Breast Neoplasms / Q000188:drug therapy; D002176:Candida albicans / Q000187:drug effects; D002289:Carcinoma, Non-Small-Cell Lung / Q000188:drug therapy; D045744:Cell Line, Tumor; D005260:Female; D005658:Fungi / Q000737:chemistry*; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008545:Melanoma / Q000188:drug therapy; D008826:Microbial Sensitivity Tests / Q000379:methods; D055326:Neosartorya / Q000737:chemistry*; D061065:Polyketides / Q000737:chemistry* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D001578:Benzopyrans; D061065:Polyketides; D019817:Benzoic Acid
keywords: Clathria reinwardti; Neosartorya quadricincta KUFA 0081; benzoic acid derivatives; marine-derived fungus; pentaketides; polyketides