title: A new cyclic hexapeptide and a new isocoumarin derivative from the marine sponge-associated fungus Aspergillus similanensis KUFA 0013.
abstract: A new isocoumarin derivative, similanpyrone C (1), a new cyclohexapeptide, similanamide (2), and a new pyripyropene derivative, named pyripyropene T (3) were isolated from the ethyl acetate extract of the culture of the marine sponge-associated fungus Aspergillus similanensis KUFA 0013. The structures of the compounds were established based on 1D and 2D NMR spectral analysis, and in the case of compound 2 the stereochemistry of its amino acid constituents was determined by chiral HPLC analysis of the hydrolysate by co-injection with the d and l amino acids standards. Compounds 2 and 3 were evaluated for their in vitro growth inhibitory activity against MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A373 (melanoma) cell lines, as well as antibacterial activity against reference strains and the environmental multidrug-resistant isolates (MRS and VRE). Only compound 2 exhibited weak activity against the three cancer cell lines, and neither of them showed antibacterial activity.
authors: ICBAS-Instituto de Ciências Biomédicas 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, 4050-123 Porto, Portugal. chadaporn@buu.ac.th.
authors: Chadaporn
authors: C
authors: Prompanya
authors: Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-123 Porto, Portugal. cfernandes@ff.up.pt.|Centro de Química Medicinal da Universidade do Porto (CEQUIMED-UP), Laboratório de Química Orgânica, Departamento de Ciências Químicas, Faculdade de Farmácia, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. cfernandes@ff.up.pt.
authors: Carla
authors: C
authors: Fernandes
authors: Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-123 Porto, Portugal. scravo@ff.up.pt.|Centro de Química Medicinal da Universidade do Porto (CEQUIMED-UP), Laboratório de Química Orgânica, Departamento de Ciências Químicas, Faculdade de Farmácia, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. scravo@ff.up.pt.
authors: Sara
authors: S
authors: Cravo
authors: Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Rua dos Bragas 289, 4050-123 Porto, Portugal. madalena@ff.up.pt.|Centro de Química Medicinal da Universidade do Porto (CEQUIMED-UP), Laboratório de Química Orgânica, Departamento de Ciências Químicas, Faculdade de Farmácia, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal. madalena@ff.up.pt.
authors: Madalena M M
authors: MM
authors: Pinto
authors: Department of Plant Pathology, Faculty of Agriculture, Kasetsart University, Bangkok 10240, Thailand. agrtdd@ku.ac.th.
authors: Tida
authors: T
authors: Dethoup
authors: Departamento de Química & QOPNA, Universidade de Aveiro, 3810-193 Aveiro, Portugal. artur.silva@ua.pt.
authors: Artur M S
authors: AM
authors: Silva
authors: ICBAS-Instituto de Ciências Biomédicas 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, 4050-123 Porto, Portugal. ankijjoa@icbas.up.pt.
authors: Anake
authors: A
authors: Kijjoa
mesh_terms: D000818:Animals; D001230:Aspergillus / Q000302:isolation & purification / Q000378:metabolism*; D001419:Bacteria / Q000187:drug effects; D045744:Cell Line, Tumor; D002851:Chromatography, High Pressure Liquid; D006801:Humans; D049934:Isocoumarins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D061986:MCF-7 Cells; D009682:Magnetic Resonance Spectroscopy; D009369:Neoplasms / Q000188:drug therapy / Q000473:pathology; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D011161:Porifera / Q000382:microbiology*
chemical_list: D049934:Isocoumarins; D010456:Peptides, Cyclic