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A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013

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 structur...

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Autores principales: Prompanya, Chadaporn, Fernandes, Carla, Cravo, Sara, Pinto, Madalena M. M., Dethoup, Tida, Silva, Artur M. S., Kijjoa, Anake
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4377992/
https://www.ncbi.nlm.nih.gov/pubmed/25789601
http://dx.doi.org/10.3390/md13031432
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author Prompanya, Chadaporn
Fernandes, Carla
Cravo, Sara
Pinto, Madalena M. M.
Dethoup, Tida
Silva, Artur M. S.
Kijjoa, Anake
author_facet Prompanya, Chadaporn
Fernandes, Carla
Cravo, Sara
Pinto, Madalena M. M.
Dethoup, Tida
Silva, Artur M. S.
Kijjoa, Anake
author_sort Prompanya, Chadaporn
collection PubMed
description 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.
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spelling pubmed-43779922015-04-27 A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013 Prompanya, Chadaporn Fernandes, Carla Cravo, Sara Pinto, Madalena M. M. Dethoup, Tida Silva, Artur M. S. Kijjoa, Anake Mar Drugs Article 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. MDPI 2015-03-17 /pmc/articles/PMC4377992/ /pubmed/25789601 http://dx.doi.org/10.3390/md13031432 Text en © 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Prompanya, Chadaporn
Fernandes, Carla
Cravo, Sara
Pinto, Madalena M. M.
Dethoup, Tida
Silva, Artur M. S.
Kijjoa, Anake
A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013
title A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013
title_full A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013
title_fullStr A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013
title_full_unstemmed A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013
title_short A New Cyclic Hexapeptide and a New Isocoumarin Derivative from the Marine Sponge-Associated Fungus Aspergillus similanensis KUFA 0013
title_sort new cyclic hexapeptide and a new isocoumarin derivative from the marine sponge-associated fungus aspergillus similanensis kufa 0013
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4377992/
https://www.ncbi.nlm.nih.gov/pubmed/25789601
http://dx.doi.org/10.3390/md13031432
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