Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents

Detalhes bibliográficos
Autor(a) principal: Kumla, D
Data de Publicação: 2019
Outros Autores: Dethoup, T, Gales, L, Pereira, J, Freitas-Silva, J, Costa, P, Silva, A, Pinto, M, Kijjoa, A
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: https://hdl.handle.net/10216/136268
Resumo: A new polyketide erubescensoic acid (1), and the previously reported xanthonopyrone, SPF-3059-26 (2), were isolated from the uninvestigated fractions of the ethyl acetate crude extract of the marine sponge-associated fungus Penicillium erubescens KUFA0220. The structures of the new compound, erubescensoic acid (1), and the previously reported SPF-3059-26 (2), were elucidated by extensive analysis of 1D and 2D-NMR spectra as well as HRMS. The absolute configuration of the stereogenic carbon of erubescensoic acid (1) was determined by X-ray analysis. Erubescensoic acid (1) and SPF-3059-26 (2), together with erubescenschromone B (3), penialidin D (4), and 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromen-5-carboxylic acid (5), recently isolated from this fungus, were assayed for their antibacterial activity against gram-positive and gram-negative reference strains and the multidrug-resistant (MDR) strains from the environment. The capacity of these compounds to interfere with the bacterial biofilm formation and their potential synergism with clinically relevant antibiotics for the MDR strains were also investigated.
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spelling Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituentsAntibacterial activityAntibiofilm activityAntibiotic synergyErubescensoic acidMarine sponge-associated fungusPenicillium erubescensPolyketidesSPF-3059-267A new polyketide erubescensoic acid (1), and the previously reported xanthonopyrone, SPF-3059-26 (2), were isolated from the uninvestigated fractions of the ethyl acetate crude extract of the marine sponge-associated fungus Penicillium erubescens KUFA0220. The structures of the new compound, erubescensoic acid (1), and the previously reported SPF-3059-26 (2), were elucidated by extensive analysis of 1D and 2D-NMR spectra as well as HRMS. The absolute configuration of the stereogenic carbon of erubescensoic acid (1) was determined by X-ray analysis. Erubescensoic acid (1) and SPF-3059-26 (2), together with erubescenschromone B (3), penialidin D (4), and 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromen-5-carboxylic acid (5), recently isolated from this fungus, were assayed for their antibacterial activity against gram-positive and gram-negative reference strains and the multidrug-resistant (MDR) strains from the environment. The capacity of these compounds to interfere with the bacterial biofilm formation and their potential synergism with clinically relevant antibiotics for the MDR strains were also investigated.MDPI20192019-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/10216/136268eng1420-304910.3390/molecules24010208Kumla, DDethoup, TGales, LPereira, JFreitas-Silva, JCosta, PSilva, APinto, MKijjoa, Ainfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-29T14:56:12Zoai:repositorio-aberto.up.pt:10216/136268Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T00:11:57.973317Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
title Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
spellingShingle Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
Kumla, D
Antibacterial activity
Antibiofilm activity
Antibiotic synergy
Erubescensoic acid
Marine sponge-associated fungus
Penicillium erubescens
Polyketides
SPF-3059-267
title_short Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
title_full Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
title_fullStr Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
title_full_unstemmed Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
title_sort Erubescensoic Acid, a new polyketide and a xanthonopyrone SPF-3059-26 From the culture of the marine sponge-associated fungus penicillium erubescens KUFA 0220 and Antibacterial activity evaluation of some of its constituents
author Kumla, D
author_facet Kumla, D
Dethoup, T
Gales, L
Pereira, J
Freitas-Silva, J
Costa, P
Silva, A
Pinto, M
Kijjoa, A
author_role author
author2 Dethoup, T
Gales, L
Pereira, J
Freitas-Silva, J
Costa, P
Silva, A
Pinto, M
Kijjoa, A
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Kumla, D
Dethoup, T
Gales, L
Pereira, J
Freitas-Silva, J
Costa, P
Silva, A
Pinto, M
Kijjoa, A
dc.subject.por.fl_str_mv Antibacterial activity
Antibiofilm activity
Antibiotic synergy
Erubescensoic acid
Marine sponge-associated fungus
Penicillium erubescens
Polyketides
SPF-3059-267
topic Antibacterial activity
Antibiofilm activity
Antibiotic synergy
Erubescensoic acid
Marine sponge-associated fungus
Penicillium erubescens
Polyketides
SPF-3059-267
description A new polyketide erubescensoic acid (1), and the previously reported xanthonopyrone, SPF-3059-26 (2), were isolated from the uninvestigated fractions of the ethyl acetate crude extract of the marine sponge-associated fungus Penicillium erubescens KUFA0220. The structures of the new compound, erubescensoic acid (1), and the previously reported SPF-3059-26 (2), were elucidated by extensive analysis of 1D and 2D-NMR spectra as well as HRMS. The absolute configuration of the stereogenic carbon of erubescensoic acid (1) was determined by X-ray analysis. Erubescensoic acid (1) and SPF-3059-26 (2), together with erubescenschromone B (3), penialidin D (4), and 7-hydroxy-6-methoxy-4-oxo-3-[(1E)-3-oxobut-1-en-1-yl]-4H-chromen-5-carboxylic acid (5), recently isolated from this fungus, were assayed for their antibacterial activity against gram-positive and gram-negative reference strains and the multidrug-resistant (MDR) strains from the environment. The capacity of these compounds to interfere with the bacterial biofilm formation and their potential synergism with clinically relevant antibiotics for the MDR strains were also investigated.
publishDate 2019
dc.date.none.fl_str_mv 2019
2019-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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status_str publishedVersion
dc.identifier.uri.fl_str_mv https://hdl.handle.net/10216/136268
url https://hdl.handle.net/10216/136268
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1420-3049
10.3390/molecules24010208
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dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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