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Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †

Previously unreported anthraquinone, acetylpenipurdin A (4), biphenyl ether, neospinosic acid (6), dibenzodioxepinone, and spinolactone (7) were isolated, together with (R)-6-hydroxymellein (1), penipurdin A (2), acetylquestinol (3), tenellic acid C (5), and vermixocin A (8) from the culture of a ma...

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Autores principales: de Sá, Joana D. M., Pereira, José A., Dethoup, Tida, Cidade, Honorina, Sousa, Maria Emília, Rodrigues, Inês C., Costa, Paulo M., Mistry, Sharad, Silva, Artur M. S., Kijjoa, Anake
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8401666/
https://www.ncbi.nlm.nih.gov/pubmed/34436296
http://dx.doi.org/10.3390/md19080457
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author de Sá, Joana D. M.
Pereira, José A.
Dethoup, Tida
Cidade, Honorina
Sousa, Maria Emília
Rodrigues, Inês C.
Costa, Paulo M.
Mistry, Sharad
Silva, Artur M. S.
Kijjoa, Anake
author_facet de Sá, Joana D. M.
Pereira, José A.
Dethoup, Tida
Cidade, Honorina
Sousa, Maria Emília
Rodrigues, Inês C.
Costa, Paulo M.
Mistry, Sharad
Silva, Artur M. S.
Kijjoa, Anake
author_sort de Sá, Joana D. M.
collection PubMed
description Previously unreported anthraquinone, acetylpenipurdin A (4), biphenyl ether, neospinosic acid (6), dibenzodioxepinone, and spinolactone (7) were isolated, together with (R)-6-hydroxymellein (1), penipurdin A (2), acetylquestinol (3), tenellic acid C (5), and vermixocin A (8) from the culture of a marine sponge-associated fungus Neosartorya spinosa KUFA1047. The structures of the previously unreported compounds were established based on an extensive analysis of 1D and 2D NMR spectra as well as HRMS data. The absolute configurations of the stereogenic centers of 5 and 7 were established unambiguously by comparing their calculated and experimental electronic circular dichroism (ECD) spectra. Compounds 2 and 5–8 were tested for their in vitro acetylcholinesterase and tyrosinase inhibitory activities as well as their antibacterial activity against Gram-positive and Gram-negative reference, and multidrug-resistant strains isolated from the environment. The tested compounds were also evaluated for their capacity to inhibit biofilm formation in the reference strains.
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spelling pubmed-84016662021-08-29 Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 † de Sá, Joana D. M. Pereira, José A. Dethoup, Tida Cidade, Honorina Sousa, Maria Emília Rodrigues, Inês C. Costa, Paulo M. Mistry, Sharad Silva, Artur M. S. Kijjoa, Anake Mar Drugs Article Previously unreported anthraquinone, acetylpenipurdin A (4), biphenyl ether, neospinosic acid (6), dibenzodioxepinone, and spinolactone (7) were isolated, together with (R)-6-hydroxymellein (1), penipurdin A (2), acetylquestinol (3), tenellic acid C (5), and vermixocin A (8) from the culture of a marine sponge-associated fungus Neosartorya spinosa KUFA1047. The structures of the previously unreported compounds were established based on an extensive analysis of 1D and 2D NMR spectra as well as HRMS data. The absolute configurations of the stereogenic centers of 5 and 7 were established unambiguously by comparing their calculated and experimental electronic circular dichroism (ECD) spectra. Compounds 2 and 5–8 were tested for their in vitro acetylcholinesterase and tyrosinase inhibitory activities as well as their antibacterial activity against Gram-positive and Gram-negative reference, and multidrug-resistant strains isolated from the environment. The tested compounds were also evaluated for their capacity to inhibit biofilm formation in the reference strains. MDPI 2021-08-11 /pmc/articles/PMC8401666/ /pubmed/34436296 http://dx.doi.org/10.3390/md19080457 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
de Sá, Joana D. M.
Pereira, José A.
Dethoup, Tida
Cidade, Honorina
Sousa, Maria Emília
Rodrigues, Inês C.
Costa, Paulo M.
Mistry, Sharad
Silva, Artur M. S.
Kijjoa, Anake
Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †
title Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †
title_full Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †
title_fullStr Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †
title_full_unstemmed Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †
title_short Anthraquinones, Diphenyl Ethers, and Their Derivatives from the Culture of the Marine Sponge-Associated Fungus Neosartorya spinosa KUFA 1047 †
title_sort anthraquinones, diphenyl ethers, and their derivatives from the culture of the marine sponge-associated fungus neosartorya spinosa kufa 1047 †
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8401666/
https://www.ncbi.nlm.nih.gov/pubmed/34436296
http://dx.doi.org/10.3390/md19080457
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