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A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898

A new meroditerpene sartorenol (1), a new natural product takakiamide (2) and a new tryptoquivaline analog (3) were isolated, together with nine known compounds, including aszonapyrone A, chevalone B, aszonalenin, acetylaszonalenin, 3′-(4-oxoquinazolin-3-yl) spiro[1H-indole-3,5′-oxolane]-2,2′-dione,...

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Autores principales: May Zin, War War, Buttachon, Suradet, Buaruang, Jamrearn, Gales, Luís, Pereira, José A., Pinto, Madalena M. M., 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/PMC4483656/
https://www.ncbi.nlm.nih.gov/pubmed/26082989
http://dx.doi.org/10.3390/md13063776
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author May Zin, War War
Buttachon, Suradet
Buaruang, Jamrearn
Gales, Luís
Pereira, José A.
Pinto, Madalena M. M.
Silva, Artur M. S.
Kijjoa, Anake
author_facet May Zin, War War
Buttachon, Suradet
Buaruang, Jamrearn
Gales, Luís
Pereira, José A.
Pinto, Madalena M. M.
Silva, Artur M. S.
Kijjoa, Anake
author_sort May Zin, War War
collection PubMed
description A new meroditerpene sartorenol (1), a new natural product takakiamide (2) and a new tryptoquivaline analog (3) were isolated, together with nine known compounds, including aszonapyrone A, chevalone B, aszonalenin, acetylaszonalenin, 3′-(4-oxoquinazolin-3-yl) spiro[1H-indole-3,5′-oxolane]-2,2′-dione, tryptoquivalines L, F and H, and the isocoumarin derivative, 6-hydroxymellein, from the ethyl acetate extract of the culture of the algicolous fungus Neosartorya takakii KUFC 7898. The structures of the new compounds were established based on 1D and 2D NMR spectral analysis, and, in the case of sartorenol (1) and tryptoquivaline U (3), X-ray analysis was used to confirm their structures and to determine the absolute configuration of their stereogenic carbons. Compounds 1, 2 and 3 were evaluated for their antimicrobial activity against Gram-positive and Gram-negative bacteria, and multidrug-resistant isolates from the environment; however, none exhibited antibacterial activity (MIC ˃ 256 mg/mL). The three new compounds did not show any quorum sensing inhibition in the screening protocol based on the pigment production by Chromobacterium violaceum (ATCC 31532).
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spelling pubmed-44836562015-06-30 A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898 May Zin, War War Buttachon, Suradet Buaruang, Jamrearn Gales, Luís Pereira, José A. Pinto, Madalena M. M. Silva, Artur M. S. Kijjoa, Anake Mar Drugs Article A new meroditerpene sartorenol (1), a new natural product takakiamide (2) and a new tryptoquivaline analog (3) were isolated, together with nine known compounds, including aszonapyrone A, chevalone B, aszonalenin, acetylaszonalenin, 3′-(4-oxoquinazolin-3-yl) spiro[1H-indole-3,5′-oxolane]-2,2′-dione, tryptoquivalines L, F and H, and the isocoumarin derivative, 6-hydroxymellein, from the ethyl acetate extract of the culture of the algicolous fungus Neosartorya takakii KUFC 7898. The structures of the new compounds were established based on 1D and 2D NMR spectral analysis, and, in the case of sartorenol (1) and tryptoquivaline U (3), X-ray analysis was used to confirm their structures and to determine the absolute configuration of their stereogenic carbons. Compounds 1, 2 and 3 were evaluated for their antimicrobial activity against Gram-positive and Gram-negative bacteria, and multidrug-resistant isolates from the environment; however, none exhibited antibacterial activity (MIC ˃ 256 mg/mL). The three new compounds did not show any quorum sensing inhibition in the screening protocol based on the pigment production by Chromobacterium violaceum (ATCC 31532). MDPI 2015-06-15 /pmc/articles/PMC4483656/ /pubmed/26082989 http://dx.doi.org/10.3390/md13063776 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
May Zin, War War
Buttachon, Suradet
Buaruang, Jamrearn
Gales, Luís
Pereira, José A.
Pinto, Madalena M. M.
Silva, Artur M. S.
Kijjoa, Anake
A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898
title A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898
title_full A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898
title_fullStr A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898
title_full_unstemmed A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898
title_short A New Meroditerpene and a New Tryptoquivaline Analog from the Algicolous Fungus Neosartorya takakii KUFC 7898
title_sort new meroditerpene and a new tryptoquivaline analog from the algicolous fungus neosartorya takakii kufc 7898
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4483656/
https://www.ncbi.nlm.nih.gov/pubmed/26082989
http://dx.doi.org/10.3390/md13063776
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