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Lactones from the Sponge-Derived Fungus Talaromyces rugulosus

The marine-derived fungus Talaromyces rugulosus isolated from the Mediterranean sponge Axinella cannabina and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides (1–5), seven (3S)-resorcylide derivatives (6–12), two butenolide-resorcylide dimers (13 and 14)...

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Autores principales: Küppers, Lisa, Ebrahim, Weaam, El-Neketi, Mona, Özkaya, Ferhat C., Mándi, Attila, Kurtán, Tibor, Orfali, Raha S., Müller, Werner E. G., Hartmann, Rudolf, Lin, Wenhan, Song, Weiguo, Liu, Zhen, Proksch, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5706048/
https://www.ncbi.nlm.nih.gov/pubmed/29135916
http://dx.doi.org/10.3390/md15110359
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author Küppers, Lisa
Ebrahim, Weaam
El-Neketi, Mona
Özkaya, Ferhat C.
Mándi, Attila
Kurtán, Tibor
Orfali, Raha S.
Müller, Werner E. G.
Hartmann, Rudolf
Lin, Wenhan
Song, Weiguo
Liu, Zhen
Proksch, Peter
author_facet Küppers, Lisa
Ebrahim, Weaam
El-Neketi, Mona
Özkaya, Ferhat C.
Mándi, Attila
Kurtán, Tibor
Orfali, Raha S.
Müller, Werner E. G.
Hartmann, Rudolf
Lin, Wenhan
Song, Weiguo
Liu, Zhen
Proksch, Peter
author_sort Küppers, Lisa
collection PubMed
description The marine-derived fungus Talaromyces rugulosus isolated from the Mediterranean sponge Axinella cannabina and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides (1–5), seven (3S)-resorcylide derivatives (6–12), two butenolide-resorcylide dimers (13 and 14), and three dihydroisocoumarins (15–17). Among them, fourteen compounds (1–3, 6–16) are new natural products. The structures of the isolated compounds were elucidated by 1D and 2D NMR (Nuclear Magnetic Resonance) spectroscopy as well as by ESI-HRMS (ElectroSpray Ionization-High Resolution Mass Spectrometry). TDDFT-ECD (Time-Dependent Density Functional Theory-Electronic Circular Dichroism) calculations were performed to determine the absolute configurations of chiral compounds. The butenolide-resorcylide dimers talarodilactones A and B (13 and 14) exhibited potent cytotoxicity against the L5178Y murine lymphoma cell line with IC(50) values of 3.9 and 1.3 µM, respectively.
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spelling pubmed-57060482017-12-04 Lactones from the Sponge-Derived Fungus Talaromyces rugulosus Küppers, Lisa Ebrahim, Weaam El-Neketi, Mona Özkaya, Ferhat C. Mándi, Attila Kurtán, Tibor Orfali, Raha S. Müller, Werner E. G. Hartmann, Rudolf Lin, Wenhan Song, Weiguo Liu, Zhen Proksch, Peter Mar Drugs Article The marine-derived fungus Talaromyces rugulosus isolated from the Mediterranean sponge Axinella cannabina and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides (1–5), seven (3S)-resorcylide derivatives (6–12), two butenolide-resorcylide dimers (13 and 14), and three dihydroisocoumarins (15–17). Among them, fourteen compounds (1–3, 6–16) are new natural products. The structures of the isolated compounds were elucidated by 1D and 2D NMR (Nuclear Magnetic Resonance) spectroscopy as well as by ESI-HRMS (ElectroSpray Ionization-High Resolution Mass Spectrometry). TDDFT-ECD (Time-Dependent Density Functional Theory-Electronic Circular Dichroism) calculations were performed to determine the absolute configurations of chiral compounds. The butenolide-resorcylide dimers talarodilactones A and B (13 and 14) exhibited potent cytotoxicity against the L5178Y murine lymphoma cell line with IC(50) values of 3.9 and 1.3 µM, respectively. MDPI 2017-11-14 /pmc/articles/PMC5706048/ /pubmed/29135916 http://dx.doi.org/10.3390/md15110359 Text en © 2017 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Küppers, Lisa
Ebrahim, Weaam
El-Neketi, Mona
Özkaya, Ferhat C.
Mándi, Attila
Kurtán, Tibor
Orfali, Raha S.
Müller, Werner E. G.
Hartmann, Rudolf
Lin, Wenhan
Song, Weiguo
Liu, Zhen
Proksch, Peter
Lactones from the Sponge-Derived Fungus Talaromyces rugulosus
title Lactones from the Sponge-Derived Fungus Talaromyces rugulosus
title_full Lactones from the Sponge-Derived Fungus Talaromyces rugulosus
title_fullStr Lactones from the Sponge-Derived Fungus Talaromyces rugulosus
title_full_unstemmed Lactones from the Sponge-Derived Fungus Talaromyces rugulosus
title_short Lactones from the Sponge-Derived Fungus Talaromyces rugulosus
title_sort lactones from the sponge-derived fungus talaromyces rugulosus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5706048/
https://www.ncbi.nlm.nih.gov/pubmed/29135916
http://dx.doi.org/10.3390/md15110359
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