Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense

Bioassay-guided fractionation of a cytotoxic extract derived from a solid potato dextrose agar (PDA) culture of Teratosphaeria sp. AK1128, a fungal endophyte of Equisetum arvense, afforded three new naphtho-γ-pyrone dimers, teratopyrones A–C (1–3), together with five known naphtho-γ-pyrones, auraspe...

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Autores principales: Xu, Ya-Ming, Arnold, A. Elizabeth, U′Ren, Jana M., Xuan, Li-Jiang, Wang, Wen-Qiong, Gunatilaka, A. A. Leslie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7662774/
https://www.ncbi.nlm.nih.gov/pubmed/33143346
http://dx.doi.org/10.3390/molecules25215058
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author Xu, Ya-Ming
Arnold, A. Elizabeth
U′Ren, Jana M.
Xuan, Li-Jiang
Wang, Wen-Qiong
Gunatilaka, A. A. Leslie
author_facet Xu, Ya-Ming
Arnold, A. Elizabeth
U′Ren, Jana M.
Xuan, Li-Jiang
Wang, Wen-Qiong
Gunatilaka, A. A. Leslie
author_sort Xu, Ya-Ming
collection PubMed
description Bioassay-guided fractionation of a cytotoxic extract derived from a solid potato dextrose agar (PDA) culture of Teratosphaeria sp. AK1128, a fungal endophyte of Equisetum arvense, afforded three new naphtho-γ-pyrone dimers, teratopyrones A–C (1–3), together with five known naphtho-γ-pyrones, aurasperone B (4), aurasperone C (5), aurasperone F (6), nigerasperone A (7), and fonsecin B (8), and two known diketopiperazines, asperazine (9) and isorugulosuvine (10). The structures of 1–3 were determined on the basis of their spectroscopic data. Cytotoxicity assay revealed that nigerasperone A (7) was moderately active against the cancer cell lines PC-3M (human metastatic prostate cancer), NCI-H460 (human non-small cell lung cancer), SF-268 (human CNS glioma), and MCF-7 (human breast cancer), with IC(50)s ranging from 2.37 to 4.12 μM while other metabolites exhibited no cytotoxic activity up to a concentration of 5.0 μM.
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spelling pubmed-76627742020-11-14 Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense Xu, Ya-Ming Arnold, A. Elizabeth U′Ren, Jana M. Xuan, Li-Jiang Wang, Wen-Qiong Gunatilaka, A. A. Leslie Molecules Article Bioassay-guided fractionation of a cytotoxic extract derived from a solid potato dextrose agar (PDA) culture of Teratosphaeria sp. AK1128, a fungal endophyte of Equisetum arvense, afforded three new naphtho-γ-pyrone dimers, teratopyrones A–C (1–3), together with five known naphtho-γ-pyrones, aurasperone B (4), aurasperone C (5), aurasperone F (6), nigerasperone A (7), and fonsecin B (8), and two known diketopiperazines, asperazine (9) and isorugulosuvine (10). The structures of 1–3 were determined on the basis of their spectroscopic data. Cytotoxicity assay revealed that nigerasperone A (7) was moderately active against the cancer cell lines PC-3M (human metastatic prostate cancer), NCI-H460 (human non-small cell lung cancer), SF-268 (human CNS glioma), and MCF-7 (human breast cancer), with IC(50)s ranging from 2.37 to 4.12 μM while other metabolites exhibited no cytotoxic activity up to a concentration of 5.0 μM. MDPI 2020-10-30 /pmc/articles/PMC7662774/ /pubmed/33143346 http://dx.doi.org/10.3390/molecules25215058 Text en © 2020 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
Xu, Ya-Ming
Arnold, A. Elizabeth
U′Ren, Jana M.
Xuan, Li-Jiang
Wang, Wen-Qiong
Gunatilaka, A. A. Leslie
Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense
title Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense
title_full Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense
title_fullStr Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense
title_full_unstemmed Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense
title_short Teratopyrones A–C, Dimeric Naphtho-γ-Pyrones and Other Metabolites from Teratosphaeria sp. AK1128, a Fungal Endophyte of Equisetum arvense
title_sort teratopyrones a–c, dimeric naphtho-γ-pyrones and other metabolites from teratosphaeria sp. ak1128, a fungal endophyte of equisetum arvense
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7662774/
https://www.ncbi.nlm.nih.gov/pubmed/33143346
http://dx.doi.org/10.3390/molecules25215058
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