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Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10

ABSTRACT: Investigation of the entomogenous fungus Setosphaeria rostrate LGWB-10 from Harmonia axyridis led to the isolation of four new isocoumarin derivatives, setosphlides A–D (1–4), and four known analogues (5–8). Their planar structures and the relative configurations were elucidated by compreh...

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Autores principales: Gao, Wenbin, Wang, Xiaoxia, Chen, Fengli, Li, Chunqing, Cao, Fei, Luo, Duqiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7933304/
https://www.ncbi.nlm.nih.gov/pubmed/33411321
http://dx.doi.org/10.1007/s13659-020-00292-8
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author Gao, Wenbin
Wang, Xiaoxia
Chen, Fengli
Li, Chunqing
Cao, Fei
Luo, Duqiang
author_facet Gao, Wenbin
Wang, Xiaoxia
Chen, Fengli
Li, Chunqing
Cao, Fei
Luo, Duqiang
author_sort Gao, Wenbin
collection PubMed
description ABSTRACT: Investigation of the entomogenous fungus Setosphaeria rostrate LGWB-10 from Harmonia axyridis led to the isolation of four new isocoumarin derivatives, setosphlides A–D (1–4), and four known analogues (5–8). Their planar structures and the relative configurations were elucidated by comprehensive spectroscopic methods. The absolute configurations of isocoumarin nucleus for 1–4 were elucidated by their ECD spectra. The C-10 relative configurations for the pair of C-10 epimers (1 and 2) were established by comparing the magnitude of the computed (13)C NMR chemical shifts (Δδ(calcd.)) with the experimental (13)C NMR values (Δδ(exp.)) for the epimers. All of the isolated compounds (1–8) were evaluated for their cytotoxicities against four human tumor cell lines MCF-7, MGC-803, HeLa, and Huh-7. GRAPHIC ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version of this article (10.1007/s13659-020-00292-8) contains supplementary material, which is available to authorized users.
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spelling pubmed-79333042021-03-19 Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10 Gao, Wenbin Wang, Xiaoxia Chen, Fengli Li, Chunqing Cao, Fei Luo, Duqiang Nat Prod Bioprospect Original Article ABSTRACT: Investigation of the entomogenous fungus Setosphaeria rostrate LGWB-10 from Harmonia axyridis led to the isolation of four new isocoumarin derivatives, setosphlides A–D (1–4), and four known analogues (5–8). Their planar structures and the relative configurations were elucidated by comprehensive spectroscopic methods. The absolute configurations of isocoumarin nucleus for 1–4 were elucidated by their ECD spectra. The C-10 relative configurations for the pair of C-10 epimers (1 and 2) were established by comparing the magnitude of the computed (13)C NMR chemical shifts (Δδ(calcd.)) with the experimental (13)C NMR values (Δδ(exp.)) for the epimers. All of the isolated compounds (1–8) were evaluated for their cytotoxicities against four human tumor cell lines MCF-7, MGC-803, HeLa, and Huh-7. GRAPHIC ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version of this article (10.1007/s13659-020-00292-8) contains supplementary material, which is available to authorized users. Springer Singapore 2021-01-07 /pmc/articles/PMC7933304/ /pubmed/33411321 http://dx.doi.org/10.1007/s13659-020-00292-8 Text en © The Author(s) 2021 Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Original Article
Gao, Wenbin
Wang, Xiaoxia
Chen, Fengli
Li, Chunqing
Cao, Fei
Luo, Duqiang
Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
title Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
title_full Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
title_fullStr Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
title_full_unstemmed Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
title_short Setosphlides A–D, New Isocoumarin Derivatives from the Entomogenous Fungus Setosphaeria rostrate LGWB-10
title_sort setosphlides a–d, new isocoumarin derivatives from the entomogenous fungus setosphaeria rostrate lgwb-10
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7933304/
https://www.ncbi.nlm.nih.gov/pubmed/33411321
http://dx.doi.org/10.1007/s13659-020-00292-8
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