Cargando…

Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle

Four new chromones, phomochromenones D–G (1–4), along with four known analogues, diaporchromone A (5), diaporchromanone C (6), diaporchromanone D (7), and phomochromenone C (8), were isolated from the culture of Phomopsis asparagi DHS-48 from Chinese mangrove Rhizophora mangle. Their structures were...

Descripción completa

Detalles Bibliográficos
Autores principales: Wei, Chengwen, Sun, Chunxiao, Feng, Zhao, Zhang, Xuexia, Xu, Jing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8235223/
https://www.ncbi.nlm.nih.gov/pubmed/34205300
http://dx.doi.org/10.3390/md19060348
_version_ 1783714266386268160
author Wei, Chengwen
Sun, Chunxiao
Feng, Zhao
Zhang, Xuexia
Xu, Jing
author_facet Wei, Chengwen
Sun, Chunxiao
Feng, Zhao
Zhang, Xuexia
Xu, Jing
author_sort Wei, Chengwen
collection PubMed
description Four new chromones, phomochromenones D–G (1–4), along with four known analogues, diaporchromone A (5), diaporchromanone C (6), diaporchromanone D (7), and phomochromenone C (8), were isolated from the culture of Phomopsis asparagi DHS-48 from Chinese mangrove Rhizophora mangle. Their structures were elucidated on the basis of comprehensive spectroscopic analysis. The absolute configurations of 1 and 4 were assigned on the basis of experimental and calculated electronic circular dichroism (ECD) data, and those of enantiomers 2 and 3 were determined by a modified Mosher’s method and basic hydrolysis. To the best of our knowledge, phomochromenones D–F (1–4) possessing a 3-substituted-chroman-4-one skeleton are rarely found in natural sources. Diaporchromone A (5) showed moderate to weak immunosuppressive activity against T and/or B lymphocyte cells with IC(50) of 34 μM and 117 μM.
format Online
Article
Text
id pubmed-8235223
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-82352232021-06-27 Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle Wei, Chengwen Sun, Chunxiao Feng, Zhao Zhang, Xuexia Xu, Jing Mar Drugs Article Four new chromones, phomochromenones D–G (1–4), along with four known analogues, diaporchromone A (5), diaporchromanone C (6), diaporchromanone D (7), and phomochromenone C (8), were isolated from the culture of Phomopsis asparagi DHS-48 from Chinese mangrove Rhizophora mangle. Their structures were elucidated on the basis of comprehensive spectroscopic analysis. The absolute configurations of 1 and 4 were assigned on the basis of experimental and calculated electronic circular dichroism (ECD) data, and those of enantiomers 2 and 3 were determined by a modified Mosher’s method and basic hydrolysis. To the best of our knowledge, phomochromenones D–F (1–4) possessing a 3-substituted-chroman-4-one skeleton are rarely found in natural sources. Diaporchromone A (5) showed moderate to weak immunosuppressive activity against T and/or B lymphocyte cells with IC(50) of 34 μM and 117 μM. MDPI 2021-06-19 /pmc/articles/PMC8235223/ /pubmed/34205300 http://dx.doi.org/10.3390/md19060348 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
Wei, Chengwen
Sun, Chunxiao
Feng, Zhao
Zhang, Xuexia
Xu, Jing
Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle
title Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle
title_full Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle
title_fullStr Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle
title_full_unstemmed Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle
title_short Four New Chromones from the Endophytic Fungus Phomopsis asparagi DHS-48 Isolated from the Chinese Mangrove Plant Rhizophora mangle
title_sort four new chromones from the endophytic fungus phomopsis asparagi dhs-48 isolated from the chinese mangrove plant rhizophora mangle
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8235223/
https://www.ncbi.nlm.nih.gov/pubmed/34205300
http://dx.doi.org/10.3390/md19060348
work_keys_str_mv AT weichengwen fournewchromonesfromtheendophyticfungusphomopsisasparagidhs48isolatedfromthechinesemangroveplantrhizophoramangle
AT sunchunxiao fournewchromonesfromtheendophyticfungusphomopsisasparagidhs48isolatedfromthechinesemangroveplantrhizophoramangle
AT fengzhao fournewchromonesfromtheendophyticfungusphomopsisasparagidhs48isolatedfromthechinesemangroveplantrhizophoramangle
AT zhangxuexia fournewchromonesfromtheendophyticfungusphomopsisasparagidhs48isolatedfromthechinesemangroveplantrhizophoramangle
AT xujing fournewchromonesfromtheendophyticfungusphomopsisasparagidhs48isolatedfromthechinesemangroveplantrhizophoramangle