Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach
A chemical investigation of the Arctic-derived fungus Eutypella sp. D-1 based on the OSMAC (one strain many compounds) approach resulted in the isolation of five cytosporin polyketides (compounds 1 – 3 and 11 – 12 ) from rice medium and eight cytosporins (compounds 2 and 4 – 11 ) from solid defined...
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ftdoajarticles:oai:doaj.org/article:91f3884534b04a2d9e2db2df8de5d4aa 2023-08-20T04:04:02+02:00 Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach Hao-Bing Yu Zhe Ning Bo Hu Yu-Ping Zhu Xiao-Ling Lu Ying He Bing-Hua Jiao Xiao-Yu Liu 2023-06-01T00:00:00Z https://doi.org/10.3390/md21070382 https://doaj.org/article/91f3884534b04a2d9e2db2df8de5d4aa EN eng MDPI AG https://www.mdpi.com/1660-3397/21/7/382 https://doaj.org/toc/1660-3397 doi:10.3390/md21070382 1660-3397 https://doaj.org/article/91f3884534b04a2d9e2db2df8de5d4aa Marine Drugs, Vol 21, Iss 382, p 382 (2023) cytosporin arctic fungus Eutypella sp immunosuppressive activity Biology (General) QH301-705.5 article 2023 ftdoajarticles https://doi.org/10.3390/md21070382 2023-07-30T00:35:20Z A chemical investigation of the Arctic-derived fungus Eutypella sp. D-1 based on the OSMAC (one strain many compounds) approach resulted in the isolation of five cytosporin polyketides (compounds 1 – 3 and 11 – 12 ) from rice medium and eight cytosporins (compounds 2 and 4 – 11 ) from solid defined medium. The structures of the seven new compounds, eutypelleudesmane A ( 1 ), cytosporin Y ( 2 ), cytosporin Z ( 3 ), cytosporin Y 1 ( 4 ), cytosporin Y 2 ( 5 ), cytosporin Y 3 ( 6 ), and cytosporin E 1 ( 7 ), were elucidated by analyzing their detailed spectroscopic data. Structurally, cytosporin Y 1 ( 4 ) may be a key intermediate in the biosynthesis of the isolated cytosporins, rather than an end product. Compound 1 contained a unique skeleton formed by the ester linkage of two moieties, cytosporin F ( 12 ) and the eudesmane-type sesquiterpene dihydroalanto glycol. Additionally, the occurrence of cyclic carbonate moieties in compounds 6 and 7 was found to be rare in nature. The antibacterial, immunosuppressive, and cytotoxic activities of all compounds derived from Eutypella sp. D-1 were evaluated. Unfortunately, only compounds 3 , 6 , 8 , and 10 – 11 displayed immunosuppressive activity, with inhibitory rates of 62.9%, 59.5%, 67.8%, 55.8%, and 68.7%, respectively, at a concentration of 5 μg/mL. Article in Journal/Newspaper Arctic Directory of Open Access Journals: DOAJ Articles Arctic Marine Drugs 21 7 382 |
institution |
Open Polar |
collection |
Directory of Open Access Journals: DOAJ Articles |
op_collection_id |
ftdoajarticles |
language |
English |
topic |
cytosporin arctic fungus Eutypella sp immunosuppressive activity Biology (General) QH301-705.5 |
spellingShingle |
cytosporin arctic fungus Eutypella sp immunosuppressive activity Biology (General) QH301-705.5 Hao-Bing Yu Zhe Ning Bo Hu Yu-Ping Zhu Xiao-Ling Lu Ying He Bing-Hua Jiao Xiao-Yu Liu Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach |
topic_facet |
cytosporin arctic fungus Eutypella sp immunosuppressive activity Biology (General) QH301-705.5 |
description |
A chemical investigation of the Arctic-derived fungus Eutypella sp. D-1 based on the OSMAC (one strain many compounds) approach resulted in the isolation of five cytosporin polyketides (compounds 1 – 3 and 11 – 12 ) from rice medium and eight cytosporins (compounds 2 and 4 – 11 ) from solid defined medium. The structures of the seven new compounds, eutypelleudesmane A ( 1 ), cytosporin Y ( 2 ), cytosporin Z ( 3 ), cytosporin Y 1 ( 4 ), cytosporin Y 2 ( 5 ), cytosporin Y 3 ( 6 ), and cytosporin E 1 ( 7 ), were elucidated by analyzing their detailed spectroscopic data. Structurally, cytosporin Y 1 ( 4 ) may be a key intermediate in the biosynthesis of the isolated cytosporins, rather than an end product. Compound 1 contained a unique skeleton formed by the ester linkage of two moieties, cytosporin F ( 12 ) and the eudesmane-type sesquiterpene dihydroalanto glycol. Additionally, the occurrence of cyclic carbonate moieties in compounds 6 and 7 was found to be rare in nature. The antibacterial, immunosuppressive, and cytotoxic activities of all compounds derived from Eutypella sp. D-1 were evaluated. Unfortunately, only compounds 3 , 6 , 8 , and 10 – 11 displayed immunosuppressive activity, with inhibitory rates of 62.9%, 59.5%, 67.8%, 55.8%, and 68.7%, respectively, at a concentration of 5 μg/mL. |
format |
Article in Journal/Newspaper |
author |
Hao-Bing Yu Zhe Ning Bo Hu Yu-Ping Zhu Xiao-Ling Lu Ying He Bing-Hua Jiao Xiao-Yu Liu |
author_facet |
Hao-Bing Yu Zhe Ning Bo Hu Yu-Ping Zhu Xiao-Ling Lu Ying He Bing-Hua Jiao Xiao-Yu Liu |
author_sort |
Hao-Bing Yu |
title |
Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach |
title_short |
Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach |
title_full |
Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach |
title_fullStr |
Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach |
title_full_unstemmed |
Cytosporin Derivatives from Arctic-Derived Fungus Eutypella sp. D-1 via the OSMAC Approach |
title_sort |
cytosporin derivatives from arctic-derived fungus eutypella sp. d-1 via the osmac approach |
publisher |
MDPI AG |
publishDate |
2023 |
url |
https://doi.org/10.3390/md21070382 https://doaj.org/article/91f3884534b04a2d9e2db2df8de5d4aa |
geographic |
Arctic |
geographic_facet |
Arctic |
genre |
Arctic |
genre_facet |
Arctic |
op_source |
Marine Drugs, Vol 21, Iss 382, p 382 (2023) |
op_relation |
https://www.mdpi.com/1660-3397/21/7/382 https://doaj.org/toc/1660-3397 doi:10.3390/md21070382 1660-3397 https://doaj.org/article/91f3884534b04a2d9e2db2df8de5d4aa |
op_doi |
https://doi.org/10.3390/md21070382 |
container_title |
Marine Drugs |
container_volume |
21 |
container_issue |
7 |
container_start_page |
382 |
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1774714463432212480 |