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Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1

The Arctic-derived fungus Eutypella sp. D-1 can produce numerous secondary metabolites, and some compounds exhibit excellent biological activity. Seven pimarane-type diterpenes, including three new compounds eutypellenone F (1), libertellenone Y (2), and libertellenone Z (3), and four known compound...

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Detalles Bibliográficos
Autores principales: Ning, Yaodong, Zhang, Shi, Zheng, Te, Xu, Yao, Li, Song, Zhang, Jianpeng, Jiao, Binghua, Zhang, Yun, Ma, Zengling, Lu, Xiaoling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10608715/
https://www.ncbi.nlm.nih.gov/pubmed/37888476
http://dx.doi.org/10.3390/md21100541
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author Ning, Yaodong
Zhang, Shi
Zheng, Te
Xu, Yao
Li, Song
Zhang, Jianpeng
Jiao, Binghua
Zhang, Yun
Ma, Zengling
Lu, Xiaoling
author_facet Ning, Yaodong
Zhang, Shi
Zheng, Te
Xu, Yao
Li, Song
Zhang, Jianpeng
Jiao, Binghua
Zhang, Yun
Ma, Zengling
Lu, Xiaoling
author_sort Ning, Yaodong
collection PubMed
description The Arctic-derived fungus Eutypella sp. D-1 can produce numerous secondary metabolites, and some compounds exhibit excellent biological activity. Seven pimarane-type diterpenes, including three new compounds eutypellenone F (1), libertellenone Y (2), and libertellenone Z (3), and four known compounds (4–7), were isolated from fermentation broth of Eutypella sp. D-1 by the OSMAC strategy of adding ethanol as a promoter in the culture medium. Compound 2 has a rare tetrahydrofuran-fused pimarane diterpene skeleton. The anti-inflammatory activity of all compounds was evaluated. Compounds 3–6 showed a significant inhibitory effect on cell NO release at 10 μmol/L by in vitro experiments, of which 3–5 had inhibitory rates over 60% on nitric oxide (NO) release. Subsequently, the anti-inflammatory activity of 3–5 was evaluated based on a zebrafish model, and the results showed that 3 had a significant inhibitory effect on inflammatory cells migration at 40 μmol/L, while 4 and 5 had a significant inhibitory effect at 20 μmol/L. Moreover, compounds 3–5 have the same conjugated double bond structure, which may be an important group for these compounds to exert anti-inflammatory activity.
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spelling pubmed-106087152023-10-28 Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1 Ning, Yaodong Zhang, Shi Zheng, Te Xu, Yao Li, Song Zhang, Jianpeng Jiao, Binghua Zhang, Yun Ma, Zengling Lu, Xiaoling Mar Drugs Article The Arctic-derived fungus Eutypella sp. D-1 can produce numerous secondary metabolites, and some compounds exhibit excellent biological activity. Seven pimarane-type diterpenes, including three new compounds eutypellenone F (1), libertellenone Y (2), and libertellenone Z (3), and four known compounds (4–7), were isolated from fermentation broth of Eutypella sp. D-1 by the OSMAC strategy of adding ethanol as a promoter in the culture medium. Compound 2 has a rare tetrahydrofuran-fused pimarane diterpene skeleton. The anti-inflammatory activity of all compounds was evaluated. Compounds 3–6 showed a significant inhibitory effect on cell NO release at 10 μmol/L by in vitro experiments, of which 3–5 had inhibitory rates over 60% on nitric oxide (NO) release. Subsequently, the anti-inflammatory activity of 3–5 was evaluated based on a zebrafish model, and the results showed that 3 had a significant inhibitory effect on inflammatory cells migration at 40 μmol/L, while 4 and 5 had a significant inhibitory effect at 20 μmol/L. Moreover, compounds 3–5 have the same conjugated double bond structure, which may be an important group for these compounds to exert anti-inflammatory activity. MDPI 2023-10-18 /pmc/articles/PMC10608715/ /pubmed/37888476 http://dx.doi.org/10.3390/md21100541 Text en © 2023 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
Ning, Yaodong
Zhang, Shi
Zheng, Te
Xu, Yao
Li, Song
Zhang, Jianpeng
Jiao, Binghua
Zhang, Yun
Ma, Zengling
Lu, Xiaoling
Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1
title Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1
title_full Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1
title_fullStr Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1
title_full_unstemmed Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1
title_short Pimarane-Type Diterpenes with Anti-Inflammatory Activity from Arctic-Derived Fungus Eutypella sp. D-1
title_sort pimarane-type diterpenes with anti-inflammatory activity from arctic-derived fungus eutypella sp. d-1
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10608715/
https://www.ncbi.nlm.nih.gov/pubmed/37888476
http://dx.doi.org/10.3390/md21100541
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