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Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae

Two new sterpurane sesquiterpenoids named sterpurol D (1) and sterpurol E (2), and one skeletally new sesquiterpene, cryptomaraone (3), bearing a 5,6-fused bicyclic ring system, along with five known ones, sterpurol A (4), sterpurol B (5), paneolilludinic Acid (6), murolane-2α, 9β-diol-3-ene (7) and...

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Autores principales: Zhai, Yi-Jie, Li, Jian-Nan, Gao, Yu-Qi, Gao, Lin-Lin, Wang, Da-Cheng, Han, Wen-Bo, Gao, Jin-Ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8141073/
https://www.ncbi.nlm.nih.gov/pubmed/33963522
http://dx.doi.org/10.1007/s13659-021-00299-9
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author Zhai, Yi-Jie
Li, Jian-Nan
Gao, Yu-Qi
Gao, Lin-Lin
Wang, Da-Cheng
Han, Wen-Bo
Gao, Jin-Ming
author_facet Zhai, Yi-Jie
Li, Jian-Nan
Gao, Yu-Qi
Gao, Lin-Lin
Wang, Da-Cheng
Han, Wen-Bo
Gao, Jin-Ming
author_sort Zhai, Yi-Jie
collection PubMed
description Two new sterpurane sesquiterpenoids named sterpurol D (1) and sterpurol E (2), and one skeletally new sesquiterpene, cryptomaraone (3), bearing a 5,6-fused bicyclic ring system, along with five known ones, sterpurol A (4), sterpurol B (5), paneolilludinic Acid (6), murolane-2α, 9β-diol-3-ene (7) and (–)-10,11-dihydroxyfarnesol (8) were isolated from an endolichenic fungus Cryptomarasmius aucubae. The structures of the new compounds were elucidated by analysis of NMR spectroscopic spectra and HRESIMS data. The absolute configurations of 1 and 2 were established by spectroscopic data analysis and comparison of specific optical rotation, as well as the biosynthetic consideration. Additionally, compounds 1, 2, 4–6, and 8 showed significant nitric oxide (NO) production inhibition in Lipopolysaccharide (LPS)-induced BV-2 microglial cells with the IC(50) values ranging from 9.06 to 14.81 μM. [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-021-00299-9.
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spelling pubmed-81410732021-06-07 Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae Zhai, Yi-Jie Li, Jian-Nan Gao, Yu-Qi Gao, Lin-Lin Wang, Da-Cheng Han, Wen-Bo Gao, Jin-Ming Nat Prod Bioprospect Original Article Two new sterpurane sesquiterpenoids named sterpurol D (1) and sterpurol E (2), and one skeletally new sesquiterpene, cryptomaraone (3), bearing a 5,6-fused bicyclic ring system, along with five known ones, sterpurol A (4), sterpurol B (5), paneolilludinic Acid (6), murolane-2α, 9β-diol-3-ene (7) and (–)-10,11-dihydroxyfarnesol (8) were isolated from an endolichenic fungus Cryptomarasmius aucubae. The structures of the new compounds were elucidated by analysis of NMR spectroscopic spectra and HRESIMS data. The absolute configurations of 1 and 2 were established by spectroscopic data analysis and comparison of specific optical rotation, as well as the biosynthetic consideration. Additionally, compounds 1, 2, 4–6, and 8 showed significant nitric oxide (NO) production inhibition in Lipopolysaccharide (LPS)-induced BV-2 microglial cells with the IC(50) values ranging from 9.06 to 14.81 μM. [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-021-00299-9. Springer Singapore 2021-05-07 /pmc/articles/PMC8141073/ /pubmed/33963522 http://dx.doi.org/10.1007/s13659-021-00299-9 Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/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/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Original Article
Zhai, Yi-Jie
Li, Jian-Nan
Gao, Yu-Qi
Gao, Lin-Lin
Wang, Da-Cheng
Han, Wen-Bo
Gao, Jin-Ming
Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae
title Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae
title_full Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae
title_fullStr Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae
title_full_unstemmed Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae
title_short Structurally Diverse Sesquiterpenoids with Anti-neuroinflammatory Activity from the Endolichenic Fungus Cryptomarasmius aucubae
title_sort structurally diverse sesquiterpenoids with anti-neuroinflammatory activity from the endolichenic fungus cryptomarasmius aucubae
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8141073/
https://www.ncbi.nlm.nih.gov/pubmed/33963522
http://dx.doi.org/10.1007/s13659-021-00299-9
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