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Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking

[Image: see text] LC–MS/MS-based molecular networking annotation coupled (1)H NMR detection allowed the depiction of the soft coral Clavularia viridis to produce a profile of dolabellane-type diterpenoids. Chromatographic separation of the EtOAc fraction resulted in the isolation of 12 undescribed d...

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Autores principales: Dong, Xin, Wu, Jingshuai, Jia, Hongli, Cen, Shan, Cheng, Wei, Lin, Wenhan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10268628/
https://www.ncbi.nlm.nih.gov/pubmed/37332774
http://dx.doi.org/10.1021/acsomega.3c02429
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author Dong, Xin
Wu, Jingshuai
Jia, Hongli
Cen, Shan
Cheng, Wei
Lin, Wenhan
author_facet Dong, Xin
Wu, Jingshuai
Jia, Hongli
Cen, Shan
Cheng, Wei
Lin, Wenhan
author_sort Dong, Xin
collection PubMed
description [Image: see text] LC–MS/MS-based molecular networking annotation coupled (1)H NMR detection allowed the depiction of the soft coral Clavularia viridis to produce a profile of dolabellane-type diterpenoids. Chromatographic separation of the EtOAc fraction resulted in the isolation of 12 undescribed dolabellane-type diterpenoids, namely, clavirolides J–U (1–12). Their structures were characterized by the extensive analysis of the spectroscopic data, including the calculated ECD and X-ray diffraction for the configurational assignments. Clavirolides J–K are characterized by a 1,11- and 5,9-fused tricyclic tetradecane scaffold fused with a α,β-unsaturated-δ-lactone, and clavirolide L possesses a 1,11- and 3,5-fused tricyclic tetradecane scaffold, which extend the dolabellane-type scaffolds. Clavirolides L and G showed significant inhibition against HIV-1 without RT enzyme inhibition, providing additional non-nucleosides with different mechanisms from efavirenz.
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spelling pubmed-102686282023-06-16 Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking Dong, Xin Wu, Jingshuai Jia, Hongli Cen, Shan Cheng, Wei Lin, Wenhan ACS Omega [Image: see text] LC–MS/MS-based molecular networking annotation coupled (1)H NMR detection allowed the depiction of the soft coral Clavularia viridis to produce a profile of dolabellane-type diterpenoids. Chromatographic separation of the EtOAc fraction resulted in the isolation of 12 undescribed dolabellane-type diterpenoids, namely, clavirolides J–U (1–12). Their structures were characterized by the extensive analysis of the spectroscopic data, including the calculated ECD and X-ray diffraction for the configurational assignments. Clavirolides J–K are characterized by a 1,11- and 5,9-fused tricyclic tetradecane scaffold fused with a α,β-unsaturated-δ-lactone, and clavirolide L possesses a 1,11- and 3,5-fused tricyclic tetradecane scaffold, which extend the dolabellane-type scaffolds. Clavirolides L and G showed significant inhibition against HIV-1 without RT enzyme inhibition, providing additional non-nucleosides with different mechanisms from efavirenz. American Chemical Society 2023-05-26 /pmc/articles/PMC10268628/ /pubmed/37332774 http://dx.doi.org/10.1021/acsomega.3c02429 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Dong, Xin
Wu, Jingshuai
Jia, Hongli
Cen, Shan
Cheng, Wei
Lin, Wenhan
Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking
title Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking
title_full Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking
title_fullStr Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking
title_full_unstemmed Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking
title_short Targeted Isolation of Dolabellane Diterpenoids from the Soft Coral Clavularia viridis Using Molecular Networking
title_sort targeted isolation of dolabellane diterpenoids from the soft coral clavularia viridis using molecular networking
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10268628/
https://www.ncbi.nlm.nih.gov/pubmed/37332774
http://dx.doi.org/10.1021/acsomega.3c02429
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