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Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens
A phytochemical investigation of the leaves of the medicinal plant Isodon rubescens led to the isolation of the two new degraded abietane lactone diterpenoids rubesanolides F (1) and G (2). Their structures were elucidated based on the analyses of the HRESIMS and 1D/2D NMR spectral data, and their a...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8270274/ https://www.ncbi.nlm.nih.gov/pubmed/34202760 http://dx.doi.org/10.3390/molecules26133865 |
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author | He, Kang Zou, Juan Wang, Yu-Xue Zhao, Chen-Liang Ye, Jiang-Hai Zhang, Jing-Jie Pan, Lu-Tai Zhang, Hong-Jie |
author_facet | He, Kang Zou, Juan Wang, Yu-Xue Zhao, Chen-Liang Ye, Jiang-Hai Zhang, Jing-Jie Pan, Lu-Tai Zhang, Hong-Jie |
author_sort | He, Kang |
collection | PubMed |
description | A phytochemical investigation of the leaves of the medicinal plant Isodon rubescens led to the isolation of the two new degraded abietane lactone diterpenoids rubesanolides F (1) and G (2). Their structures were elucidated based on the analyses of the HRESIMS and 1D/2D NMR spectral data, and their absolute configurations were determined by ECD spectrum calculations and X-ray single crystal diffraction methods. Compounds 1 and 2, with a unique γ-lactone subgroup between C-8 and C-20, were found to form a carbonyl carbon at C-13 by removal of the isopropyl group in an abietane diterpene skeleton. Rubesanolide G (2) is a rare case of abietane that possesses a cis-fused configuration between rings B and C. The two isolates were evaluated for their biological activities against two cancer cell lines (A549 and HL60), three fungal strains (Candida alba, Aspergillus niger and Rhizopus nigricans) and three bacterial strains (Escherichia coli, Staphylococcus aureus and Bacillus subtilis). |
format | Online Article Text |
id | pubmed-8270274 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-82702742021-07-10 Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens He, Kang Zou, Juan Wang, Yu-Xue Zhao, Chen-Liang Ye, Jiang-Hai Zhang, Jing-Jie Pan, Lu-Tai Zhang, Hong-Jie Molecules Article A phytochemical investigation of the leaves of the medicinal plant Isodon rubescens led to the isolation of the two new degraded abietane lactone diterpenoids rubesanolides F (1) and G (2). Their structures were elucidated based on the analyses of the HRESIMS and 1D/2D NMR spectral data, and their absolute configurations were determined by ECD spectrum calculations and X-ray single crystal diffraction methods. Compounds 1 and 2, with a unique γ-lactone subgroup between C-8 and C-20, were found to form a carbonyl carbon at C-13 by removal of the isopropyl group in an abietane diterpene skeleton. Rubesanolide G (2) is a rare case of abietane that possesses a cis-fused configuration between rings B and C. The two isolates were evaluated for their biological activities against two cancer cell lines (A549 and HL60), three fungal strains (Candida alba, Aspergillus niger and Rhizopus nigricans) and three bacterial strains (Escherichia coli, Staphylococcus aureus and Bacillus subtilis). MDPI 2021-06-24 /pmc/articles/PMC8270274/ /pubmed/34202760 http://dx.doi.org/10.3390/molecules26133865 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 He, Kang Zou, Juan Wang, Yu-Xue Zhao, Chen-Liang Ye, Jiang-Hai Zhang, Jing-Jie Pan, Lu-Tai Zhang, Hong-Jie Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens |
title | Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens |
title_full | Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens |
title_fullStr | Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens |
title_full_unstemmed | Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens |
title_short | Rubesanolides F and G: Two Novel Lactone-Type Norditerpenoids from Isodon rubescens |
title_sort | rubesanolides f and g: two novel lactone-type norditerpenoids from isodon rubescens |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8270274/ https://www.ncbi.nlm.nih.gov/pubmed/34202760 http://dx.doi.org/10.3390/molecules26133865 |
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