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Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens
Two undescribed ent-kaurene diterpenes, named guidongnins I (1) and J (2), were isolated from the medicinal plant Isodon rubescens. Compound 1 was determined to contain an unprecedented 23 carbons in the skeleton by bearing an extra isopropyl group at C-17 out of the diterpenoid parent structure, an...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10488066/ https://www.ncbi.nlm.nih.gov/pubmed/37686256 http://dx.doi.org/10.3390/ijms241713451 |
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author | Zou, Juan Ye, Jianghai Zhao, Chenliang Zhang, Jingjie Liu, Yahua Pan, Lutai He, Kang Zhang, Hongjie |
author_facet | Zou, Juan Ye, Jianghai Zhao, Chenliang Zhang, Jingjie Liu, Yahua Pan, Lutai He, Kang Zhang, Hongjie |
author_sort | Zou, Juan |
collection | PubMed |
description | Two undescribed ent-kaurene diterpenes, named guidongnins I (1) and J (2), were isolated from the medicinal plant Isodon rubescens. Compound 1 was determined to contain an unprecedented 23 carbons in the skeleton by bearing an extra isopropyl group at C-17 out of the diterpenoid parent structure, and compound 2 was the first example of 6,7-seco-7,20-olide-ent-kaurenes with two fused-tetrahydrofuran rings formed between C-6 and C-19/C-20 through oxygen bridges. Their structures, including their absolute configurations, were determined using the analyses of the spectroscopic and X-ray diffraction data. Guidongnins I (1) and J (2) were assessed for their anti-cancer activities against the growth of various cancer cell lines, and 2 displayed cytotoxic potency against HepG2 at IC(50) 27.14 ± 3.43 μM. |
format | Online Article Text |
id | pubmed-10488066 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-104880662023-09-09 Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens Zou, Juan Ye, Jianghai Zhao, Chenliang Zhang, Jingjie Liu, Yahua Pan, Lutai He, Kang Zhang, Hongjie Int J Mol Sci Communication Two undescribed ent-kaurene diterpenes, named guidongnins I (1) and J (2), were isolated from the medicinal plant Isodon rubescens. Compound 1 was determined to contain an unprecedented 23 carbons in the skeleton by bearing an extra isopropyl group at C-17 out of the diterpenoid parent structure, and compound 2 was the first example of 6,7-seco-7,20-olide-ent-kaurenes with two fused-tetrahydrofuran rings formed between C-6 and C-19/C-20 through oxygen bridges. Their structures, including their absolute configurations, were determined using the analyses of the spectroscopic and X-ray diffraction data. Guidongnins I (1) and J (2) were assessed for their anti-cancer activities against the growth of various cancer cell lines, and 2 displayed cytotoxic potency against HepG2 at IC(50) 27.14 ± 3.43 μM. MDPI 2023-08-30 /pmc/articles/PMC10488066/ /pubmed/37686256 http://dx.doi.org/10.3390/ijms241713451 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 | Communication Zou, Juan Ye, Jianghai Zhao, Chenliang Zhang, Jingjie Liu, Yahua Pan, Lutai He, Kang Zhang, Hongjie Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens |
title | Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens |
title_full | Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens |
title_fullStr | Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens |
title_full_unstemmed | Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens |
title_short | Guidongnins I–J: Two New 6,7-seco-7,20-Olide-ent-kaurene Diterpenes with Unusual Structures from Isodon rubescens |
title_sort | guidongnins i–j: two new 6,7-seco-7,20-olide-ent-kaurene diterpenes with unusual structures from isodon rubescens |
topic | Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10488066/ https://www.ncbi.nlm.nih.gov/pubmed/37686256 http://dx.doi.org/10.3390/ijms241713451 |
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