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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...

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Autores principales: Zou, Juan, Ye, Jianghai, Zhao, Chenliang, Zhang, Jingjie, Liu, Yahua, Pan, Lutai, He, Kang, Zhang, Hongjie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
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.
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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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