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New antiproliferative germacranolides from Carpesium divaricatum
Six new highly oxygenated (2–7) and one known (1) germacranolides were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by detailed spectroscopic analysis. The absolute configurations of 1 and 3 were establ...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9063262/ https://www.ncbi.nlm.nih.gov/pubmed/35520265 http://dx.doi.org/10.1039/c9ra00478e |
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author | Zhang, Tao Zhang, Qiu-Bo Fu, Lu Li, Ling-Yu Ma, Li-Yan Si, Jin-Guang Zhang, Hong-Wu Wei, Jian-He Yu, Shi-Shan Zou, Zhong-Mei |
author_facet | Zhang, Tao Zhang, Qiu-Bo Fu, Lu Li, Ling-Yu Ma, Li-Yan Si, Jin-Guang Zhang, Hong-Wu Wei, Jian-He Yu, Shi-Shan Zou, Zhong-Mei |
author_sort | Zhang, Tao |
collection | PubMed |
description | Six new highly oxygenated (2–7) and one known (1) germacranolides were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by detailed spectroscopic analysis. The absolute configurations of 1 and 3 were established by circular dichroism (CD) and X-ray crystallographic analyses, and the stereochemistry of the new compounds 2 and 4–6 were determined by similar CD data to 1 and 3, respectively. All isolates were evaluated for their antiproliferative activities against three human tumor cell lines, and compounds 3 and 6 show antiproliferative activities against HeLa and Hep G2 cells with IC(50) values of 4.13–8.37 μM. Intensive mechanism study showed that 3 caused cell-cycle arrest at the S/G2 phase and induced apoptosis in Hep G2 cells through a mitochondria-related pathway. |
format | Online Article Text |
id | pubmed-9063262 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90632622022-05-04 New antiproliferative germacranolides from Carpesium divaricatum Zhang, Tao Zhang, Qiu-Bo Fu, Lu Li, Ling-Yu Ma, Li-Yan Si, Jin-Guang Zhang, Hong-Wu Wei, Jian-He Yu, Shi-Shan Zou, Zhong-Mei RSC Adv Chemistry Six new highly oxygenated (2–7) and one known (1) germacranolides were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by detailed spectroscopic analysis. The absolute configurations of 1 and 3 were established by circular dichroism (CD) and X-ray crystallographic analyses, and the stereochemistry of the new compounds 2 and 4–6 were determined by similar CD data to 1 and 3, respectively. All isolates were evaluated for their antiproliferative activities against three human tumor cell lines, and compounds 3 and 6 show antiproliferative activities against HeLa and Hep G2 cells with IC(50) values of 4.13–8.37 μM. Intensive mechanism study showed that 3 caused cell-cycle arrest at the S/G2 phase and induced apoptosis in Hep G2 cells through a mitochondria-related pathway. The Royal Society of Chemistry 2019-04-11 /pmc/articles/PMC9063262/ /pubmed/35520265 http://dx.doi.org/10.1039/c9ra00478e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Zhang, Tao Zhang, Qiu-Bo Fu, Lu Li, Ling-Yu Ma, Li-Yan Si, Jin-Guang Zhang, Hong-Wu Wei, Jian-He Yu, Shi-Shan Zou, Zhong-Mei New antiproliferative germacranolides from Carpesium divaricatum |
title | New antiproliferative germacranolides from Carpesium divaricatum |
title_full | New antiproliferative germacranolides from Carpesium divaricatum |
title_fullStr | New antiproliferative germacranolides from Carpesium divaricatum |
title_full_unstemmed | New antiproliferative germacranolides from Carpesium divaricatum |
title_short | New antiproliferative germacranolides from Carpesium divaricatum |
title_sort | new antiproliferative germacranolides from carpesium divaricatum |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9063262/ https://www.ncbi.nlm.nih.gov/pubmed/35520265 http://dx.doi.org/10.1039/c9ra00478e |
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