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New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity
Eight highly oxygenated germacranolides (1–8) including four new ones (2–5) were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by NMR experiment and HRESIMS data. The absolute configuration of 1 was esta...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4893730/ https://www.ncbi.nlm.nih.gov/pubmed/27265755 http://dx.doi.org/10.1038/srep27237 |
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author | Zhang, Tao Si, Jin-Guang Zhang, Qiu-Bo Ding, Gang Zou, Zhong-Mei |
author_facet | Zhang, Tao Si, Jin-Guang Zhang, Qiu-Bo Ding, Gang Zou, Zhong-Mei |
author_sort | Zhang, Tao |
collection | PubMed |
description | Eight highly oxygenated germacranolides (1–8) including four new ones (2–5) were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by NMR experiment and HRESIMS data. The absolute configuration of 1 was established by circular dichroism (CD) method and X-ray diffraction, and the stereochemistry of the new compounds 2–5 were determined by similar CD spectra with 1. Compound 2 is the first hydroperoxyl germacrane from the genus Carpesium. The (13)C NMR data of 1, NMR data of 6–7, and their absolute configurations were reported for the first time. Two new compounds (2 and 4) and two known compounds (6 and 8) exhibited potent cytotoxicity against human cervical cancer (HeLa) cells, superior to that of the positive control doxorubicin. |
format | Online Article Text |
id | pubmed-4893730 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Nature Publishing Group |
record_format | MEDLINE/PubMed |
spelling | pubmed-48937302016-06-10 New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity Zhang, Tao Si, Jin-Guang Zhang, Qiu-Bo Ding, Gang Zou, Zhong-Mei Sci Rep Article Eight highly oxygenated germacranolides (1–8) including four new ones (2–5) were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by NMR experiment and HRESIMS data. The absolute configuration of 1 was established by circular dichroism (CD) method and X-ray diffraction, and the stereochemistry of the new compounds 2–5 were determined by similar CD spectra with 1. Compound 2 is the first hydroperoxyl germacrane from the genus Carpesium. The (13)C NMR data of 1, NMR data of 6–7, and their absolute configurations were reported for the first time. Two new compounds (2 and 4) and two known compounds (6 and 8) exhibited potent cytotoxicity against human cervical cancer (HeLa) cells, superior to that of the positive control doxorubicin. Nature Publishing Group 2016-06-06 /pmc/articles/PMC4893730/ /pubmed/27265755 http://dx.doi.org/10.1038/srep27237 Text en Copyright © 2016, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Article Zhang, Tao Si, Jin-Guang Zhang, Qiu-Bo Ding, Gang Zou, Zhong-Mei New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity |
title | New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity |
title_full | New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity |
title_fullStr | New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity |
title_full_unstemmed | New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity |
title_short | New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity |
title_sort | new highly oxygenated germacranolides from carpesium divaricatum and their cytotoxic activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4893730/ https://www.ncbi.nlm.nih.gov/pubmed/27265755 http://dx.doi.org/10.1038/srep27237 |
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