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Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities

Two new sesquiterpenoids, curcumanes E (1) and F (2), were isolated from the rhizome of Curcuma longa, and their structures and absolute configurations were examined using extensive spectroscopic analyses and ECD calculations. Interestingly, compounds 1 and 2 are diastereoisomers possessing a rare s...

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Autores principales: Liu, Juan, Qiao, Ming-Ming, Peng, Cheng, Shu, Hong-Zhen, Meng, Chun-Wang, Liu, Fei, Xiong, Liang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9478506/
https://www.ncbi.nlm.nih.gov/pubmed/36118322
http://dx.doi.org/10.3389/fchem.2022.995950
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author Liu, Juan
Qiao, Ming-Ming
Peng, Cheng
Shu, Hong-Zhen
Meng, Chun-Wang
Liu, Fei
Xiong, Liang
author_facet Liu, Juan
Qiao, Ming-Ming
Peng, Cheng
Shu, Hong-Zhen
Meng, Chun-Wang
Liu, Fei
Xiong, Liang
author_sort Liu, Juan
collection PubMed
description Two new sesquiterpenoids, curcumanes E (1) and F (2), were isolated from the rhizome of Curcuma longa, and their structures and absolute configurations were examined using extensive spectroscopic analyses and ECD calculations. Interestingly, compounds 1 and 2 are diastereoisomers possessing a rare sesquiterpenoid skeleton that has been reported only once before. Both curcumanes E and F exhibit significant vasorelaxant effects against KCl-induced contraction of rat aortic rings, with EC(50) values of 5.10 ± 0.79 and 5.58 ± 1.77 μM, respectively. These findings enrich the data concerning this rare type of sesquiterpenoids and further indicate that these rare sesquiterpenoids can effectively reduce blood pressure.
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spelling pubmed-94785062022-09-17 Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities Liu, Juan Qiao, Ming-Ming Peng, Cheng Shu, Hong-Zhen Meng, Chun-Wang Liu, Fei Xiong, Liang Front Chem Chemistry Two new sesquiterpenoids, curcumanes E (1) and F (2), were isolated from the rhizome of Curcuma longa, and their structures and absolute configurations were examined using extensive spectroscopic analyses and ECD calculations. Interestingly, compounds 1 and 2 are diastereoisomers possessing a rare sesquiterpenoid skeleton that has been reported only once before. Both curcumanes E and F exhibit significant vasorelaxant effects against KCl-induced contraction of rat aortic rings, with EC(50) values of 5.10 ± 0.79 and 5.58 ± 1.77 μM, respectively. These findings enrich the data concerning this rare type of sesquiterpenoids and further indicate that these rare sesquiterpenoids can effectively reduce blood pressure. Frontiers Media S.A. 2022-09-02 /pmc/articles/PMC9478506/ /pubmed/36118322 http://dx.doi.org/10.3389/fchem.2022.995950 Text en Copyright © 2022 Liu, Qiao, Peng, Shu, Meng, Liu and Xiong. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Liu, Juan
Qiao, Ming-Ming
Peng, Cheng
Shu, Hong-Zhen
Meng, Chun-Wang
Liu, Fei
Xiong, Liang
Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities
title Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities
title_full Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities
title_fullStr Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities
title_full_unstemmed Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities
title_short Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities
title_sort curcumanes e and f, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from curcuma longa and their vasorelaxant activities
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9478506/
https://www.ncbi.nlm.nih.gov/pubmed/36118322
http://dx.doi.org/10.3389/fchem.2022.995950
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