Cargando…
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...
Autores principales: | , , , , , , |
---|---|
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 |
_version_ | 1784790587994537984 |
---|---|
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. |
format | Online Article Text |
id | pubmed-9478506 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT liujuan curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities AT qiaomingming curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities AT pengcheng curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities AT shuhongzhen curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities AT mengchunwang curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities AT liufei curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities AT xiongliang curcumaneseandftworaresesquiterpenoidswithadicyclo331nonanemoietyfromcurcumalongaandtheirvasorelaxantactivities |