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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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2022-09-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2022.995950/full |
| _version_ | 1828138431298928640 |
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| author | Juan Liu Juan Liu Juan Liu Ming-Ming Qiao Ming-Ming Qiao Ming-Ming Qiao Cheng Peng Cheng Peng Hong-Zhen Shu Hong-Zhen Shu Hong-Zhen Shu Chun-Wang Meng Chun-Wang Meng Chun-Wang Meng Fei Liu Fei Liu Fei Liu Liang Xiong Liang Xiong Liang Xiong |
| author_facet | Juan Liu Juan Liu Juan Liu Ming-Ming Qiao Ming-Ming Qiao Ming-Ming Qiao Cheng Peng Cheng Peng Hong-Zhen Shu Hong-Zhen Shu Hong-Zhen Shu Chun-Wang Meng Chun-Wang Meng Chun-Wang Meng Fei Liu Fei Liu Fei Liu Liang Xiong Liang Xiong Liang Xiong |
| author_sort | Juan Liu |
| collection | DOAJ |
| 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 EC50 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. |
| first_indexed | 2024-04-11T18:35:46Z |
| format | Article |
| id | doaj.art-b02a1b344b894d12b348fea1f60cdb05 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-04-11T18:35:46Z |
| publishDate | 2022-09-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-b02a1b344b894d12b348fea1f60cdb052022-12-22T04:09:17ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462022-09-011010.3389/fchem.2022.995950995950Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activitiesJuan Liu0Juan Liu1Juan Liu2Ming-Ming Qiao3Ming-Ming Qiao4Ming-Ming Qiao5Cheng Peng6Cheng Peng7Hong-Zhen Shu8Hong-Zhen Shu9Hong-Zhen Shu10Chun-Wang Meng11Chun-Wang Meng12Chun-Wang Meng13Fei Liu14Fei Liu15Fei Liu16Liang Xiong17Liang Xiong18Liang Xiong19State Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaInstitute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaInstitute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaInstitute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaInstitute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaInstitute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaState Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaInstitute of Innovative Medicine Ingredients of Southwest Specialty Medicinal Materials, Chengdu University of Traditional Chinese Medicine, Chengdu, ChinaTwo 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 EC50 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.https://www.frontiersin.org/articles/10.3389/fchem.2022.995950/fullCurcuma longaZingiberaceaesesquiterpenoidsabsolute configurationvasorelaxant activity |
| spellingShingle | Juan Liu Juan Liu Juan Liu Ming-Ming Qiao Ming-Ming Qiao Ming-Ming Qiao Cheng Peng Cheng Peng Hong-Zhen Shu Hong-Zhen Shu Hong-Zhen Shu Chun-Wang Meng Chun-Wang Meng Chun-Wang Meng Fei Liu Fei Liu Fei Liu Liang Xiong Liang Xiong Liang Xiong Curcumanes E and F, two rare sesquiterpenoids with a dicyclo[3.3.1]nonane moiety, from Curcuma longa and their vasorelaxant activities Frontiers in Chemistry Curcuma longa Zingiberaceae sesquiterpenoids absolute configuration vasorelaxant activity |
| 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 | Curcuma longa Zingiberaceae sesquiterpenoids absolute configuration vasorelaxant activity |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2022.995950/full |
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