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Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex
Two new monoterpene diglycosides, suffruyabiosides A (1) and B (2), and seven known compounds 3-9 were isolated from Moutan Cortex (root cortex of Paeonia suffruticosa Andrews). The structures were elucidated on the basis of 2D NMR spectral data. Suffruyabiosides A (1) and B (2) are rare monoterpene...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268304/ https://www.ncbi.nlm.nih.gov/pubmed/22547314 http://dx.doi.org/10.3390/molecules17054915 |
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author | Furuya, Rie Hu, Honghai Zhang, Zhenya Shigemori, Hideyuki |
author_facet | Furuya, Rie Hu, Honghai Zhang, Zhenya Shigemori, Hideyuki |
author_sort | Furuya, Rie |
collection | PubMed |
description | Two new monoterpene diglycosides, suffruyabiosides A (1) and B (2), and seven known compounds 3-9 were isolated from Moutan Cortex (root cortex of Paeonia suffruticosa Andrews). The structures were elucidated on the basis of 2D NMR spectral data. Suffruyabiosides A (1) and B (2) are rare monoterpene diglycosides, including a cellobiose in the molecules. Salicylpaeoniflorin (4) had a antiproliferation effect similar to paeoniflorin (3) on human lung adenocarcinoma epitherial A549 cells. Galloylpaeoniflorin (8) and salicylpaeoniflorin (4) revealed a more pronounced radical scavenging effect than α-tocopherol (positive control). An increase in the number of phenolic hydroxyl groups produced a more effective radical scavenging effect [8 > mudanpioside E (6) > oxypaeoniflorin (5)]. Comparison of the effects of 4 and 5 showed that o-substitution with a phenolic hydroxyl group was more effective than p-substitution. The results suggest that salicylpaeoniflorin (4) may be useful as a cytotoxic and a radical scavenging agent. |
format | Online Article Text |
id | pubmed-6268304 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62683042018-12-20 Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex Furuya, Rie Hu, Honghai Zhang, Zhenya Shigemori, Hideyuki Molecules Article Two new monoterpene diglycosides, suffruyabiosides A (1) and B (2), and seven known compounds 3-9 were isolated from Moutan Cortex (root cortex of Paeonia suffruticosa Andrews). The structures were elucidated on the basis of 2D NMR spectral data. Suffruyabiosides A (1) and B (2) are rare monoterpene diglycosides, including a cellobiose in the molecules. Salicylpaeoniflorin (4) had a antiproliferation effect similar to paeoniflorin (3) on human lung adenocarcinoma epitherial A549 cells. Galloylpaeoniflorin (8) and salicylpaeoniflorin (4) revealed a more pronounced radical scavenging effect than α-tocopherol (positive control). An increase in the number of phenolic hydroxyl groups produced a more effective radical scavenging effect [8 > mudanpioside E (6) > oxypaeoniflorin (5)]. Comparison of the effects of 4 and 5 showed that o-substitution with a phenolic hydroxyl group was more effective than p-substitution. The results suggest that salicylpaeoniflorin (4) may be useful as a cytotoxic and a radical scavenging agent. MDPI 2012-04-30 /pmc/articles/PMC6268304/ /pubmed/22547314 http://dx.doi.org/10.3390/molecules17054915 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Furuya, Rie Hu, Honghai Zhang, Zhenya Shigemori, Hideyuki Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex |
title | Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex |
title_full | Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex |
title_fullStr | Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex |
title_full_unstemmed | Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex |
title_short | Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex |
title_sort | suffruyabiosides a and b, two new monoterpene diglycosides from moutan cortex |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268304/ https://www.ncbi.nlm.nih.gov/pubmed/22547314 http://dx.doi.org/10.3390/molecules17054915 |
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