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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...

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Autores principales: Furuya, Rie, Hu, Honghai, Zhang, Zhenya, Shigemori, Hideyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
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.
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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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