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Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex
Graduate School of Life and Environmental Sciences, University of Tsukuba, Tsukuba, Ibaraki, 305-8572, Japan
* Author to whom correspondence should be addressed.
Received: 14 April 2012; in revised form: 16 April 2012 / Accepted: 16 April 2012 / Published: 30 April 2012
Abstract: 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 a-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.
Keywords: monoterpene diglycoside; suffruyabiosides A and B; human lung adenocarcinoma epitherial A549 cells; radical scavenging effect
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Furuya, R.; Hu, H.; Zhang, Z.; Shigemori, H. Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex. Molecules 2012, 17, 4915-4923.
Furuya R, Hu H, Zhang Z, Shigemori H. Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex. Molecules. 2012; 17(5):4915-4923.
Furuya, Rie; Hu, Honghai; Zhang, Zhenya; Shigemori, Hideyuki. 2012. "Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex." Molecules 17, no. 5: 4915-4923.