Suffruyabiosides A and B, Two New Monoterpene Diglycosides from Moutan Cortex

Abstract

Two new monoterpene diglycosides, suffruyabiosides A (<strong>1</strong>) and B (<strong>2</strong>), and seven known compounds <strong>3</strong>–<strong>9</strong> were isolated from Moutan Cortex (root cortex of <em>Paeonia suffruticosa</em><em> </em>Andrews). The structures were elucidated on the basis of 2D NMR spectral data. Suffruyabiosides A (<strong>1</strong>) and B (<strong>2</strong>) are rare monoterpene diglycosides, including a cellobiose in the molecules. Salicylpaeoniflorin (<strong>4</strong>) had a antiproliferation effect similar to paeoniflorin (<strong>3</strong>) on human lung adenocarcinoma epitherial A549 cells. Galloylpaeoniflorin (<strong>8</strong>) and salicylpaeoniflorin (<strong>4</strong>) 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 [<strong>8</strong> > mudanpioside E (<strong>6</strong>) > oxypaeoniflorin (<strong>5</strong>)]. Comparison of the effects of <strong>4</strong> and <strong>5</strong> showed that <em>o</em>-substitution with a phenolic hydroxyl group was more effective than <em>p</em>-substitution. The results suggest that salicylpaeoniflorin (<strong>4</strong>) 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