Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities

Abstract

Guided by a hemostasis bioassay, seven terpene glycosides were isolated from the roots of <em>Sanguisorba officinalis</em> L. by silica gel column chromatography and preparative HPLC. On the grounds of chemical and spectroscopic methods, their structures were identified as citronellol-1-<em>O</em>-α-l-arabinofuranosyl-(1→6)-β-d-glucopyranoside (<strong>1</strong>), geraniol-1-<em>O</em>-α-l-arabinofuranosyl-(1→6)-β-d-glucopyranoside (<strong>2</strong>), geraniol-1-<em>O</em>-α-l-arabinopyranosyl-(1→6)-β-d-glucopyranoside (<strong>3</strong>), 3β-[(α-l-arabinopyranosyl)oxy]-19α-hydroxyolean-12-en-28-oic acid 28-β-d-glucopyranoside (<strong>4</strong>), 3β-[(α-l-arabinopyranosyl)-oxy]-19α-hydroxyurs-12-en-28-oic acid 28-β-d-glucopyranoside (ziyu-glycoside I,<strong> 5</strong>), 3β,19α-hydroxyolean-12-en-28-oic acid 28-β-d-glucopyranoside (<strong>6</strong>) and 3β,19α-di-hydroxyurs-12-en-28-oic acid 28-β-d-glucopyranoside (<strong>7</strong>). Compound <strong>1</strong> is a new mono-terpene glycoside and compounds <strong>2</strong>, <strong>3</strong><strong> </strong>and <strong>5</strong> were isolated from the <em>Sanguisorba</em> genus for the first time. Compounds <strong>1</strong>–<strong>7</strong> were assayed for their hemostatic activities with a Goat Anti-Human α2-plasmin inhibitor ELISA kit, and ziyu-glycoside I (<strong>5</strong>) showed the strongest hemostatic activity among the seven terpene glycosides. This is the first report that ziyu-glycoside Ι has strong hemostatic activity.

Keywords

• &lt;em&gt;Sanguisorba officinalis&lt;/em&gt;
• ziyu-glycoside Ι
• citronellol
• geraniol
• hemostasis