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

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 a...

Full description

Bibliographic Details
Main Authors: Wei Sun, Zi-Long Zhang, Xin Liu, Shuang Zhang, Lu He, Zhe Wang, Guang-Shu Wang
Format: Article
Language:English
Published: MDPI AG 2012-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/17/7/7629
_version_ 1798044049429495808
author Wei Sun
Zi-Long Zhang
Xin Liu
Shuang Zhang
Lu He
Zhe Wang
Guang-Shu Wang
author_facet Wei Sun
Zi-Long Zhang
Xin Liu
Shuang Zhang
Lu He
Zhe Wang
Guang-Shu Wang
author_sort Wei Sun
collection DOAJ
description 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.
first_indexed 2024-04-11T22:57:26Z
format Article
id doaj.art-8231c6b735be41b88ae7cdf852f53d70
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-04-11T22:57:26Z
publishDate 2012-06-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-8231c6b735be41b88ae7cdf852f53d702022-12-22T03:58:22ZengMDPI AGMolecules1420-30492012-06-011777629763610.3390/molecules17077629Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic ActivitiesWei SunZi-Long ZhangXin LiuShuang ZhangLu HeZhe WangGuang-Shu WangGuided 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.http://www.mdpi.com/1420-3049/17/7/7629<em>Sanguisorba officinalis</em>ziyu-glycoside Ιcitronellolgeraniolhemostasis
spellingShingle Wei Sun
Zi-Long Zhang
Xin Liu
Shuang Zhang
Lu He
Zhe Wang
Guang-Shu Wang
Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities
Molecules
<em>Sanguisorba officinalis</em>
ziyu-glycoside Ι
citronellol
geraniol
hemostasis
title Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities
title_full Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities
title_fullStr Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities
title_full_unstemmed Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities
title_short Terpene Glycosides from the Roots of <em>Sanguisorba officinalis</em> L. and Their Hemostatic Activities
title_sort terpene glycosides from the roots of lt em gt sanguisorba officinalis lt em gt l and their hemostatic activities
topic <em>Sanguisorba officinalis</em>
ziyu-glycoside Ι
citronellol
geraniol
hemostasis
url http://www.mdpi.com/1420-3049/17/7/7629
work_keys_str_mv AT weisun terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities
AT zilongzhang terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities
AT xinliu terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities
AT shuangzhang terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities
AT luhe terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities
AT zhewang terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities
AT guangshuwang terpeneglycosidesfromtherootsofltemgtsanguisorbaofficinalisltemgtlandtheirhemostaticactivities