2014Helvetica Chimica ActaRequires access

New Dammarane‐Type Saponins from the Roots of Panax notoginseng

Li Qiu, Yang Jiao, Gui‐Kun Huang, Jizhao Xie, Jian‐Hua Miao, Xin‐Sheng Yao

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Abstract

Abstract Three new dammarane‐type triterpenoid saponins, 1 – 3 , were isolated and identified as (20 S )‐20‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β , 20‐tetrol ( 1 ), (20 S )‐6‐ O ‐[( E )‐but‐2‐enoyl‐(1→6)‐ β ‐ D ‐glucopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β ,20‐tetrol ( 2 ), and (20 S )‐6‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→2)‐ β ‐ D ‐xylopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β ,20‐tetrol ( 3 ) from the roots of Panax notoginseng ( Burkill ) F.H. Chen (Araliaceae). Their structures were elucidated on the basis of spectroscopic analyses, including 1D‐ and 2D‐NMR techniques and HR‐ESI‐MS, as well as by acidic hydrolysis.

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What this paper is about

Abstract Three new dammarane‐type triterpenoid saponins, 1 – 3 , were isolated and identified as (20 S )‐20‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β , 20‐tetrol ( 1 ), (20 S )‐6‐ O ‐[( E )‐but‐2‐enoyl‐(1→6)‐ β ‐ D ‐glucopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β ,20‐tetrol ( 2 ), and (20 S )‐6‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→2)‐ β ‐ D ‐xylopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β ,20‐tetrol ( 3 ) from the roots of Panax notoginseng ( Burkill ) F.H. Chen (Araliaceae). Their structures were elucidated on the basis of spectroscopic analyses, including 1D‐ and 2D‐NMR techniques and HR‐ESI‐MS, as well as by acidic hydrolysis.

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Available abstract

Abstract Three new dammarane‐type triterpenoid saponins, 1 – 3 , were isolated and identified as (20 S )‐20‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl‐(1→6)‐ β ‐ D ‐glucopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β , 20‐tetrol ( 1 ), (20 S )‐6‐ O ‐[( E )‐but‐2‐enoyl‐(1→6)‐ β ‐ D ‐glucopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β ,20‐tetrol ( 2 ), and (20 S )‐6‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→2)‐ β ‐ D ‐xylopyranosyl]dammar‐24‐ene‐3 β ,6 α ,12 β ,20‐tetrol ( 3 ) from the roots of Panax notoginseng ( Burkill ) F.H. Chen (Araliaceae). Their structures were elucidated on the basis of spectroscopic analyses, including 1D‐ and 2D‐NMR techniques and HR‐ESI‐MS, as well as by acidic hydrolysis.

Key concepts: Dammarane, Panax notoginseng, Chemistry, Araliaceae, Stereochemistry, Triterpenoid, Saponin, Triterpenoid saponin

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