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Planta Med 2017; 83(03/04): 351-357
DOI: 10.1055/s-0042-117554
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Five New Triterpenoid Saponins from the Rhizomes of Panacis majoris and Their Antiplatelet Aggregation Activity

Min Li
1   College of Chemistry, Jilin University, Changchun, P. R. China
,
Fen Liu
2   College of Basic Medical Sciences, Jilin University, Changchun, P. R. China
,
Yong-Ri Jin
1   College of Chemistry, Jilin University, Changchun, P. R. China
,
Xiao-Zhong Wang
1   College of Chemistry, Jilin University, Changchun, P. R. China
,
Qian Wu
1   College of Chemistry, Jilin University, Changchun, P. R. China
,
Ying Liu
1   College of Chemistry, Jilin University, Changchun, P. R. China
,
Xu-Wen Li
1   College of Chemistry, Jilin University, Changchun, P. R. China
› Author Affiliations
Further Information

Publication History

received 13 April 2016
revised 31 August 2016

accepted 07 September 2016

Publication Date:
27 September 2016 (online)

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Abstract

Five new triterpenoid saponins (1–5) and four known triterpenoid saponins, ginsenoside Re5 (6), majonoside R1 (7), 24(R)-majonoside R1 (8), and ginsenoside Rf (9), were isolated from the rhizomes of Panacis majoris. The structures of new compounds were elucidated as (20S,24S,25R*)-6-O-[β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]-dammar-20,24-epoxy-3β,6α,12β,25,26-pentaol (1), (20S,24R,25R)-6-O-[β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]-dammar-20,24-epoxy-3β,6α,12β,25,26-pentaol (2), (20S)-6-O-[β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]-dammar-20,25-epoxy-3β,6α,12β,24α-tetraol (3), 6-O-[β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]-dammar-3β,6α,12β,20S,24R,25-hexaol (4), and 6-O-[β-D-glucop-yranosyl-(1 → 2)-β-D-glucopyranosyl]-dammar-25(26)-ene-3β,6α,12β,20S,24R-pentaol (5) on the basis of extensive spectral analysis and chemical methods. Ginsenoside Re5 was isolated from the plant for the first time. The similarities of the nine compounds lie in the fact that their aglycones are conjoined with the same glucopyranose moieties, the same linkage of the glycosyl chains, and the same glycosylation sites, while they have a varied C-17 side chain. Compounds 3 and 5 exhibited moderate antiplatelet aggregation activities induced by adenosine diphosphate with IC50 values of 23.24 and 18.43 µM, respectively. Compound 5 displayed moderate inhibition of arachidonic acid-induced platelet aggregation with an IC50 value of 30.11 µM.

Key words

Panacis majoris - Araliaceae - triterpenoid saponins - antiplatelet aggregation

Supporting Information

 

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