Two new dammarane triterpene glycosides from the rhizomes of Panax notoginseng

Abstract

Two new dammarane triterpene glycosides named notoginsenosides Rw 1 (1) and Rw 2 (2) were isolated from the rhizomes of Panax notoginseng, together with 20 known compounds including protopanaxadiol (3), protopanaxatriol (4), ginsenosides Rb₁ (5), Rd (6), Re (7), Rg₁ (8), Rg₂ (9), 20-(S)-Rg₃ (10), 20-(R)-Rg₃ (11), Rh₁ (12), Rh₄ (13), Rf (14), 20-O-glucopyranosyl Rf (15), notoginsenosides R₁ (16), R₂ (17), T₅ (18), S (19), T (20), and Fa (21), and koryoginsenoside R₁ (22). Based on FABMS, HRFABMS, IR, ¹H, ¹³C, and 2D-NMR (HSQC, HMBC, and COSY) spectral data, the structures of the new compounds were elucidated as 6-O-β-d-xylopyranosyl-20-O-β-d-xylopyranosyl-(1 → 6)-β-d-glucopyranosyldammar-24-ene-3β,6α,12β,20(S)tetraol (1) and 6-O-β-d-xylopyranosyl-(1 → 2)-β-d-glucopyranosyldammar-22-ene-(trans)-3β,6α,12β,20(S), 25-pentaol (2). Compounds 3, 4, 13, and 22 were isolated from P. notoginseng for the first time.

Keywords:

• Panax notoginseng
• dammarane
• triterpene glycosides
• notoginsenoside Rw 1
• notoginsenoside Rw 2

Acknowledgements

This work was financially supported by the Key Technologies R&D Project of Department of Science and Technology of Yunnan. The authors are grateful to the members of the analytical group of State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, for measurements of all the spectra.