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Papyrioside LD

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – 11α-Hydroxy-3,21-dioxo-olean-12-en-28-oic Acid

Biological source: Tetrapanax papyriferum [1]

C49H78O19: 970.513

[α]D27–24.5° (c 0.7, MeOH) [1]

FAB-MSm/z: 994 [M + Na]+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 1.16, 1.08, 1.14, 1.19, 1.40, 1.17, 1.03 (s, CH3-23, 24, 25, 26, 27, 29, 30), 3.48 (dd, J = 4.3, 14.0, H-18), 3.70 (d, J = 3.7, H-21), 3.96 (dd, J = 3.7, 8.5, H-11), 5.79 (d, J = 3.7, H-12), 3.26 (OMe)

β-D-Glcp: 6.31 (d, J = 7.9, H-1), 4.14 (dd, J = 4.3, 9.2, H-2), 4.22 (t, J = 8.5, H-3), 4.29 (brd, H-4), 4.13 (H-5), 4.41 (m, H-6), 4.70 (brd, H-6)

β-D-Glcp′: 4.98 (d, J = 7.9, H-1), 3.95 (t, J = 7.9, H-2), 4.13 (H-3), 4.41 (t, J = 9.2, H-4), 3.67 (brd, H-5), 4.11 (H-6), 4.21 (m, H-6)

α-L-Rhap: 5.84 (brs, H-1), 4.67 (brd, H-2), 4.55 (brd, H-3), 4.32 (H-4), 4.96 (m, H-5), 1.71 (d, J = 6.1, CH3-6) [1]

13 C NMR (C 5D 5N): [ 1]

Table 1

C-1

34.7

C-16...

References

  1. 1.
    K. Kojima, I. Saracoglu, M. Mutsuga, Y. Ogihara, Chem. Pharm. Bull. 44(11), 2107 (1996)CrossRefGoogle Scholar

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