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Papyrioside LA

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]

C50H76O20: 996.492

[α]D27−21.5° (c 4.7, MeOH) [1]

FAB-MSm/z: 1020 [M + Na]+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 1.19, 1.09, 1.22, 1.18, 1.28, 1.16, 1.05 (s, CH3-23, 24, 25, 26, 27, 29, 30), 3.64 (brd, H-18), 4.57 (dd, J = 3.7, 9.2, H-11), 5.89 (d, J = 3.7, H-12).

β-D-Glcp: 6.23 (d, J = 7.9, H-1), 4.11 (H-2), 4.22 (t, J = 8.5, H-3), 4.26 (brd, H-4), 4.14 (m, H-5), 4.34 (H-6), 4.73 (brd, H-6)

β-D-Glcp′: 4.97 (d, J = 7.9, H-1), 3.95 (t, J = 7.9, H-2), 4.11 (H-3), 4.09 (H-4), 3.80 (t, J = 4.9, H-5), 4.54 (brd, H-6), 4.62 (H-6), 1.93 (s, CH3OCO)

α-L-Rhap: 5.53 (brs, H-1), 4.63 (H-2), 4.51 (dd, J = 3.1, 9.2, H-3), 4.33 (t, J = 9.2, H-4), 4.85 (m, H-5), 1.71 (d, J = 6.1, CH3-6) [1]

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

Table 1

C-1

34.6

C-16

25.7

Glc-1

96.0

Rha-1

102.8

2

References

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

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