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Papyrioside LB

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]

C51H78O20: 1010.508

[α]D27−23.9° (c 2.3, MeOH) [1]

FAB-MSm/z: 1034 [M + Na]+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 1.17, 1.07, 1.12, 1.12, 1.25, 1.23, 1.10 (s, CH3-23, 24, 25, 26, 27, 29, 30), 3.71 (dd, J = 4.3, 14.0, H-18), 3.93 (dd, J = 3.7, 8.6, H-11), 5.86 (d, J = 3.7, H-12), 3.27 (OMe)

β-D-Glcp: 6.25 (d, J = 7.9, H-1), 4.10 (H-2), 4.22 (t, J = 9.2, H-3), 4.28 (brd, H-4), 4.14 (H-5), 4.34 (H-6), 4.71 (brd, H-6)

β-D-Glcp′: 4.95 (d, J = 7.9, H-1), 3.95 (t, J = 7.9, H-2), 4.10 (H-3), 4.10 (H-4), 3.81 (t, J = 4.9, H-5), 4.54 (brd, H-6), 4.62 (H-6), 1.93 (s, CH3OCO)

α-L-Rhap: 5.54 (brs, H-1), 4.62 (H-2), 4.50 (H-3), 4.32 (H-4), 4.85 (m, H-5), 1.71 (d, J = 6.7, CH3-6) [1]

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

Table 1

C-1

34.6

C-16

25.6

Glc-1

96.1

Rha-1

102.9

2

40.5

17

References

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

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