Papyrioside LH

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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]

C48H72O18: 936.471

[α]D25 + 30.2° (c 0.5, MeOH) [1]

UV λmaxMeOH nm (log ε): 282 (2.66) [1]

HR-FAB-MSm/z: 959.4617 [M + Na]+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 1.15, 1.08, 1.21, 1.38, 1.08, 1.20, 1.10 (s, CH3-23, 24, 25, 26, 27, 29, 30), 5.75 (d, J = 7.0, H-11), 5.83 (d, J = 7.0, H-12), 3.77 (brd, H-18)

β-D-Glcp: 6.24 (d, J = 8.0, H-1), 4.13 (H-2), 4.21 (H-3), 4.32 (H-4), 4.13 (H-5), 4.31, 4.68 (brd, H2-6)

β-D-Glcp′: 4.96 (d, J = 8.0, H-1), 3.94 (H-2), 4.10 (dd, J = 5.0, 8.0, H-3), 4.39 (t, J = 9.0, H-4), 3.67 (brd, H-5), 4.11, 4.19 (H2-6)

α-L-Rhap: 5.84 (s, H-1), 4.67 (H-2), 4.55 (brd, H-3), 4.31 (brd, H-4), 4.97 (H-5), 1.70 (d, J = 6.0, CH3-6) [1]

13 C NMR (500 MHz, C 5D 5N): [ 1]

Table 1

C-1

34.7

C-16

26.3

Glc-1

96.5

Rha-1

102.0

2

37.8

17

50.6

2

76.5...

References

  1. 1.
    M. Mutsuga, K. Kojima, I. Saracoglu, Y. Ogihara, Chem. Pharm. Bull. 45(3), 552 (1997)CrossRefGoogle Scholar

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