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Cumingianoside I

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Miscellaneous Glycosides – 3α,7α,23(R),24(S)-Pentahydroxy-14,18-cycloapotirucallan

Biological source: Dysoxylum cumingianum [1]

C40H66O12: 738.455

[α]D25 −33.5° (c 0.20, CHCl3) [1]

FAB-MS (positive ion mode) m/z: 761 (M + Na)+ [1]

FAB-MSm/z: 737 [M-H] [1]

1H NMR (400 MHz, J/Hz, C5D5N-D2O): 4.88 (brs, H-3), 2.32 (brd, J = 12.0, H-5), 4.10 (brs, H-7), 0.56, 0.70 (d, J = 6.0, 6.0, H2-18), 0.88 (s, CH3-19), 1.10 (d, J = 6.0, CH3-21), 4.52 (brt, J = 6.5, H-23), 3.58 (brs, H-24), 1.59 (s, CH3-26), 1.63 (s, CH3-27), 1.04 (s, CH3-28), 0.85 (s, CH3-29), 1.04 (s, CH3-30)

β-D-Glcp: 4.82 (d, J = 8.0, H-1), 3.93 (dd, 8.0, J = 9.0, H-2), 5.76 (t, J = 9.0, H-3), 4.14 (t, J = 9.0, H-4), 3.98 (m, H-5), 4.30 (dd, J = 5.5, 11.5, H-6), 4.49 (dd, J = 2.5, 11.5, H-6) Acetyl: 1.89 (s), Acetyl′: 2.08 (s) [1]

13 C NMR (100 MHz, C 5D 5N-D 2O): [ 1]

Table 1

C-1

34.4

C-16

26.4

Glc-1

99.9

2

23.4

17

53.4

2

73.1

3

References

  1. 1.
    T. Fujioka, A. Sakurai, K. Mihashi, Y. Kashiwada, I.-S. Chen, K.-H. Lee, Chem. Pharm. Bull. 45(1), 68 (1997)CrossRefGoogle Scholar

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