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Cumingianoside N

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Miscellaneous Glycosides – 3α,7α,23(R),24(S)-Tetrahydroxy-14,18-cycloapotirucall-25-ene

Biological source: Dysoxylum cumingianum [1]

C38H62O10: 678.434

[α]D25 −40.3° (c 0.59, CHCl3) [1]

FAB-MS (positive ion mode) m/z: 701.2440 (M + Na)+ [1]

FAB-MSm/z: 677 (M-H) [1]

1H NMR (400 MHz, J/Hz, C5D5N-D2O): 4.92 (brs, H-3), 2.38 (brd, J = 12.0, H-5), 4.12 (brs, H-7), 0.52, 0.70 (d, J = 6.0, 6.0, H2-18), 0.90 (s, CH3-19), 1.15 (d, J = 6.5, CH3-21), 4.07 (m, H-23), 4.23 (d, J = 5.5, H-24), 5.00, 5.25 (brs, H2-26), 1.94 (s, CH3-27), 1.11 (s, CH3-28), 0.89 (s, CH3-29), 1.05 (s, CH3-30)

β-D-Glcp: 4.80 (d, J = 8.0, H-1), 3.94 (dd, J = 8.0, 9.0, H-2), 4.19 (t, J = 9.0, H-3), 4.07 (t, J = 9.0, H-4), 3.94 (m, H-5), 4.28 (dd, J = 5.5, 11.5, H-6), 4.52 (dd, J = 2.5, 11.0, H-6); Acetyl: 1.97 (s) [1]

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

Table 1

C-1

34.5

C-16

26.4

Glc-1

99.8

2

23.4

17

53.0

2

75.3

3

78.2

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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