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Cumingianoside J

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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 −38.8° (c 0.52, 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): 4.94 (brs, H-3), 2.39 (brd, J = 12.0, H-5), 4.10 (brs, H-7), 0.45, 0.59 (d, J = 6.0, 6.0, H2-18), 0.89 (s, CH3-19), 1.10 (d, J = 6.0, CH3-21), 4.51 (brt, J = 7.0, H-23), 3.60 (brs, H-24), 1.59 (s, CH3-26), 1.62 (s, CH3-27), 1.13 (s, CH3-28), 0.89 (s, CH3-29), 1.02 (s, CH3-30)

β-D-Glcp: 4.81 (d, J = 7.5, H-1), 3.93 (dd, J = 7.5, 9.0, H-2), 5.76 (t, J = 9.0, H-3), 5.50 (t, J = 9.0, H-4), 3.97 (ddd, J = 3, 6, 9, H-5), 4.08 (dd, J = 6.0, 12.0, H-6), 4.16 (dd, J = 3.0, 12.0, 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

26.3

Glc-1

99.6

2

23.4

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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