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Cumingianoside O

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Miscellaneous Glycosides – 3α,7α,24-Trihydroxy-23,25-epoxy-14,18-cycloapotirucallan

Biological source: Dysoxylum cumingianum [1]

C40H64O11: 720.444

[α]D25 −20.5° (c 0.1, CHCl3) [1]

FAB-MS (positive ion mode) m/z: 743.4346 (M + Na)+ [1]

FAB-MSm/z: 719 (M-H) [1]

1H NMR (400 MHz, J/Hz, C5D5N-D2O): 4.93 (brs, H-3), 2.40 (brd, J = 13.0, H-5), 4.00 (brs, H-7), 0.50, 0.62 (d, J = 6.0, 6.0, H2-18), 0.90 (s, CH3-19), 1.09 (d, J = 6.5, CH3-21), 4.98 (brt, J = 6.5, H-23), 4.68 (d, J = 6.5, H-24), 1.51 (s, CH3-26), 1.61 (s, CH3-27), 1.12 (s, CH3-28), 0.89 (s, CH3-29), 1.07 (s, CH3-30)

β-D-Glcp: 4.73 (d, J = 8.0, H-1), 3.87 (dd, J = 8.0, 9.0, H-2), 4.16 (t, J = 9.0, H-3), 4.00 (t, J = 9.0, H-4), 3.95 (ddd, J = 2.0, 6.0, 9.0, H-5), 4.69 (dd, J = 6.0, 11.0, H-6), 4.92 (dd, J = 2.0, 11.0, H-6); Acetyl: 1.96 (s), Acetyl′: 2.05 (s) [1]

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

Table 1

C-1

34.5

C-16

26.1

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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