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Cumingianoside M

Reference work entry

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

Biological source: Dysoxylum cumingianum [1]

C38H62O11: 694.429

[α]D25 −10.5° (c 0.7, CHCl3) [1]

FAB-MS (positive ion mode) m/z: 717.4190 (M + Na)+ [1]

FAB-MSm/z: 693 (M-H) [1]

1H NMR (400 MHz, J/Hz, C5D5N-D2O): 2.43 (m, H-5), 3.92 (brt, H-7), 0.75, 0.93 (d, J = 5.5, 5.5, H2-18), 0.90 (s, CH3-19), 1.14 (d, J = 6.5, CH3-21), 4.53 (brt, J = 7.0, H-23), 3.60 (s, H-24), 1.61 (s, CH3-26), 1.64 (s, CH3-27), 1.37 (s, CH3-28), 1.11 (s, CH3-29), 1.08 (s, CH3-30)

β-D-Glcp: 4.69 (d, J = 8.0, H-1), 3.92 (t, J = 8.0, H-2), 4.19 (m, H-3), 3.98 (m, H-4), 3.98 (m, H-5), 4.66 (dd, J = 5.0, 11.0, H-6), 4.88 (dd, J = 3.0, 11.0, H-6); Acetyl: 2.11 (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

102.2

2

39.7

17

53.7

2

75.1

3

218.3

18

18.2

3

78.3

4

47.4

19

16.6

4

71.8

5

45.7

20

33.2

5

74.7

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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