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Ilexoside XLVII

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – Spathodic Acid

Biological source: Ilex rotunda [1]

C42H66O16: 826.435

Mp: 238–239°C (MeOH) [1]

[α]D22 −11.3° (c 0.7, MeOH) [1]

FAB-MSm/z: 825 [M-H] [1]

EI-MSm/z: 470 (4), 442 (20), 370 (8), 264 (28), 246 (50), 224 (12), 218 (35), 206 (35), 201 (45), 175 (41), 146 (100) [1]

1H NMR (400 MHz, J/Hz, C5D5N): 0.80, 0.98, 1.11, 1.15, 1.53, 1.66 (s, CH3 × 6), 2.39 (ddd, J = 11.0, 11.0, 3.0, Hβ-15), 2.85 (ddd, J = 11.0, 11.0, 3.0, Hα-16), 3.52 (brs, H-18), 3.58 (d, J = 2.5, H-19), 3.60 (dd, J = 11.0, 4.5, H-3), 3.64, 4.38 (d, J = 11.5, H2-24), 5.47 (brt, H-12)

β-D-GlcUAp: 5.14 (d, J = 7.5, H-1)

β-D-Glcp: 6.36 (d, J = 8.0, H-1) [1]

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

Table 1

C-1

38.9

C-16

29.1

GlcUA-1

106.5

2

26.8

17

46.5

2

75.4

3

89.1

18

44.6

3

78.1

4

44.4

19

81.0

4

73.5

5

56.2

20

35.6

5

78.2

6

19.1

21

29.2

6

172.7

7

33.6

22

33.1

Glc-1

95.9

8

40.2

23

References

  1. 1.
    K. Amimoto, K. Yoshikawa, S. Arihara, Chem. Pharm. Bull. 41(1), 77 (1993)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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