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Ardisimamilloside C

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – 3β,16α,28,30-Tetrahydroxy-olean-12-ene

Biological source: Ardisia mamillata [1]

C53H88O22: 1076.576

[α]D25−28.5° (c 0.31, MeOH) [1]

HR-FAB-MSm/z: 1099.5696 [M + Na]+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 0.72 (H-5), 0.85, 0.94, 1.04, 1.17, 1.33 (s, CH3-25, 24, 26, 23, 29), 1.81 (s, CH3-27), 2.62 (H-18), 3.16 (dd, J = 9.8, 4.2, H-3), 3.82 (s, H2-28), 4.14, 4.31 (H2-30), 4.95 (H-16)

α-L-Rhap: 6.42 (brs, H-1), 1.77 (d, J = 13.2, CH3-6)

α-L-Arap: 4.94 (brs, H-1)

β-D-Glcp: 5.38 (d, J = 7.6, H-1)

β-D-Glcp: 5.26 (d, J = 7.5, H-1) [1]

13 C NMR (125 MHz, C 5D 5N): [ 1]

Table 1

C-1

38.9

C-16

73.8

Ara-1

104.4

Glc′-1

103.1

2

26.4

17

41.3

2

80.8

2

78.1

3

89.1

18

42.3

3

74.7

3

79.6

4

39.5

19

43.1

4

74.9

4

71.9

5

55.8

20

36.3

5

62.9

5

78.4

6

18.5

21

28.4

Glc-1

105.5

6

62.6

7

33.3

22

32.0

2

76.4

Rha-1

101.6

8

39.5

23

28.1

3

77.3

2

72.4

9

47.1

24

16.7

4

71.7

3

References

  1. 1.
    J. Huang, Y. Ogihara, H. Zhang, N. Shimizu, T. Takeda, Chem. Pharm. Bull. 48, 1413 (2000)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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