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Centellasaponin B

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – Madecasic Acid

Biological source: Centella asiatica [1]

C42H68O16: 828.450

Mp: 223–224°C (CHCl3-H2O) [1]

[α]D25 + 13.2° (c 0.3, MeOH) [1]

IR (KBr) νmax cm−1: 3432, 2928, 1736, 1655, 1073 [1]

FAB-MSm/z: 851.4 [M + Na]+; 827 [M-H], 503 [M-C12H21O10] [1]

1H NMR (500 MHz, J/Hz, C5D5N): 0.85 (d, J = 6.9, CH3-30), 0.92 (d, J = 6.7, CH3-29), 1.11, 1.70, 1.71, 1.80 (s, CH3-27, 26, 24, 25), 2.52 (d, J = 11.9, H-18), 4.02, 4.33 (d, J = 10.3, H2-23), 4.15 (m, H-3), 4.37 (m, H-2), 5.02 (brs, H-6), 5.50 (dd, J = 3.4, 3.7, H-12)

β-D-Glcp: 6.12 (d, J = 8.2, H-1)

β-D-Glcp′: 5.00 (d, J = 7.9, H-1) [1]

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

Table 1

C-1

50.5

C-16

24.8

Glc-1

95.8

2

69.1

17

48.6

2

73.9

3

78.5

18

53.4

3

78.4

4

44.5

19

39.5

4

71.4

5

48.7

20

39.1

5

77.9

6

67.7

21

30.9

6

69.7

7

41.4

22

36.9

Glc′-1

105.3

8

39.7

23

66.5

2

75.3

9

48.8

24

15.9

3

78.6

10

38.1

References

  1. 1.
    H. Matsuda, T. Morikawa, H. Ueda, M. Yoshikawa, Chem. Pharm. Bull. 49(10), 1368 (2001)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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