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Centellasaponin C

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – 23-Deoxy-madecasic Acid

Biological source: Centella asiatica [1]

C48H78O19: 958.513

Mp: 209–210°C (CHCl3–MeOH) [1]

[α]D25−9.0° (c 0.6, MeOH) [1]

IR (KBr) νmax cm−1: 3431, 2926, 1736, 1655, 1067 [1]

FAB-MSm/z: 981.5 [M + Na]+; 957 [M-H], 811 [M-C6H11O4], 487 [M-C18H31O14] [1]

1H NMR (500 MHz, J/Hz, C5D5N): 0.90, 0.96 (d, J = 6.4, CH3-29, 30), 1.17, 1.43, 1.67, 1.72, 1.73 (s, CH3-27, 23, 26, 24, 25), 2.53 (d, J = 11.6, H-18), 3.38 (d, J = 10.4, H-3), 4.24 (m, H-2), 4.86 (m, H-6), 5.52 (dd, J = 3.4, 3.7, H-12)

β-D-Glcp: 6.11 (d, J = 8.2, H-1)

β-D-Glcp′: 4.94 (d, J = 7.9, H-1)

α-L-Rhap: 5.78 (d, J = 12.0, H-1), 1.66 (d, J = 6.1, CH3-6) [1]

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

Table 1

C-1

50.5

C-16

24.8

Glc-1

95.8

Rha-1

102.7

2

68.8

17

48.5

2

73.8

2

72.5

3

84.2

18

53.4

3

78.6

3

72.7

4

40.7

19

39.5

4

71.2

4

74.0

5

56.5

20

39.2

5

77.9

5

70.3

6

67.7

21...

References

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

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