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Chilianoside E

Reference work entry

CAS Registry Number: 222541-54-0 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Dammarane Type – 25-Hydroperoxy-dammar-23-en-1β,2α,3β,20(R)-tetraol

Biological source: Rhoiptelea chiliantha [1]

C38H64O12: 712.439

[α] D 20 + 44.0° (c 0.2, MeOH) [1]

FAB-MS m/z: 735 (M + Na)+ [1]

1 H NMR (500 MHz, J/Hz, CD3OD): 0.76 (s, CH3-29), 0.81 (m, H-5), 0.89 (s, CH3-30), 0.97 (s, CH3-19), 0.98 (s, CH3-28), 1.00 (s, CH3-18), 1.08 (s, CH3-21), 1.26 (m, Hb-12), 1.30 (s, CH3-26, 27), 1.36 (m, Hb-11), 1.49, 1.05 (m, CH2-15), 1.56 (m, H-9), 1.58, 1.25 (m, H2-7), 1.59, 1.27 (m, H2-6), 1.68, 1.36 (m, H2-16), 1.69 (m, H-17), 1.72 (m, H-13), 1.91 (d, J = 13.0, Ha-12), 2.09 (s, Ac), 2.18 (m, H2-22), 2.48 (dd, J = 13.0, 13.0, Ha-11), 3.04 (d, J = 9.0, H-3), 3.14 (d, J = 9.0, H-1), 3.46 (t, J = 9.0, H-2), 5.59 (d, J = 16.0, H-24), 5.75 (dt, J = 16.0, 7.0, H-23)

β-D-Glcp: 4.53 (d, J = 8.0, H-1), 4.80 (d, J = 8.9, H-2), 3.52 (t, J = 9.0, H-3), 3.40 (t, J = 9.0, H-4), 3.35 (m, H-5), 3.89 (dd, J = 2.0, 12.0, Ha-6), 3.68 (dd, J = 6.0, 12.0, Hb-6) [1]

13 C NMR (125 MHz, CD3OD): [1]

Table 1

C-1

84.5

C-16

26.0

Glc-1

103.7

2

73.0

17

51.0

2

75.5

3

92.6

18

16.3

3

76.5

4

41.0

19

14.5

4

71.3

5

54.3

20

76.1

5

78.2

6

18.8

21

23.7

6

62.3

7

36.2

22

46.2

Ac-1

171.8

8

42.3

23

127.5

2

21.3

9

53.3

24

138.3

  

10

44.2

25

82.6

  

11

25.2

26

24.9

  

12

28.8

27

25.0

  

13

43.1

28

28.5

  

14

51.2

29

17.5

  

15

32.2

30

16.8

  

References

  1. 1.
    Z.-H. Jiang, R. Fukuoka, F. Aoki, T. Tanaka, I. Kouno, Chem. Pharm. Bull. 47, 257 (1999)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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