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Compound VIII

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – 19α-Hydroxyasiatic Acid

Biological source: Symplocos spicata [1], Trachelospermum asiaticum [2]

C42H68O16: 828.450

Mp: 242–245°C (MeOH) [2]

[α]D28−5.9° (c 1.25, MeOH) [2]

IR (KBr) νmax cm−1: 3350, 1730 [1]

FAB-MSm/z: 851 (M + Na)+ [1]

1H NMR (400 MHz, J/Hz, C5D5N): 5.53 (brs, H-12), 2.92 (s, H-18), 1.03, 1.12, 1.21, 1.37, 1.61 (s, CH3x5), 1.06 (d, J = 7.0, CH3-30)

β-D-Glcp: 5.18 (d, J = 8.0, H-1)

β-D-Glcp′: 6.30 (d, J = 8.0, H-1) [1]

13 C NMR (400 MHz, C 5D 5N): [ 2]

Table 1

C-1

47.6

C-16

26.2

Glc-1

105.8

2

67.1

17

48.6

2

75.5

3

88.6

18

54.4

3

78.6

4

44.7

19

72.7

4

71.5

5

47.4

20

42.2

5

78.4

6

18.5

21

26.7

6

62.4

7

33.2

22

37.7

Glc′-1

95.8

8

40.6

23

64.0

2

74.1

9

47.8

24

14.7

3

79.0

10

37.9

25

17.5

4

71.3

11

24.2

26

17.5

5

79.2

12

128.4

27

24.6

6

62.4

13

139.3

28

176.9

   

14

42.2

29

27.0

   

15

29.2

30

16.7

   

References

  1. 1.
    R. Higuchi, T. Kawasaki, M. Biswas, V.B. Pandey, B. Dasgupta, Phytochemistry 21, 907 (1982)CrossRefGoogle Scholar
  2. 2.
    F. Abe, T. Yamauchi, Chem. Pharm. Bull. 35(5), 1748 (1987)CrossRefGoogle Scholar

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