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3-O-Glucopyranoside of Suavissimoside RI

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – 2α,3β,19α-Trihydroxy-urs-12-en-23,28-dioic Acid

Biological source: Trachelospermum asiaticum [1]

C43H68O17: 856.445

[α]D25−2.6° (c 0.57, MeOH) [1]

FAB-MSm/z: 879 (M + Na)+ [1]

1H NMR (400 MHz, J/Hz, C5D5N): 5.51 (brs, H-12), 2.92 (s, H-18), 1.01, 1.16, 1.38, 1.64, 1.50 (s, CH3 × 5), 1.07 (d, J = 6.0, CH3-30), 3.87 (COOMe)

β-D-Glcp: 4.88 (d, J = 8.0, H-1)

β-D-Glcp′: 6.29 (d, J = 8.0, H-1) [1]

13 C NMR (400 MHz, C 5D 5N): [ 1]

Table 1

C-1

47.4

C-16

26.0

Glc-1

106.0

2

66.6

17

48.5

2

74.7

3

92.2

18

54.3

3

78.5

4

54.6

19

72.6

4

71.4

5

52.6

20

42.0

5

78.4

6

20.9

21

26.7

6

62.4

7

33.0

22

37.6

Glc′-1

95.8

8

40.6

23

176.8

2

74.0

9

47.9

24

13.5

3

78.9

10

37.9

25

17.3

4

71.3

11

24.0

26

17.2

5

79.1

12

128.0

27

24.4

6

62.4

13

139.1

28

177.3

   

14

42.0

29

26.9

   

15

29.1

30

16.6

   
   

COOMe

52.2

   

References

  1. 1.
    F. Abe, T. Yamauchi, Chem. Pharm. Bull. 35(5), 1748 (1987)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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