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Medicoside J

Reference work entry

CAS Registry Number: 107195-79-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – Medicagenic Acid

Biological source: Medicago sativa [1, 2]

C52H82O23: 1074.524

Mp: 234–236°C (MeOH) [1]

[α]D27 0±3° (c 0.41, MeOH) [1]

IR (KBr) νmax cm−1: 3530-3260, 1760, 1700, 1265 [1]

1H NMR (J/Hz, C5D5N): 0.78, 0.86, 0.96, 1.11, 1.38, 1.80 (s, CH3 × 6), 5.31 (brs, H-12)

α-L-Rhap: 5.55 (brs, H-1), 1.60 (d, J = 4.0, CH3-6)

β-D-Xylp: 4.93 (d, J = 6.0, H-1)

β-D-Glcp: 4.93 (d, J = 6.0, H-1)

α-L-Arap: 5.32 (d, J = 2.0, H-1) [1]

13 C NMR (75 MHz, CDCl 3) (for peracetate): [ 2]

Table 1

C-1

43.5

C-16

29.5

Glc-1

101.3

Rha-1

98.2

2

69.8

17

47.2

2

72.4

2

71.4

3

86.0

18

41.5

3

72.7

3

70.1

4

52.6

19

46.4

4

68.8

4

76.9

5

52.5

20

31.0

5

72.1

5

67.9

6

20.6

21

34.2

6

61.8

6

17.9

7

32.8

22

32.5

Ara-1

92.8

Xyl-1

101.8

8

40.1

23

180.5

2

74.5

2

71.3

9

48.5

24

13.2

3

72.4

3

71.3

10

36.4

25

16.4

4

66.8

4

69.5

11

23.4

26

17.0

5

References

  1. 1.
    A.E. Timbekova, N.K. Abubakirov, Chem. Nat. Comp. 22(5), 574 (1986)CrossRefGoogle Scholar
  2. 2.
    G. Massiot, C. Lavaud, V. Besson, L. Le Men-Oliver, G. Van Binst, J. Agric. Food. Chem. 39, 78 (1991)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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