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Patrinia-Glycoside A-I

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – Ursolic Acid

Biological source: Patrinia scabiosaefolia [1]

C41H66O11: 734.460

Mp: 246–249°C (MeOH) [1]

[α]D−5.8° (c 0.30, C5D5N) [1]

IR (KBr) νmax cm−1: 3420, 2920, 1690, 1050 [1]

FAB-MSm/z: 733 ([M-H], 100), 587 ([M-H]-146, 9), 455 ([M-H]-146-132, 10) [1]

1H NMR (400 MHz, J/Hz, C5D5N): 0.86, 1.02, 1.07, 1.19, 1.27 (s, CH3 × 5), 0.97, 1.01 (d, J = 6.0, 6.2, CH3 × 2), 2.65 (d, J = 11.2, Hβ-18), 3.27 (dd, J = 11.5, 4.2, Hα-3), 5.47 (m, H-12)

α-L-Arap: 4.92 (d, J = 5.3, H-1)

α-L-Rhap: 6.10 (d, J = 0.9, H-1), 1.63 (d, J = 6.3, CH3-6) [1]

13 C NMR (100.5 MHz, C 5D 5N): [ 1]

Table 1

C-1

39.0

C-16

25.0

Ara-1

104.8

2

26.6

17

48.2

2

76.0

3

88.9

18

53.7

3

74.0

4

39.5

19

39.6

4

68.6

5

56.0

20

39.5

5

64.6

6

18.6

21

31.2

Rha-1

101.8

7

33.5

22

37.6

2

72.4

8

40.0

23

28.2

3

72.6

9

48.1

24

17.0

4

73.7

10

37.0

25

15.7

5

69.9

11

23.6

26

17.6

6

18.6

12

125.4

References

  1. 1.
    T. Nakanishi, K. Tanaka, H. Murata, M. Somekawa, A. Inada, Chem. Pharm. Bull. 41(1), 183 (1993)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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