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Licorice-Saponin K2

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – 24-Hydroxy-olean-11,13(18)-dien-30-oic Acid

Biological source: Glycyrrhiza uralensis [1]

C42H62O16: 822.403

Mp: 207–209°C [1]

[α]D25 + 28° (MeOH) [1]

IR (KBr) νmax cm−1: 3500-3100, 2928, 1690, 1395, 1050 [2]

UV λmaxMeOH nm (ε): 241 (13000), 249 (15000), 259 (9200) [2]

FAB-MSm/z: 845 (M + Na)+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 0.72, 0.88, 1.07, 1.33, 1.37, 1.45, 1.47 (CH3 × 6), 3.50 (dd, J = 4.2, 9.6, Hα-3), 4.48, 4.58 (d, J = 9.8, H2-24), 5.54 (brd, J = 12.0, H-11), 6.52 (brd, J = 12.0, H-12), 5.04 (d, J = 7.6, H-1 of GlcUA), 5.64 (d, J = 6.1, H-1 of GlcUA′), 5.54 (brd, H-11), 6.52 (brd, H-12) [1, 2]

13 C NMR (22.5 MHz, C 5D 5N) (for methyl derivate): [ 1]

Table 1

C-3

89.8

GlcUA-1

104.0

GlcUA′-1

104.5

11

125.3

2

80.8

2

76.6

12

126.4

3

76.6

3

77.0

13

135.2

4

72.1

4

72.1

18

135.2

5

77.7

5

77.4

22

36.2

6

169.8

6

169.8

24

62.4

       

29

28.1

 

References

  1. 1.
    I. Kitagawa, J.L. Zhou, M. Sakagami, E. Uchida, M. Yoshikawa, Chem. Pharm. Bull. 39(1), 244 (1991)CrossRefGoogle Scholar
  2. 2.
    I. Kitagawa, K. Hori, J.-L. Zhou, M. Yoshikawa, Chem. Pharm. Bull. 41(8), 1337 (1993)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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