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Licorice-Saponin G2

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – 24-Hydroxy-glycyrrhetic Acid

Biological source: Glycyrrhiza uralensis [1, 2], G. inflata [3]

C42H62O17: 838.398

Mp: 229–230°C [1]

[α]D20 + 34° (c 0.12, MeOH) [1]

IR (KBr) νmax cm−1 (Me ester): 3500–3000, 2910, 1720, 1648, 1385, 1040 [2]

UV λmaxMeOH nm (ε): 249 (10600) [1]

FAB-MSm/z (Me ester): 861 (M + Na)+, 839 (M + H)+, 663, 487, 469 (positive), 837, 661, 485 (negative) [2]

1H NMR (500 MHz, J/Hz, C5D5N + D2O): 0.78, 1.05, 1.20, 1.34, 1.43, 1.48 (s, CH3 × 6), 2.99 (brd, J = 14.0, H-18), 3.52 (dd, J = 4.8, 11.0, H-3), 4.58, 4.68 (d, J = 10.6, H2-24), 5.94 (s, H-12), 5.34 (d, J = 7.7, H-1 of GlcUA), 5.64 (d, J = 6.7, H-1 of GlcUA′) [2]

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

Table 1

C-3

89.9

GlcUA-1

104.1

GlcUA′-1

105.5

11

198.9

2

81.9

2

76.5

12

128.6

3

75.2

3

76.8

13

168.7

4

72.2

4

72.2

18

44.2

5

77.2

5

77.2

22

38.2

6

169.6

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, M. Sakagami, J.L. Zhou, M. Yoshikawa, Chem. Pharm. Bull. 41(8), 1337 (1993)CrossRefGoogle Scholar
  3. 3.
    I. Kitagawa, K. Hori, M. Sakagami, F. Hashiuchi, M. Yoshikawa, J. Ren, Chem. Pharm. Bull. 41(8), 1350 (1993)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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