Glyasperin-K

Reference work entry

CAS Registry Number: 156162-03-7 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Isoflavanones

Biological sources: Glycyrrhiza aspera [1]

C22H24O6: 384.4330

Mp: 159–162°C, amorphous powder

[α]D−32° (c 0.02, MeOH)

UV: 287 (4.50), 335sh (3.72)

EI-MS: 385 [M + 1] + (10), 384[M]+ (38), 366 (5), 351 (5), 329 (10), 328 (14), 235 (47), 234 (14), 179 (100), 150 (27) [1]

HR-MS: 384.1544 [M] + (C22H24O6 requires: 384.1573)

1H NMR (400 MHz, acetone-d6): 1.63 (H, br d, J = 1, Me), 1,74 (3H, br s, Me), 3.23 (2H, br d, J = 7, H-9), 3.74, 3.91 (6H, s, OMe), 4.31 (1H, dd, J = 5, 11, H-3), 4.49 (1H, dd, J = 5, 11, H-2), 4.65 (1H, t, J = 11, H-2), 5.18 (1H, br t, J = 7, H-10), 6.14 (1H, s, H-8), 6.44 (1H, dd, J = 2, 8, H-5′), 6.50 (1H, d, J = 2, H-3′), 7.05 (1H, d, J = 8, H-6′), 8.71 (1H, br s, OH), 12.46 (1H, s, 5-OH) [1]

13 C NMR (100 MHz, acetone-d 6):

Table 1

C-2

71.1

8

91.6

C-1′

115.1

4a

104.0

3

47.5

9

21.60

2′

157.0

8a

161.4

4

198.8

10

123.5

3′

102.7

References

  1. 1.
    T. Fukai, L. Zheng, J. Nishizowa, Y.H. Wang, T. Nomura, Phytochemistry 36, 233 (1994). CA 121, 53955 (1994)Google Scholar
  2. 2.
    T. Fukai, B. Cai, K. Maruno, Y. Miyakawa, M. Konishi, T. Nomura, Phytochemistry 49, 2005–2013 (1998)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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