3-O-Methylglycyrol

Reference work entry

CAS Registry Number: 23013-85-6 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Coumestans

Biological sources: Glycyrrhiza uralensis [1, 2]

C22H20O6: 380.4011

Mp: 260°C, colorless needles

UV: 229, 246, 344, 355 sh [1]

IR: 3250 (OH), 1700 (CO), 1620, 1110 [1]

EI-MS: (M+, 380) [1]

1H NMR (90 MHz, DMSO-d6): 1.65 (3H, s, 5′-Me), 1.76 (3H, s, 4′-Me), 3.30 (2H, br d, J = 7.0, H2-1′), 3.90 (3H, s, OMe), 5.14 (1H, br t, J = 7.0, H-2′), 6.96 (1H, dd, J = 2.0, 8.4, H-8), 6.98 (1H, s, H-4), 7.17 (1H, d, J = 2.0, H-10), 7.71 (1H, d, J = 8.4, H-7) [1]

13 C NMR (225 MHz, DMSO-d 6) [ 2]:

Table 1

C-1′

22.2

C-6a

103.0

C-2,7

120.9

153.2

2′

122.2

7a

114.3

4

96.5

153.4

3′

131.8

10a

100.9

10

98.7

156.4

4′

25.6

        

157.2

5′

17.9

        

157.8
           

158.0
           

160.8
         

OCH3

56.6; 62.7
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References

  1. 1.
    T. Fukai, Q.H. Wang, T. Kitagawa, K. Kusano, T. Nomura, Y. Iitaka, Heterocycles 29, 1761 (1989)CrossRefGoogle Scholar
  2. 2.
    T. Shiozawa, S. Urata, T. Kinoshita, T. Saitoh, Chem. Pharm. Bull. 37, 2239 (1989)CrossRefGoogle Scholar

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