Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Licocoumarones and Aurons
Biological sources: Glycyrrhiza uralensis [1]
C21H22O5: 354.4065
Mp: 67–70°C (125–127°C double melting point), colorless prisms
UV: 213 (4.54), 230 (infl. 4.24), 240 (inf. 4.04), 250 (inf. 3.87), 285 sh (4.16), 295 sh (4.19), 305 sh (4.30), 320 (4.51), 335 (4.46): +MeONa: 295 sh (4.14), 330 (4.49), 343 (4.49) [1]
IR: 3440, 3260, 1620, 1610 sh, 1600 sh, 1505 [1]
EI-MS: 355 (M + 1)+ (24), 354 (M)+ (100), 339 (16), 299 (5), 286 (9) [1]
1H NMR (DMSO-d6, 60°C): 1.62, 1.73 (each 3H, br s, 10-CH3), 3.30 (2H, br d, J = 7, 2H-8), 3.81, 3.96 (each 3H, s, OCH3), 5.13 (1H, br t, J = 7, H-9), 6.37 (1H, dd, J = 2, 8.5, H-5′), 6.48 (1H, d, J = 2, H-3′), 6.92 (1H, br d, J = 0.7, H-7), 7.17 (1H, d, J = 0.7, H-3), 7.56 (1H, d, J = 8.5, H-6′), (DMSO-d6, 24°C): 9.64, 10.22, (each 1H, d, J = 1, br s, OH) [1]
Table 1
C-2 |
150.87 |
C-8 |
22.27 |
C-1′ |
108.81 |
3 |
100.26 |
9 |
123.61... |
References
- 1.T. Fukai, Q.H. Wang, T. Kitagawa, K. Kusano, T. Nomura, Y. Iitaka, Heterocycles 29, 1761 (1989)CrossRefGoogle Scholar
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